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Meldonium

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2520:. Kalviņš criticized the ban, saying that WADA had not presented scientific proof that the drug can be used for doping. According to him, meldonium does not enhance athletic performance in any way, and was rather used by athletes to prevent damage to the heart and muscles caused by lack of oxygen during high-intensity exercise. He contended that not allowing athletes to take care of their health was a violation of their human rights, and that the decision aimed to remove Eastern European athletes from competitions and his drug from the pharmaceutical market. Liene Kozlovska, the former head of the anti-doping department of the Latvian sports medicine center, rejected claims that the ban is in violation of athletes' rights, saying that meldonium is dangerous in high doses, and should only be used under medical supervision to treat genuine health conditions. She also speculated that Russian athletes may not have received adequate warnings that the drug was banned – due to the suspension of the 774: 1015:. Metabolic modulators are classified as S4 substances according to the WADA banned substances list. These substances have the ability to modify how some hormones accelerate or slow down different enzymatic reactions in the body. In this way, these modulators can block the body's conversion of testosterone into oestrogen, which is necessary for females. On 13 April 2016 it was reported that WADA had issued updated guidelines allowing less than 1 microgram per milliliter of meldonium for tests done before 1 March 2016. The agency cited that "preliminary tests showed that it could take weeks or months for the drug to leave the body". 965: 1008:. 13 medallists or competition winners were taking meldonium at the time of the Baku Games. Meldonium use was detected in athletes competing in 15 of the 21 sports during the Games. Most of the athletes taking meldonium withheld the information of their use from anti-doping authorities by not declaring it on their doping control forms as they should have. Only 23 of the 662 (3.5%) athletes tested declared the personal use of meldonium. However, 66 of the total 762 (8.7%) of athlete urine samples analysed during the Games and during pre-competition tested positive for meldonium. 2201: 2112: 412: 389: 2230: 120: 715: 886: 2392: 1992: 1963: 1541: 1353: 2357: 2325: 2081: 2051: 2021: 1870: 1602: 1295: 1265: 1841: 1660: 1810: 49: 2501:, said in a statement that it did not believe meldonium's use should be banned for athletes. It said the drug worked mainly by reducing damage to cells that can be caused by certain byproducts of carnitine. Meldonium "is used to prevent death of ischemic cells and not to increase performance of normal cells", the statement said. "Meldonium cannot improve athletic performance, but it can stop tissue damage in the case of 608: 1324: 2260: 2449: 2290: 2172: 2143: 1930: 1899: 1779: 1750: 1721: 1692: 1631: 1572: 1508: 1479: 1446: 1413: 1382: 1232: 1199: 1169: 1136: 700: 2422: 111: 2544:, who studies how humans respond to physical and mental stress during exercise and other activities, told them that "Evidence is lacking for many compounds believed to enhance athletic performance. Its use has a sort of urban legend element and there is not much out there that it is clearly that effective. I would be shocked if this stuff had an effect greater than 1004:(WADA) list of banned substances effective 1 January 2016 because of evidence of its use by athletes with the intention of enhancing performance. It was on the 2015 WADA's list of drugs to be monitored. A high prevalence of meldonium use by athletes in sport was demonstrated by the laboratory findings at the 1101:
More than 170 failed tests by athletes were identified in a relatively brief period after the ban on meldonium was imposed on 1 January 2016, almost all of which were from Eastern European countries. Many of the early cases were dropped when athletes claimed that they had ceased use in 2015. Notable
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argued that meldonium "demonstrates an increase in endurance performance of athletes, improved rehabilitation after exercise, protection against stress, and enhanced activation of central nervous system (CNS) functions". However the study itself presents no evidence for this claim, and focuses
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announced that she had failed a drug test in Australia due to the detection of meldonium. She said that she had been taking the drug for ten years for various health issues, and had not noticed that it had been banned. On 8 June 2016, she was suspended from playing tennis for two years by the
590:. Meldonium can be used as a metabolic modulator, changing how some hormones accelerate or slow down enzymatic reactions in the body. However, there are debates over its use as an athletic performance enhancer. Some athletes are known to have used meldonium before it was banned, most notably 929:. Normally, this enzyme's action on its substrates γ-butyrobetaine and 2-oxoglutarate gives, in the presence of the further substrate oxygen, the products L-carnitine, succinate, and carbon dioxide; in the presence of this alternate substrate, the reaction yields malonic acid semialdehyde, 941:, and (1-methylimidazolidin-4-yl)acetic acid, "an unexpected product with an additional carbon-carbon bond resulting from N-demethylation coupled to oxidative rearrangement, likely via an unusual radical mechanism." The unusual mechanism is thought likely to involve a 2552:(a natural substance that, when taken as a supplement, is thought to enhance muscle mass)." Ford Vox, a U.S.-based physician specializing in rehabilitation medicine and a journalist reported "there's not much scientific support for its use as an athletic enhancer". 829:
In fatty acid metabolism, long chain fatty acids in the cytosol cannot cross the mitochondrial membrane because they are negatively charged. The process in which they move into the mitochondria is called the carnitine shuttle. Long chain FA are first activated via
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in ischemic tissues to produce energy is prevented, therefore blocking this oxygen-consuming process. Treatment with meldonium may shift the myocardial energy metabolism from fatty acid oxidation to the more favorable oxidation of glucose, or
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Simkhovich BZ, Shutenko ZV, Meirena DV, Khagi KB, Mezapuķe RJ, Molodchina TN, et al. (January 1988). "3-(2,2,2-Trimethylhydrazinium)propionate (THP)--a novel gamma-butyrobetaine hydroxylase inhibitor with cardioprotective properties".
1044:. Bobrova said she was shocked about the test result, because she had been made aware of meldonium's addition to the banned list, and had been careful to avoid products containing banned substances. In May 2016, Russian professional boxer 2634:, a Latvian pharmaceutical company, with offices in thirteen Eastern European countries as a treatment for heart conditions. The company identifies it as one of their main products. It had sales of 65 million euros in 2013. 2558:, a long-time anti-doping expert and the scientific director of the Banned Substances Control Group (BSCG) said "There's really no evidence that there's any performance enhancement from meldonium – Zero percent". 3566: 3505: 2785:
Dambrova M, Makrecka-Kuka M, Vilskersts R, Makarova E, Kuka J, Liepinsh E (November 2016). "Pharmacological effects of meldonium: Biochemical mechanisms and biomarkers of cardiometabolic activity".
3642: 4839: 4769: 2509: 4724: 4540:"Mildronate (Meldonium) in professional sports – monitoring doping control urine samples using hydrophilic interaction liquid chromatography – high resolution/high accuracy mass spectrometry" 873:). The final effect is a decreased risk of mitochondrial injury from fatty acid oxidation and a reduction of the production of acylcarnitines, which has been implicated in the development of 2651: 5038: 3458: 4421: 2317: 4286: 5045: 5033: 4129:Украинская легкоатлетка Анастасия Мохнюк попалась на допинге – Новости спорта – Семиборка принимала препарат милдронат по назначению врача и считает себя невиновной | СЕГОДНЯ 2475:
In addition it was reported that five Georgian wrestlers and a German wrestler had tested positive for the drug although no further names were released. On 25 March 2016 the
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Galland S, Le Borgne F, Guyonnet D, Clouet P, Demarquoy J (January 1998). "Purification and characterization of the rat liver gamma-butyrobetaine hydroxylase".
746:. Four enzymes are involved in the conversion of trimethyllysine and its intermediate forms into the final product of carnitine. The last of these 4 enzymes is 3984: 3650: 973: 150: 3791: 3773: 3158:
Tars K, Rumnieks J, Zeltins A, Kazaks A, Kotelovica S, Leonciks A, et al. (August 2010). "Crystal structure of human gamma-butyrobetaine hydroxylase".
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Other athletes who are provisionally banned for using meldonium include UFC flyweight Liliya Shakirova, Ethiopian-Swedish middle-distance runner
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confirmed that four wrestlers under their governance (two from Russia and two from other countries) had recorded positive tests for the drug.
4308: 4128: 3409: 1212: 4103: 505: 4588: 4473: 4010: 4967: 4906: 4062:Призер ЧМ румынская бегунья Лаврик сдала положительный допинг-тест на мельдоний | Легкая атлетика | Р-Спорт. Все главные новости спорта 1245: 1041: 4191: 4173: 4116: 869:. This results in reduced transportation and metabolism of long-chain fatty acids in the mitochondria (this burden is shifted more to 2372: 1052:(WBA) Heavyweight Champion—tested positive for meldonium. This was discovered just a week prior to his mandatory title match against 2680: 4321: 921:
biochemical studies suggest that meldonium binds to the substrate pocket of γ-butyrobetaine hydroxylase and acts as an alternative
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and non-hydroxylatable analogue of gamma-butyrobetaine; further studies have identified that meldonium is a substrate for
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complex which can then cross the external mitochondrial border. The co-A is then exchanged with carnitine (via the enzyme
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The main cardioprotective effects of meldonium are mediated by the inhibition of GBB. By subsequently inhibiting
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Help add sources such as review articles, monographs, or textbooks. Please also establish the relevance for any
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The chemical name of meldonium is 3-(2,2,2-trimethylhydraziniumyl) propionate. It is a structural analogue of
3524: 738:). Carnitine is mainly absorbed from the diet, but can be formed through biosynthesis. To produce carnitine, 4840:"Banned Drug Sharapova Took Is Widely Used, Study Shows, Despite Little Evidence That It Boosts Performance" 4770:"Banned drug Sharapova took is widely used, study shows, despite little evidence that it boosts performance" 5137: 5113: 665: 407: 300: 4795: 3341:"Carnitine biosynthesis in hepatic peroxisomes. Demonstration of gamma-butyrobetaine hydroxylase activity" 5305: 5249: 368: 4640: 4375: 3868: 594:. Nevertheless, many athletes have been suspended or disqualified officially in relation to this drug. 571:
and several generic manufacturers. It is primarily distributed in Eastern European countries as an anti-
5315: 5180: 5154: 5125: 4141: 2521: 2652:"Grindeks: We Believe that Meldonium Should not be Included in the List of Banned Substances in Sport" 647: 5330: 5101: 4953: 4861: 4670: 2489: 2135: 1438: 626: 4287:"Canadian Wrestler Gets 4-Year Ban after Testing Positive for Popular Drug Used by Russian Athletes" 865:
In the mitochondria themselves, meldonium also competitively inhibits the carnitine shuttle protein
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Latvia Institute of Organic Synthesis, and now manufactured by the Latvian pharmaceutical company
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of the cell into the mitochondrion and is therefore essential for fatty acid oxidation (known as
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Leung IK, Krojer TJ, Kochan GT, Henry L, von Delft F, Claridge TD, et al. (December 2010).
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Meldonium and its various forms of packaging showing 250 mg capsules and the injection 10% 5 ml
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TASS: Sport – RUSADA decides against disqualification of seven athletes for taking meldonium
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Spaniol M, Brooks H, Auer L, Zimmermann A, Solioz M, Stieger B, Krähenbühl S (March 2001).
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Meldonium is a white crystalline powder, with a melting point of 87 °C (189 °F).
317: 309: 244: 236: 8: 5295: 5215: 4309:"UFC's Daniel Omielanczuk tests positive for meldonium, won't be provisionally suspended" 2688: 2349: 2330: 2013: 1955: 1862: 1742: 1652: 1405: 1005: 411: 388: 227: 5075: 5236: 5200: 4593: 4564: 4539: 3357: 3340: 2992: 2944: 2919: 2895: 2870: 2846: 2821: 2762: 2753: 2737: 2517: 1500: 1045: 874: 859: 672: 560: 3307: 5085: 4569: 4061: 3362: 3321: 3311: 3276: 3272: 3214: 3175: 3140: 3096: 3091: 3074: 3052: 3035:(August 2012). "γ-Butyrobetaine hydroxylase catalyses a Stevens type rearrangement". 3010: 2984: 2949: 2900: 2851: 2802: 2767: 2587: 2103: 1922: 1623: 1224: 1191: 1161: 1037: 984:
of γ-butyrobetaine. γ-Butyrobetaine is a precursor in the biosynthesis of carnitine.
3910:"Yuliya Efimova Tells Russia "I'm Innocent" Despite Two Meldonium Positives in 2016" 2996: 5210: 4976: 4559: 4551: 4039:[The gymnast who replaced Ukraine with Russia was caught using meldonium]. 3713:"Ethiopian Tokyo Marathon winner Negesse reportedly fails drugs test for Meldonium" 3352: 3303: 3268: 3233: 3206: 3167: 3135: 3130: 3118: 3086: 3044: 2976: 2939: 2931: 2890: 2882: 2841: 2833: 2794: 2757: 2749: 2494:
instead on describing two approaches for the reliable identification of meldonium.
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No fault – but her results between 10 January 2016 and 3 February 2016 were voided
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To ensure a continuous guarantee of energy supply, the cell's energy-producing
119: 2980: 5269: 5070: 3732:"Second positive test in 12 months could see Katusha sidelined up to 45 days" 3075:"Development and characterization of an animal model of carnitine deficiency" 2571: 2206: 2164: 2117: 2073: 2043: 1684: 1564: 1471: 1316: 1257: 1076: 1064: 938: 855: 400: 3985:"Pavel Kulikov è la 30° positività al meldonium dal caso di Maria Sharapova" 3958: 3774:"Tyshchenko named as second Ukrainian biathlete to fail doping test in 2016" 3629:"Maria Sharapova banned for two years for failed drugs test but will appeal" 3628: 3606: 3592: 3393:"2016 Prohibited List, Summary of Major Modifications and Explanatory Notes" 5205: 5185: 4615: 4573: 4159:
Doping suspensions of 14 athletes lifted as meldonium concerns grow | Sport
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cited. Unsourced or poorly sourced material may be challenged and removed.
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European Inventor Awards. Candidates in the Lifetime Achievement category
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Banned for 2 years, backdated to 26 January 2016. Reduced to 15 months.
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if you can. Unsourced or poorly sourced material may be challenged and
457: 280: 31: 4907:"The Original Users of Sharapova's Banned Drug? Soviet Super Soldiers" 4013:[Belarusian weightlifter Andrei Rybakov caught on meldonium]. 3014: 2935: 2837: 4555: 4517: 3414: 2611: 1997: 1968: 727: 583: 255: 20: 4818:"Experts say there's little evidence meldonium enhances performance" 4747:"Antidopinga eksperte: Mildronāts iekļauts aizliegto vielu sarakstā" 3197:(August 2011). "Inhibition of 2-oxoglutarate dependent oxygenases". 1098:
after players on the original roster tested positive for meldonium.
4945: 4335:"Carlow footballer first case of meldonium detected in Irish sport" 3119:"Structural and mechanistic studies on γ-butyrobetaine hydroxylase" 2631: 2549: 2545: 2502: 2498: 2459: 1546: 1358: 839: 572: 568: 337: 4700:[Meldonium inventor named two reasons for WADA decision]. 4538:
Görgens C, Guddat S, Dib J, Geyer H, Schänzer W, Thevis M (2015).
3525:"WADA Opens a Door for Athletes Who Tested Positive for Meldonium" 1036:
after appeal. Earlier the same year (March 7), Russian ice dancer
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announced that she had also tested positive for meldonium at the
1012: 866: 731: 587: 4796:"Sharapova suspension: doping agency's unfair game of 'gotcha'?" 4174:
LFF nenustatė žaidėjų kaltės dėl antidopingo taisyklių pažeidimo
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WADA classes the drug as a metabolic modulator, just as it does
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are produced as intermediate products of the carnitine shuttle.
4081:. ICI.Radio-Canada.ca (4 April 2016). Retrieved on 13 May 2016. 3844:"Why was Maria Sharapova taking meldonium? Her lawyer responds" 2738:"Mildronate: an antiischemic drug for neurological indications" 2579: 2575: 2528: 2454: 2295: 2265: 2235: 2177: 2148: 1946: 1935: 1904: 1815: 1784: 1755: 1726: 1697: 1636: 1577: 1524: 1513: 1484: 1462: 1451: 1429: 1418: 1387: 1329: 1237: 1204: 1174: 1141: 854:) and transported back outside so the process can occur again. 850:. Once inside, carnitine is liberated (catalysed by the enzyme 739: 4131:. Sport.segodnya.ua (14 April 2016). Retrieved on 13 May 2016. 4093:. World Boxing News (11 April 2016). Retrieved on 13 May 2016. 3816:"Q&A: Meldonium, the drug in Russia's Olympic doping case" 3792:"Russia replaces entire junior hockey team after drug scandal" 3257: 2966: 2822:"Acylcarnitines: reflecting or inflicting insulin resistance?" 948:
Meldonium's inhibition of γ-butyrobetaine hydroxylase gives a
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Euro champ Igor Mikhalkin admits taking banned drug Meldonium
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Schooneman MG, Vaz FM, Houten SM, Soeters MR (January 2013).
2427: 471: 348: 373: 110: 4356:"Ray Walker doping case raises more questions than answers" 3643:"Top Russian ice dancer Bobrova fails doping test – report" 3459:"Meldonium use by athletes at the Baku 2015 European Games" 3072: 3030: 564: 328: 4884:"AS "Grindeks" ir vadošais zāļu ražotājs Baltijas valstīs" 4117:
Eva Tofalvi des Dopings mit Meldonium überführt | Biathlon
2819: 4883: 4449:"CrossFit Athletes Serving Sanctions for Drug Violations" 3192: 3157: 2567: 4698:"Изобретатель мельдония назвал две причины решения WADA" 4176:. Futbolas.lt (19 April 2016). Retrieved on 13 May 2016. 2711:"All About Meldonium, the Banned Drug Used by Sharapova" 726:
oxidise considerable amounts of fat along with glucose.
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InChI=1S/C6H14N2O2/c1-8(2,3)7-5-4-6(9)10/h7H,4-5H2,1-3H3
4474:"Seis luchadores georgianos dan positivo por Meldonium" 4104:"Dopingtatte Ruth Kasirye dømt til to års utestengelse" 3753:"Ukrainian biathlete Abramova suspended in doping case" 2871:"Misuse of the metabolic modulator meldonium in sports" 2735: 1023:
On 7 March 2016, former world number one tennis player
3593:"Maria Sharapova failed drugs test at Australian Open" 3116: 4537: 4533: 4531: 3809: 3807: 3805: 3934:. Tass.ru (19 April 2016). Retrieved on 13 May 2016. 909:. Although initial reports suggested meldonium is a 893:
The mechanism of action of meldonium is to act as a
4396:"Айбол Абикен узнал срок дисквалификации за допинг" 4223:"Varvara Lepchenko Is Cleared in Meldonium Inquiry" 3959:"Хванаха с допинг най-добрата ни спортистка !" 3674:"Wilder-Povetkin called off after failed drug test" 3160:
Biochemical and Biophysical Research Communications
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Two out of competition tests – 15 & 24 February
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World Anti-Doping Agency. 16 September 2015. 3338: 2868: 2508:The drug was invented in the mid-1970s at the 1092:Russia men's national under-18 ice hockey team 632:Please review the contents of the section and 34:occasionally referred to as a "melodeum", see 4961: 4353: 2729: 1213:2016 World Sprint Speed Skating Championships 4904: 4659: 4169: 4167: 4152: 3945:"Два российских борца попались на мельдонии" 3729: 3710: 3339:Paul HS, Sekas G, Adibi SA (February 1992). 3294:Fraenkel G, Friedman S (1957). "Carnitine". 3193:Rose NR, McDonough MA, King ON, Kawamura A, 3186: 3063: 3037:Bioorganic & Medicinal Chemistry Letters 3021: 770:, under conditions where oxygen is limited. 4245: 4243: 4079:Quatre judokas russes positifs au meldonium 3813: 3567:"Sharapova drug scandal: what is Meldonium" 3332: 1915:Provisional suspension lifted after 75 days 730:transports long-chain fatty acids from the 4968: 4954: 4589:"Meldonium Ban Hits Russian Athletes Hard" 4220: 4186: 4184: 4182: 3907: 2960: 2917: 2736:Sjakste N, Gutcaits A, Kalvinsh I (2004). 2675: 2673: 1246:2016 European Figure Skating Championships 1042:2016 European Figure Skating Championships 410: 387: 288: 118: 109: 5286:Drugs acting on the cardiovascular system 4563: 4476:(in Spanish). El Dia.es. 15 February 2015 4164: 4161:. The Guardian. Retrieved on 13 May 2016. 3356: 3134: 3090: 2943: 2894: 2845: 2761: 2373:2019 ICF Canoe Sprint World Championships 1032:(ITF), which was reduced to 15 months by 578:Since 1 January 2016, it has been on the 316: 308: 89:Learn how and when to remove this message 4934:. Grindeks. 9 March 2016. Archived from 4722: 4240: 3768: 3766: 3747: 3745: 3706: 3704: 3685: 3683: 3599: 3561: 3559: 3508:. Antidoping Switzerland. Archived from 3410:"WADA updates list of banned substances" 3003: 2654:. Grindeks. 9 March 2016. Archived from 2566:Meldonium, which is not approved by the 1102:athletes with positive samples include: 963: 884: 772: 713: 4586: 4273:"Max Holt Tests Positive For Meldonium" 4179: 3927: 3925: 3923: 3841: 3540: 3538: 3522: 3382:. ChemSpider. Retrieved on 28 May 2016. 2670: 2532:reported that anesthesiology professor 383: 5268: 4767: 4119:. Sport1.de. Retrieved on 13 May 2016. 4064:. Rsport.ru. Retrieved on 13 May 2016. 3671: 990: 401: 4949: 4858:"Branches and Representative Offices" 4608: 4402:(in Russian). Sports KZ. 22 June 2022 4332: 4096: 3863: 3861: 3859: 3763: 3742: 3723: 3701: 3680: 3556: 3506:"S4 Hormone and metabolic modulators" 3418:. Associated Press. 30 September 2015 2487:A December 2015 study in the journal 950:half maximal inhibitory concentration 801:: carnitine palmitoyltransferase II, 356: 189: 4975: 4793: 4253:. Handball-Planet. 13 September 2017 3920: 3535: 2918:Vaz FM, Wanders RJ (February 2002). 1674:2016 IAAF World Indoor Championships 1018: 797:: carnitine palmitoyltransferase I, 601: 497:>40 mg/mL mg/mL (20 °C) 162: 42: 3231: 2969:Molecular and Cellular Biochemistry 2920:"Carnitine biosynthesis in mammals" 2875:Journal of Sport and Health Science 2869:Lippi G, Mattiuzzi C (March 2017). 848:carnitine-acylcarnitine translocase 336: 259: 13: 4668: 4221:Rothenberg B (20 September 2016). 4142:"UFC Statement on Islam Makhachev" 3895:"Statement on Yulia Efimova (RUS)" 3856: 3814:Ellingworth J (19 February 2018). 3691:"Preparatet som kan fälla Aregawi" 3358:10.1111/j.1432-1033.1992.tb16589.x 2754:10.1111/j.1527-3458.2005.tb00267.x 2687:. 14 November 2013. Archived from 2574:, is registered and prescribed in 2561: 2477:Fédération Internationale de Sambo 145:THP, MET-8 Mildronāts or Quaterine 14: 5347: 4749:(in Latvian). Diena. 8 March 2016 4671:"The Quirky History of Meldonium" 4275:. flovolleyball.tv. 14 July 2016. 1096:2016 IIHF World U18 Championships 1067:, Ethiopian long-distance runner 852:carnitine palmitoyltransferase II 3730:Rogers, Neal (6 February 2016). 3345:European Journal of Biochemistry 3092:10.1046/j.1432-1327.2001.02065.x 3079:European Journal of Biochemistry 3031:Henry L, Leung IK, Claridge TD, 2717:. Associated Press. 8 March 2016 2447: 2420: 2390: 2355: 2323: 2288: 2258: 2228: 2199: 2170: 2141: 2110: 2079: 2049: 2019: 1990: 1961: 1928: 1897: 1868: 1839: 1808: 1777: 1748: 1719: 1690: 1658: 1629: 1600: 1570: 1539: 1506: 1477: 1444: 1411: 1380: 1351: 1322: 1293: 1263: 1230: 1197: 1167: 1134: 844:carnitine palmitoyltransferase I 821:: inner mitochondrial membrane, 813:: outer mitochondrial membrane, 698: 606: 441: 435: 47: 5245:List of stripped Olympic medals 4924: 4898: 4876: 4850: 4832: 4810: 4787: 4761: 4739: 4716: 4690: 4633: 4580: 4510: 4498:. nzherald.co.nz. 17 March 2016 4488: 4466: 4446: 4440: 4414: 4388: 4368: 4347: 4326: 4315: 4311:. mmafighting.com. 1 July 2016. 4301: 4279: 4265: 4214: 4134: 4122: 4110: 4084: 4055: 4029: 4003: 3977: 3951: 3901: 3886: 3835: 3784: 3697:(in Swedish). 29 February 2016. 3665: 3635: 3621: 3585: 3516: 3498: 3473: 3451: 3430: 3402: 3385: 3373: 3287: 3251: 3225: 3151: 2514:Latvian SSR Academy of Sciences 1088:Ice Hockey Federation of Russia 1030:International Tennis Federation 933:(akin to the action of histone 915:gamma-butyrobetaine dioxygenase 880: 777:The carnitine shuttle system. ( 748:gamma-butyrobetaine dioxygenase 709: 538:Key:PVBQYTCFVWZSJK-UHFFFAOYSA-N 5255:Doping at the Paralympic Games 4381:International Canoe Federation 3649:. 7 March 2016. Archived from 3438:"WADA 2015 Monitoring Program" 3136:10.1016/j.chembiol.2010.09.016 2911: 2862: 2813: 2778: 2703: 2644: 2510:Institute of Organic Synthesis 1912:Out of contest routine testing 1094:with an under-17 team for the 1034:Court of Arbitration for Sport 895:fatty acid oxidation inhibitor 634:add the appropriate references 447: 429: 1: 5311:Quaternary ammonium compounds 4905:Niiler, Eric (9 March 2016). 3711:Butler, Nick (2 March 2016). 3308:10.1016/s0083-6729(08)60508-7 2637: 2630:Meldonium is manufactured by 1587:Suspension temporarily lifted 1557:Suspension temporarily lifted 1349: 917:. X-ray crystallographic and 64:secondary or tertiary sources 4198:(in Russian). Archived from 3908:Craig Lord (21 March 2016). 3273:10.1016/0006-2952(88)90717-4 2625: 1826:Suspended until 21 July 2018 1056:(WBC) Heavyweight Champion, 959: 7: 5250:Doping at the Olympic Games 4723:Kristīna H (8 March 2016). 3842:Cambers S (10 March 2016). 3523:Reevell P (13 April 2016). 1075:, and Ukrainian biathletes 1000:Meldonium was added to the 943:Steven's type rearrangement 907:γ-butyrobetaine hydroxylase 742:residues are methylated to 619:reliable medical references 597: 10: 5354: 4860:. Grindeks. Archived from 4587:Reevell P (9 March 2016). 4354:O'Riordan I (1 May 2020). 4289:. vice.com. 30 August 2016 4017:(in Russian). 1 April 2016 3991:(in Italian). 1 April 2016 3172:10.1016/j.bbrc.2010.06.121 3049:10.1016/j.bmcl.2012.06.024 2887:10.1016/j.jshs.2016.06.008 2799:10.1016/j.phrs.2016.01.019 2522:Russian Anti-Doping Agency 2482: 750:(GBB), which hydroxylates 582:(WADA) list of substances 419:Chemical and physical data 29: 18: 5291:Drugs in the Soviet Union 5224: 5163: 5094: 5063: 4983: 4544:Drug Testing and Analysis 4333:Barry S (30 April 2020). 2490:Drug Testing and Analysis 2136:Antonina Skorobogatchenko 1179:Short track speed skating 995: 763:fatty acid beta-oxidation 625:or relies too heavily on 521: 501: 491: 469: 456: 423: 418: 399: 367: 347: 327: 299: 279: 254: 226: 206: 201: 179: 174: 149: 141: 131: 126: 117: 108: 71:primary research articles 4647:. European Patent Office 3672:Rafael D (16 May 2016). 3261:Biochemical Pharmacology 3199:Chemical Society Reviews 2787:Pharmacological Research 2685:World Anti-Doping Agency 1050:World Boxing Association 1006:Baku 2015 European Games 1002:World Anti-Doping Agency 580:World Anti-Doping Agency 56:This scientific article 30:For the similarly named 19:Not to be confused with 5301:Ischemic heart diseases 3461:. bmj.com. 8 March 2016 3447:. WADA. 1 January 2016. 3296:Vitamins & Hormones 3123:Chemistry & Biology 2981:10.1023/A:1006849713407 2924:The Biochemical Journal 2283:Alexander Krushelnitsky 2096:Provisionally suspended 2066:Provisionally suspended 2036:Provisionally suspended 825:: mitochondrial matrix) 817:: Intermembrane space, 4886:(in Latvian). Grindeks 969: 968:Structure of meldonium 903:carnitine biosynthesis 890: 826: 805:: acyl-CoA sintetase, 759:carnitine biosynthesis 719: 137:Mildronate, Mildronāts 3512:on 25 September 2014. 3380:Meldonium | C6H14N2O2 1789:Boxing (professional) 967: 927:competitive inhibitor 888: 776: 717: 5046:2022 Winter Olympics 5034:2020 Summer Olympics 5022:2018 Winter Olympics 5008:2016 Summer Olympics 4996:2014 Winter Olympics 4991:2012 Summer Olympics 4704:(in Russian). Russia 4148:. 14 September 2018. 3821:The Associated Press 3595:. BBC. 8 March 2016. 2542:Rochester, Minnesota 2306:2018 Winter Olympics 1150:2016 Australian Open 1054:World Boxing Council 4727:(in Latvian). Delfi 4428:. 12 September 2022 4043:. Sport.segodnya.ua 3780:. 27 February 2016. 3759:. 10 February 2016. 3631:. BBC. 8 June 2016. 2350:Oleksandr Senkevych 2014:Andrii Kviatkovskyi 1956:Armantas Vitkauskas 1863:Anastasiya Mokhnyuk 1743:Natalia Kondratieva 1653:Elena Mirela Lavric 1641:Artistic gymnastics 1406:Nadezhda Kotlyarova 1048:—a former two-time 991:Society and culture 718:Carnitine synthesis 493:Solubility in water 105: 5306:Latvian inventions 5201:Grigory Rodchenkov 5076:WADA investigation 4984:Russia at Olympics 4616:"Scientific Board" 4594:The New York Times 4550:(11–12): 973–979. 4453:games.crossfit.com 4227:The New York Times 3529:The New York Times 3211:10.1039/c0cs00203h 2497:The manufacturer, 2443:Svetlana Veselova 2253:Daniel Omielańczuk 1501:Anastasia Chulkova 1071:, Russian cyclist 1046:Alexander Povetkin 980:replacing the C-4 970: 925:, and therefore a 899:inhibiting enzymes 891: 875:insulin resistance 860:palmitoylcarnitine 827: 720: 101: 5316:Soviet inventions 5263: 5262: 5155:Ministry of Sport 5086:Oswald Commission 4938:on 12 March 2016. 4196:Sport.segodnya.ua 3481:"Prohibited List" 3129:(12): 1316–1324. 3043:(15): 4975–4978. 2936:10.1042/bj3610417 2930:(Pt 3): 417–429. 2838:10.2337/db12-0466 2793:(Pt B): 771–780. 2681:"Prohibited List" 2473: 2472: 2104:Varvara Lepchenko 1923:Davit Chakvetadze 1624:Nikolai Kuksenkov 1225:Ekaterina Bobrova 1192:Pavel Kulizhnikov 1162:Semion Elistratov 1038:Ekaterina Bobrova 1019:Affected athletes 789:: acylcarnitine, 707: 706: 683: 546: 545: 482:Interactive image 369:CompTox Dashboard 194: Unscheduled 193: 99: 98: 91: 58:needs additional 16:Chemical compound 5343: 5331:Doping in Russia 5225:Related articles 5211:Yuliya Stepanova 4977:Doping in Russia 4970: 4963: 4956: 4947: 4946: 4940: 4939: 4928: 4922: 4921: 4919: 4917: 4902: 4896: 4895: 4893: 4891: 4880: 4874: 4873: 4871: 4869: 4864:on 10 March 2016 4854: 4848: 4847: 4836: 4830: 4829: 4827: 4825: 4814: 4808: 4807: 4805: 4803: 4791: 4785: 4784: 4782: 4780: 4765: 4759: 4758: 4756: 4754: 4743: 4737: 4736: 4734: 4732: 4720: 4714: 4713: 4711: 4709: 4694: 4688: 4687: 4685: 4683: 4666: 4657: 4656: 4654: 4652: 4637: 4631: 4630: 4628: 4626: 4612: 4606: 4605: 4603: 4601: 4584: 4578: 4577: 4567: 4556:10.1002/dta.1788 4535: 4526: 4525: 4524:. 25 March 2016. 4514: 4508: 4507: 4505: 4503: 4492: 4486: 4485: 4483: 4481: 4470: 4464: 4463: 4461: 4459: 4444: 4438: 4437: 4435: 4433: 4418: 4412: 4411: 4409: 4407: 4392: 4386: 4385: 4384:. 8 August 2020. 4372: 4366: 4365: 4351: 4345: 4344: 4330: 4324: 4319: 4313: 4312: 4305: 4299: 4298: 4296: 4294: 4283: 4277: 4276: 4269: 4263: 4262: 4260: 4258: 4247: 4238: 4237: 4235: 4233: 4218: 4212: 4211: 4209: 4207: 4188: 4177: 4171: 4162: 4156: 4150: 4149: 4138: 4132: 4126: 4120: 4114: 4108: 4107: 4100: 4094: 4088: 4082: 4076: 4065: 4059: 4053: 4052: 4050: 4048: 4033: 4027: 4026: 4024: 4022: 4007: 4001: 4000: 3998: 3996: 3981: 3975: 3974: 3972: 3970: 3955: 3949: 3948: 3947:. 21 March 2016. 3941: 3935: 3929: 3918: 3917: 3905: 3899: 3898: 3890: 3884: 3883: 3881: 3879: 3865: 3854: 3853: 3839: 3833: 3832: 3830: 3828: 3811: 3800: 3799: 3798:. 13 April 2016. 3788: 3782: 3781: 3770: 3761: 3760: 3749: 3740: 3739: 3727: 3721: 3720: 3708: 3699: 3698: 3687: 3678: 3677: 3669: 3663: 3662: 3660: 3658: 3639: 3633: 3632: 3625: 3619: 3618: 3616: 3614: 3603: 3597: 3596: 3589: 3583: 3582: 3580: 3578: 3563: 3554: 3553: 3542: 3533: 3532: 3520: 3514: 3513: 3502: 3496: 3495: 3493: 3491: 3485: 3477: 3471: 3470: 3468: 3466: 3455: 3449: 3448: 3442: 3434: 3428: 3427: 3425: 3423: 3406: 3400: 3399: 3397: 3389: 3383: 3377: 3371: 3370: 3360: 3336: 3330: 3329: 3291: 3285: 3284: 3255: 3249: 3248: 3246: 3244: 3229: 3223: 3222: 3205:(8): 4364–4397. 3190: 3184: 3183: 3155: 3149: 3148: 3138: 3114: 3105: 3104: 3094: 3085:(6): 1876–1887. 3070: 3061: 3060: 3028: 3019: 3017: 3007: 3001: 3000: 2975:(1–2): 163–168. 2964: 2958: 2957: 2947: 2915: 2909: 2908: 2898: 2866: 2860: 2859: 2849: 2817: 2811: 2810: 2782: 2776: 2775: 2765: 2742:CNS Drug Reviews 2733: 2727: 2726: 2724: 2722: 2707: 2701: 2700: 2698: 2696: 2677: 2668: 2667: 2665: 2663: 2658:on 12 March 2016 2648: 2467:4-year sanction 2453: 2451: 2450: 2426: 2424: 2423: 2415:Ahmed Abdelwahed 2396: 2394: 2393: 2361: 2359: 2358: 2329: 2327: 2326: 2294: 2292: 2291: 2264: 2262: 2261: 2234: 2232: 2231: 2223:Tamerlan Tagziev 2205: 2203: 2202: 2176: 2174: 2173: 2147: 2145: 2144: 2120: 2116: 2114: 2113: 2085: 2083: 2082: 2055: 2053: 2052: 2025: 2023: 2022: 1996: 1994: 1993: 1967: 1965: 1964: 1934: 1932: 1931: 1903: 1901: 1900: 1874: 1872: 1871: 1845: 1843: 1842: 1814: 1812: 1811: 1783: 1781: 1780: 1754: 1752: 1751: 1725: 1723: 1722: 1696: 1694: 1693: 1664: 1662: 1661: 1635: 1633: 1632: 1606: 1604: 1603: 1576: 1574: 1573: 1545: 1543: 1542: 1534:Gabriela Petrova 1512: 1510: 1509: 1483: 1481: 1480: 1450: 1448: 1447: 1417: 1415: 1414: 1386: 1384: 1383: 1357: 1355: 1354: 1346:Endeshaw Negesse 1328: 1326: 1325: 1299: 1297: 1296: 1288:Artem Tyshchenko 1269: 1267: 1266: 1236: 1234: 1233: 1203: 1201: 1200: 1173: 1171: 1170: 1140: 1138: 1137: 1105: 1104: 1081:Artem Tyshchenko 1069:Endeshaw Negesse 905:pathway such as 897:, presumably by 754:into carnitine. 702: 701: 693: 690: 684: 682: 641: 610: 609: 602: 484: 464: 449: 443: 437: 431: 414: 403: 392: 391: 377: 375: 360: 340: 320: 315:dihydrate:  312: 292: 272: 262: 261: 247: 242:dihydrate:  239: 191: 188: 166: 122: 113: 106: 104: 100: 94: 87: 83: 80: 74: 51: 50: 43: 36:Melodeon (organ) 5353: 5352: 5346: 5345: 5344: 5342: 5341: 5340: 5281:Doping in sport 5266: 5265: 5264: 5259: 5220: 5181:Richard McLaren 5164:Involved people 5159: 5143:World Athletics 5090: 5059: 4979: 4974: 4944: 4943: 4930: 4929: 4925: 4915: 4913: 4903: 4899: 4889: 4887: 4882: 4881: 4877: 4867: 4865: 4856: 4855: 4851: 4838: 4837: 4833: 4823: 4821: 4816: 4815: 4811: 4801: 4799: 4792: 4788: 4778: 4776: 4766: 4762: 4752: 4750: 4745: 4744: 4740: 4730: 4728: 4721: 4717: 4707: 4705: 4696: 4695: 4691: 4681: 4679: 4667: 4660: 4650: 4648: 4639: 4638: 4634: 4624: 4622: 4614: 4613: 4609: 4599: 4597: 4585: 4581: 4536: 4529: 4516: 4515: 4511: 4501: 4499: 4494: 4493: 4489: 4479: 4477: 4472: 4471: 4467: 4457: 4455: 4447:LLC, CrossFit. 4445: 4441: 4431: 4429: 4420: 4419: 4415: 4405: 4403: 4394: 4393: 4389: 4374: 4373: 4369: 4361:The Irish Times 4352: 4348: 4331: 4327: 4320: 4316: 4307: 4306: 4302: 4292: 4290: 4285: 4284: 4280: 4271: 4270: 4266: 4256: 4254: 4249: 4248: 4241: 4231: 4229: 4219: 4215: 4205: 4203: 4190: 4189: 4180: 4172: 4165: 4157: 4153: 4140: 4139: 4135: 4127: 4123: 4115: 4111: 4106:. 12 June 2017. 4102: 4101: 4097: 4089: 4085: 4077: 4068: 4060: 4056: 4046: 4044: 4035: 4034: 4030: 4020: 4018: 4009: 4008: 4004: 3994: 3992: 3983: 3982: 3978: 3968: 3966: 3965:. 27 March 2016 3957: 3956: 3952: 3943: 3942: 3938: 3930: 3921: 3906: 3902: 3891: 3887: 3877: 3875: 3869:"ISU Statement" 3867: 3866: 3857: 3849:theguardian.com 3840: 3836: 3826: 3824: 3812: 3803: 3790: 3789: 3785: 3772: 3771: 3764: 3751: 3750: 3743: 3736:cyclingtips.com 3728: 3724: 3709: 3702: 3689: 3688: 3681: 3670: 3666: 3656: 3654: 3653:on 7 March 2016 3641: 3640: 3636: 3627: 3626: 3622: 3612: 3610: 3605: 3604: 3600: 3591: 3590: 3586: 3576: 3574: 3565: 3564: 3557: 3552:. 7 March 2016. 3544: 3543: 3536: 3521: 3517: 3504: 3503: 3499: 3489: 3487: 3483: 3479: 3478: 3474: 3464: 3462: 3457: 3456: 3452: 3440: 3436: 3435: 3431: 3421: 3419: 3408: 3407: 3403: 3395: 3391: 3390: 3386: 3378: 3374: 3337: 3333: 3318: 3292: 3288: 3256: 3252: 3242: 3240: 3230: 3226: 3191: 3187: 3156: 3152: 3115: 3108: 3071: 3064: 3029: 3022: 3009: 3008: 3004: 2965: 2961: 2916: 2912: 2867: 2863: 2818: 2814: 2783: 2779: 2734: 2730: 2720: 2718: 2709: 2708: 2704: 2694: 2692: 2691:on 12 July 2017 2679: 2678: 2671: 2661: 2659: 2650: 2649: 2645: 2640: 2628: 2564: 2562:Approval status 2485: 2448: 2446: 2421: 2419: 2391: 2389: 2356: 2354: 2336:Gaelic football 2324: 2322: 2289: 2287: 2259: 2257: 2229: 2227: 2200: 2198: 2171: 2169: 2142: 2140: 2111: 2109: 2108: 2080: 2078: 2050: 2048: 2020: 2018: 1991: 1989: 1985:Martynas Dapkus 1962: 1960: 1929: 1927: 1898: 1896: 1892:Islam Makhachev 1869: 1867: 1840: 1838: 1809: 1807: 1778: 1776: 1749: 1747: 1720: 1718: 1714:Mikhail Pulyaev 1691: 1689: 1659: 1657: 1630: 1628: 1601: 1599: 1571: 1569: 1554:6 February 2016 1540: 1538: 1507: 1505: 1478: 1476: 1445: 1443: 1412: 1410: 1381: 1379: 1375:Yuliya Yefimova 1352: 1350: 1323: 1321: 1294: 1292: 1264: 1262: 1231: 1229: 1198: 1196: 1168: 1166: 1135: 1133: 1129:Maria Sharapova 1073:Eduard Vorganov 1025:Maria Sharapova 1021: 998: 993: 974:γ-butyrobetaine 962: 955: 911:non-competitive 883: 809:: translocase, 744:trimethyllysine 712: 703: 699: 694: 688: 685: 642: 631: 627:primary sources 611: 607: 600: 592:Maria Sharapova 542: 539: 534: 529: 528: 517: 514: 513:C(C)(C)NCCC(=O) 509: 508: 487: 462: 452: 446: 440: 434: 395: 371: 363: 343: 323: 295: 275: 258: 250: 222: 219: 214: 213: 197: 170: 95: 84: 78: 75: 68: 52: 48: 39: 28: 17: 12: 11: 5: 5351: 5350: 5339: 5338: 5336:Drugs in sport 5333: 5328: 5323: 5318: 5313: 5308: 5303: 5298: 5293: 5288: 5283: 5278: 5261: 5260: 5258: 5257: 5252: 5247: 5242: 5234: 5228: 5226: 5222: 5221: 5219: 5218: 5213: 5208: 5203: 5198: 5193: 5188: 5183: 5178: 5173: 5167: 5165: 5161: 5160: 5158: 5157: 5152: 5147: 5146: 5145: 5135: 5134: 5133: 5123: 5122: 5121: 5111: 5110: 5109: 5098: 5096: 5092: 5091: 5089: 5088: 5083: 5081:McLaren Report 5078: 5073: 5067: 5065: 5064:Investigations 5061: 5060: 5058: 5057: 5056: 5055: 5043: 5042: 5041: 5031: 5030: 5029: 5019: 5018: 5017: 5005: 5004: 5003: 4993: 4987: 4985: 4981: 4980: 4973: 4972: 4965: 4958: 4950: 4942: 4941: 4923: 4897: 4875: 4849: 4831: 4809: 4786: 4760: 4738: 4715: 4689: 4658: 4632: 4607: 4579: 4527: 4509: 4487: 4465: 4439: 4413: 4387: 4367: 4346: 4340:Irish Examiner 4325: 4314: 4300: 4278: 4264: 4239: 4213: 4202:on 13 May 2016 4178: 4163: 4151: 4133: 4121: 4109: 4095: 4083: 4066: 4054: 4028: 4002: 3976: 3950: 3936: 3919: 3900: 3885: 3855: 3834: 3801: 3783: 3778:insidethegames 3762: 3757:insidethegames 3741: 3722: 3717:insidethegames 3700: 3695:Dagens Nyheter 3679: 3664: 3634: 3620: 3598: 3584: 3573:. 7 March 2016 3555: 3534: 3515: 3497: 3472: 3450: 3429: 3401: 3384: 3372: 3351:(3): 599–605. 3331: 3316: 3286: 3267:(2): 195–202. 3250: 3224: 3185: 3166:(4): 634–639. 3150: 3106: 3062: 3020: 3002: 2959: 2910: 2861: 2812: 2777: 2748:(2): 151–168. 2728: 2715:New York Times 2702: 2669: 2642: 2641: 2639: 2636: 2627: 2624: 2563: 2560: 2534:Michael Joyner 2524:in late 2015. 2484: 2481: 2471: 2470: 2468: 2465: 2462: 2457: 2444: 2440: 2439: 2437: 2435: 2433: 2430: 2417: 2411: 2410: 2408: 2405: 2403: 2400: 2387: 2381: 2380: 2378: 2375: 2370: 2365: 2352: 2346: 2345: 2343: 2340: 2338: 2333: 2320: 2314: 2313: 2311: 2308: 2303: 2298: 2285: 2279: 2278: 2276: 2273: 2271: 2268: 2255: 2249: 2248: 2246: 2243: 2241: 2238: 2225: 2219: 2218: 2216: 2214: 2212: 2209: 2196: 2190: 2189: 2187: 2185: 2183: 2180: 2167: 2161: 2160: 2158: 2156: 2154: 2151: 2138: 2132: 2131: 2129: 2126: 2124: 2121: 2106: 2100: 2099: 2097: 2094: 2092: 2089: 2076: 2070: 2069: 2067: 2064: 2062: 2059: 2046: 2040: 2039: 2037: 2034: 2032: 2029: 2016: 2010: 2009: 2007: 2005: 2003: 2000: 1987: 1981: 1980: 1978: 1976: 1974: 1971: 1958: 1952: 1951: 1949: 1943: 1941: 1938: 1925: 1919: 1918: 1916: 1913: 1910: 1907: 1894: 1888: 1887: 1885: 1883: 1881: 1878: 1865: 1859: 1858: 1856: 1854: 1852: 1849: 1836: 1830: 1829: 1827: 1824: 1821: 1818: 1805: 1799: 1798: 1796: 1793: 1790: 1787: 1774: 1772:Igor Mikhalkin 1768: 1767: 1765: 1763: 1761: 1758: 1745: 1739: 1738: 1736: 1734: 1732: 1729: 1716: 1710: 1709: 1707: 1705: 1703: 1700: 1687: 1681: 1680: 1678: 1676: 1671: 1668: 1655: 1649: 1648: 1646: 1644: 1642: 1639: 1626: 1620: 1619: 1617: 1615: 1613: 1610: 1597: 1595:Andrei Rybakou 1591: 1590: 1588: 1585: 1583: 1580: 1567: 1561: 1560: 1558: 1555: 1552: 1549: 1536: 1530: 1529: 1527: 1521: 1519: 1516: 1503: 1497: 1496: 1494: 1492: 1490: 1487: 1474: 1468: 1467: 1465: 1459: 1457: 1454: 1441: 1439:Sergei Semenov 1435: 1434: 1432: 1426: 1424: 1421: 1408: 1402: 1401: 1399: 1396: 1393: 1390: 1377: 1371: 1370: 1368: 1366: 1364: 1361: 1348: 1342: 1341: 1339: 1337: 1335: 1332: 1319: 1313: 1312: 1310: 1308: 1306: 1303: 1290: 1284: 1283: 1281: 1278: 1276: 1273: 1260: 1254: 1253: 1251: 1248: 1243: 1242:Figure skating 1240: 1227: 1221: 1220: 1218: 1215: 1210: 1207: 1194: 1188: 1187: 1185: 1182: 1180: 1177: 1164: 1158: 1157: 1155: 1152: 1147: 1144: 1131: 1125: 1124: 1121: 1118: 1115: 1112: 1109: 1058:Deontay Wilder 1020: 1017: 997: 994: 992: 989: 961: 958: 953: 882: 879: 856:Acylcarnitines 840:fatty acid-coA 832:esterification 793:: coenzyme A, 736:beta oxidation 711: 708: 705: 704: 697: 695: 614: 612: 605: 599: 596: 544: 543: 541: 540: 537: 535: 532: 524: 523: 522: 519: 518: 516: 515: 512: 504: 503: 502: 499: 498: 495: 489: 488: 486: 485: 477: 475: 467: 466: 460: 454: 453: 450: 444: 438: 432: 427: 421: 420: 416: 415: 405: 397: 396: 394: 393: 385:DTXSID10997497 380: 378: 365: 364: 362: 361: 353: 351: 345: 344: 342: 341: 333: 331: 325: 324: 322: 321: 313: 305: 303: 297: 296: 294: 293: 285: 283: 277: 276: 274: 273: 265: 263: 252: 251: 249: 248: 240: 232: 230: 224: 223: 221: 220: 217: 209: 208: 207: 204: 203: 199: 198: 196: 195: 185: 183: 177: 176: 172: 171: 169: 168: 155: 153: 147: 146: 143: 139: 138: 135: 129: 128: 124: 123: 115: 114: 97: 96: 55: 53: 46: 15: 9: 6: 4: 3: 2: 5349: 5348: 5337: 5334: 5332: 5329: 5327: 5324: 5322: 5319: 5317: 5314: 5312: 5309: 5307: 5304: 5302: 5299: 5297: 5294: 5292: 5289: 5287: 5284: 5282: 5279: 5277: 5274: 5273: 5271: 5256: 5253: 5251: 5248: 5246: 5243: 5241: 5239: 5235: 5233: 5230: 5229: 5227: 5223: 5217: 5214: 5212: 5209: 5207: 5204: 5202: 5199: 5197: 5194: 5192: 5189: 5187: 5184: 5182: 5179: 5177: 5174: 5172: 5169: 5168: 5166: 5162: 5156: 5153: 5151: 5148: 5144: 5141: 5140: 5139: 5136: 5132: 5129: 5128: 5127: 5124: 5120: 5117: 5116: 5115: 5112: 5108: 5105: 5104: 5103: 5100: 5099: 5097: 5095:Organisations 5093: 5087: 5084: 5082: 5079: 5077: 5074: 5072: 5071:Garcia Report 5069: 5068: 5066: 5062: 5054: 5053: 5049: 5048: 5047: 5044: 5040: 5037: 5036: 5035: 5032: 5028: 5025: 5024: 5023: 5020: 5016: 5015: 5011: 5010: 5009: 5006: 5002: 4999: 4998: 4997: 4994: 4992: 4989: 4988: 4986: 4982: 4978: 4971: 4966: 4964: 4959: 4957: 4952: 4951: 4948: 4937: 4933: 4927: 4912: 4908: 4901: 4885: 4879: 4863: 4859: 4853: 4845: 4841: 4835: 4819: 4813: 4797: 4790: 4775: 4771: 4764: 4748: 4742: 4726: 4719: 4703: 4699: 4693: 4678: 4677: 4672: 4665: 4663: 4646: 4642: 4636: 4621: 4617: 4611: 4596: 4595: 4590: 4583: 4575: 4571: 4566: 4561: 4557: 4553: 4549: 4545: 4541: 4534: 4532: 4523: 4519: 4513: 4497: 4491: 4475: 4469: 4454: 4450: 4443: 4427: 4423: 4417: 4401: 4397: 4391: 4383: 4382: 4377: 4371: 4363: 4362: 4357: 4350: 4342: 4341: 4336: 4329: 4323: 4318: 4310: 4304: 4288: 4282: 4274: 4268: 4252: 4246: 4244: 4228: 4224: 4217: 4201: 4197: 4193: 4187: 4185: 4183: 4175: 4170: 4168: 4160: 4155: 4147: 4143: 4137: 4130: 4125: 4118: 4113: 4105: 4099: 4092: 4087: 4080: 4075: 4073: 4071: 4063: 4058: 4042: 4038: 4032: 4016: 4012: 4006: 3990: 3989:Neveitalia.it 3986: 3980: 3964: 3960: 3954: 3946: 3940: 3933: 3928: 3926: 3924: 3915: 3911: 3904: 3896: 3889: 3874: 3870: 3864: 3862: 3860: 3851: 3850: 3845: 3838: 3823: 3822: 3817: 3810: 3808: 3806: 3797: 3793: 3787: 3779: 3775: 3769: 3767: 3758: 3754: 3748: 3746: 3737: 3733: 3726: 3718: 3714: 3707: 3705: 3696: 3692: 3686: 3684: 3675: 3668: 3652: 3648: 3647:The Big Story 3644: 3638: 3630: 3624: 3608: 3602: 3594: 3588: 3572: 3568: 3562: 3560: 3551: 3547: 3541: 3539: 3530: 3526: 3519: 3511: 3507: 3501: 3482: 3476: 3460: 3454: 3446: 3439: 3433: 3417: 3416: 3411: 3405: 3394: 3388: 3381: 3376: 3368: 3364: 3359: 3354: 3350: 3346: 3342: 3335: 3327: 3323: 3319: 3317:9780127098159 3313: 3309: 3305: 3301: 3297: 3290: 3282: 3278: 3274: 3270: 3266: 3262: 3254: 3239: 3235: 3228: 3220: 3216: 3212: 3208: 3204: 3200: 3196: 3189: 3181: 3177: 3173: 3169: 3165: 3161: 3154: 3146: 3142: 3137: 3132: 3128: 3124: 3120: 3113: 3111: 3102: 3098: 3093: 3088: 3084: 3080: 3076: 3069: 3067: 3058: 3054: 3050: 3046: 3042: 3038: 3034: 3027: 3025: 3016: 3012: 3006: 2998: 2994: 2990: 2986: 2982: 2978: 2974: 2970: 2963: 2955: 2951: 2946: 2941: 2937: 2933: 2929: 2925: 2921: 2914: 2906: 2902: 2897: 2892: 2888: 2884: 2880: 2876: 2872: 2865: 2857: 2853: 2848: 2843: 2839: 2835: 2831: 2827: 2823: 2816: 2808: 2804: 2800: 2796: 2792: 2788: 2781: 2773: 2769: 2764: 2759: 2755: 2751: 2747: 2743: 2739: 2732: 2716: 2712: 2706: 2690: 2686: 2682: 2676: 2674: 2657: 2653: 2647: 2643: 2635: 2633: 2623: 2621: 2617: 2613: 2609: 2605: 2601: 2597: 2593: 2589: 2585: 2581: 2577: 2573: 2572:United States 2569: 2559: 2557: 2553: 2551: 2547: 2543: 2539: 2535: 2531: 2530: 2525: 2523: 2519: 2518:Ivars Kalviņš 2515: 2511: 2506: 2504: 2500: 2495: 2492: 2491: 2480: 2478: 2469: 2466: 2463: 2461: 2458: 2456: 2445: 2442: 2441: 2438: 2436: 2434: 2431: 2429: 2418: 2416: 2413: 2412: 2409: 2406: 2404: 2401: 2399: 2388: 2386: 2383: 2382: 2379: 2376: 2374: 2371: 2369: 2366: 2364: 2353: 2351: 2348: 2347: 2344: 2341: 2339: 2337: 2334: 2332: 2321: 2319: 2316: 2315: 2312: 2309: 2307: 2304: 2302: 2299: 2297: 2286: 2284: 2281: 2280: 2277: 2274: 2272: 2269: 2267: 2256: 2254: 2251: 2250: 2247: 2244: 2242: 2239: 2237: 2226: 2224: 2221: 2220: 2217: 2215: 2213: 2210: 2208: 2207:United States 2197: 2195: 2192: 2191: 2188: 2186: 2184: 2181: 2179: 2168: 2166: 2165:Mariia Dudina 2163: 2162: 2159: 2157: 2155: 2152: 2150: 2139: 2137: 2134: 2133: 2130: 2127: 2125: 2122: 2119: 2118:United States 2107: 2105: 2102: 2101: 2098: 2095: 2093: 2090: 2088: 2077: 2075: 2074:Oksana Herhel 2072: 2071: 2068: 2065: 2063: 2060: 2058: 2047: 2045: 2044:Alen Zasyeyev 2042: 2041: 2038: 2035: 2033: 2030: 2028: 2017: 2015: 2012: 2011: 2008: 2006: 2004: 2001: 1999: 1988: 1986: 1983: 1982: 1979: 1977: 1975: 1972: 1970: 1959: 1957: 1954: 1953: 1950: 1948: 1944: 1942: 1939: 1937: 1926: 1924: 1921: 1920: 1917: 1914: 1911: 1908: 1906: 1895: 1893: 1890: 1889: 1886: 1884: 1882: 1879: 1877: 1866: 1864: 1861: 1860: 1857: 1855: 1853: 1850: 1848: 1837: 1835: 1832: 1831: 1828: 1825: 1822: 1820:Weightlifting 1819: 1817: 1806: 1804: 1801: 1800: 1797: 1794: 1792:12 March 2016 1791: 1788: 1786: 1775: 1773: 1770: 1769: 1766: 1764: 1762: 1759: 1757: 1746: 1744: 1741: 1740: 1737: 1735: 1733: 1730: 1728: 1717: 1715: 1712: 1711: 1708: 1706: 1704: 1701: 1699: 1688: 1686: 1685:Denis Yartsev 1683: 1682: 1679: 1677: 1675: 1672: 1669: 1667: 1656: 1654: 1651: 1650: 1647: 1645: 1643: 1640: 1638: 1627: 1625: 1622: 1621: 1618: 1616: 1614: 1612:Weightlifting 1611: 1609: 1598: 1596: 1593: 1592: 1589: 1586: 1584: 1581: 1579: 1568: 1566: 1565:Pavel Kulikov 1563: 1562: 1559: 1556: 1553: 1550: 1548: 1537: 1535: 1532: 1531: 1528: 1526: 1522: 1520: 1517: 1515: 1504: 1502: 1499: 1498: 1495: 1493: 1491: 1488: 1486: 1475: 1473: 1472:Evgeny Saleev 1470: 1469: 1466: 1464: 1460: 1458: 1455: 1453: 1442: 1440: 1437: 1436: 1433: 1431: 1427: 1425: 1422: 1420: 1409: 1407: 1404: 1403: 1400: 1397: 1394: 1391: 1389: 1378: 1376: 1373: 1372: 1369: 1367: 1365: 1362: 1360: 1347: 1344: 1343: 1340: 1338: 1336: 1333: 1331: 1320: 1318: 1317:Abeba Aregawi 1315: 1314: 1311: 1309: 1307: 1304: 1302: 1291: 1289: 1286: 1285: 1282: 1279: 1277: 1274: 1272: 1261: 1259: 1258:Olga Abramova 1256: 1255: 1252: 1249: 1247: 1244: 1241: 1239: 1228: 1226: 1223: 1222: 1219: 1216: 1214: 1211: 1209:Speed skating 1208: 1206: 1195: 1193: 1190: 1189: 1186: 1183: 1181: 1178: 1176: 1165: 1163: 1160: 1159: 1156: 1153: 1151: 1148: 1145: 1143: 1132: 1130: 1127: 1126: 1122: 1119: 1116: 1113: 1110: 1107: 1106: 1103: 1099: 1097: 1093: 1090:replaced the 1089: 1084: 1082: 1078: 1077:Olga Abramova 1074: 1070: 1066: 1065:Abeba Aregawi 1061: 1059: 1055: 1051: 1047: 1043: 1039: 1035: 1031: 1026: 1016: 1014: 1009: 1007: 1003: 988: 985: 983: 979: 975: 966: 957: 951: 946: 944: 940: 939:dimethylamine 936: 932: 928: 924: 920: 916: 912: 908: 904: 900: 896: 887: 878: 876: 872: 868: 863: 861: 857: 853: 849: 845: 841: 838:to produce a 837: 833: 824: 820: 816: 812: 808: 804: 800: 796: 792: 788: 785:: carnitine, 784: 780: 775: 771: 769: 764: 760: 755: 753: 752:butyrobetaine 749: 745: 741: 737: 733: 729: 725: 716: 696: 692: 681: 678: 674: 671: 667: 664: 660: 657: 653: 650: –  649: 645: 644:Find sources: 639: 635: 629: 628: 624: 620: 615:This section 613: 604: 603: 595: 593: 589: 585: 581: 576: 574: 570: 566: 562: 561:Ivars Kalviņš 558: 555:; trade name 554: 550: 536: 531: 530: 527: 520: 511: 510: 507: 500: 496: 494: 490: 483: 479: 478: 476: 473: 468: 461: 459: 455: 428: 426: 422: 417: 413: 409: 406: 404: 402:ECHA InfoCard 398: 390: 386: 382: 381: 379: 370: 366: 359: 355: 354: 352: 350: 346: 339: 335: 334: 332: 330: 326: 319: 314: 311: 307: 306: 304: 302: 298: 291: 287: 286: 284: 282: 278: 271: 267: 266: 264: 257: 253: 246: 241: 238: 234: 233: 231: 229: 225: 216: 215: 212: 205: 200: 187: 186: 184: 182: 178: 173: 165: 160: 157: 156: 154: 152: 148: 144: 140: 136: 134: 130: 127:Clinical data 125: 121: 116: 112: 107: 93: 90: 82: 72: 66: 65: 61: 54: 45: 44: 41: 37: 33: 26: 22: 5276:Antianginals 5237: 5231: 5216:James Walden 5206:Hajo Seppelt 5191:Denis Oswald 5186:Vitaly Mutko 5050: 5012: 4936:the original 4932:"Mildronate" 4926: 4914:. Retrieved 4910: 4900: 4888:. Retrieved 4878: 4866:. Retrieved 4862:the original 4852: 4843: 4834: 4822:. Retrieved 4812: 4800:. Retrieved 4789: 4777:. Retrieved 4773: 4768:Rita Rubin. 4763: 4751:. Retrieved 4741: 4729:. Retrieved 4718: 4706:. Retrieved 4701: 4692: 4680:. Retrieved 4674: 4649:. Retrieved 4644: 4635: 4623:. Retrieved 4619: 4610: 4598:. Retrieved 4592: 4582: 4547: 4543: 4521: 4512: 4500:. Retrieved 4490: 4478:. Retrieved 4468: 4456:. Retrieved 4452: 4442: 4432:13 September 4430:. Retrieved 4425: 4416: 4404:. Retrieved 4399: 4390: 4379: 4370: 4359: 4349: 4338: 4328: 4317: 4303: 4291:. Retrieved 4281: 4267: 4255:. Retrieved 4230:. Retrieved 4226: 4216: 4204:. Retrieved 4200:the original 4195: 4154: 4145: 4136: 4124: 4112: 4098: 4086: 4057: 4045:. Retrieved 4040: 4031: 4019:. Retrieved 4014: 4005: 3993:. Retrieved 3988: 3979: 3967:. Retrieved 3962: 3953: 3939: 3913: 3903: 3888: 3876:. Retrieved 3872: 3847: 3837: 3825:. 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Retrieved 2656:the original 2646: 2629: 2565: 2554: 2527: 2526: 2507: 2496: 2488: 2486: 2474: 2385:Aybol Abiken 2368:Canoe sprint 2194:Maxwell Holt 1803:Ruth Kasirye 1120:Consequences 1100: 1085: 1062: 1022: 1010: 999: 986: 971: 947: 935:demethylases 931:formaldehyde 918: 892: 881:Pharmacology 864: 828: 822: 818: 814: 810: 806: 802: 798: 794: 790: 786: 782: 781:: acyl-CoA, 778: 756: 724:mitochondria 721: 710:Biochemistry 686: 676: 669: 662: 655: 643: 623:verification 616: 586:from use by 577: 575:medication. 556: 548: 547: 358:CHEBI:131843 181:Legal status 175:Legal status 85: 76: 57: 40: 5321:Zwitterions 5240:(2017 film) 5176:Bryan Fogel 5171:Thomas Bach 5052:Paralympics 5039:Paralympics 5027:Paralympics 5014:Paralympics 5001:Paralympics 4820:. USA Today 4293:18 November 4257:18 November 3963:Topsport.bg 3827:19 February 3676:. ESPN.com. 2538:Mayo Clinic 1945:Cleared by 1834:Éva Tófalvi 1523:Cleared by 1461:Cleared by 1428:Cleared by 978:amino group 871:peroxisomes 689:August 2024 648:"Meldonium" 617:needs more 465: g·mol 408:100.110.108 202:Identifiers 142:Other names 133:Trade names 25:minodronate 5296:Hydrazines 5270:Categories 5196:Dick Pound 4794:Ford Vox. 4669:Niiler E. 4458:2 November 4400:sports.kz/ 3914:SwimVortex 3302:: 73–118. 2832:(1): 1–8. 2638:References 2620:Kyrgyzstan 2604:Uzbekistan 2596:Azerbaijan 2592:Kazakhstan 2556:Don Catlin 2407:3-year ban 2398:Kazakhstan 2377:4-year ban 2342:4-year ban 2318:Ray Walker 2245:4-year ban 2211:Volleyball 1795:2-year ban 976:, with an 836:coenzyme A 768:glycolysis 659:newspapers 557:Mildronate 470:3D model ( 458:Molar mass 318:22DC15W645 310:73H7UDN6EC 281:ChemSpider 245:86426-17-7 237:76144-81-5 228:CAS Number 211:IUPAC name 79:March 2020 32:reed organ 5232:Meldonium 3852:. London. 3693:. Sport. 3571:NewsComAu 3415:USA Today 3232:Pubchem. 2626:Economics 2612:Lithuania 2536:, at the 2432:Athletics 2240:Wrestling 2091:Wrestling 2061:Wrestling 2031:Wrestling 1998:Lithuania 1969:Lithuania 1940:Wrestling 1880:Athletics 1670:Athletics 1551:Athletics 1489:Wrestling 1456:Wrestling 1423:Athletics 1363:Athletics 1334:Athletics 982:methylene 960:Chemistry 923:substrate 787:Red+green 728:Carnitine 549:Meldonium 103:Meldonium 60:citations 21:medronate 4802:14 March 4753:10 March 4731:10 March 4702:vesti.ru 4574:25847280 4502:20 March 4480:20 March 4426:ESPN.com 4232:27 April 4015:Sport.ru 3878:2 August 3613:15 March 3490:11 March 3326:13530702 3219:21390379 3180:20599753 3145:21168767 3101:11248709 3057:22765904 2997:23339575 2954:11802770 2905:30356593 2856:23258903 2826:Diabetes 2807:26850121 2772:16007237 2632:Grindeks 2550:creatine 2546:caffeine 2503:ischemia 2499:Grindeks 2460:CrossFit 2402:Football 2275:No fault 2182:Handball 2153:Handball 2128:No fault 2002:Football 1973:Football 1851:Biathlon 1582:Skeleton 1547:Bulgaria 1398:No fault 1392:Swimming 1359:Ethiopia 1305:Biathlon 1275:Biathlon 1250:No fault 1217:No fault 1184:No fault 919:in vitro 598:Research 588:athletes 573:ischemia 569:Grindeks 151:ATC code 4916:9 March 4890:9 March 4868:9 March 4824:8 April 4779:9 March 4708:9 March 4682:9 March 4651:9 March 4625:9 March 4600:9 March 4565:5066279 4406:22 June 4146:UFC.com 4041:СЕГОДНЯ 3969:1 April 3657:7 March 3577:9 March 3465:8 March 3422:7 March 3367:1735445 3281:3342076 3243:9 March 3238:nih.gov 3018:​ 2989:9546596 2945:1222323 2896:6188923 2847:3526046 2763:6741751 2721:8 March 2695:9 March 2662:9 March 2616:Albania 2608:Moldova 2600:Belarus 2588:Georgia 2584:Ukraine 2570:in the 2512:of the 2483:Debates 2363:Ukraine 2331:Ireland 2301:Curling 2087:Ukraine 2057:Ukraine 2027:Ukraine 1876:Ukraine 1847:Romania 1666:Romania 1608:Belarus 1518:Cycling 1301:Ukraine 1271:Ukraine 1111:Country 1013:insulin 901:in the 867:SLC22A5 732:cytosol 673:scholar 638:removed 563:at the 463:146.190 425:Formula 256:PubChem 167:) 161: ( 159:C01EB22 5238:Icarus 5126:RUSADA 4844:Forbes 4774:Forbes 4620:osi.lv 4572:  4562:  4206:13 May 4047:13 May 4021:13 May 3995:13 May 3796:Yahoo! 3365:  3324:  3314:  3279:  3217:  3178:  3143:  3099:  3055:  2995:  2987:  2952:  2942:  2903:  2893:  2854:  2844:  2805:  2770:  2760:  2618:, and 2580:Russia 2576:Latvia 2529:Forbes 2455:Russia 2452:  2425:  2395:  2360:  2328:  2296:Russia 2293:  2266:Poland 2263:  2236:Canada 2233:  2204:  2178:Russia 2175:  2149:Russia 2146:  2123:Tennis 2115:  2084:  2054:  2024:  1995:  1966:  1947:RUSADA 1936:Russia 1933:  1905:Russia 1902:  1873:  1844:  1816:Norway 1813:  1785:Russia 1782:  1756:Russia 1753:  1727:Russia 1724:  1698:Russia 1695:  1663:  1637:Russia 1634:  1605:  1578:Russia 1575:  1544:  1525:RUSADA 1514:Russia 1511:  1485:Russia 1482:  1463:RUSADA 1452:Russia 1449:  1430:RUSADA 1419:Russia 1416:  1388:Russia 1385:  1356:  1330:Sweden 1327:  1298:  1268:  1238:Russia 1235:  1205:Russia 1202:  1175:Russia 1172:  1146:Tennis 1142:Russia 1139:  996:Doping 740:lysine 675:  668:  661:  654:  646:  584:banned 506:SMILES 338:D10504 290:110405 270:123868 4911:Wired 4798:. 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Index

medronate
minodronate
reed organ
Melodeon (organ)
citations
secondary or tertiary sources
primary research articles
Learn how and when to remove this message


Trade names
ATC code
C01EB22
WHO
Legal status
IUPAC name
CAS Number
76144-81-5
86426-17-7
PubChem
123868
ChemSpider
110405
UNII
73H7UDN6EC
22DC15W645
KEGG
D10504
ChEBI
CHEBI:131843

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