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Lycopene

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354: 246: 45: 913: 2706:"Scientific Opinion on the substantiation of health claims related to lycopene and protection of DNA, proteins and lipids from oxidative damage (ID 1608, 1609, 1611, 1662, 1663, 1664, 1899, 1942, 2081, 2082, 2142, 2374), protection of the skin from UV-induced (including photo-oxidative) damage (ID 1259, 1607, 1665, 2143, 2262, 2373), contribution to normal cardiac function (ID 1610, 2372), and maintenance of normal vision (ID 1827) pursuant to Article 13(1) of Regulation (EC) No 1924/2006" 643: 27: 1245: 36: 716: 646: 648: 647: 944:. Efficient energy transfer occurs between the encapsulated dye and nanotube—light is absorbed by the dye and without significant loss is transferred to the nanotube. Encapsulation increases chemical and thermal stability of lycopene molecules; it also allows their isolation and individual characterization. 1953:
Lycopenemia, characterized by an orange discoloration of the skin, has been observed with high intakes of lycopene-containing foods. One case study reported the incidence of lycopenemia in a 61-y-old woman who had consumed ~2 L of tomato juice daily for several years (10). Although there was evidence
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pigment-protein complexes in plants, photosynthetic bacteria, fungi, and algae. They are responsible for the bright orange–red colors of fruits and vegetables, perform various functions in photosynthesis, and protect photosynthetic organisms from excessive light damage. Lycopene is a key intermediate
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no studies provided information about whether lycopene intake may reduce the risk of any of the specific forms of cancer. Based on the above, FDA concludes that there is no credible evidence supporting a relationship between lycopene consumption, either as a food ingredient, a component of food, or
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Spreng) has the highest content of lycopene of any known fruit or vegetable (multiple times more than tomatoes), tomatoes and tomato-based sauces, juices, and ketchup account for more than 85% of the dietary intake of lycopene for most people. The lycopene content of tomatoes depends on variety and
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lycopene. Lycopene in tomato paste is up to four times more bioavailable than in fresh tomatoes. Processed tomato products such as pasteurized tomato juice, soup, sauce, and ketchup contain a higher concentration of bioavailable lycopene compared to raw tomatoes.
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Kamiloglu, S.; Demirci, M.; Selen, S.; Toydemir, G.; Boyacioglu, D.; Capanoglu, E. (2014). "Home processing of tomatoes (Solanum lycopersicum): Effects onin vitrobioaccessibility of total lycopene, phenolics, flavonoids, and antioxidant capacity".
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InChI=1S/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
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InChI=1/C40H56/c1-33(2)19-13-23-37(7)27-17-31-39(9)29-15-25-35(5)21-11-12-22-36(6)26-16-30-40(10)32-18-28-38(8)24-14-20-34(3)4/h11-12,15-22,25-32H,13-14,23-24H2,1-10H3/b12-11+,25-15+,26-16+,31-17+,32-18+,35-21+,36-22+,37-27+,38-28+,39-29+,40-30+
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Saito, Yuika; Yanagi, Kazuhiro; Hayazawa, Norihiko; Ishitobi, Hidekazu; Ono, Atsushi; Kataura, Hiromichi; Kawata, Satoshi (2006). "Vibrational Analysis of Organic Molecules Encapsulated in Carbon Nanotubes by Tip-Enhanced Raman Spectroscopy".
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Ilahy, R; Piro, G; Tlili, I; Riahi, A; Sihem, R; Ouerghi, I; Hdider, C; Lenucci, M. S. (2016). "Fractionate analysis of the phytochemical composition and antioxidant activities in advanced breeding lines of high-lycopene tomatoes".
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in tomato sauces that turns plastic cookware orange. It is insoluble in plain water, but it can be dissolved in organic solvents and oils. Because of its non-polarity, lycopene in food preparations will stain any sufficiently
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material, including most plastics. To remove this staining, the plastics may be soaked in a solution containing a small amount of chlorine bleach. The bleach oxidizes the lycopene, thus rendering it colourless.
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for humans, but is commonly found in the diet mainly from dishes prepared from tomatoes. The median and 99th percentile of dietary lycopene intake have been estimated to be 5.2 and 123 mg/d, respectively.
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Chasse, Gregory A.; Mak, Melody L.; Deretey, Eugen; Farkas, Imre; Torday, Ladislaus L.; Papp, Julius G.; Sarma, Dittakavi S.R; Agarwal, Anita; Chakravarthi, Sujatha; Agarwal, Sanjiv; Rao, A.Venket (2001).
905:-isomers, which have a less linear shape. Isomers distinct stabilities, with highest stability: 5-cis ≥ all-trans ≥ 9-cis ≥ 13-cis > 15-cis > 7-cis > 11-cis: lowest. In human blood, various 1212:) greatly increases assimilation from the digestive tract into the bloodstream. Lycopene is fat-soluble, so the oil is said to help absorption. Gac has high lycopene content derived mainly from its 1339:, in rejecting manufacturers' requests in 2005 to allow "qualified labeling" for lycopene and the reduction of various cancer risks, provided a conclusion that remains in effect as of 2015: 1316:
found that dietary lycopene did not affect prostate cancer risk. Other reviews concluded that research has been insufficient to establish whether lycopene consumption affects human health.
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of lycopene and fatty deposits in the liver, there was an absence of measurable hepatic dysfunction. After 3 wk of consuming a diet free of tomato juice, the orange discoloration faded.
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is an orange discoloration of the skin that is observed with high intakes of lycopene. The discoloration is expected to fade after discontinuing excessive lycopene intake.
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Lycopene is non-toxic and commonly found in the diet, mainly from tomato products. There are cases of intolerance or allergic reaction to dietary lycopene, which may cause
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form, the molecule is long and somewhat flat, constrained by its system of 11 conjugated double bonds. The extended conjugation is responsible for its deep red color.
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The unconditioned biosynthesis of lycopene in eukaryotic plants and in prokaryotic cyanobacteria is similar, as are the enzymes involved. Synthesis begins with
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Alquezar, B; Rodrigo, M. J.; Zacarías, L (2008). "Regulation of carotenoid biosynthesis during fruit maturation in the red-fleshed orange mutant Cara Cara".
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concluded there was insufficient evidence for lycopene having antioxidant effects in humans, particularly in skin, heart function, or vision protection from
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Ishida, BK; Turner, C; Chapman, MH; McKeon, TA (28 January 2004). "Fatty acid and carotenoid composition of gac (Momordica cochinchinensis Spreng) fruit".
2407: 3144: 657: 2741:"Qualified Health Claims: Letter Regarding Tomatoes and Prostate Cancer (Lycopene Health Claim Coalition) (Docket No. 2004Q-0201) (Updated 9 July 2015)" 1571: 886:
subunits. Isolation procedures for lycopene were first reported in 1910, and the structure of the molecule was determined by 1931. In its natural, all-
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Although lycopene from tomatoes has been tested in humans for cardiovascular diseases and prostate cancer, no effect on any disease was found. The US
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Ishida BK, Turner C, Chapman MH, McKeon TA (January 2004). "Fatty acid and carotenoid composition of gac (Momordica cochinchinensis Spreng) fruit".
909:-isomers constitute more than 60% of the total lycopene concentration, but the biological effects of individual isomers have not been investigated. 2002: 671: 1352:
concluded that the FDA has not approved the use of lycopene as effective for treating any medical condition, including various types of cancer.
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Yanagi, Kazuhiro; Iakoubovskii, Konstantin; Kazaoui, Said; Minami, Nobutsugu; Maniwa, Yutaka; Miyata, Yasumitsu; Kataura, Hiromichi (2006).
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drugs. Because lycopene may cause low blood pressure, interactions with drugs that affect blood pressure may occur. Lycopene may affect the
4217: 3134: 403: 1236:, which contain around 3.5–7.0 μg/g of lycopene. When lycopene is used as a food additive (E160d), it is usually obtained from tomatoes. 2084: 664: 1821: 941: 1597: 1574:. Micronutrient Information Center, Linus Pauling Institute, Oregon State University, Corvallis, OR. July 2016. Archived from 2805: 1728:"How do nutritional and hormonal status modify the bioavailability, uptake, and distribution of various isomers of lycopene?" 1437: 4529: 3177: 2744: 2483: 4156: 1451: 1890: 2247: 368: 2766: 724: 4210: 2435:"Effect of Dietary and Supplemental Lycopene on Cardiovascular Risk Factors: A Systematic Review and Meta-Analysis" 736: 1260:, stomach pain or cramps, gas, and loss of appetite. Lycopene may increase the risk of bleeding when taken with 4664: 2411: 1484: 1325: 610: 67: 2484:"Tomato and lycopene supplementation and cardiovascular risk factors: A systematic review and meta-analysis" 1575: 4781: 4524: 3633: 1336: 965: 311: 241: 4669: 1637: 968:. Two molecules of this product are then condensed in a tail-to-tail configuration to give the 40-carbon 4786: 4203: 4183: 3155: 1287: 957: 332: 203: 2009: 4771: 1294: 1692:
Chasse, Gregory A.; Chasse, Kenneth P.; Kucsman, Arpad; Torday, Ladislaus L.; Papp, Julius G. (2001).
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Cheng, Ho Ming; Koutsidis, Georgios; Lodge, John K.; Ashor, Ammar; Siervo, Mario; Lara, José (2017).
1509: 1349: 961: 253: 2035:"Effects of maturity on physicochemical properties of Gac fruit (Momordica cochinchinensis Spreng.)" 4639: 3170: 349: 4776: 4240: 1476: 1011:. Intestinal absorption of lycopene is enhanced by the presence of fat and by cooking. Lycopene 4644: 3588: 1291: 4766: 4270: 3435: 57: 1297:, whereas a 2017 review concluded that tomato products and lycopene supplementation reduced 223: 116:)-2,6,10,14,19,23,27,31-Octamethyldotriaconta-2,6,8,10,12,14,16,18,20,22,24,26,30-tridecaene 4761: 4659: 4255: 3461: 2791: 2321: 2204: 1855: 1805: 1361: 698: 320: 2502: 8: 4539: 3163: 139: 129: 2325: 2208: 1859: 1809: 1572:"Carotenoids: α-Carotene, β-Carotene, β-Cryptoxanthin, Lycopene, Lutein, and Zeaxanthin" 1224:, also contain lycopene. Some foods that do not appear red also contain lycopene, e.g., 353: 245: 183: 4710: 4624: 4599: 4569: 4564: 4426: 4310: 4290: 4265: 4226: 2682: 2673: 2657: 2633: 2598: 2574: 2541: 2522: 2459: 2434: 2384: 2294: 2059: 2034: 1871: 1019: 1012: 411:
C(\C=C\C=C(\CC/C=C(\C)C)C)(=C/C=C/C(=C/C=C/C=C(/C=C/C=C(/C=C/C=C(\C)CC\C=C(/C)C)C)C)C)C
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give lycopene its deep red color. Owing to the strong color, lycopene is useful as a
851: 2526: 2333: 4549: 4357: 3775: 3551: 3491: 2855: 2717: 2677: 2669: 2628: 2610: 2569: 2553: 2498: 2454: 2446: 2368: 2329: 2298: 2276: 2212: 2168: 2129: 2093: 2054: 2046: 1976: 1933: 1863: 1813: 1739: 1708: 1674: 1472: 752: 519: 502: 426: 300: 1768: 1510:"Foods highest in lycopene, Nutrition Data, USDA Nutrient Database, version SR-21" 4609: 4284: 4260: 3894: 3809: 3767: 3275: 1324:
In a review of literature on lycopene and its potential benefit in the diet, the
1309: 1221: 1217: 1193: 1189: 1110: 937: 843: 834:, lycopene is an intermediate in the biosynthesis of many carotenoids, including 533: 2557: 1228:, which contains about 30 μg of lycopene per 100-g serving (0.3 μg/g) and dried 4694: 4649: 4393: 4160: 4114: 4027: 4022: 4012: 3989: 3951: 3941: 3522: 2938: 2928: 2913: 2850: 2845: 2835: 2450: 2372: 2157:"Influence of cooking procedure on the bioavailability of lycopene in tomatoes" 2033:
Tran, X. T.; Parks, S. E.; Roach, P. D.; Golding, J. B.; Nguyen, M. H. (2015).
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A 2015 review found that dietary lycopene was associated with reduced risk of
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because it consists entirely of carbon and hydrogen and is derived from eight
862:) and is approved for use in the US, Australia and New Zealand (registered as 44: 4755: 4730: 4559: 4544: 4279: 4105: 4071: 4066: 4017: 3247: 3076: 3041: 3021: 3008: 2933: 2923: 2860: 2840: 2722: 2705: 2624: 2615: 2599:"Dietary Tomato Consumption and the Risk of Prostate Cancer: A Meta-Analysis" 2565: 2510: 1938: 1921: 1744: 1727: 1313: 1265: 1261: 926: 898: 855: 835: 552: 537: 489: 479: 279: 234: 2356: 4735: 4245: 4119: 4037: 3956: 3946: 3889: 3872: 3857: 3826: 3786: 3756: 3682: 3361: 3341: 3124: 3104: 3026: 2988: 2978: 2958: 2943: 2870: 2691: 2642: 2583: 2518: 2468: 2380: 2341: 2290: 2224: 2180: 2141: 2105: 2068: 1988: 1947: 1753: 1298: 1153: 1129: 768: 756: 3185: 670: 4654: 4634: 4629: 4589: 4091: 4081: 4057: 4042: 3884: 3849: 3844: 3733: 3728: 3596: 3560: 3537: 3476: 3425: 3415: 3365: 3285: 3119: 2983: 2963: 2948: 2918: 2900: 2890: 2880: 2154: 1867: 1788: 1381: 1275: 930: 776: 683: 2433:
Tierney, Audrey; Rumble, Chloe; Billings, Lauren; George, Elena (2020).
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Lycopene is a key intermediate in the biosynthesis of many carotenoids.
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Unlike other fruits and vegetables, where nutritional content such as
4740: 4689: 4619: 4594: 4534: 4486: 4471: 4466: 4419: 4414: 4409: 4404: 4320: 4275: 3703: 3612: 3565: 3496: 3336: 3191: 3139: 3099: 3051: 2265:"Carotenoid pigments in GAC fruit (Momordica cochinchinensis SPRENG)" 2050: 1443: 1371: 1225: 1213: 1205: 1185: 1157: 1125: 816: 764: 1319: 706:
Except where otherwise noted, data are given for materials in their
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Aoki, H; Kieu, N. T.; Kuze, N; Tomisaka, K; Van Chuyen, N (2002).
1891:"How To Clean Tomato Sauce Stains From Plastic Storage Containers" 1844: 1244: 964:(an isomer of dimethylallyl pyrophosphate), to give the 20-carbon 162: 26: 4720: 4674: 4604: 4584: 4431: 4305: 4295: 3925: 3915: 3836: 3657: 3652: 3580: 3575: 3517: 3512: 3466: 3440: 3376: 3315: 3310: 3236: 3227: 3187: 3081: 3071: 2540:
Chen, Ping; Zhang, Wenhao; Wang, Xiao; et al. (2015-08-21).
1791:"Light-Harvesting Function of β-Carotene Inside Carbon Nanotubes" 1229: 1201: 1169: 1165: 1087: 1008: 981: 879: 847: 565: 469: 287: 2155:
Perdomo F, Cabrera Fránquiz F, Cabrera J, Serra-Majem L (2012).
838:, which is responsible for yellow, orange, or red pigmentation, 4715: 4579: 4501: 4496: 4456: 4446: 4441: 4384: 4375: 4086: 3628: 3486: 3420: 3386: 3357: 3270: 3046: 2968: 1660:"An ab initio computational study on selected lycopene isomers" 1272:, sensitivity to sunlight, or drugs used for stomach ailments. 1257: 1149: 1057: 812: 804: 792: 780: 584: 541: 194: 2783: 1694:"Conformational potential energy surfaces of a Lycopene model" 897:
lycopene. When exposed to light or heat, lycopene can undergo
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Story, EN; Kopec, R. E; Schwartz, S. J; Harris, G. K (2010).
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found conflicting evidence for lycopene having an effect on
337: 4684: 4506: 4461: 2432: 2357:"Biotechnological production of lycopene by microorganisms" 1248:
Test tube containing a dichloromethane solution of lycopene
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Absorption of lycopene requires that it be combined with
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Li, Lei; Liu, Zhen; Jiang, Hong; Mao, Xiangzhao (2020).
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Dispersed lycopene molecules can be encapsulated into
2032: 772:, the name of a former tomato genus) is a bright red 272: 4155:
Terpene synthase enzymes (many), having in common a
2658:"An Update on the Health Effects of Tomato Lycopene" 2262: 873: 2240:
Carotenoids : Properties, Effects and Diseases
2118: 1638:"Current EU approved additives and their E Numbers" 2475: 2242:. New York: Nova Science Publishers. p. 125. 1435: 1344:as a dietary supplement, and any of these cancers. 960:. This is then condensed with three molecules of 2539: 2003:"Gac (Momordica cochinchinensis) Analysis report" 1922:"Are there adverse effects of lycopene exposure?" 1320:Regulatory status in Europe and the United States 1204:process) and serving in oil-rich dishes (such as 1172:is a common dietary source of lycopene. Although 4753: 1603:. US Food and Drug Administration. 26 July 2005. 1417:. PubChem, US National Library of Medicine. 2016 299: 1915: 1913: 1911: 1469:Kirk-Othmer Encyclopedia of Chemical Technology 893:Plants and photosynthetic bacteria produce all- 645: 138: 4410:Ergocalciferol and Cholecalciferol (Vitamin D) 3233:Iridoid glycosides (iridoids bound to a sugar) 2197:Journal of the Science of Food and Agriculture 494:660.9 °C (1,221.6 °F; 934.0 K) 4211: 3171: 2799: 2735: 2733: 2354: 1888: 1348:In a review of research through 2024, the US 1030: 2769:. US National Cancer Institute. 5 April 2024 2662:Annual Review of Food Science and Technology 1908: 1766: 1477:10.1002/0471238961.2005181602120504.a01.pub2 925:in the biosynthesis of carotenoids, such as 688:350.7 °C (663.3 °F; 623.8 K) 2269:Bioscience, Biotechnology, and Biochemistry 1616:"Standard 1.2.4 – Labelling of ingredients" 1192:of tomatoes increases the concentration of 4218: 4204: 3178: 3164: 2806: 2792: 2730: 2597:Luo, Jie; Ke, Dandan; He, Qingwei (2021). 2085:Journal of Agricultural and Food Chemistry 2075: 1969:Journal of Agricultural and Food Chemistry 352: 244: 222: 2721: 2681: 2632: 2614: 2573: 2458: 2280: 2237: 2058: 1937: 1743: 1725: 1613:Australia New Zealand Food Standards Code 1200:Cooking and crushing tomatoes (as in the 319: 1701:Journal of Molecular Structure: Theochem 1667:Journal of Molecular Structure: Theochem 1598:"21 CFR 73.585. Tomato lycopene extract" 1243: 998: 911: 791:Aside from tomatoes, it is found in red 4225: 2596: 2402: 2400: 2398: 1467:Sell, Charles S. (2006). "Terpenoids". 975: 920:Carotenoids like lycopene are found in 348: 4754: 2542:"Lycopene and Risk of Prostate Cancer" 1919: 1566: 1564: 1562: 1560: 1558: 1556: 1554: 1552: 1550: 1409: 1407: 1405: 1403: 1401: 846:. Like all carotenoids, lycopene is a 484:177 °C (351 °F; 450 K) 235: 4199: 3159: 2787: 2503:10.1016/j.atherosclerosis.2017.01.009 1548: 1546: 1544: 1542: 1540: 1538: 1536: 1534: 1532: 1530: 1439:CRC Handbook of Chemistry and Physics 1282:Research and potential health effects 783:and other red fruits and vegetables. 380:Key: OAIJSZIZWZSQBC-GYZMGTAESA-N 202: 182: 2698: 2533: 2395: 2026: 1504: 1502: 1500: 1498: 1496: 1466: 2759: 2410:. Mayo Clinic. 2017. Archived from 1398: 1164:, a berry relative of tomato), and 850:. It is insoluble in water. Eleven 390:Key: OAIJSZIZWZSQBC-GYZMGTAEBZ 290: 13: 4157:terpene synthase N terminal domain 2674:10.1146/annurev.food.102308.124120 1527: 1239: 1220:, and other citrus fruit, such as 1128:that are high in lycopene include 641: 14: 4798: 1889:Barnes, Chris (11 October 2011). 1493: 1460: 874:Structure and physical properties 1436:Haynes, William M., ed. (2011). 714: 438: 43: 34: 25: 2813: 2649: 2590: 2426: 2348: 2334:10.1016/j.phytochem.2008.04.020 2305: 2256: 2231: 2187: 2148: 2112: 1995: 1960: 1882: 1838: 1782: 1760: 1719: 1685: 1181:increases as the fruit ripens. 947: 710:(at 25 °C , 100 kPa). 1650: 1629: 1607: 1590: 1429: 1326:European Food Safety Authority 611:Occupational safety and health 432: 1: 2238:Yamaguchi, Masayoshi (2010). 1713:10.1016/S0166-1280(01)00413-4 1679:10.1016/S0166-1280(01)00424-9 1392: 786: 3634:Geranylgeranyl pyrophosphate 2039:Food Science & Nutrition 1337:Food and Drug Administration 1288:randomized controlled trials 1188:is diminished upon cooking, 1032:Dietary sources of lycopene 966:geranylgeranyl pyrophosphate 7: 4184:Dimethylallyl pyrophosphate 2558:10.1097/md.0000000000001260 2361:Appl. Microbiol. Biotechnol 2161:Hospital Nutrition (Madrid) 1355: 958:dimethylallyl pyrophosphate 10: 4803: 4530:β-hydroxy β-methylbutyrate 4420:Naphthoquinone (Vitamin K) 2373:10.1007/s00253-020-10967-4 1818:10.1103/PhysRevB.74.155420 1769:"What Color is Your Food?" 1635:UK Food Standards Agency: 1026: 956:, which is converted into 878:Lycopene is a symmetrical 4703: 4515: 4405:Ascorbic acid (Vitamin C) 4304: 4233: 4178:Isopentenyl pyrophosphate 4170: 4148: 4132:Norisoprenoids (modified) 4131: 4104: 4056: 4003: 3988: 3971: 3908: 3835: 3825: 3808: 3747: 3721: 3691: 3666: 3645: 3621: 3611: 3550: 3505: 3454: 3408: 3399: 3350: 3324: 3303: 3284: 3246: 3203: 3090: 3060: 3007: 2899: 2821: 2173:10.3305/nh.2012.27.5.5908 1726:Erdman Jr, J. W. (2005). 1350:National Cancer Institute 1178:Momordica cochinchinensis 1039: 1036: 962:isopentenyl pyrophosphate 704: 697: 692: 608: 603: 419: 399: 364: 122: 66: 56: 51: 42: 33: 24: 4171:Activated isoprene forms 3972:Sesquarterpenes/oids (7) 3221:Monocyclic (single ring) 2723:10.2903/j.efsa.2011.2031 2616:10.3389/fnut.2021.625185 2451:10.1093/advances/nmaa069 1926:The Journal of Nutrition 1732:The Journal of Nutrition 832:photosynthetic organisms 693:Supplementary data page 4241:Bodybuilding supplement 3794:Secodehydroabietic acid 993: 852:conjugated double bonds 807:. It is not present in 4415:Tocopherol (Vitamin E) 3589:Farnesyl pyrophosphate 3061:Vitamin A retinoids (C 2603:Frontiers in Nutrition 1939:10.1093/jn/135.8.2060s 1745:10.1093/jn/135.8.2046s 1346: 1249: 1115:2 per half grapefruit 917: 901:to any of a number of 652: 3791:Sandaracopimaric acid 3436:Geranyl pyrophosphate 2439:Advances in Nutrition 1341: 1247: 999:Consumption by humans 915: 763:. Lycopene (from the 651: 599:1.33·10 mmHg (25 °C) 68:Systematic IUPAC name 4615:Japanese honeysuckle 3981:Tetraprenylcurcumene 3462:Grapefruit mercaptan 2414:on 23 September 2017 1868:10.1143/JJAP.45.9286 1362:Lycopene (data page) 976:Staining and removal 699:Lycopene (data page) 634:(fire diamond) 4782:Dietary supplements 4540:Chondroitin sulfate 4358:Pantothenic acid (B 4321:Retinol (Vitamin A) 4291:Protein supplements 4227:Dietary supplements 3764:Dehydroabietic acid 3230:(cyclopentane ring) 2367:(24): 10307–10324. 2326:2008PChem..69.1997A 2282:10.1271/bbb.66.2479 2209:2014JSFA...94.2225K 1895:The Huffington Post 1860:2006JaJAP..45.9286S 1810:2006PhRvB..74o5420Y 1033: 1018:Lycopene is not an 1013:dietary supplements 503:Solubility in water 456: g·mol 21: 4787:E-number additives 4711:Codex Alimentarius 4600:Grape seed extract 4261:Herbal supplements 3224:Bicyclic (2 rings) 2134:10.1039/c5fo00553a 1920:Trumbo PR (2005). 1848:Jpn. J. Appl. Phys 1767:NDSU Agriculture. 1618:. 8 September 2011 1516:. Conde Nast. 2014 1250: 1031: 1020:essential nutrient 942:optical properties 918: 737:Infobox references 653: 19: 16:Carotenoid pigment 4772:Food antioxidants 4749: 4748: 4394:Cyanocobalamin (B 4311:chemical elements 4193: 4192: 4141:7,8-dihydroionone 4100: 4099: 3967: 3966: 3804: 3803: 3772:Lambertianic acid 3546: 3545: 3395: 3394: 3210:Acyclic (linear, 3153: 3152: 3145:Zuretinol acetate 2716:(4): 2031. 2011. 2320:(10): 1997–2007. 2217:10.1002/jsfa.6546 2098:10.1021/jf030616i 1981:10.1021/jf030616i 1955: 1854:(12): 9286–9289. 1514:nutritiondata.com 1442:(92nd ed.). 1330:ultraviolet light 1312:, whereas a 2021 1286:A 2020 review of 1119: 1118: 745:Chemical compound 743: 742: 333:CompTox Dashboard 164:Interactive image 4794: 4704:Related articles 4610:Iron supplements 4550:Copper gluconate 4220: 4213: 4206: 4197: 4196: 4001: 4000: 3833: 3832: 3810:Sesterterpenoids 3776:Levopimaric acid 3638:Geranyl-linalool 3619: 3618: 3552:Sesquiterpenoids 3492:Perillyl alcohol 3406: 3405: 3301: 3300: 3180: 3173: 3166: 3157: 3156: 2808: 2801: 2794: 2785: 2784: 2779: 2778: 2776: 2774: 2763: 2757: 2756: 2754: 2752: 2737: 2728: 2727: 2725: 2702: 2696: 2695: 2685: 2653: 2647: 2646: 2636: 2618: 2594: 2588: 2587: 2577: 2537: 2531: 2530: 2488: 2479: 2473: 2472: 2462: 2445:(6): 1453–1488. 2430: 2424: 2423: 2421: 2419: 2404: 2393: 2392: 2352: 2346: 2345: 2309: 2303: 2302: 2284: 2260: 2254: 2253: 2235: 2229: 2228: 2191: 2185: 2184: 2152: 2146: 2145: 2116: 2110: 2109: 2079: 2073: 2072: 2062: 2051:10.1002/fsn3.291 2030: 2024: 2023: 2021: 2020: 2014: 2008:. Archived from 2007: 1999: 1993: 1992: 1964: 1958: 1957: 1952: 1941: 1917: 1906: 1905: 1903: 1901: 1886: 1880: 1879: 1842: 1836: 1835: 1833: 1832: 1826: 1820:. Archived from 1795: 1786: 1780: 1779: 1777: 1775: 1764: 1758: 1757: 1747: 1723: 1717: 1716: 1698: 1689: 1683: 1682: 1664: 1654: 1648: 1647: 1645: 1644: 1633: 1627: 1626: 1624: 1623: 1611: 1605: 1604: 1602: 1594: 1588: 1587: 1585: 1583: 1568: 1525: 1524: 1522: 1521: 1506: 1491: 1490: 1464: 1458: 1457: 1446:. p. 3.94. 1433: 1427: 1426: 1424: 1422: 1411: 1034: 1007:and fat to form 980:Lycopene is the 940:enhancing their 938:carbon nanotubes 755:classified as a 753:organic compound 727: 721: 718: 717: 673: 666: 659: 644: 455: 440: 434: 427:Chemical formula 357: 356: 341: 339: 323: 303: 292: 274: 256: 248: 237: 226: 206: 186: 166: 142: 47: 38: 29: 22: 18: 4802: 4801: 4797: 4796: 4795: 4793: 4792: 4791: 4752: 4751: 4750: 4745: 4699: 4517: 4511: 4397: 4388: 4379: 4370: 4361: 4352: 4343: 4334: 4312: 4309: 4300: 4285:Bifidobacterium 4229: 4224: 4194: 4189: 4166: 4144: 4127: 4096: 4052: 3992: 3990:Tetraterpenoids 3984: 3963: 3904: 3895:Cholecalciferol 3821: 3818:Geranylfarnesol 3800: 3783:Neoabietic acid 3768:Isopimaric acid 3743: 3717: 3687: 3662: 3641: 3607: 3542: 3501: 3450: 3401: 3400:Monoterpenoids 3391: 3346: 3320: 3296: 3292: 3288: 3280: 3276:Isovaleric acid 3266: 3262: 3242: 3199: 3184: 3154: 3149: 3086: 3064: 3056: 3014: 3003: 2906: 2895: 2828: 2817: 2812: 2782: 2772: 2770: 2765: 2764: 2760: 2750: 2748: 2747:on 22 July 2017 2739: 2738: 2731: 2704: 2703: 2699: 2654: 2650: 2595: 2591: 2538: 2534: 2491:Atherosclerosis 2486: 2480: 2476: 2431: 2427: 2417: 2415: 2406: 2405: 2396: 2353: 2349: 2310: 2306: 2275:(11): 2479–82. 2261: 2257: 2250: 2236: 2232: 2203:(11): 2225–33. 2192: 2188: 2153: 2149: 2117: 2113: 2080: 2076: 2031: 2027: 2018: 2016: 2012: 2005: 2001: 2000: 1996: 1965: 1961: 1932:(8): 2060S–1S. 1918: 1909: 1899: 1897: 1887: 1883: 1843: 1839: 1830: 1828: 1824: 1793: 1787: 1783: 1773: 1771: 1765: 1761: 1738:(8): 2046S–7S. 1724: 1720: 1696: 1690: 1686: 1662: 1655: 1651: 1642: 1640: 1636: 1634: 1630: 1621: 1619: 1614: 1612: 1608: 1600: 1596: 1595: 1591: 1581: 1579: 1570: 1569: 1528: 1519: 1517: 1508: 1507: 1494: 1487: 1465: 1461: 1454: 1434: 1430: 1420: 1418: 1413: 1412: 1399: 1395: 1358: 1322: 1310:prostate cancer 1284: 1242: 1240:Adverse effects 1222:pink grapefruit 1218:Cara cara navel 1111:Pink grapefruit 1029: 1001: 996: 978: 950: 876: 858:(registered as 844:photoprotection 789: 746: 739: 734: 733: 732:  ?) 723: 719: 715: 711: 678: 677: 676: 675: 668: 661: 654: 650: 642: 621: 573: 569: 561: 555: 549: 545: 530: 523: 505: 495: 464:deep red solid 453: 443: 437: 429: 415: 412: 407: 406: 395: 392: 391: 388: 382: 381: 378: 372: 371: 360: 342: 335: 326: 306: 293: 266: 229: 209: 189: 169: 156: 145: 132: 118: 117: 62: 17: 12: 11: 5: 4800: 4790: 4789: 4784: 4779: 4777:Food colorings 4774: 4769: 4764: 4747: 4746: 4744: 4743: 4738: 4733: 4728: 4723: 4718: 4713: 4707: 4705: 4701: 4700: 4698: 4697: 4695:Zinc gluconate 4692: 4687: 4682: 4677: 4672: 4670:St John's wort 4667: 4662: 4657: 4652: 4650:Red yeast rice 4647: 4642: 4637: 4632: 4627: 4622: 4617: 4612: 4607: 4602: 4597: 4592: 4587: 4582: 4577: 4572: 4567: 4562: 4557: 4552: 4547: 4542: 4537: 4532: 4527: 4521: 4519: 4513: 4512: 4510: 4509: 4504: 4499: 4494: 4489: 4484: 4479: 4474: 4469: 4464: 4459: 4454: 4449: 4444: 4439: 4434: 4429: 4423: 4422: 4417: 4412: 4407: 4402: 4401: 4400: 4395: 4391: 4386: 4382: 4377: 4373: 4368: 4364: 4359: 4355: 4350: 4346: 4341: 4337: 4332: 4323: 4317: 4315: 4302: 4301: 4299: 4298: 4293: 4288: 4282: 4273: 4268: 4263: 4258: 4253: 4248: 4243: 4237: 4235: 4231: 4230: 4223: 4222: 4215: 4208: 4200: 4191: 4190: 4188: 4187: 4181: 4174: 4172: 4168: 4167: 4165: 4164: 4161:protein domain 4152: 4150: 4146: 4145: 4143: 4142: 4139: 4135: 4133: 4129: 4128: 4126: 4125: 4122: 4117: 4115:Natural rubber 4111: 4109: 4106:Polyterpenoids 4102: 4101: 4098: 4097: 4095: 4094: 4089: 4084: 4079: 4074: 4069: 4063: 4061: 4054: 4053: 4051: 4050: 4045: 4040: 4035: 4030: 4028:Delta-Carotene 4025: 4023:Gamma-Carotene 4020: 4015: 4013:Alpha-Carotene 4009: 4007: 3998: 3986: 3985: 3983: 3982: 3979: 3975: 3973: 3969: 3968: 3965: 3964: 3962: 3961: 3960: 3959: 3954: 3952:Betulinic acid 3949: 3944: 3942:Oleanolic acid 3936: 3931: 3928: 3923: 3918: 3912: 3910: 3906: 3905: 3903: 3902: 3897: 3892: 3887: 3882: 3877: 3876: 3875: 3870: 3865: 3860: 3855: 3854:Citrostadienol 3852: 3841: 3839: 3830: 3823: 3822: 3820: 3819: 3815: 3813: 3806: 3805: 3802: 3801: 3799: 3798: 3797:Palustric acid 3795: 3792: 3789: 3784: 3781: 3778: 3773: 3770: 3765: 3762: 3759: 3753: 3751: 3745: 3744: 3742: 3741: 3736: 3731: 3725: 3723: 3719: 3718: 3716: 3715: 3712: 3709: 3706: 3701: 3695: 3693: 3689: 3688: 3686: 3685: 3680: 3677: 3670: 3668: 3664: 3663: 3661: 3660: 3655: 3649: 3647: 3643: 3642: 3640: 3639: 3636: 3631: 3625: 3623: 3616: 3609: 3608: 3606: 3605: 3602: 3599: 3594: 3591: 3586: 3583: 3578: 3573: 3568: 3563: 3557: 3555: 3548: 3547: 3544: 3543: 3541: 3540: 3535: 3530: 3525: 3523:Bornyl acetate 3520: 3515: 3509: 3507: 3503: 3502: 3500: 3499: 3494: 3489: 3484: 3474: 3469: 3464: 3458: 3456: 3452: 3451: 3449: 3448: 3443: 3438: 3433: 3428: 3423: 3418: 3412: 3410: 3403: 3397: 3396: 3393: 3392: 3390: 3389: 3384: 3379: 3374: 3369: 3354: 3352: 3348: 3347: 3345: 3344: 3339: 3334: 3328: 3326: 3322: 3321: 3319: 3318: 3313: 3307: 3305: 3298: 3294: 3290: 3282: 3281: 3279: 3278: 3273: 3268: 3264: 3260: 3253: 3251: 3248:Hemiterpenoids 3244: 3243: 3241: 3240: 3234: 3231: 3225: 3222: 3219: 3207: 3205: 3201: 3200: 3183: 3182: 3175: 3168: 3160: 3151: 3150: 3148: 3147: 3142: 3137: 3132: 3127: 3122: 3117: 3112: 3107: 3102: 3096: 3094: 3092:Retinoid drugs 3088: 3087: 3085: 3084: 3079: 3074: 3068: 3066: 3062: 3058: 3057: 3055: 3054: 3049: 3044: 3039: 3034: 3029: 3024: 3018: 3016: 3012: 3009:Apocarotenoids 3005: 3004: 3002: 3001: 2996: 2991: 2986: 2981: 2976: 2971: 2966: 2961: 2956: 2951: 2946: 2941: 2939:Diadinoxanthin 2936: 2931: 2929:Citranaxanthin 2926: 2921: 2916: 2914:Antheraxanthin 2910: 2908: 2904: 2897: 2896: 2894: 2893: 2888: 2883: 2878: 2873: 2868: 2863: 2858: 2853: 2848: 2843: 2838: 2832: 2830: 2826: 2819: 2818: 2811: 2810: 2803: 2796: 2788: 2781: 2780: 2758: 2729: 2697: 2668:(1): 189–210. 2648: 2589: 2532: 2474: 2425: 2394: 2347: 2314:Phytochemistry 2304: 2255: 2248: 2230: 2186: 2147: 2111: 2074: 2045:(2): 305–314. 2025: 1994: 1959: 1907: 1881: 1837: 1804:(15): 155420. 1781: 1759: 1718: 1684: 1673:(1–3): 27–37. 1649: 1628: 1606: 1589: 1578:on 21 May 2017 1526: 1492: 1485: 1459: 1453:978-1439855119 1452: 1428: 1396: 1394: 1391: 1390: 1389: 1384: 1379: 1374: 1369: 1364: 1357: 1354: 1321: 1318: 1303:blood pressure 1292:cardiovascular 1283: 1280: 1270:nervous system 1241: 1238: 1117: 1116: 1113: 1107: 1106: 1103: 1097: 1096: 1090: 1083: 1082: 1079: 1075: 1074: 1071: 1067: 1066: 1060: 1053: 1052: 1049: 1042: 1041: 1040:mg wet weight 1038: 1028: 1025: 1000: 997: 995: 992: 977: 974: 954:mevalonic acid 949: 946: 922:photosynthetic 875: 872: 868:European Union 840:photosynthesis 788: 785: 744: 741: 740: 735: 713: 712: 708:standard state 705: 702: 701: 695: 694: 690: 689: 686: 680: 679: 669: 662: 655: 640: 639: 638: 637: 635: 626: 625: 622: 619: 616: 615: 606: 605: 601: 600: 597: 595:Vapor pressure 591: 590: 589:1 g/L (14 °C) 587: 577: 576: 571: 567: 559: 547: 543: 528: 521: 516: 510: 509: 506: 501: 498: 497: 492: 486: 485: 482: 476: 475: 472: 466: 465: 462: 458: 457: 451: 445: 444: 441: 435: 430: 425: 422: 421: 417: 416: 414: 413: 410: 402: 401: 400: 397: 396: 394: 393: 389: 386: 385: 383: 379: 376: 375: 367: 366: 365: 362: 361: 359: 358: 345: 343: 331: 328: 327: 325: 324: 316: 314: 308: 307: 305: 304: 296: 294: 286: 283: 282: 276: 268: 267: 265: 264: 260: 258: 250: 249: 239: 231: 230: 228: 227: 219: 217: 211: 210: 208: 207: 199: 197: 191: 190: 188: 187: 179: 177: 171: 170: 168: 167: 159: 157: 150: 147: 146: 144: 143: 135: 133: 128: 125: 124: 120: 119: 71: 70: 64: 63: 60: 54: 53: 49: 48: 40: 39: 31: 30: 15: 9: 6: 4: 3: 2: 4799: 4788: 4785: 4783: 4780: 4778: 4775: 4773: 4770: 4768: 4765: 4763: 4760: 4759: 4757: 4742: 4739: 4737: 4734: 4732: 4731:Nutraceutical 4729: 4727: 4724: 4722: 4719: 4717: 4714: 4712: 4709: 4708: 4706: 4702: 4696: 4693: 4691: 4688: 4686: 4683: 4681: 4678: 4676: 4673: 4671: 4668: 4666: 4663: 4661: 4658: 4656: 4653: 4651: 4648: 4646: 4643: 4641: 4638: 4636: 4633: 4631: 4628: 4626: 4623: 4621: 4618: 4616: 4613: 4611: 4608: 4606: 4603: 4601: 4598: 4596: 4593: 4591: 4588: 4586: 4583: 4581: 4578: 4576: 4573: 4571: 4568: 4566: 4563: 4561: 4560:Dietary fiber 4558: 4556: 4553: 4551: 4548: 4546: 4545:Cod liver oil 4543: 4541: 4538: 4536: 4533: 4531: 4528: 4526: 4523: 4522: 4520: 4516:Other common 4514: 4508: 4505: 4503: 4500: 4498: 4495: 4493: 4490: 4488: 4485: 4483: 4480: 4478: 4475: 4473: 4470: 4468: 4465: 4463: 4460: 4458: 4455: 4453: 4450: 4448: 4445: 4443: 4440: 4438: 4435: 4433: 4430: 4428: 4425: 4424: 4421: 4418: 4416: 4413: 4411: 4408: 4406: 4403: 4399: 4392: 4390: 4385:Folic acid (B 4383: 4381: 4374: 4372: 4367:Pyridoxine (B 4365: 4363: 4356: 4354: 4347: 4345: 4340:Riboflavin (B 4338: 4336: 4329: 4328: 4327: 4324: 4322: 4319: 4318: 4316: 4314: 4307: 4303: 4297: 4294: 4292: 4289: 4286: 4283: 4281: 4280:Lactobacillus 4277: 4274: 4272: 4269: 4267: 4264: 4262: 4259: 4257: 4254: 4252: 4249: 4247: 4244: 4242: 4239: 4238: 4236: 4232: 4228: 4221: 4216: 4214: 4209: 4207: 4202: 4201: 4198: 4185: 4182: 4179: 4176: 4175: 4173: 4169: 4162: 4158: 4154: 4153: 4151: 4147: 4140: 4138:3-oxo-α-ionol 4137: 4136: 4134: 4130: 4123: 4121: 4118: 4116: 4113: 4112: 4110: 4107: 4103: 4093: 4090: 4088: 4085: 4083: 4080: 4078: 4075: 4073: 4072:Cryptoxanthin 4070: 4068: 4067:Canthaxanthin 4065: 4064: 4062: 4059: 4055: 4049: 4046: 4044: 4041: 4039: 4036: 4034: 4031: 4029: 4026: 4024: 4021: 4019: 4018:Beta-Carotene 4016: 4014: 4011: 4010: 4008: 4006: 4002: 3999: 3996: 3991: 3987: 3980: 3978:Ferrugicadiol 3977: 3976: 3974: 3970: 3958: 3955: 3953: 3950: 3948: 3945: 3943: 3940: 3939: 3937: 3935: 3932: 3930:Serratenediol 3929: 3927: 3924: 3922: 3919: 3917: 3914: 3913: 3911: 3907: 3901: 3898: 3896: 3893: 3891: 3888: 3886: 3883: 3881: 3878: 3874: 3871: 3869: 3866: 3864: 3861: 3859: 3856: 3853: 3851: 3848: 3847: 3846: 3843: 3842: 3840: 3838: 3834: 3831: 3828: 3827:Triterpenoids 3824: 3817: 3816: 3814: 3811: 3807: 3796: 3793: 3790: 3788: 3785: 3782: 3780:Mercusic acid 3779: 3777: 3774: 3771: 3769: 3766: 3763: 3761:Communic acid 3760: 3758: 3755: 3754: 3752: 3750: 3746: 3740: 3737: 3735: 3732: 3730: 3727: 3726: 3724: 3720: 3713: 3710: 3707: 3705: 3702: 3700: 3697: 3696: 3694: 3690: 3684: 3681: 3678: 3675: 3672: 3671: 3669: 3665: 3659: 3656: 3654: 3651: 3650: 3648: 3644: 3637: 3635: 3632: 3630: 3627: 3626: 3624: 3620: 3617: 3614: 3610: 3603: 3600: 3598: 3595: 3592: 3590: 3587: 3584: 3582: 3579: 3577: 3574: 3572: 3569: 3567: 3564: 3562: 3559: 3558: 3556: 3553: 3549: 3539: 3536: 3534: 3531: 3529: 3526: 3524: 3521: 3519: 3516: 3514: 3511: 3510: 3508: 3504: 3498: 3495: 3493: 3490: 3488: 3485: 3482: 3478: 3475: 3473: 3470: 3468: 3465: 3463: 3460: 3459: 3457: 3453: 3447: 3444: 3442: 3439: 3437: 3434: 3432: 3429: 3427: 3424: 3422: 3419: 3417: 3414: 3413: 3411: 3407: 3404: 3398: 3388: 3385: 3383: 3380: 3378: 3375: 3373: 3370: 3367: 3363: 3359: 3356: 3355: 3353: 3349: 3343: 3340: 3338: 3335: 3333: 3330: 3329: 3327: 3323: 3317: 3314: 3312: 3309: 3308: 3306: 3302: 3299: 3287: 3283: 3277: 3274: 3272: 3269: 3258: 3255: 3254: 3252: 3249: 3245: 3238: 3235: 3232: 3229: 3226: 3223: 3220: 3217: 3213: 3209: 3208: 3206: 3202: 3197: 3193: 3189: 3181: 3176: 3174: 3169: 3167: 3162: 3161: 3158: 3146: 3143: 3141: 3138: 3136: 3133: 3131: 3128: 3126: 3123: 3121: 3118: 3116: 3113: 3111: 3108: 3106: 3103: 3101: 3098: 3097: 3095: 3093: 3089: 3083: 3080: 3078: 3077:Retinoic acid 3075: 3073: 3070: 3069: 3067: 3059: 3053: 3050: 3048: 3045: 3043: 3042:Food orange 7 3040: 3038: 3035: 3033: 3030: 3028: 3025: 3023: 3022:Abscisic acid 3020: 3019: 3017: 3010: 3006: 3000: 2997: 2995: 2992: 2990: 2987: 2985: 2982: 2980: 2977: 2975: 2972: 2970: 2967: 2965: 2962: 2960: 2957: 2955: 2952: 2950: 2947: 2945: 2942: 2940: 2937: 2935: 2934:Cryptoxanthin 2932: 2930: 2927: 2925: 2924:Canthaxanthin 2922: 2920: 2917: 2915: 2912: 2911: 2909: 2902: 2898: 2892: 2889: 2887: 2884: 2882: 2879: 2877: 2874: 2872: 2869: 2867: 2864: 2862: 2859: 2857: 2854: 2852: 2849: 2847: 2844: 2842: 2839: 2837: 2834: 2833: 2831: 2824: 2820: 2816: 2809: 2804: 2802: 2797: 2795: 2790: 2789: 2786: 2768: 2762: 2746: 2742: 2736: 2734: 2724: 2719: 2715: 2711: 2707: 2701: 2693: 2689: 2684: 2679: 2675: 2671: 2667: 2663: 2659: 2652: 2644: 2640: 2635: 2630: 2626: 2622: 2617: 2612: 2608: 2604: 2600: 2593: 2585: 2581: 2576: 2571: 2567: 2563: 2559: 2555: 2552:(33): e1260. 2551: 2547: 2543: 2536: 2528: 2524: 2520: 2516: 2512: 2508: 2504: 2500: 2496: 2492: 2485: 2478: 2470: 2466: 2461: 2456: 2452: 2448: 2444: 2440: 2436: 2429: 2413: 2409: 2403: 2401: 2399: 2390: 2386: 2382: 2378: 2374: 2370: 2366: 2362: 2358: 2351: 2343: 2339: 2335: 2331: 2327: 2323: 2319: 2315: 2308: 2300: 2296: 2292: 2288: 2283: 2278: 2274: 2270: 2266: 2259: 2251: 2249:9781612097138 2245: 2241: 2234: 2226: 2222: 2218: 2214: 2210: 2206: 2202: 2198: 2190: 2182: 2178: 2174: 2170: 2167:(5): 1542–6. 2166: 2162: 2158: 2151: 2143: 2139: 2135: 2131: 2128:(1): 574–83. 2127: 2123: 2115: 2107: 2103: 2099: 2095: 2091: 2087: 2086: 2078: 2070: 2066: 2061: 2056: 2052: 2048: 2044: 2040: 2036: 2029: 2015:on 2018-04-13 2011: 2004: 1998: 1990: 1986: 1982: 1978: 1974: 1970: 1963: 1956: 1949: 1945: 1940: 1935: 1931: 1927: 1923: 1916: 1914: 1912: 1896: 1892: 1885: 1877: 1873: 1869: 1865: 1861: 1857: 1853: 1849: 1841: 1827:on 2020-10-02 1823: 1819: 1815: 1811: 1807: 1803: 1799: 1792: 1785: 1770: 1763: 1755: 1751: 1746: 1741: 1737: 1733: 1729: 1722: 1714: 1710: 1707:(1–3): 7–26. 1706: 1702: 1695: 1688: 1680: 1676: 1672: 1668: 1661: 1653: 1639: 1632: 1617: 1610: 1599: 1593: 1577: 1573: 1567: 1565: 1563: 1561: 1559: 1557: 1555: 1553: 1551: 1549: 1547: 1545: 1543: 1541: 1539: 1537: 1535: 1533: 1531: 1515: 1511: 1505: 1503: 1501: 1499: 1497: 1488: 1482: 1478: 1474: 1470: 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881: 871: 869: 865: 861: 857: 856:food coloring 853: 849: 845: 841: 837: 836:beta-carotene 833: 829: 825: 820: 818: 814: 810: 806: 802: 798: 794: 784: 782: 778: 775: 771: 770: 766: 762: 758: 754: 750: 738: 731: 726: 709: 703: 700: 696: 691: 687: 685: 682: 681: 674: 667: 660: 636: 633: 632: 628: 627: 623: 618: 617: 613: 612: 607: 602: 598: 596: 593: 592: 588: 586: 582: 579: 578: 575: 563: 556:insoluble in 554: 553:vegetable oil 550: 539: 535: 531: 524: 517: 515: 512: 511: 507: 504: 500: 499: 493: 491: 490:Boiling point 488: 487: 483: 481: 480:Melting point 478: 477: 473: 471: 468: 467: 463: 460: 459: 452: 450: 447: 446: 431: 428: 424: 423: 418: 409: 408: 405: 398: 384: 374: 373: 370: 363: 355: 351: 350:DTXSID2046593 347: 346: 344: 334: 330: 329: 322: 318: 317: 315: 313: 310: 309: 302: 298: 297: 295: 289: 285: 284: 281: 277: 275: 270: 269: 262: 261: 259: 257: 252: 251: 247: 243: 240: 238: 236:ECHA InfoCard 233: 232: 225: 221: 220: 218: 216: 213: 212: 205: 201: 200: 198: 196: 193: 192: 185: 181: 180: 178: 176: 173: 172: 165: 161: 160: 158: 154: 149: 148: 141: 137: 136: 134: 131: 127: 126: 121: 115: 111: 107: 103: 99: 95: 91: 87: 83: 79: 75: 69: 65: 59: 55: 50: 46: 41: 37: 32: 28: 23: 4767:Hydrocarbons 4736:Multivitamin 4660:Saw palmetto 4640:Milk thistle 4313:("minerals") 4246:Energy drink 4124:Gutta-balatá 4120:Gutta percha 4058:Xanthophylls 4038:Neurosporene 4032: 3957:Moronic acid 3947:Ursolic acid 3890:Testosterone 3873:Stigmasterol 3858:Cycloartenol 3845:Phytosterols 3787:Pimaric acid 3757:Abietic acid 3708:Manoyl oxide 3683:Salvinorin A 3673: 3613:Diterpenoids 3477:Thujaplicins 3402:(2,modified) 3342:Phellandrene 3286:Monoterpenes 3215: 3211: 3204:Basic forms: 3125:Isotretinoin 3105:Alitretinoin 3027:Apocarotenal 2999:Zeinoxanthin 2989:Violaxanthin 2979:Rhodoxanthin 2959:Flavoxanthin 2944:Diatoxanthin 2901:Xanthophylls 2871:Neurosporene 2865: 2773:14 September 2771:. Retrieved 2761: 2749:. Retrieved 2745:the original 2713: 2710:EFSA Journal 2709: 2700: 2665: 2661: 2651: 2606: 2602: 2592: 2549: 2545: 2535: 2494: 2490: 2477: 2442: 2438: 2428: 2416:. Retrieved 2412:the original 2364: 2360: 2350: 2317: 2313: 2307: 2272: 2268: 2258: 2239: 2233: 2200: 2196: 2189: 2164: 2160: 2150: 2125: 2121: 2114: 2092:(2): 274–9. 2089: 2083: 2077: 2042: 2038: 2028: 2017:. Retrieved 2010:the original 1997: 1975:(2): 274–9. 1972: 1968: 1962: 1951: 1929: 1925: 1898:. Retrieved 1894: 1884: 1851: 1847: 1840: 1829:. Retrieved 1822:the original 1801: 1798:Phys. Rev. B 1797: 1784: 1772:. Retrieved 1762: 1735: 1731: 1721: 1704: 1700: 1687: 1670: 1666: 1652: 1641:. Retrieved 1631: 1620:. Retrieved 1609: 1592: 1580:. Retrieved 1576:the original 1518:. Retrieved 1513: 1468: 1462: 1438: 1431: 1419:. Retrieved 1347: 1342: 1334: 1323: 1307: 1299:blood lipids 1295:risk factors 1285: 1274: 1251: 1199: 1194:bioavailable 1183: 1177: 1154:seabuckthorn 1136:, tomatoes, 1130:autumn olive 1120: 1017: 1002: 979: 951: 948:Biosynthesis 935: 931:xanthophylls 919: 906: 902: 894: 892: 887: 880:tetraterpene 877: 863: 859: 848:tetraterpene 830:, and other 821: 815:. It has no 809:strawberries 790: 769:Lycopersicon 767: 757:tetraterpene 748: 747: 630: 624:Combustible 620:Main hazards 609: 496:at 760 mmHg 204:ChEMBL501174 123:Identifiers 113: 109: 105: 101: 97: 93: 89: 85: 81: 77: 73: 61:ψ,ψ-Carotene 4762:Carotenoids 4655:Royal jelly 4635:Lipoic acid 4630:Linseed oil 4590:Glucosamine 4518:ingredients 4331:Thiamine (B 4256:Fatty acids 4092:Rubixanthin 4082:Astaxanthin 4043:Phytofluene 3995:Carotenoids 3885:Cholesterol 3880:Tocopherols 3850:Campesterol 3749:Resin acids 3734:Gibberellin 3729:Aphidicolin 3722:Tetracyclic 3597:Longifolene 3561:Artemisinin 3538:Umbellulone 3426:Citronellol 3416:Citronellal 3120:Fenretinide 2984:Rubixanthin 2964:Fucoxanthin 2949:Dinoxanthin 2919:Astaxanthin 2891:Lycopersene 2881:Phytofluene 2815:Carotenoids 2751:16 December 2497:: 100–108. 1382:Tocotrienol 1276:Lycopenemia 1081:75 per cup 1073:22 per cup 801:grapefruits 797:watermelons 777:hydrocarbon 684:Flash point 614:(OHS/OSH): 518:soluble in 474:0.889 g/cm 461:Appearance 420:Properties 242:100.007.227 184:CHEBI:15948 4756:Categories 4726:Herbal tea 4680:Wheatgrass 4580:Folic acid 4482:Phosphorus 4477:Molybdenum 4326:B vitamins 4276:Probiotics 4271:Prebiotics 4251:Energy bar 4077:Zeaxanthin 3921:Lanosterol 3868:Sitosterol 3863:Sitostanol 3739:Paclitaxel 3646:Monocyclic 3533:Ascaridole 3528:Eucalyptol 3481:Hinokitiol 3455:Monocyclic 3325:Monocyclic 3192:terpenoids 3135:Temarotene 3130:Tazarotene 3115:Etretinate 3110:Bexarotene 2994:Zeaxanthin 2974:Neoxanthin 2954:Echinenone 2861:ζ-Carotene 2856:ε-Carotene 2851:δ-Carotene 2846:γ-Carotene 2841:β-Carotene 2836:α-Carotene 2767:"Lycopene" 2609:: 625185. 2408:"Lycopene" 2122:Food Funct 2019:2018-04-13 1831:2019-02-12 1643:2011-10-27 1622:2011-10-27 1520:2014-08-19 1486:0471238961 1421:13 October 1415:"Lycopene" 1393:References 1377:Tocopherol 1214:seed coats 1190:processing 1142:grapefruit 1138:watermelon 1126:vegetables 1101:Watermelon 1094:tablespoon 1005:bile salts 866:) and the 819:activity. 787:Occurrence 774:carotenoid 581:Solubility 514:Solubility 508:insoluble 449:Molar mass 321:SB0N2N0WV6 215:ChemSpider 151:3D model ( 130:CAS Number 58:IUPAC name 4741:Nutrition 4690:Yohimbine 4685:Wolfberry 4665:Spirulina 4645:Melatonin 4620:Krill oil 4595:Glutamine 4565:Echinacea 4535:Carnitine 4487:Potassium 4472:Manganese 4467:Magnesium 4376:Biotin (B 4349:Niacin (B 4149:Synthesis 4005:Carotenes 3900:Ecdysones 3704:Forskolin 3692:Tricyclic 3679:Epimanool 3604:Nootkatin 3601:Muurolene 3593:Juniperol 3585:Chanootin 3566:Bisabolol 3497:Carvacrol 3337:Terpinene 3239:(4 rings) 3186:Types of 3140:Tretinoin 3100:Acitretin 3052:Peridinin 2823:Carotenes 2625:2296-861X 2566:0025-7974 2511:0021-9150 2389:225058089 1876:122152101 1444:CRC Press 1372:Nutrition 1226:asparagus 1208:sauce or 1206:spaghetti 1186:vitamin C 1158:wolfberry 817:vitamin A 779:found in 765:Neo-Latin 280:(colours) 263:207-949-1 255:EC Number 20:Lycopene 4575:Fish oil 4555:Creatine 4492:Selenium 4452:Fluorine 4437:Chromium 4306:Vitamins 4296:Vitamins 4266:Minerals 4048:Phytoene 4033:Lycopene 3934:Squalane 3926:Saponins 3837:Steroids 3699:Cembrene 3676:-Abienol 3667:Bicyclic 3571:Cadinene 3506:Bicyclic 3472:p-Cymene 3446:Linalool 3431:Geraniol 3382:Sabinene 3372:Camphene 3351:Bicyclic 3332:Limonene 3316:Myrcenes 3257:Isoprene 3237:Steroids 3228:Iridoids 3196:isoprene 3188:terpenes 3037:Crocetin 2886:Torulene 2876:Phytoene 2866:Lycopene 2692:22129335 2643:34017849 2584:26287411 2546:Medicine 2527:19287598 2519:28129549 2469:32652029 2381:33097966 2342:18538806 2291:12506992 2225:24375495 2181:23478703 2142:26462607 2106:14733508 2069:27004120 1989:14733508 1948:16046742 1754:16046737 1387:Tomatine 1367:Lycopane 1356:See also 1254:diarrhea 1092:2.5 per 1062:4.6 per 1009:micelles 970:phytoene 884:isoprene 813:cherries 781:tomatoes 761:carotene 749:Lycopene 631:NFPA 704 604:Hazards 273:E number 140:502-65-8 4721:Hadacol 4675:Taurine 4625:Lingzhi 4605:Guarana 4585:Ginseng 4570:Ephedra 4432:Choline 4427:Calcium 4186:(DMAPP) 3916:Betulin 3714:Pimarol 3711:Pimaral 3658:Retinal 3653:Retinol 3622:Acyclic 3581:Cedrene 3576:Cadinol 3518:Borneol 3513:Camphor 3467:Menthol 3441:Halomon 3409:Acyclic 3377:Thujene 3311:Ocimene 3304:Acyclic 3082:Retinol 3072:Retinal 3047:Ionones 2683:3850026 2634:8129008 2575:4616444 2460:7666898 2322:Bibcode 2299:2118248 2205:Bibcode 2060:4779482 1856:Bibcode 1806:Bibcode 1230:parsley 1202:canning 1170:Ketchup 1166:rosehip 1144:, pink 1140:, pink 1088:ketchup 1086:Tomato 1037:Source 1027:Sources 982:pigment 805:papayas 793:carrots 730:what is 728: ( 470:Density 454:536.888 288:PubChem 4716:Enzyte 4502:Sulfur 4497:Sodium 4457:Iodine 4447:Copper 4442:Cobalt 4108:(many) 4087:Lutein 3938:Acids 3629:Phytol 3487:Thymol 3421:Citral 3387:Carene 3358:Pinene 3271:Prenol 3218:forms) 3198:units) 3194:(# of 3013:<40 2969:Lutein 2690:  2680:  2641:  2631:  2623:  2582:  2572:  2564:  2525:  2517:  2509:  2467:  2457:  2418:29 May 2387:  2379:  2340:  2297:  2289:  2246:  2223:  2179:  2140:  2104:  2067:  2057:  1987:  1946:  1900:29 May 1874:  1774:10 May 1752:  1582:29 May 1483:  1450:  1268:, the 1258:nausea 1150:papaya 1122:Fruits 1058:tomato 987:porous 929:, and 842:, and 824:plants 803:, and 759:and a 751:is an 725:verify 722:  585:hexane 404:SMILES 301:446925 278:E160d 224:394156 195:ChEMBL 52:Names 4234:Types 4180:(IPP) 3997:) (8) 3909:Other 3216:trans 3032:Bixin 2523:S2CID 2487:(PDF) 2385:S2CID 2295:S2CID 2013:(PDF) 2006:(PDF) 1872:S2CID 1825:(PDF) 1794:(PDF) 1697:(PDF) 1663:(PDF) 1601:(PDF) 1234:basil 1210:pizza 1146:guava 1048:aril 895:trans 888:trans 860:E160d 828:algae 538:ether 369:InChI 175:ChEBI 153:JSmol 4525:AAKG 4507:Zinc 4462:Iron 3364:and 3297:)(2) 3214:and 3190:and 2775:2024 2753:2019 2688:PMID 2639:PMID 2621:ISSN 2580:PMID 2562:ISSN 2515:PMID 2507:ISSN 2465:PMID 2420:2017 2377:PMID 2338:PMID 2287:PMID 2244:ISBN 2221:PMID 2177:PMID 2138:PMID 2102:PMID 2065:PMID 1985:PMID 1944:PMID 1902:2017 1776:2012 1750:PMID 1584:2017 1481:ISBN 1448:ISBN 1423:2016 1301:and 1232:and 1162:goji 1124:and 1056:Raw 994:Diet 864:160d 527:CHCl 312:UNII 4308:and 3829:(6) 3812:(5) 3674:cis 3615:(4) 3554:(3) 3250:(1) 3212:cis 2718:doi 2678:PMC 2670:doi 2629:PMC 2611:doi 2570:PMC 2554:doi 2499:doi 2495:257 2455:PMC 2447:doi 2369:doi 2365:104 2330:doi 2277:doi 2213:doi 2169:doi 2130:doi 2094:doi 2055:PMC 2047:doi 1977:doi 1934:doi 1930:135 1864:doi 1814:doi 1740:doi 1736:135 1709:doi 1705:571 1675:doi 1671:571 1473:doi 1305:. 1174:gac 1134:gac 1064:cup 1046:Gac 907:cis 903:cis 822:In 811:or 583:in 534:THF 338:EPA 291:CID 112:,26 108:,24 104:,22 100:,20 96:,18 92:,16 88:,14 84:,12 80:,10 4758:: 4396:12 3295:16 3291:10 3289:(C 3259:(C 3063:20 3011:(C 2905:40 2903:(C 2827:40 2825:(C 2732:^ 2712:. 2708:. 2686:. 2676:. 2664:. 2660:. 2637:. 2627:. 2619:. 2605:. 2601:. 2578:. 2568:. 2560:. 2550:94 2548:. 2544:. 2521:. 2513:. 2505:. 2493:. 2489:. 2463:. 2453:. 2443:11 2441:. 2437:. 2397:^ 2383:. 2375:. 2363:. 2359:. 2336:. 2328:. 2318:69 2316:. 2293:. 2285:. 2273:66 2271:. 2267:. 2219:. 2211:. 2201:94 2199:. 2175:. 2165:27 2163:. 2159:. 2136:. 2124:. 2100:. 2090:52 2088:. 2063:. 2053:. 2041:. 2037:. 1983:. 1973:52 1971:. 1950:. 1942:. 1928:. 1924:. 1910:^ 1893:. 1870:. 1862:. 1852:45 1850:. 1812:. 1802:74 1800:. 1796:. 1748:. 1734:. 1730:. 1703:. 1699:. 1669:. 1665:. 1529:^ 1512:. 1495:^ 1479:. 1471:. 1400:^ 1332:. 1256:, 1216:. 1168:. 1156:, 1152:, 1148:, 1132:, 933:. 870:. 826:, 799:, 795:, 574:OH 564:, 562:OH 558:CH 551:, 548:14 540:, 536:, 532:, 525:, 520:CS 442:56 436:40 76:,8 72:(6 4398:) 4389:) 4387:9 4380:) 4378:7 4371:) 4369:6 4362:) 4360:5 4353:) 4351:3 4344:) 4342:2 4335:) 4333:1 4287:) 4278:( 4219:e 4212:t 4205:v 4163:) 4159:( 4060:: 3993:( 3483:) 3479:( 3368:) 3366:β 3362:α 3360:( 3293:H 3267:) 3265:8 3263:H 3261:5 3179:e 3172:t 3165:v 3065:) 3015:) 2907:) 2829:) 2807:e 2800:t 2793:v 2777:. 2755:. 2726:. 2720:: 2714:9 2694:. 2672:: 2666:1 2645:. 2613:: 2607:8 2586:. 2556:: 2529:. 2501:: 2471:. 2449:: 2422:. 2391:. 2371:: 2344:. 2332:: 2324:: 2301:. 2279:: 2252:. 2227:. 2215:: 2207:: 2183:. 2171:: 2144:. 2132:: 2126:7 2108:. 2096:: 2071:. 2049:: 2043:4 2022:. 1991:. 1979:: 1936:: 1904:. 1878:. 1866:: 1858:: 1834:. 1816:: 1808:: 1778:. 1756:. 1742:: 1715:. 1711:: 1681:. 1677:: 1646:. 1625:. 1586:. 1523:. 1489:. 1475:: 1456:. 1425:. 1176:( 1160:( 720:Y 672:0 665:1 658:0 572:5 570:H 568:2 566:C 560:3 546:H 544:6 542:C 529:3 522:2 439:H 433:C 340:) 336:( 155:) 114:E 110:E 106:E 102:E 98:E 94:E 90:E 86:E 82:E 78:E 74:E

Index




IUPAC name
Systematic IUPAC name
CAS Number
502-65-8
JSmol
Interactive image
ChEBI
CHEBI:15948
ChEMBL
ChEMBL501174
ChemSpider
394156
ECHA InfoCard
100.007.227
Edit this at Wikidata
EC Number
E number
(colours)
PubChem
446925
UNII
SB0N2N0WV6
CompTox Dashboard
DTXSID2046593
Edit this at Wikidata
InChI
SMILES

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