337:
202:
928:
991:
3849:
40:
31:
1102:
1412:. As a result, lauric acid has been characterized as having "a more favorable effect on total HDL than any other fatty acid , either saturated or unsaturated". In general, a lower total/HDL serum lipoprotein ratio correlates with a decrease in atherosclerotic incidence. Nonetheless, an extensive meta-analysis on foods affecting the total
996:
995:
994:
1416:/serum lipoprotein ratio found in 2003 that the net effects of lauric acid on coronary artery disease outcomes remained uncertain. A 2016 review of coconut oil (which is nearly half lauric acid) was similarly inconclusive about the effects on
1977:"Lauric acid epigenetically regulates lncRNA HOTAIR by remodeling chromatin H3K4 tri-methylation and modulates glucose transport in SH-SY5Y human neuroblastoma cells: Lipid switch in macrophage activation"
936:
2531:
2525:
908:
1779:
David J. Anneken, Sabine Both, Ralf
Christoph, Georg Fieg, Udo Steinberner, Alfred Westfechtel "Fatty Acids" in Ullmann's Encyclopedia of Industrial Chemistry 2006, Wiley-VCH, Weinheim.
2471:
1401:, only 25–30% of lauric acid is absorbed through it. Lauric acid induces apoptosis in cancer and promotes the proliferation of normal cells by maintaining cellular redox homeostasis.
2596:
2008:"Effects of dietary fatty acids and carbohydrates on the ratio of serum total to HDL cholesterol and on serum lipids and apolipoproteins: a meta-analysis of 60 controlled trials"
2584:
2465:
2459:
2080:
Effects of dietary fatty acids and carbohydrates on the ratio of serum total to HDL cholesterol and on serum lipids and apolipoproteins: a meta-analysis of 60 controlled trials
2495:
1445:
2734:
2590:
2453:
1796:
Zarifikhosroshahi; Tugba
Murathan; Kafkas; Okatan (2019). "Variation in volatile and fatty acid contents among Viburnum opulus L. Fruits growing different locations".
997:
2787:
2441:
2392:
2386:
2447:
2661:
2621:
2615:
2556:
2429:
2850:
2842:
2823:
2804:
2398:
2542:
2862:
2435:
1115:
2423:
2417:
3729:
386:
3803:
1870:
Ramya, Venkatesan; Shyam, Karuppiah
Prakash; Kowsalya, Eshwaran; Balavigneswaran, Chelladurai Karthikeyan; Kadalmani, Balamuthu (2022).
1012:
69:-Dodecanoic acid, Dodecylic acid, Dodecoic acid, Laurostearic acid, Vulvic acid, 1-Undecanecarboxylic acid, Duodecylic acid, C12:0 (
1019:
1452:
2079:
3860:
1833:"Black soldier fly (Hermetia illucens L.): effect on the fat integrity using different approaches to the killing of the prepupae"
1354:, lauric acid is inexpensive, has a long shelf-life, is nontoxic, and is safe to handle. It is used mainly for the production of
875:
2147:
2107:
2067:
1872:"Dual Roles of Coconut Oil and Its Major Component Lauric Acid on Redox Nexus: Focus on Cytoprotection and Cancer Cell Death"
1534:
1517:
848:
238:
2007:
3808:
3744:
3724:
3267:
1110:
3788:
1492:
351:
3829:
3284:
2896:
2120:
1122:
3834:
1005:
1446:"Fatty acids used as phase change materials (PCMs) for thermal energy storage in building material applications"
3771:
3183:
1556:
3734:
964:
294:
197:
3824:
3430:
119:
3798:
1378:
of various oils, such as coconut oil. These precursors give mixtures of sodium laurate and other soaps.
315:
159:
3776:
3766:
3653:
3412:
2939:
2934:
661:
2667:
1976:
30:
2140:
1146:
739:
209:
2094:
Berner, Louise A. (1993). Defining the Role of
Milkfat in Balanced Diets. In John E. Kinsella (Ed.)
3739:
3173:
1832:
1409:
744:
332:
3904:
2380:
1975:
Ramya, Venkatesan; Shyam, Karuppiah
Prakash; Angelmary, Arulanandu; Kadalmani, Balamuthu (2024).
1413:
3556:
3383:
3260:
1638:
1417:
2099:
2055:
1482:
927:
2691:
2685:
2513:
2507:
2501:
2374:
1255:
1234:, the cohune palm (also rain tree, American oil palm, corozo palm or manaca palm) – 46.5% in
1084:
950:
920:
634:
2568:
2562:
3884:
3781:
3668:
3500:
3343:
3168:
2944:
2889:
2643:
2519:
2344:
2133:
1671:
1241:
1142:
679:
303:
52:
1705:
1566:, National Institute of Standards and Technology, Gaithersburg (MD) (retrieved 2014-06-14)
179:
8:
3633:
3551:
3530:
3360:
1522:
1263:
539:
95:
85:
2489:
2477:
1675:
336:
201:
139:
3889:
3628:
3593:
3573:
3568:
3402:
3395:
3376:
3163:
2989:
2984:
2979:
2769:
2745:
2702:
2607:
2409:
1952:
1925:
1898:
1871:
1852:
1813:
1759:
1382:
779:
3899:
3894:
3853:
3505:
3323:
3253:
2856:
2633:
2308:
2284:
2248:
2103:
2063:
2037:
2029:
1957:
1930:
1903:
1856:
1817:
1530:
1488:
1337:
1315:
733:
1763:
70:
3307:
3007:
2710:
2679:
2550:
2483:
2368:
2332:
2272:
2019:
1988:
1947:
1939:
1893:
1883:
1844:
1805:
1780:
1749:
1679:
1363:
1270:
1212:
1154:
1150:
1072:
1051:
796:
694:
514:
409:
1809:
1784:
3520:
3445:
3330:
3293:
3085:
2929:
2882:
2320:
2302:
2296:
2236:
2212:
1992:
1612:
1444:
G., Chuah T.; D., Rozanna; A., Salmiah; Y., Thomas Choong S.; M., Sa'ari (2006).
1307:
1190:
1068:
283:
3663:
3525:
3300:
3224:
3075:
2728:
2673:
2655:
2350:
2278:
2224:
2176:
1831:
Montevecchi, G.; Zanasi, L.; Masino, F.; Maistrello, L.; Antonelli, A. (2019).
1386:
1375:
1367:
1230:
1186:
1093:
956:
748:
647:
1888:
1684:
1659:
3878:
3793:
3719:
3684:
3618:
3583:
3578:
3510:
3472:
3462:
3457:
3367:
3103:
3065:
3060:
3045:
3012:
2924:
2831:
2812:
2781:
2716:
2649:
2627:
2338:
2326:
2260:
2254:
2242:
2206:
2200:
2168:
2033:
2024:
1634:
829:
602:
543:
495:
485:
190:
1943:
1754:
1737:
3643:
3638:
3482:
3477:
3353:
3193:
3155:
3118:
3113:
3080:
3070:
3017:
2759:
2722:
2578:
2356:
2314:
2290:
2266:
2194:
2188:
2182:
2041:
1961:
1907:
1795:
1178:
1174:
1981:
Biochimica et
Biophysica Acta (BBA) - Molecular and Cell Biology of Lipids
1848:
1018:
3588:
3435:
3234:
3229:
3219:
3178:
3128:
3123:
3108:
3050:
3027:
3022:
2775:
2362:
2218:
1405:
1398:
1248:
1221:
1198:
1182:
1031:
757:
360:
InChI=1S/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)
1004:
370:
InChI=1/C12H24O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h2-11H2,1H3,(H,13,14)
3658:
3563:
3515:
3467:
3037:
2999:
2753:
2160:
1351:
1300:
1235:
1011:
616:
598:
580:
562:
551:
533:
437:
228:
210:
170:
39:
2125:
3689:
3648:
3546:
3095:
2974:
2793:
1526:
1359:
1288:
1282:
1276:
1080:
1076:
715:
1591:(3rd ed.). New York: D. Van Nostrand Company. pp. 742–743.
1397:
Although 95% of medium-chain triglycerides are absorbed through the
1245:(Arecaceae) a palm native to the Amazon – 47.5% in "murumuru butter"
1092:
Except where otherwise noted, data are given for materials in their
3701:
3452:
3276:
3201:
3143:
3138:
1926:"Coconut oil consumption and cardiovascular risk factors in humans"
1197:), Otherwise, it is relatively uncommon. It is also found in human
1194:
977:
566:
258:
17:
2874:
118:
3623:
3211:
3133:
1869:
1830:
1616:
1322:
620:
584:
555:
471:
464:
270:
1201:(6.2% of total fat), cow's milk (2.9%), and goat's milk (3.1%).
3316:
970:
547:
150:
3696:
2906:
2156:
1735:
1559:
in
Linstrom, Peter J.; Mallard, William G. (eds.);
1158:
130:
108:
1974:
1145:
with a 12-carbon atom chain, thus having many properties of
320:
3245:
1371:
1355:
1294:
1149:. It is a bright white, powdery solid with a faint odor of
817:α = 90°, β = 129.22°, γ = 90°
458:
249:
1789:
1561:
2958:
2953:
1481:
Mezaki, Reiji; Mochizuki, Masafumi; Ogawa, Kohei (2000).
1736:
Beare-Rogers, J.; Dieffenbacher, A.; Holm, J.V. (2001).
1923:
1706:"On the structure of the crystal form A of lauric acid"
2005:
16:"Laurate" redirects here. For the honorary title, see
2006:
Mensink RP, Zock PL, Kester AD, Katan MB (May 2003).
1738:"Lexicon of lipid nutrition (IUPAC Technical Report)"
1480:
1177:, comprises about half of the fatty-acid content in
2096:
Advances in Food and
Nutrition Research – Volume 37
1487:(1st ed.). Elsevier Science B.V. p. 278.
1362:. For these purposes, lauric acid is reacted with
237:
1392:
3876:
1924:Eyres L, Eyres MF, Chisholm A, Brown RC (2016).
1374:. Most commonly, sodium laurate is obtained by
1036:> 113 °C (235 °F; 386 K)
282:
1919:
1917:
1657:
1589:Solubilities of inorganic and organic compounds
993:
94:
1863:
1658:Vand, V.; Morley, W. M.; Lomer, T. R. (1951).
3261:
2890:
2141:
1587:Seidell, Atherton; Linke, William F. (1952).
1408:more than many other fatty acids, but mostly
3730:Indonesia Commodity and Derivatives Exchange
1914:
1586:
1564:, NIST Standard Reference Database Number 69
500:297.9 °C (568.2 °F; 571.0 K)
3804:Social and environmental impact of palm oil
1999:
1824:
1451:. University Putra Malaysia. Archived from
506:225.1 °C (437.2 °F; 498.2 K)
502:282.5 °C (540.5 °F; 555.6 K)
490:43.8 °C (110.8 °F; 316.9 K)
3268:
3254:
2897:
2883:
2148:
2134:
1775:
1773:
1731:
1729:
335:
200:
178:
2054:Thijssen, M.A. and R.P. Mensink. (2005).
2023:
1951:
1897:
1887:
1753:
1683:
1608:
1606:
1604:
1602:
1600:
1598:
1216:, a species popularly known in Brazil as
302:
2048:
1443:
1439:
1437:
1435:
1433:
2155:
1770:
1726:
1630:
1628:
1626:
1624:
331:
3877:
2012:American Journal of Clinical Nutrition
1699:
1697:
1695:
1660:"The crystal structure of lauric acid"
1653:
1651:
1649:
1647:
1595:
1582:
1580:
1578:
1576:
1574:
1572:
1552:
1550:
1548:
1546:
191:
3249:
2878:
2129:
1968:
1703:
1518:CRC Handbook of Chemistry and Physics
1510:
1508:
1506:
1504:
1476:
1474:
1472:
1430:
363:Key: POULHZVOKOAJMA-UHFFFAOYSA-N
158:
138:
3809:Vegetable oils as alternative energy
2056:Fatty Acids and Atherosclerotic Risk
1621:
1514:
1325:flower 205 ppm, pumpkin seed 472 ppm
1204:
2904:
1837:Journal of Insects as Food and Feed
1692:
1644:
1569:
1543:
373:Key: POULHZVOKOAJMA-UHFFFAOYAP
273:
257:
13:
3745:Roundtable on Sustainable Palm Oil
3725:Federal Land Development Authority
2532:6,9,12,15,18,21-Tetracosahexaenoic
2088:
2058:. In Arnold von Eckardstein (Ed.)
1501:
1469:
1404:Lauric acid increases total serum
989:
814: = 35.39 Å (α-form)
14:
3916:
3789:Environmental impact of biodiesel
2526:9,12,15,18,21-Tetracosapentaenoic
2114:
3848:
3847:
1100:
926:
421:
38:
29:
2073:
2060:Atherosclerosis: Diet and Drugs
1393:Nutritional and medical aspects
1173:Lauric acid, as a component of
1096:(at 25 °C , 100 kPa).
3772:Certified sustainable palm oil
3184:Dipalmitoylphosphatidylcholine
1410:high-density lipoprotein (HDL)
1381:Lauric acid is a precursor to
1341:30–50 mg/100 mg fat.
427:
415:
1:
3735:Malaysia Derivatives Exchange
1810:10.1016/j.scienta.2019.109160
1785:10.1002/14356007.a10_245.pub2
1423:
1168:
3275:
1993:10.1016/j.bbalip.2023.159429
1515:Lide, David R., ed. (2009).
1161:of lauric acid are known as
7:
3799:Issues relating to biofuels
1715:. Acta Chemica Scandinavica
810: = 4.965 Å,
806: = 9.524 Å,
10:
3921:
3777:Deforestation by continent
3767:Biofuel policy of Malaysia
3654:Kuala Lumpur Kepong Berhad
3413:Bursaphelenchus cocophilus
2940:Polyunsaturated fatty acid
2935:Monounsaturated fatty acid
1742:Pure and Applied Chemistry
1641:. Retrieved on 2014-06-14.
1484:Engineering data on mixing
15:
3843:
3817:
3757:
3710:
3677:
3611:
3604:
3539:
3493:
3423:
3342:
3283:
3210:
3192:
3174:Phosphatidyl ethanolamine
3154:
3094:
3036:
2998:
2967:
2913:
2841:
2822:
2803:
2744:
2701:
2606:
2541:
2408:
2167:
2062:. Springer. pp. 171–172.
1889:10.3389/fnins.2022.833630
1876:Frontiers in Neuroscience
1685:10.1107/S0365110X51001069
1329:
1193:(not to be confused with
1090:
1057:
1040:
907:
902:
822:
726:
402:
382:
347:
78:
63:
51:
46:
37:
28:
3740:Malaysian Palm Oil Board
2585:7,10,13-Octadecatrienoic
1704:Sydow, Erik von (1956).
1385:, a common initiator of
1147:medium-chain fatty acids
965:Precautionary statements
2121:Lauric acid MS Spectrum
1755:10.1351/pac200173040685
1345:
1267:(wild nutmeg) 7.8–11.5%
3384:Rhynchophorus palmarum
2735:7,10,13-Eicosatrienoic
2591:9,12,15-Eicosatrienoic
2098:. Academic Press. pp.
2025:10.1093/ajcn/77.5.1146
1798:Scientia Horticulturae
1664:Acta Crystallographica
1562:NIST Chemistry WebBook
1418:cardiovascular disease
1000:
898:7425.8 kJ/mol (292 K)
688:0.1748 W/m·K (106 °C)
686:0.1921 W/m·K (72.5 °C)
3372:Little leaf syndrome
3368:Cadang-cadang disease
1944:10.1093/nutrit/nuw002
1849:10.3920/JIFF2019.0002
1085:Sodium lauryl sulfate
999:
593:1590 g/100 g (40 °C)
575:2250 g/100 g (40 °C)
478:0.8744 g/cm (41.5 °C)
3782:Southeast Asian haze
3669:Wilmar International
3501:Biodiesel production
3391:Oil palm bunch moth
3169:Phosphatidylinositol
2945:Essential fatty acid
1242:Astrocaryum murumuru
1143:saturated fatty acid
982:(fire diamond)
680:Thermal conductivity
629:1410 g/100 g (40°C)
611:1250 g/100 g (40°C)
591:60.5 g/100 g (20 °C)
480:0.8679 g/cm (50 °C)
53:Preferred IUPAC name
3678:Buyers / processors
3634:Equatorial Palm Oil
3531:Transesterification
3361:Ganoderma orbiforme
1676:1951AcCry...4..324V
1523:Boca Raton, Florida
1264:Virola surinamensis
767:/a, No. 14 (α-form)
684:0.442 W/m·K (solid)
652:2.13·10 kPa (25 °C)
625:15.3 g/100 g (0 °C)
589:8.95 g/100 g (0 °C)
573:120 g/100 g (20 °C)
571:12.7 g/100 g (0 °C)
515:Solubility in water
445: g·mol
25:
3629:Carson Cumberbatch
3574:Girl Scout Cookies
3569:Cellulosic ethanol
3410:Red ring disease (
3403:Tirathaba rufivena
3396:Tirathaba mundella
3377:Oryctes rhinoceros
3164:Phosphatidylserine
2990:Omega−9 fatty acid
2985:Omega−6 fatty acid
2980:Omega−3 fatty acid
2788:8,11-Eicosadienoic
2668:Dihomo-γ-linolenic
2597:β-Eicosatetraenoic
2496:Dihomo-α-linolenic
2381:Heptatriacontanoic
1383:dilauroyl peroxide
1335:Black soldier fly
1123:Infobox references
1058:Related compounds
1041:Related compounds
1001:
656:6.67 kPa (210 °C)
607:9.4 g/100 g (0 °C)
476:1.007 g/cm (24 °C)
23:
3872:
3871:
3758:Policies, impacts
3753:
3752:
3506:Fat hydrogenation
3243:
3242:
2872:
2871:
2393:Nonatriacontanoic
2387:Octatriacontanoic
2108:978-0-12-016437-0
2068:978-3-540-22569-0
1931:Nutrition Reviews
1713:actachemscand.org
1635:Sigma-Aldrich Co.
1536:978-1-4200-9084-0
1521:(90th ed.).
1338:Hermetia illucens
1316:Citrullus lanatus
1205:In various plants
1137:, systematically
1131:Chemical compound
1129:
1128:
1064:Related compounds
1047:Related compounds
951:Hazard statements
773:, No. 2 (γ-form)
734:Crystal structure
654:0.42 kPa (150 °C)
627:97 g/100 g (20°C)
609:52 g/100 g (20°C)
528:83 mg/L (100 °C)
394:O=C(O)CCCCCCCCCCC
316:CompTox Dashboard
120:Interactive image
3912:
3851:
3850:
3713:non-governmental
3609:
3608:
3358:Basal stem rot (
3270:
3263:
3256:
3247:
3246:
3008:Arachidonic acid
2899:
2892:
2885:
2876:
2875:
2843:ω−12 Unsaturated
2824:ω−11 Unsaturated
2805:ω−10 Unsaturated
2508:Eicosapentaenoic
2502:Eicosatetraenoic
2466:Palmitolinolenic
2460:Myristolinolenic
2375:Hexatriacontylic
2150:
2143:
2136:
2127:
2126:
2082:
2077:
2071:
2052:
2046:
2045:
2027:
2018:(5): 1146–1155.
2003:
1997:
1996:
1972:
1966:
1965:
1955:
1921:
1912:
1911:
1901:
1891:
1867:
1861:
1860:
1828:
1822:
1821:
1793:
1787:
1777:
1768:
1767:
1757:
1733:
1724:
1723:
1721:
1720:
1710:
1701:
1690:
1689:
1687:
1655:
1642:
1632:
1619:
1610:
1593:
1592:
1584:
1567:
1554:
1541:
1540:
1512:
1499:
1498:
1478:
1467:
1466:
1464:
1463:
1457:
1450:
1441:
1364:sodium hydroxide
1350:Like many other
1259:(African nutmeg)
1256:Pycnanthus kombo
1213:Attalea speciosa
1113:
1107:
1104:
1103:
1073:Tridecanoic acid
1052:Glyceryl laurate
1021:
1014:
1007:
992:
972:
958:
930:
892:
865:
838:
823:Thermochemistry
797:Lattice constant
789:
772:
722:5.37 cP (60 °C)
695:Refractive index
444:
429:
423:
417:
410:Chemical formula
340:
339:
324:
322:
306:
286:
275:
261:
241:
212:
204:
193:
182:
162:
142:
122:
98:
42:
33:
26:
22:
3920:
3919:
3915:
3914:
3913:
3911:
3910:
3909:
3875:
3874:
3873:
3868:
3839:
3813:
3759:
3749:
3712:
3706:
3673:
3600:
3535:
3489:
3419:
3345:
3338:
3279:
3274:
3244:
3239:
3225:Corticosteroids
3206:
3188:
3150:
3090:
3086:Lignoceric acid
3032:
2994:
2963:
2930:Unsaturated fat
2909:
2903:
2873:
2868:
2837:
2818:
2799:
2746:ω−9 Unsaturated
2740:
2703:ω−7 Unsaturated
2697:
2662:Dihomo-linoleic
2622:12-Octadecenoic
2616:8-Tetradecenoic
2608:ω−6 Unsaturated
2602:
2557:Palmitovaccenic
2543:ω−5 Unsaturated
2537:
2520:Docosahexaenoic
2454:Myristolinoleic
2448:Myristovaccenic
2410:ω−3 Unsaturated
2404:
2345:Hentriacontylic
2163:
2154:
2117:
2091:
2089:Further reading
2086:
2085:
2078:
2074:
2053:
2049:
2004:
2000:
1973:
1969:
1922:
1915:
1868:
1864:
1829:
1825:
1794:
1790:
1778:
1771:
1734:
1727:
1718:
1716:
1708:
1702:
1693:
1656:
1645:
1633:
1622:
1611:
1596:
1585:
1570:
1557:Dodecanoic acid
1555:
1544:
1537:
1513:
1502:
1495:
1479:
1470:
1461:
1459:
1455:
1448:
1442:
1431:
1426:
1395:
1387:polymerizations
1348:
1332:
1308:Viburnum opulus
1207:
1191:palm kernel oil
1171:
1139:dodecanoic acid
1132:
1125:
1120:
1119:
1118: ?)
1109:
1105:
1101:
1097:
1083:
1079:
1075:
1071:
1069:Undecanoic acid
1065:
1048:
1026:
1025:
1024:
1023:
1016:
1009:
1002:
998:
990:
967:
953:
939:
923:
897:
893:
890:
884:
880:
877:
876:Std enthalpy of
866:
863:
857:
853:
850:
849:Std enthalpy of
842:404.28 J/mol·K
839:
832:
818:
815:
799:
787:
786:
782:
770:
768:
766:
760:
743:
736:
721:
720:6.88 cP (50 °C)
710:1.4183 (82 °C)
709:
705:
703:
687:
685:
670:
655:
653:
628:
626:
610:
608:
592:
590:
574:
572:
527:
526:72 mg/L (45 °C)
525:
524:63 mg/L (30 °C)
523:
522:55 mg/L (20 °C)
521:
517:
507:
505:
503:
501:
479:
477:
463:Slight odor of
442:
432:
426:
420:
412:
398:
395:
390:
389:
378:
375:
374:
371:
365:
364:
361:
355:
354:
343:
325:
318:
309:
289:
276:
264:
244:
231:
222:
185:
165:
145:
125:
112:
101:
88:
74:
59:
58:
57:Dodecanoic acid
21:
12:
11:
5:
3918:
3908:
3907:
3905:Alkanoic acids
3902:
3897:
3892:
3887:
3870:
3869:
3867:
3866:
3865:
3864:
3844:
3841:
3840:
3838:
3837:
3832:
3827:
3821:
3819:
3815:
3814:
3812:
3811:
3806:
3801:
3796:
3791:
3786:
3785:
3784:
3774:
3769:
3763:
3761:
3755:
3754:
3751:
3750:
3748:
3747:
3742:
3737:
3732:
3727:
3722:
3716:
3714:
3711:Governmental /
3708:
3707:
3705:
3704:
3699:
3694:
3693:
3692:
3681:
3679:
3675:
3674:
3672:
3671:
3666:
3664:TH Plantations
3661:
3656:
3651:
3646:
3641:
3636:
3631:
3626:
3621:
3615:
3613:
3606:
3602:
3601:
3599:
3598:
3597:
3596:
3591:
3581:
3576:
3571:
3566:
3561:
3560:
3559:
3554:
3543:
3541:
3537:
3536:
3534:
3533:
3528:
3526:Saponification
3523:
3518:
3513:
3508:
3503:
3497:
3495:
3491:
3490:
3488:
3487:
3486:
3485:
3480:
3475:
3470:
3465:
3460:
3450:
3449:
3448:
3443:
3433:
3427:
3425:
3421:
3420:
3418:
3417:
3408:
3407:
3406:
3399:
3389:
3388:
3387:
3380:
3370:
3365:
3356:
3350:
3348:
3340:
3339:
3337:
3336:
3335:
3334:
3327:
3313:
3312:
3311:
3304:
3289:
3287:
3281:
3280:
3273:
3272:
3265:
3258:
3250:
3241:
3240:
3238:
3237:
3232:
3227:
3222:
3216:
3214:
3208:
3207:
3205:
3204:
3198:
3196:
3190:
3189:
3187:
3186:
3181:
3176:
3171:
3166:
3160:
3158:
3152:
3151:
3149:
3148:
3147:
3146:
3141:
3136:
3131:
3126:
3121:
3111:
3106:
3100:
3098:
3092:
3091:
3089:
3088:
3083:
3078:
3076:Arachidic acid
3073:
3068:
3063:
3058:
3053:
3048:
3042:
3040:
3034:
3033:
3031:
3030:
3025:
3020:
3015:
3013:Prostaglandins
3010:
3004:
3002:
2996:
2995:
2993:
2992:
2987:
2982:
2977:
2971:
2969:
2965:
2964:
2962:
2961:
2956:
2947:
2942:
2937:
2932:
2927:
2917:
2915:
2911:
2910:
2902:
2901:
2894:
2887:
2879:
2870:
2869:
2867:
2866:
2860:
2854:
2851:4-Hexadecenoic
2847:
2845:
2839:
2838:
2836:
2835:
2828:
2826:
2820:
2819:
2817:
2816:
2809:
2807:
2801:
2800:
2798:
2797:
2791:
2785:
2779:
2773:
2767:
2757:
2750:
2748:
2742:
2741:
2739:
2738:
2732:
2726:
2720:
2714:
2707:
2705:
2699:
2698:
2696:
2695:
2689:
2683:
2677:
2671:
2665:
2659:
2653:
2647:
2641:
2631:
2625:
2619:
2612:
2610:
2604:
2603:
2601:
2600:
2594:
2588:
2582:
2576:
2566:
2560:
2554:
2547:
2545:
2539:
2538:
2536:
2535:
2529:
2523:
2517:
2511:
2505:
2499:
2493:
2487:
2481:
2475:
2469:
2463:
2457:
2451:
2445:
2439:
2433:
2427:
2421:
2414:
2412:
2406:
2405:
2403:
2402:
2399:Tetracontanoic
2396:
2390:
2384:
2378:
2372:
2366:
2360:
2354:
2348:
2342:
2336:
2330:
2324:
2318:
2312:
2306:
2300:
2294:
2288:
2282:
2276:
2270:
2264:
2258:
2252:
2246:
2240:
2234:
2228:
2222:
2216:
2210:
2204:
2198:
2192:
2186:
2180:
2173:
2171:
2165:
2164:
2153:
2152:
2145:
2138:
2130:
2124:
2123:
2116:
2115:External links
2113:
2112:
2111:
2090:
2087:
2084:
2083:
2072:
2047:
1998:
1967:
1938:(4): 267–280.
1913:
1862:
1843:(2): 121–131.
1823:
1788:
1769:
1748:(4): 685–744.
1725:
1691:
1670:(4): 324–329.
1643:
1620:
1594:
1568:
1542:
1535:
1500:
1493:
1468:
1428:
1427:
1425:
1422:
1394:
1391:
1376:saponification
1368:sodium laurate
1347:
1344:
1343:
1342:
1331:
1328:
1327:
1326:
1320:
1312:
1304:
1298:
1292:
1286:
1285:seed 0.56–5.4%
1280:
1274:
1268:
1260:
1252:
1246:
1238:
1231:Attalea cohune
1227:
1210:The palm tree
1206:
1203:
1170:
1167:
1130:
1127:
1126:
1121:
1099:
1098:
1094:standard state
1091:
1088:
1087:
1066:
1063:
1060:
1059:
1055:
1054:
1049:
1046:
1043:
1042:
1038:
1037:
1034:
1028:
1027:
1017:
1010:
1003:
988:
987:
986:
985:
983:
974:
973:
968:
963:
960:
959:
954:
949:
946:
945:
940:
935:
932:
931:
924:
919:
916:
915:
905:
904:
900:
899:
894:
888:
882:
874:
871:
870:
869:−775.6 kJ/mol
867:
861:
855:
847:
844:
843:
840:
828:
825:
824:
820:
819:
816:
802:
800:
795:
792:
791:
783:
778:
775:
774:
764:
761:
756:
753:
752:
737:
732:
729:
728:
724:
723:
718:
712:
711:
706:
701:
693:
690:
689:
682:
676:
675:
672:
668:
658:
657:
650:
648:Vapor pressure
644:
643:
640:
631:
630:
623:
613:
612:
605:
595:
594:
587:
577:
576:
569:
559:
558:
536:
530:
529:
520:37 mg/L (0 °C)
518:
513:
510:
509:
498:
492:
491:
488:
482:
481:
474:
468:
467:
461:
455:
454:
451:
447:
446:
440:
434:
433:
430:
424:
418:
413:
408:
405:
404:
400:
399:
397:
396:
393:
385:
384:
383:
380:
379:
377:
376:
372:
369:
368:
366:
362:
359:
358:
350:
349:
348:
345:
344:
342:
341:
328:
326:
314:
311:
310:
308:
307:
299:
297:
291:
290:
288:
287:
279:
277:
269:
266:
265:
263:
262:
254:
252:
246:
245:
243:
242:
234:
232:
227:
224:
223:
221:
220:
216:
214:
206:
205:
195:
187:
186:
184:
183:
175:
173:
167:
166:
164:
163:
155:
153:
147:
146:
144:
143:
135:
133:
127:
126:
124:
123:
115:
113:
106:
103:
102:
100:
99:
91:
89:
84:
81:
80:
76:
75:
65:
61:
60:
56:
55:
49:
48:
44:
43:
35:
34:
9:
6:
4:
3:
2:
3917:
3906:
3903:
3901:
3898:
3896:
3893:
3891:
3888:
3886:
3883:
3882:
3880:
3863:
3862:
3858:
3857:
3856:
3855:
3846:
3845:
3842:
3836:
3833:
3831:
3828:
3826:
3823:
3822:
3820:
3816:
3810:
3807:
3805:
3802:
3800:
3797:
3795:
3794:Food vs. fuel
3792:
3790:
3787:
3783:
3780:
3779:
3778:
3775:
3773:
3770:
3768:
3765:
3764:
3762:
3756:
3746:
3743:
3741:
3738:
3736:
3733:
3731:
3728:
3726:
3723:
3721:
3720:FELCRA Berhad
3718:
3717:
3715:
3709:
3703:
3700:
3698:
3695:
3691:
3688:
3687:
3686:
3683:
3682:
3680:
3676:
3670:
3667:
3665:
3662:
3660:
3657:
3655:
3652:
3650:
3647:
3645:
3642:
3640:
3637:
3635:
3632:
3630:
3627:
3625:
3622:
3620:
3619:Bumitama Agri
3617:
3616:
3614:
3610:
3607:
3605:Organisations
3603:
3595:
3592:
3590:
3587:
3586:
3585:
3584:Vegetable oil
3582:
3580:
3579:Oleochemicals
3577:
3575:
3572:
3570:
3567:
3565:
3562:
3558:
3555:
3553:
3550:
3549:
3548:
3545:
3544:
3542:
3538:
3532:
3529:
3527:
3524:
3522:
3519:
3517:
3514:
3512:
3511:Fractionation
3509:
3507:
3504:
3502:
3499:
3498:
3496:
3492:
3484:
3481:
3479:
3476:
3474:
3473:palmitic acid
3471:
3469:
3466:
3464:
3463:myristic acid
3461:
3459:
3458:linoleic acid
3456:
3455:
3454:
3451:
3447:
3444:
3442:
3439:
3438:
3437:
3434:
3432:
3429:
3428:
3426:
3422:
3415:
3414:
3409:
3405:
3404:
3400:
3398:
3397:
3393:
3392:
3390:
3386:
3385:
3381:
3379:
3378:
3374:
3373:
3371:
3369:
3366:
3363:
3362:
3357:
3355:
3352:
3351:
3349:
3347:
3341:
3333:
3332:
3328:
3326:
3325:
3321:
3320:
3319:
3318:
3314:
3310:
3309:
3305:
3303:
3302:
3298:
3297:
3296:
3295:
3291:
3290:
3288:
3286:
3282:
3278:
3271:
3266:
3264:
3259:
3257:
3252:
3251:
3248:
3236:
3233:
3231:
3228:
3226:
3223:
3221:
3218:
3217:
3215:
3213:
3209:
3203:
3200:
3199:
3197:
3195:
3194:Sphingolipids
3191:
3185:
3182:
3180:
3177:
3175:
3172:
3170:
3167:
3165:
3162:
3161:
3159:
3157:
3156:Phospholipids
3153:
3145:
3142:
3140:
3137:
3135:
3132:
3130:
3127:
3125:
3122:
3120:
3117:
3116:
3115:
3112:
3110:
3107:
3105:
3104:Monoglyceride
3102:
3101:
3099:
3097:
3093:
3087:
3084:
3082:
3079:
3077:
3074:
3072:
3069:
3067:
3066:Palmitic acid
3064:
3062:
3061:Myristic acid
3059:
3057:
3054:
3052:
3049:
3047:
3046:Caprylic acid
3044:
3043:
3041:
3039:
3035:
3029:
3026:
3024:
3021:
3019:
3016:
3014:
3011:
3009:
3006:
3005:
3003:
3001:
2997:
2991:
2988:
2986:
2983:
2981:
2978:
2976:
2973:
2972:
2970:
2966:
2960:
2957:
2955:
2951:
2948:
2946:
2943:
2941:
2938:
2936:
2933:
2931:
2928:
2926:
2925:Saturated fat
2922:
2919:
2918:
2916:
2912:
2908:
2900:
2895:
2893:
2888:
2886:
2881:
2880:
2877:
2864:
2861:
2858:
2855:
2852:
2849:
2848:
2846:
2844:
2840:
2833:
2830:
2829:
2827:
2825:
2821:
2814:
2811:
2810:
2808:
2806:
2802:
2795:
2792:
2789:
2786:
2783:
2780:
2777:
2774:
2771:
2768:
2765:
2761:
2758:
2755:
2752:
2751:
2749:
2747:
2743:
2736:
2733:
2730:
2727:
2724:
2721:
2718:
2715:
2712:
2709:
2708:
2706:
2704:
2700:
2693:
2690:
2687:
2684:
2681:
2678:
2675:
2672:
2669:
2666:
2663:
2660:
2657:
2654:
2651:
2648:
2645:
2642:
2639:
2635:
2632:
2629:
2626:
2623:
2620:
2617:
2614:
2613:
2611:
2609:
2605:
2598:
2595:
2592:
2589:
2586:
2583:
2580:
2577:
2574:
2570:
2569:β-Eleostearic
2567:
2564:
2563:α-Eleostearic
2561:
2558:
2555:
2552:
2549:
2548:
2546:
2544:
2540:
2533:
2530:
2527:
2524:
2521:
2518:
2515:
2512:
2509:
2506:
2503:
2500:
2497:
2494:
2491:
2488:
2485:
2482:
2479:
2476:
2473:
2470:
2467:
2464:
2461:
2458:
2455:
2452:
2449:
2446:
2443:
2442:Laurolinoleic
2440:
2437:
2434:
2431:
2428:
2425:
2422:
2419:
2416:
2415:
2413:
2411:
2407:
2400:
2397:
2394:
2391:
2388:
2385:
2382:
2379:
2376:
2373:
2370:
2367:
2364:
2361:
2358:
2355:
2352:
2349:
2346:
2343:
2340:
2337:
2334:
2331:
2328:
2325:
2322:
2319:
2316:
2313:
2310:
2307:
2304:
2301:
2298:
2295:
2292:
2289:
2286:
2283:
2280:
2277:
2274:
2271:
2268:
2265:
2262:
2259:
2256:
2253:
2250:
2247:
2244:
2241:
2238:
2235:
2232:
2229:
2226:
2223:
2220:
2217:
2214:
2211:
2208:
2205:
2202:
2199:
2196:
2193:
2190:
2187:
2184:
2181:
2178:
2175:
2174:
2172:
2170:
2166:
2162:
2158:
2151:
2146:
2144:
2139:
2137:
2132:
2131:
2128:
2122:
2119:
2118:
2109:
2105:
2101:
2097:
2093:
2092:
2081:
2076:
2069:
2065:
2061:
2057:
2051:
2043:
2039:
2035:
2031:
2026:
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1496:
1494:0-444-82802-8
1490:
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1458:on 2014-11-03
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1373:
1370:, which is a
1369:
1365:
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1357:
1353:
1340:
1339:
1334:
1333:
1324:
1321:
1319:(egusi melon)
1318:
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1310:
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1305:
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1290:
1289:Macadamia nut
1287:
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1196:
1192:
1188:
1184:
1180:
1176:
1175:triglycerides
1166:
1164:
1160:
1156:
1153:or soap. The
1152:
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873:
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846:
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836:
831:
830:Heat capacity
827:
826:
821:
813:
809:
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801:
798:
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793:
784:
781:
777:
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762:
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750:
746:
741:
738:
735:
731:
730:
725:
719:
717:
714:
713:
708:1.423 (70 °C)
707:
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683:
681:
678:
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673:
667:
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659:
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649:
646:
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639:
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633:
632:
624:
622:
618:
615:
614:
606:
604:
603:ethyl acetate
600:
597:
596:
588:
586:
582:
579:
578:
570:
568:
564:
561:
560:
557:
553:
549:
545:
544:diethyl ether
541:
537:
535:
532:
531:
519:
516:
512:
511:
499:
497:
496:Boiling point
494:
493:
489:
487:
486:Melting point
484:
483:
475:
473:
470:
469:
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460:
457:
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453:White powder
452:
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333:DTXSID5021590
330:
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218:
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192:ECHA InfoCard
189:
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105:
104:
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83:
82:
77:
72:
71:Lipid numbers
68:
62:
54:
50:
45:
41:
36:
32:
27:
19:
3859:
3852:
3644:FGV Holdings
3639:Feronia Inc.
3478:stearic acid
3440:
3411:
3401:
3394:
3382:
3375:
3359:
3354:Bagworm moth
3344:Diseases and
3329:
3324:E. guineesis
3322:
3315:
3306:
3299:
3292:
3235:Secosteroids
3230:Sex steroids
3119:Triheptanoin
3114:Triglyceride
3081:Behenic acid
3071:Stearic acid
3055:
3028:Leukotrienes
3018:Prostacyclin
2949:
2920:
2863:8-Eicosenoic
2857:Petroselinic
2763:
2637:
2634:Linolelaidic
2572:
2514:Clupanodonic
2472:Palmitidonic
2309:Pentacosylic
2285:Heneicosylic
2249:Pentadecylic
2230:
2095:
2075:
2059:
2050:
2015:
2011:
2001:
1984:
1980:
1970:
1935:
1929:
1879:
1875:
1865:
1840:
1836:
1826:
1801:
1797:
1791:
1745:
1741:
1717:. Retrieved
1712:
1667:
1663:
1588:
1560:
1516:
1483:
1460:. Retrieved
1453:the original
1406:lipoproteins
1403:
1396:
1380:
1349:
1336:
1314:
1306:
1262:
1254:
1240:
1229:
1222:
1217:
1211:
1179:coconut milk
1172:
1162:
1138:
1134:
1133:
978:
942:
909:
885:
858:
834:
811:
807:
803:
785:2/m (α-form)
698:
674:5.3 (20 °C)
665:
636:
508:at 100 mmHg
160:ChEMBL108766
79:Identifiers
66:
64:Other names
24:Lauric acid
3885:Fatty acids
3760:and debates
3564:Bioplastics
3441:lauric acid
3436:Palm kernel
3331:E. oleifera
3308:A. speciosa
3220:Cholesterol
3179:Cardiolipin
3139:Trilinolein
3129:Tripalmitin
3124:Trimyristin
3109:Diglyceride
3056:Lauric acid
3051:Capric acid
3038:Fatty acids
3023:Thromboxane
3000:Eicosanoids
2711:Palmitoleic
2680:Arachidonic
2644:γ-Linolenic
2551:Myristoleic
2490:α-Parinaric
2484:Stearidonic
2478:α-Linolenic
2430:Decadienoic
2369:Ceroplastic
2333:Nonacosylic
2273:Nonadecylic
2161:fatty acids
1639:Lauric acid
1420:incidence.
1399:portal vein
1352:fatty acids
1249:Coconut oil
1199:breast milk
1183:coconut oil
1135:Lauric acid
1032:Flash point
937:Signal word
896:7377 kJ/mol
780:Point group
758:Space group
552:haloalkanes
538:Soluble in
504:at 512 mmHg
450:Appearance
403:Properties
198:100.005.075
140:CHEBI:30805
3879:Categories
3861:by country
3818:By country
3659:Sime Darby
3516:Hydrolysis
3468:oleic acid
3424:Components
3134:Tristearin
3096:Glycerides
2921:Saturation
2321:Carboceric
2303:Lignoceric
2297:Tricosylic
2237:Tridecylic
2213:Pelargonic
1882:: 833630.
1804:: 109160.
1719:2014-06-14
1462:2014-06-22
1424:References
1311:0.24-0.33%
1303:seed 0.33%
1301:Watermelon
1297:0.35–0.38%
1291:0.072–1.1%
1273:seed 10.4%
1271:Peach palm
1236:cohune oil
1220:– 50% in
1187:laurel oil
1169:Occurrence
921:Pictograms
878:combustion
740:Monoclinic
727:Structure
617:Solubility
599:Solubility
581:Solubility
563:Solubility
534:Solubility
438:Molar mass
304:1160N9NU9U
229:IUPHAR/BPS
171:ChemSpider
107:3D model (
86:CAS Number
3890:Nutrition
3830:Indonesia
3690:GreenPalm
3649:IOI Group
3612:Producers
3552:by region
3547:Biodiesel
3494:Processes
3301:A. maripa
3285:Oil palms
2975:Trans fat
2905:Types of
2729:Paullinic
2674:Sciadonic
2656:Pinolenic
2436:Lauroleic
2351:Lacceroic
2279:Arachidic
2225:Undecylic
2177:Propionic
2169:Saturated
2034:0002-9165
1857:208604432
1818:213568257
1527:CRC Press
1360:cosmetics
1283:Date palm
1277:Betel nut
1081:Dodecanal
1077:Dodecanol
912:labelling
851:formation
790:(γ-form)
751:(γ-form)
745:Triclinic
716:Viscosity
219:205-582-1
211:EC Number
3900:Laurates
3895:Palm oil
3854:Category
3835:Malaysia
3825:Colombia
3702:Unilever
3540:Products
3453:Palm oil
3431:Mesocarp
3277:Palm oil
3212:Steroids
3202:Ceramide
3144:Triolein
2968:Geometry
2832:Gadoleic
2813:Sapienic
2782:Nervonic
2717:Vaccenic
2650:Calendic
2628:Linoleic
2424:Decenoic
2418:Octenoic
2339:Melissic
2327:Montanic
2261:Margaric
2255:Palmitic
2243:Myristic
2207:Caprylic
2201:Enanthic
2042:12716665
1962:26946252
1908:35360165
1764:84492006
1613:CID 3893
1366:to give
1195:palm oil
1163:laurates
979:NFPA 704
903:Hazards
742:(α-form)
567:methanol
556:acetates
540:alcohols
96:143-07-7
18:Laureate
3624:Cargill
3589:cooking
3521:Milling
3483:stearin
3294:Attalea
2914:General
2770:Gondoic
2760:Elaidic
2723:Rumenic
2686:Adrenic
2579:Punicic
2357:Psyllic
2315:Cerotic
2291:Behenic
2267:Stearic
2195:Caproic
2189:Valeric
2183:Butyric
2100:159–166
1953:4892314
1899:8963114
1672:Bibcode
1617:PubChem
1323:Pumpkin
1223:babassu
1218:babassu
1189:, and
1151:bay oil
1141:, is a
1116:what is
1114: (
662:Acidity
621:toluene
585:acetone
548:phenyls
472:Density
465:bay oil
443:200.322
271:PubChem
3317:Elaeis
2907:lipids
2865:(20:1)
2859:(18:1)
2853:(16:1)
2834:(20:1)
2815:(16:1)
2796:(20:3)
2790:(20:2)
2784:(24:1)
2778:(22:1)
2776:Erucic
2772:(20:1)
2766:-18:1)
2756:(18:1)
2737:(20:3)
2731:(20:1)
2725:(18:2)
2719:(18:1)
2713:(16:1)
2694:(22:5)
2692:Osbond
2688:(22:4)
2682:(20:4)
2676:(20:3)
2670:(20:3)
2664:(20:2)
2658:(18:3)
2652:(18:3)
2646:(18:3)
2640:-18:2)
2630:(18:2)
2624:(18:1)
2618:(14:1)
2599:(20:4)
2593:(20:3)
2587:(18:3)
2581:(18:3)
2575:-18:3)
2565:(18:3)
2559:(16:1)
2553:(14:1)
2534:(24:6)
2528:(24:5)
2522:(22:6)
2516:(22:5)
2510:(20:5)
2504:(20:4)
2498:(20:3)
2492:(18:4)
2486:(18:4)
2480:(18:3)
2474:(16:4)
2468:(16:3)
2462:(14:3)
2456:(14:2)
2450:(14:1)
2444:(12:2)
2438:(12:1)
2432:(10:2)
2426:(10:1)
2363:Geddic
2231:Lauric
2219:Capric
2157:Lipids
2106:
2066:
2040:
2032:
1960:
1950:
1906:
1896:
1855:
1816:
1762:
1533:
1491:
1330:Insect
1159:esters
1111:verify
1108:
943:Danger
387:SMILES
259:C02679
151:ChEMBL
47:Names
3697:Neste
3557:Neste
3346:pests
2950:Other
2764:trans
2754:Oleic
2638:trans
2573:trans
2420:(8:1)
2401:(C40)
2395:(C39)
2389:(C38)
2383:(C37)
2377:(C36)
2371:(C35)
2365:(C34)
2359:(C33)
2353:(C32)
2347:(C31)
2341:(C30)
2335:(C29)
2329:(C28)
2323:(C27)
2317:(C26)
2311:(C25)
2305:(C24)
2299:(C23)
2293:(C22)
2287:(C21)
2281:(C20)
2275:(C19)
2269:(C18)
2263:(C17)
2257:(C16)
2251:(C15)
2245:(C14)
2239:(C13)
2233:(C12)
2227:(C11)
2221:(C10)
1853:S2CID
1814:S2CID
1760:S2CID
1709:(PDF)
1615:from
1456:(PDF)
1449:(PDF)
1356:soaps
1155:salts
749:aP228
352:InChI
131:ChEBI
109:JSmol
3594:fuel
2794:Mead
2215:(C9)
2209:(C8)
2203:(C7)
2197:(C6)
2191:(C5)
2185:(C4)
2179:(C3)
2104:ISBN
2064:ISBN
2038:PMID
2030:ISSN
1985:1869
1958:PMID
1904:PMID
1531:ISBN
1489:ISBN
1372:soap
1358:and
1346:Uses
1295:Plum
1157:and
971:P273
957:H412
642:4.6
635:log
459:Odor
295:UNII
284:3893
250:KEGG
239:5534
180:3756
3685:AAK
3446:oil
2959:Oil
2954:Fat
2020:doi
1989:doi
1948:PMC
1940:doi
1894:PMC
1884:doi
1845:doi
1806:doi
1802:264
1781:doi
1750:doi
1680:doi
1414:LDL
1251:49%
1225:oil
910:GHS
889:298
862:298
619:in
601:in
583:in
565:in
321:EPA
274:CID
3881::
2952::
2923::
2159::
2102:.
2036:.
2028:.
2016:77
2014:.
2010:.
1983:.
1979:.
1956:.
1946:.
1936:74
1934:.
1928:.
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1902:.
1892:.
1880:16
1878:.
1874:.
1851:.
1839:.
1835:.
1812:.
1800:.
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1758:.
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1744:.
1740:.
1728:^
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1694:^
1678:.
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1623:^
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1529:.
1525::
1503:^
1471:^
1432:^
1389:.
1279:9%
1185:,
1181:,
1165:.
914::
881:(Δ
854:(Δ
763:P2
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671:)
664:(p
554:,
550:,
546:,
542:,
425:24
419:12
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2110:.
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431:2
428:O
422:H
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67:n
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