254:
161:
26:
617:
as an alternative to traditional manufacturing processes that take place at high temperature and pressure, which result in poorer quality product at low yield. Compared to similar reactions used in the synthesis of other MCTs, tricaprin has a slow conversion rate from capric acid in the presence of
1154:"I-BMIPP Scintigraphy Shows That CNT-01 (Tricaprin) Improves Myocardial Lipolysis in Patients with Idiopathic Triglyceride Deposit Cardiomyovasculopathy: First Randomized Controlled, Exploratory Trial for TGCV"
1016:
Ferreira IM, de
Ganzeli L, Rosset IG, Yoshioka SA, Porto AL (January 2017). "Ethylic Biodiesel Production Using Lipase Immobilized in Silk Fibroin-Alginate Spheres by Encapsulation".
1117:
Ro SY, Choi HM, Choi SH, Lee SW, Lim SJ (July 2023). "Tricaprin as a membrane permeability regulator: sustained small hydrophilic substance release from liposomes".
98:
1051:
981:
Goodrum JW, Eiteman MA (April 1996). "Physical properties of low molecular weight triglycerides for the development of bio-diesel fuel models".
277:
InChI=1S/C33H62O6/c1-4-7-10-13-16-19-22-25-31(34)37-28-30(39-33(36)27-24-21-18-15-12-9-6-3)29-38-32(35)26-23-20-17-14-11-8-5-2/h30H,4-29H2,1-3H3
654:
in the body when taken orally. It, along with other medium-chain triglycerides, has been studied as a treatment option to prevent ruptures of
293:
943:
815:"Medium chain triglycerides (MCT): State-of-the-art on chemistry, synthesis, health benefits and applications in food industry"
427:
400:
613:, specifically capric acid in the case of tricaprin. These esterification reactions have been investigated with a focus on
268:
901:"Process Development For Production Of Medium Chain Triglycerides Using Immobilized Lipase In A Solvent-Free System"
529:
459:
729:
211:
156:
232:
25:
655:
598:
168:
585:
249:
814:
1207:
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602:
861:
785:
862:"Lauric acid-containing triglycerides in seeds of umbellularia californica nutt. (Lauraceae)"
1212:
990:
220:
138:
38:
253:
160:
8:
1152:
Miyauchi H, Hirano KI, Nakano Y, Shimada K, Nishikawa M, Yamamoto H, et al. (2022).
944:"Rheology of the Triglycerides Tricaproin, Tricaprylin, and Tricaprin and of Diesel Fuel"
74:
64:
994:
118:
1178:
1153:
1076:
Kugo H, Sugiura Y, Fujishima R, Jo S, Mishima H, Sugamoto E, et al. (April 2023).
900:
762:
605:
sources in the production of MCT oils, or are synthesized on a large scale through the
912:
1183:
1134:
1099:
1033:
1002:
963:
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998:
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908:
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826:
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614:
316:
200:
1094:
1078:"Tricaprin can prevent the development of AAA by attenuating aortic degeneration"
1077:
1130:
606:
523:
1029:
646:
Tricaprin has been indicated as a possible drug to increase the production of
492:
1201:
1138:
1037:
967:
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838:
381:
365:
149:
830:
1187:
1103:
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770:
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1169:
749:
Wretlind A (October 1957). "The toxicity of low-molecular triglycerides".
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679:
344:
169:
129:
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635:
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739:, National Institute of Standards and Technology, Gaithersburg (MD)
522:
Except where otherwise noted, data are given for materials in their
813:
Nimbkar S, Leena MM, Moses JA, Anandharamakrishnan C (March 2022).
659:
651:
619:
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97:
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in
Linstrom, Peter J.; Mallard, William G. (eds.);
663:
109:
87:
237:
1151:
734:
898:
1075:
658:, and has been specifically studied as a regulator of
819:
Comprehensive
Reviews in Food Science and Food Safety
859:
301:CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC
1199:
860:Reynolds T, Dring JV, Hughes C (December 1991).
199:
73:
980:
941:
1116:
866:Journal of the American Oil Chemists' Society
737:, NIST Standard Reference Database Number 69
601:(MCTs) are either isolated from natural or
589:, a hardwood tree native to North America.
583:Tricaprin occurs naturally in the seeds of
702:
700:
252:
159:
137:
1177:
1093:
219:
748:
473:Not classified as a hazardous substance
1119:Journal of Pharmaceutical Investigation
730:Decanoic acid, 1,2,3-propanetriyl ester
697:
634:and as part of current and speculative
248:
1200:
905:Applied Biochemistry and Biotechnology
725:
723:
721:
150:
280:Key: LADGBHLMCUINGV-UHFFFAOYSA-N
117:
899:Langone MA, Sant'Anna Jr GL (2002).
808:
806:
630:Tricaprin is used as an additive to
370:31 °C (88 °F; 304 K)
718:
190:
43:2,3-di(decanoyloxy)propyl decanoate
13:
763:10.1111/j.1748-1716.1957.tb01502.x
641:
14:
1229:
1082:Biomedicine & Pharmacotherapy
803:
609:of medium-chain fatty acids with
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328:
52:Tridecanoin; Glyceryl tricaprate
24:
1145:
1110:
1069:
1044:
1009:
942:Eiteman MA, Goodrum JW (1993).
650:and decrease the production of
526:(at 25 °C , 100 kPa).
360:White (light yellow?) crystals
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935:
892:
853:
777:
751:Acta Physiologica Scandinavica
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460:Occupational safety and health
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1158:Annals of Nuclear Cardiology
1095:10.1016/j.biopha.2023.114299
1003:10.1016/0960-8524(95)00167-0
7:
913:10.1385/ABAB:98-100:1-9:997
673:
481:or concentration (LD, LC):
10:
1234:
1131:10.1007/s40005-023-00621-2
1052:"Tricaprin (Code C153424)"
907:. 98–100 (1–9): 997–1008.
599:medium-chain triglycerides
503:g/kg (mouse, intravenous)
1030:10.1007/s10562-016-1917-0
786:"tricaprin (CHEBI:77388)"
656:abdominal aortic aneurysm
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477:
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948:Transactions of the ASAE
586:Umbellularia californica
831:10.1111/1541-4337.12926
625:
983:Bioresource Technology
735:NIST Chemistry WebBook
603:genetically engineered
1170:10.17996/anc.22-00167
662:functions and in the
448:19861.4 ± 1.8 kJ/mol
597:Tricaprin and other
39:Preferred IUPAC name
995:1996BiTec..56...55G
960:10.13031/2013.28366
556:and a component of
352: g·mol
20:
878:10.1007/BF02657546
530:Infobox references
18:
1018:Catalysis Letters
560:. Its formula is
538:Chemical compound
536:
535:
509:Safety data sheet
233:CompTox Dashboard
99:Interactive image
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1208:Alkanoic acids
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1125:(4): 539–548.
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1024:(1): 269–280.
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954:(2): 503–507.
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666:to facilitate
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607:esterification
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394:1109 J/mol·K
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382:Heat capacity
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366:Melting point
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1164:(1): 67–75.
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1059:. Retrieved
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989:(1): 55–60.
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793:. Retrieved
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582:
550:triglyceride
545:
541:
540:
478:
469:Main hazards
458:
437:
410:
386:
58:Identifiers
50:Other names
15:
1213:Fatty acids
708:"Tricaprin"
685:Tricaprylin
632:diesel fuel
554:capric acid
546:tridecanoin
493:median dose
479:Lethal dose
463:(OHS/OSH):
357:Appearance
310:Properties
157:100.009.730
119:CHEBI:77388
1202:Categories
1088:: 114299.
691:References
680:Tributyrin
636:biodiesels
593:Production
579:Occurrence
430:combustion
345:Molar mass
221:O1PB8EU98M
130:ChemSpider
86:3D model (
65:CAS Number
19:Tricaprin
1139:2093-5552
1061:April 12,
1038:1011-372X
968:2151-0059
921:0273-2289
886:0003-021X
839:1541-4337
795:April 12,
668:lipolysis
542:Tricaprin
403:formation
178:210-702-0
170:EC Number
1188:36540180
1104:36724640
929:12018320
847:35181994
784:Aimo L.
771:13478501
674:See also
660:membrane
652:androgen
620:lipozyme
611:glycerol
453:Hazards
75:621-71-6
1179:9749752
991:Bibcode
648:insulin
558:MCT oil
350:554.853
188:PubChem
1186:
1176:
1137:
1102:
1036:
966:
927:
919:
884:
845:
837:
769:
511:(SDS)
501:
499:>10
294:SMILES
33:Names
790:ChEBI
664:heart
548:is a
269:InChI
201:69310
139:62521
110:ChEBI
88:JSmol
1184:PMID
1135:ISSN
1100:PMID
1063:2024
1034:ISSN
964:ISSN
925:PMID
917:ISSN
882:ISSN
843:PMID
835:ISSN
797:2024
767:PMID
626:Uses
212:UNII
1174:PMC
1166:doi
1127:doi
1090:doi
1086:160
1026:doi
1022:147
999:doi
956:doi
909:doi
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759:doi
552:of
544:or
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238:EPA
191:CID
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564:33
489:50
487:LD
433:(Δ
406:(Δ
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326:33
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491:(
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408:f
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387:C
385:(
338:6
335:O
329:H
323:C
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236:(
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