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MedKoo Cat#: 464123 | Name: Tricaproin

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Tricaproin is a triglyceride obtained by condensation of each of the three hydroxy groups of glycerol with hexanoic (caproic) acid. It has a role as an insect repellent. It is a triglyceride and a hexanoate ester.

Chemical Structure

Tricaproin
Tricaproin
CAS#621-70-5

Theoretical Analysis

MedKoo Cat#: 464123

Name: Tricaproin

CAS#: 621-70-5

Chemical Formula: C21H38O6

Exact Mass: 386.2668

Molecular Weight: 386.53

Elemental Analysis: C, 65.26; H, 9.91; O, 24.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Tricaproin; NSC 406885; NSC406885; NSC-406885;
IUPAC/Chemical Name
propane-1,2,3-triyl trihexanoate
InChi Key
MAYCICSNZYXLHB-UHFFFAOYSA-N
InChi Code
InChI=1S/C21H38O6/c1-4-7-10-13-19(22)25-16-18(27-21(24)15-12-9-6-3)17-26-20(23)14-11-8-5-2/h18H,4-17H2,1-3H3
SMILES Code
CCCCCC(OCC(OC(CCCCC)=O)COC(CCCCC)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 100.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 386.53 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Jose A, Chaitanya MVNL, Kannan E, Madhunapantula SV. Tricaproin Isolated From Simarouba glauca Inhibits the Growth of Human Colorectal Carcinoma Cell Lines by Targeting Class-1 Histone Deacetylases. Front Pharmacol. 2018 Mar 12;9:127. doi: 10.3389/fphar.2018.00127. PMID: 29593526; PMCID: PMC5857563. 2: Ogawara KI, Fukuoka Y, Yoshizawa Y, Kimura T, Higaki K. Development of Safe and Potent Oil-in-Water Emulsion of Paclitaxel to Treat Peritoneal Dissemination. J Pharm Sci. 2017 Apr;106(4):1143-1148. doi: 10.1016/j.xphs.2016.12.029. Epub 2017 Jan 4. PMID: 28063824. 3: Goodarzi N, Karkhane AA, Mirlohi A, Tabandeh F, Torktas I, Aminzadeh S, Yakhchali B, Shamsara M, Ghafouri MA. Protein engineering of Bacillus thermocatenulatus lipase via deletion of the α5 helix. Appl Biochem Biotechnol. 2014 Sep;174(1):339-51. doi: 10.1007/s12010-014-1063-3. Epub 2014 Jul 27. PMID: 25064134. 4: Karabulut I, Durmaz G, Hayaloglu AA. Fatty acid selectivity of lipases during acidolysis reaction between oleic acid and monoacid triacylglycerols. J Agric Food Chem. 2009 Nov 11;57(21):10466-70. doi: 10.1021/jf902816e. PMID: 19835376. 5: Huynh L, Grant J, Leroux JC, Delmas P, Allen C. Predicting the solubility of the anti-cancer agent docetaxel in small molecule excipients using computational methods. Pharm Res. 2008 Jan;25(1):147-57. doi: 10.1007/s11095-007-9412-3. Epub 2007 Aug 18. PMID: 17705028. 6: Zhang XN, Tang LH, Gong JH, Yan XY, Zhang Q. An alternative paclitaxel self- emulsifying microemulsion formulation: preparation, pharmacokinetic profile, and hypersensitivity evaluation. PDA J Pharm Sci Technol. 2006 Mar-Apr;60(2):89-94. PMID: 16696191. 7: Ogino H, Nakagawa S, Shinya K, Muto T, Fujimura N, Yasuda M, Ishikawa H. Purification and characterization of organic solvent-stable lipase from organic solvent-tolerant Pseudomonas aeruginosa LST-03. J Biosci Bioeng. 2000;89(5):451-7. doi: 10.1016/s1389-1723(00)89095-7. PMID: 16232776. 8: Wanten GJ, Janssen FP, Naber AH. Saturated triglycerides and fatty acids activate neutrophils depending on carbon chain-length. Eur J Clin Invest. 2002 Apr;32(4):285-9. doi: 10.1046/j.1365-2362.2002.00959.x. PMID: 11952815. 9: Fontagné S, Corraze G, Bergot P. Tricaproin, tricaprin and trilaurin are utilized more efficiently than tricaprylin by carp (Cyprinus carpio L.) larvae. J Nutr. 2000 Aug;130(8):2009-15. doi: 10.1093/jn/130.8.2009. PMID: 10917917. 10: Mingrone G, Greco AV, Capristo E, Benedetti G, Castagneto M, Gasbarrini G. An improved GLC method for a rapid, simultaneous analysis of both medium chain fatty acids and medium chain triglycerides in plasma. Clin Chim Acta. 1995 Sep 15;240(2):195-207. doi: 10.1016/0009-8981(95)06142-0. PMID: 8548929. 11: Lee YP, Chung GH, Rhee JS. Purification and characterization of Pseudomonas fluorescens SIK W1 lipase expressed in Escherichia coli. Biochim Biophys Acta. 1993 Aug 11;1169(2):156-64. doi: 10.1016/0005-2760(93)90200-s. PMID: 8343539. 12: Furr HC, Clifford AJ, Smith LM, Olson JA. The effect of dietary fatty acid composition on liver retinyl ester (vitamin A ester) composition in the rat. J Nutr. 1989 Apr;119(4):581-5. doi: 10.1093/jn/119.4.581. PMID: 2703916. 13: Aurousseau B. Effects of substitution of tricaproin for tallow and of protein concentration in milk substitutes on nitrogen and energy balance in the preruminant lamb. Br J Nutr. 1988 Nov;60(3):525-38. doi: 10.1079/bjn19880125. PMID: 3146344. 14: Clifford AJ, Smith LM, Creveling RK, Hamblin CL, Clifford CK. Effects of dietary triglycerides on serum and liver lipids and sterol excretion of rats. J Nutr. 1986 Jun;116(6):944-56. doi: 10.1093/jn/116.6.944. PMID: 3088226. 15: Lutton C, Magot T, Mathé D, Sulpice JC, Chevallier F. Influence des acides gras à chaîne courte ou moyenne sur la dynamique du cholestérol chez le rat [Effect of short- or medium-chain fatty acids on cholesterol dynamics in the rat]. Ann Nutr Metab. 1983;27(2):162-71. French. doi: 10.1159/000176636. PMID: 6847125. 16: Aurousseau B, Vermorel M, Bouvier JC. Influence du remplacement d'une partie du suif d'un aliment d'allaitement par de la tricaproïne ou de l'huile de coprah, sur l'utilisation de l'énergie et de l'azote par le veau préruminant; influence du niveau d'alimentation antérieur [Effect on energy and nitrogen balances of replacing part of the tallow in a milk replacer for preruminant calves by tricaproin or coconut oil: effect of previous feeding level]. Reprod Nutr Dev. 1983;23(3):587-97. French. PMID: 6612095. 17: Chander H, Batish VK, Parkash OM. Role of Lipids in Growth and Lipase Production by Rhizopus stolonifer. J Food Prot. 1981 May;44(5):353-354. doi: 10.4315/0362-028X-44.5.353. PMID: 30836497. 18: Lobyreva LB, Marchenkova AI. Vydelenie i nekotorye svoĭstva lipaz Penicillilum roqueforti [Isolation and characteristics of Penicillium roqueforti lipases]. Mikrobiologiia. 1980 Nov-Dec;49(6):924-30. Russian. PMID: 7207261. 19: Letellier PR, Nawar WW. Recombination products from the radiolysis of tricaproin. J Am Oil Chem Soc. 1972 Apr;49(4):259-63. doi: 10.1007/BF02582589. PMID: 5031847. 20: Oterholm A, Ordal ZJ, Witter LD. Purification and properties of a glycerol ester hydrolase (lipase) from Propionibacterium shermanii. Appl Microbiol. 1970 Jul;20(1):16-22. PMID: 5456938; PMCID: PMC376858.