ChemicalBook CAS DataBase List 621-71-6

621-71-6

Name	TRICAPRIN
CAS	621-71-6
EINECS(EC#)	210-702-0
Molecular Formula	C33H62O6
MDL Number	MFCD00036239
Molecular Weight	554.84
MOL File	621-71-6.mol

Synonyms

1,2,3-TRIDECANOYLGLYCEROL 1,2,3-TRIDECANOYL-RAC-GLYCEROL CAPRIN GLYCERINTRICAPRATE GLYCEROL TRICAPRINATE GLYCEROL TRIDECANOATE GLYCEROL TRIS(DECANOATE) GLYCERYL TRIDECANOATE TRICAPRIN TRICAPRIN (C10:0) TRIDECANOIN TRI-N-CAPRIN 1,2,3-propanetriyltridecanoate 2,3-Bis(decanoyloxy)propyl decanoate Capric acid triglyceride capricacidtriglyceride Decanoicacid,1,2,3-propanetriylester Decanoin, tri- Dynasan 110 dynasan110

Chemical Properties

Melting point	31-32 °C
Boiling point	254 °C / 5mmHg
density	approximate 0.98 g/ml (20℃)
refractive index	approximate 1.44
Fp	20 °C
storage temp.	−20°C
solubility	Chloroform (Sparingly), DMSO (Slightly, Sonicated)
form	neat
color	White to Off-White
BRN	1717683
Cosmetics Ingredients Functions	SKIN CONDITIONING FRAGRANCE PERFUMING
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
InChIKey	LADGBHLMCUINGV-UHFFFAOYSA-N
SMILES	CCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCC)OC(=O)CCCCCCCCC
LogP	12.444 (est)
CAS DataBase Reference	621-71-6(CAS DataBase Reference)
EPA Substance Registry System	Glycerol tridecanoate (621-71-6)

Safety Data

Symbol(GHS)	GHS02,GHS07
Signal word	Danger
Hazard statements	H225-H302+H312+H332-H315-H319
Precautionary statements	P210-P280-P305+P351+P338
Hazard Codes	F,Xn
Risk Statements	R11:Highly Flammable. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . less more
Safety Statements	S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S28:After contact with skin, wash immediately with plenty of ... (to be specified by the manufacturer) . less more
RIDADR	UN 1282 3/PG 2
WGK Germany	-
RTECS	HE0100000
TSCA	TSCA listed
HS Code	29171900
Storage Class	11 - Combustible Solids

Hazard Information

Description

1,2,3-Tridecanoyl glycerol is a triacylglycerol that contains decanoic acid (Item No. 20838) at the sn-1, sn-2, and sn-3 positions. It has been found in human breast milk. 1,2,3-Tridecanoyl glycerol has been used as a standard for the quantification of triacylglycerols in fish oils by RP-HPLC. Formulations containing 1,2,3-tridecanoyl glycerol have been used in cosmetic products as thickening and skin-conditioning agents.

Uses

Tricaprin is used to construct solid lipid nanoparticles (SLNs) as delivery system for bromocriptine (B682600, Mesylate salt). It is also used in cationic SLNs to enhance p53 tumor suppressor gene transfer to lung cancer cells.

Definition

ChEBI: A triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by capric (decanoic) acid.

General Description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

in vivo

Trisdecanoin (Intravenous injection (i.v.); 1h, 4h) can promote the metabolism of long chain fatty acids (LCFA) in the heart muscle of Atgl KO mice in lipotriglyceride lipase (Atgl) gene knockout (KO) mice. Effect of reducing lipid accumulation in the heart of AtglKO mice and improving left ventricular function of AtglKO mice^[2].
Trisdecanoin (1145 mg/kg/day; Oral gavage (p.o.); two weeks) can prevent and inhibit the development of abdominal aortic aneurysms and alleviate the apoptosis and dysfunction of early smooth muscle cells (SMCs) in Male Sprague-Dawley rat models^[3].

Animal Model:	Male Sprague-Dawley rats^[3]
Dosage:	1145 mg/kg/day
Administration:	Oral gavage (p.o.)
Result:	There was no significant difference in the incidence of AAA between the control and ricaprylin groups (30.2% vs 24.0%). In contrast, the incidence of AAA in Trisdecanoin was significantly lower than in the control group (30.2% vs. 3.6%). The AAA rupture rates in control group and C8-TG group were 31.3% and 33.3%, respectively. There was no aneurysm rupture in Trisdecanoin group. The mean aortic diameter of Trisdecanoin group was significantly lower than that of control group..

storage

Store at -20°C

References

[1] KIM K M, PARK T S, SHIM S M. Optimization and validation of HRLC-MS method to identify and quantify triacylglycerol molecular species in human milk[J]. Analytical Methods, 2015, 10: 4362-4370. DOI: 10.1039/c5ay00591d
[2] áNGELA GARCíA SOLAESA. Characterization of triacylglycerol composition of fish oils by using chromatographic techniques.[J]. Journal of oleo science, 2014, 63 5: 449-460. DOI: 10.5650/jos.ess13202
[3] De Souza, F.I., Zumiotti, A.V., and Da Silva, C.F. Neuregulins 1-α and 1-β on the regeneration the peripheral nerves[J]. Acta Ortop Bras.

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