TRIPALMITIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C51H98O6
Molecular Weight	807.3202
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC

InChI

InChIKey=PVNIQBQSYATKKL-UHFFFAOYSA-N

InChI=1S/C51H98O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-49(52)55-46-48(57-51(54)45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)47-56-50(53)44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h48H,4-47H2,1-3H3

HIDE SMILES / InChI

Description
Sources: https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:77393 | https://www.cir-safety.org/sites/default/files/trigly092017TAR.pdf

Tripalmitin is a triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by palmitic (hexadecanoic) acid. It derives from a hexadecanoic acid. Tripalmitin is used as a skin conditioning agent.

Approval Year

PubMed

Title	Date	PubMed
Analysis of fatty acids by graphite plate laser desorption/ionization time-of-flight mass spectrometry.	2001	11507764
Analysis of olive oil and seed oil triglycerides by capillary gas chromatography as a tool for the detection of the adulteration of olive oil.	2001 Apr	11318065
Quantitative analysis of surface-located triacylglycerol in intact emulsion particles.	2001 Apr	11308361
Comparative effects of dietary fat types on hepatic enzyme activities related to the synthesis and oxidation of fatty acid and to lipogenesis in rats.	2001 Aug	11577713
Modeling of alpha-tocopherol loss and oxidation products formed during thermoxidation in triolein and tripalmitin mixtures.	2001 Jul	11521970
Organotin-induced hyperglycemia in the crab, Oziotelphusa senex senex Fabricius.	2001 Mar-Apr	11371028
Lipase degradation of Dynasan 114 and 116 solid lipid nanoparticles (SLN)--effect of surfactants, storage time and crystallinity.	2002 Apr 26	11955810
Rapid thermogravimetric measurements of boiling points and vapor pressure of saturated medium- and long-chain triglycerides.	2002 Aug	12137273
Bulk shear viscosities of endogenous and exogenous lung surfactants.	2002 Feb	11792632
Normal mode analyses of methyl palmitate all-trans and disordered forms in wagging progressive region.	2003 Mar 1	12609615
Investigation on the flow behavior of dispersions of solid triglyceride nanoparticles.	2004 Oct 13	15454303
Etoposide-incorporated tripalmitin nanoparticles with different surface charge: formulation, characterization, radiolabeling, and biodistribution studies.	2004 Oct 7	15760108
Adaptation of an evaporative light-scattering detector to micro and capillary liquid chromatography and response assessment.	2004 Oct 8	15532554
Saturated phospholipids promote crystallization but slow down polymorphic transitions in triglyceride nanoparticles.	2005 Oct 3	16023752
Pharmacokinetics, tissue distribution and bioavailability of clozapine solid lipid nanoparticles after intravenous and intraduodenal administration.	2005 Oct 3	16014318
Adverse physicochemical properties of tripalmitin in beta cells lead to morphological changes and lipotoxicity in vitro.	2005 Sep	16094531
Development of a respirable, sustained release microcarrier for 5-fluorouracil II: In vitro and in vivo optimization of lipid coated nanoparticles.	2006 May	16570303
Lipidic implants for controlled release of bioactive insulin: effects on cartilage engineered in vitro.	2006 May 18	16569486
Biocompatibility and erosion behavior of implants made of triglycerides and blends with cholesterol and phospholipids.	2006 May 18	16517106
Paclitaxel-loaded microparticles and implants for the treatment of brain cancer: preparation and physicochemical characterization.	2006 May 18	16490330
Importance of solid lipid nanoparticles (SLN) in various administration routes and future perspectives.	2007	18019829
Production of solid lipid nanoparticle suspensions using supercritical fluid extraction of emulsions (SFEE) for pulmonary delivery using the AERx system.	2007 Jul 10	17582648
Enzymatic production of infant milk fat analogs containing palmitic acid: optimization of reactions by response surface methodology.	2007 May	17430912
Ultrasonic scattering in chocolate and model systems containing sucrose, tripalmitin and olive oil.	2007 Nov	18051170
Plant products for pharmacology: application of enzymes in their transformations.	2008 Dec	19330086
Biosynthesis of storage compounds by Rhodococcus jostii RHA1 and global identification of genes involved in their metabolism.	2008 Dec 12	19077282
Construction of a taste-blind medaka fish and quantitative assay of its preference-aversion behavior.	2008 Nov	18700838
Modeling of the triglyceride-rich core in lipoprotein particles.	2008 Nov 6	18844397
Long-term exposure of mouse pancreatic islets to oleate or palmitate results in reduced glucose-induced somatostatin and oversecretion of glucagon.	2008 Sep	18622593
Biochemical characterization of a putative wheat caffeic acid O-methyltransferase.	2009 Apr	19211254
Solid lipid nanoparticles: a modern formulation approach in drug delivery system.	2009 Jul	20502539
Effect of surfactant surface coverage on formation of solid lipid nanoparticles (SLN).	2009 Jun 1	19380149
Fatty acid selectivity of lipases during acidolysis reaction between oleic acid and monoacid triacylglycerols.	2009 Nov 11	19835376
Impact of surfactant properties on oxidative stability of beta-carotene encapsulated within solid lipid nanoparticles.	2009 Sep 9	19691283
A rapid separation technique for overcoming suppression of triacylglycerols by phosphatidylcholine using MALDI-TOF MS.	2010 Aug	20447931
Optimisation of tripalmitin-rich fractionation from palm stearin by response surface methodology.	2010 Jul	20549806
Evolving neural network optimization of cholesteryl ester separation by reversed-phase HPLC.	2010 Jul	20490467

Patents

Sample Use Guides

In Vivo Use Guide

Mice: tripalmitin (0--250 g fat/kg)

Route of Administration: Oral

Name

Type

Language

TRIPALMITIN

Official Name

English

tripalmitin [INN]

Common Name

English

1,2,3-PROPANETRIYL TRIHEXADECANOATE

Systematic Name

English

DYNASAN 116

Brand Name

English

TRIPALMITIN [MI]

Common Name

English

TRIPALMITOYLGLYCEROL

Systematic Name

English

SPEZIALFETT 116

Brand Name

English

GLYCEROL TRIPALMITATE

Systematic Name

English

GLYCERYL TRIHEXADECANOATE

Systematic Name

English

HEXADECANOIC ACID, 1,1',1''-(1,2,3-PROPANETRIYL) ESTER

Common Name

English

DYNOSAN 114

Brand Name

English

GLYCERYL TRIPALMITATE

Systematic Name

English

PALMITIC ACID TRIGLYCERIDE

Common Name

English

TRIPALMITIN [INCI]

Common Name

English

BAROLUB LCD

Brand Name

English

HEXADECANOIC ACID, 1,2,3-PROPANETRIYL ESTER

Common Name

English

Code System Code Type Description

WIKIPEDIA

TRIPALMITIN