| Identification | More | [Name]
TRIPALMITIN | [CAS]
555-44-2 | [Synonyms]
1,2,3-PROPANETRIOL TRIS(HEXADECANOATE)
1,2,3-TRIHEXADECANOYLGLYCEROL
C16:0
GLYCERINTRIPALMITATE
GLYCEROL TRIPALMITATE
GLYCERYL TRIPALMITATE
PALMITIN
TRIHEXADECANOIN
TRIPALMITIN
1,2,3-propanetriyltri(hexadecanoate)
1,2,3-tris-hexadecanoyloxy-propane
2,3-Bis(palmitoyloxy)propyl palmitate
barolub
Dynasan 116
dynasan116
Hexadecanoic acid, 1,2,3-propanetriyl ester
Hexadecanoicacid,1,2,3-propanetriylester
Palmitic acid triglycerin ester
Palmitic triglyceride
palmiticacidtriglycerinester | [EINECS(EC#)]
209-098-1 | [Molecular Formula]
C51H98O6 | [MDL Number]
MFCD00008995 | [Molecular Weight]
807.32 | [MOL File]
555-44-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White, crystalline powder. Soluble in ether and chloroform;
insoluble in water. Combustible. | [Melting point ]
66-68 °C | [Boiling point ]
bp 310-320° | [density ]
0.8752 g/cm3 (70 ºC) | [refractive index ]
nD80 1.43807 | [storage temp. ]
−20°C
| [solubility ]
Chloroform (Sparingly), Ethyl Acetate (Slightly), Hexanes (Very Slightly) | [form ]
Fine Crystalline Powder | [color ]
White to almost white | [biological source]
synthetic (organic) | [Merck ]
9736 | [BRN ]
1811188 | [Cosmetics Ingredients Functions]
SKIN CONDITIONING
VISCOSITY CONTROLLING | [InChIKey]
PVNIQBQSYATKKL-UHFFFAOYSA-N | [SMILES]
CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC | [LogP]
21.615 (est) | [Uses]
Soap, leather dressing. | [CAS DataBase Reference]
555-44-2(CAS DataBase Reference) | [EPA Substance Registry System]
Tripalmitin (555-44-2) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H315-H319-H335 | [Precautionary statements ]
P261-P305+P351+P338 | [Hazard Codes ]
Xn | [Risk Statements ]
R20/22:Harmful by inhalation and if swallowed . | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
-
| [RTECS ]
RT4953500
| [TSCA ]
Yes | [HS Code ]
29157090 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [Description]
1,2,3-Tripalmitoyl glycerol is a triacylglycerol that contains palmitic acid (Item No. 10006627) at the sn-1, sn-2, and sn-3 positions and has been found in palm oil.1 It inhibits glucose-stimulated insulin secretion and reduces viability of INS1 cells in a concentration-dependent manner.2 Myocardial levels of 1,2,3-tripalmitoyl glycerol are elevated by greater than 5-fold in a rat model of diabetes induced by streptozotocin (Item No. 13104).3 1,2,3-Tripalmitoyl glycerol has been used to form the lipid matrices of etoposide-incorporated nanoparticles.4 Formulations containing 1,2,3-tripalmitoyl glycerol have been used in cosmetic products as thickening and skin-conditioning agents.5 | [Chemical Properties]
White, crystalline powder. Soluble in ether and chloroform;
insoluble in water. Combustible. | [Definition]
ChEBI: A triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by palmitic (hexadecanoic) acid. | [General Description]
| [Biochem/physiol Actions]
Glyceryl tripalmitate is a carrier molecule for effective drug delivery and is used solid lipid nanoparticle formulations. | [Purification Methods]
Crystallise it from acetone, diethyl ether or EtOH. It exists in an -form (m 56.0o), a ’-form (m 63.5o) and a -form (m 65.5o). [Beilstein 2 H 373, 2 I 167, 2 II 340, 2 III 971.] | [References]
[1] MIROSLAV LíSA Michal H. Triacylglycerols profiling in plant oils important in food industry, dietetics and cosmetics using high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry.[J]. Journal of Chromatography A, 2008, 1198-1199: 115-130. DOI: 10.1016/j.chroma.2008.05.037
[2] J H MOFFITT. Adverse physicochemical properties of tripalmitin in beta cells lead to morphological changes and lipotoxicity in vitro.[J]. Diabetologia, 2005: 1819-1829. DOI: 10.1007/s00125-005-1861-9
[3] LAKKIREDDY HARIVARDHAN REDDY. Etoposide-incorporated tripalmitin nanoparticles with different surface charge: formulation, characterization, radiolabeling, and biodistribution studies.[J]. AAPS Journal, 2004, 6 3: e23. DOI: 10.1208/aapsj060323 |
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