Tripalmitin = Glycerin tripalmitate = Glycerol tripalmitate = PPP
CAS Number: 555-44-2
EC Number: 209-098-1
Chemical formula: C51H98O6
Molar mass: 807.339 g·mol−1
Tripalmitin is a triglyceride derived from the fatty acid palmitic acid.
Tripalmitin Chemical Properties,Uses,Production:
Description of Tripalmitin:
Tripalmitin is a triacylglycerol that contains palmitic acid at the sn-1, sn-2, and sn-3 positions and has been found in palm oil.
Tripalmitin inhibits glucose-stimulated insulin secretion and reduces viability of INS1 cells in a concentration-dependent manner.
Myocardial levels of Tripalmitin are elevated by greater than 5-fold in a rat model of diabetes induced by streptozotocin .
Tripalmitin has been used to form the lipid matrices of etoposide-incorporated nanoparticles.
Formulations containing Tripalmitin have been used in cosmetic products as thickening and skin-conditioning agents.
Chemical Properties of Tripalmitin:
Tripalmitin is white, crystalline powder.
Tripalmitin is soluble in ether and chloroform; insoluble in water.
Tripalmitin is combustible.
Uses of Tripalmitin:
Tripalmitin is a triglyceride derived from Palmitic Acid (P144500), a common fatty acid found in plants and animals.
Tripalmitin is used in the preparation of solid lipid particles for oral delivery of drugs.
Uses of Tripalmitin:
Soap, leather dressing.
Uses of Tripalmitin:
-Tripalmitin has been used as a reference standard
-Tripalmitin used for the generation of calibration curve generation for the quantification of lipids from Azospirillum brasilense
-Tripalmitin used for the quantification of silk worm embryos and extraembryonic yolk lipids using thin layer chromatography
-Tripalmitin used for the quantification of triacylglycerol in Neochloris minuta microalgal cells
Tripalmitin (PPP) is an important substrate for the synthesis of human milk fat substitute (HMFS).
General description of Tripalmitin:
Tripalmitin is a simple saturated glyceride.
Tripalmitin is a solid present majorly in palm and coconut oil.
Tripalmitin constitutes 1-11% of palm oil and has high melting temperature.
Definition of Tripalmitin:
ChEBI: A triglyceride obtained by formal acylation of the three hydroxy groups of glycerol by palmitic (hexadecanoic) acid.
Biochem/physiol Actions of Tripalmitin:
Tripalmitin is a carrier molecule for effective drug delivery and is used solid lipid nanoparticle formulations.
Purification Methods of Tripalmitin:
Crystallise Tripalmitin from acetone, diethyl ether or EtOH.
Tripalmitin exists in an -form (m 56.0o), a ’-form (m 63.5o) and a -form (m 65.5o).
Specifications of Tripalmitin:
Appearance (Colour): White
Appearance (Form): Crystalline compound
Assay: min 99%
Melting Point: 66 - 68°C
Identifiers of Tripalmitin:
CAS Number: 555-44-2
ChemSpider: 10674
ECHA InfoCard: 100.008.272
EC Number: 209-098-1
PubChem CID: 11147
RTECS number: RT4953500
UNII: D133ZRF50U
CompTox Dashboard (EPA): DTXSID8046169
Tripalmitin is a triglyceride derived from the fatty acid palmitic acid.
KEYWORDS:
555-44-2, 209-098-1, Glycerin tripalmitate, Glycerol tripalmitate, PPP, 1 2 3-Propanetriyl Ester Hexadecanoic Acid, Barolub LCD, Dynasan 116, Dynosan 114, Palmitic Acid Triglyceride
To provide a biomimic environment for glial cell culture, Tripalmitin (PPP) has been used as a raw material to prepare fractal surfaces with different degrees of hydrophobicity.
The spontaneous formation of the hydrophobic fractal surfaces was monitored by differential scanning calorimetry (DSC) and X-ray diffraction (XRD).
The surface morphologies were observed by a scanning electron microscope (SEM), and then the fractal dimension (FD) values of the surfaces were determined with the box-counting method.
C6 glioma cells were cultured and compared on different hydrophobic PPP surfaces and poly-L-lysine (PLL)-coated surface.
The cell numbers as a function of incubation time on different surfaces during the cell proliferation process were measured, and the cell morphologies were observed under a fluorescence microscope.
Influences of hydrophobic fractal surfaces on the cell number and morphology were analyzed.
The experimental results show that the cell proliferation rates decrease while the cell morphology complexities increase with the growth of the fractal dimensions of the PPP surfaces.
Properties of Tripalmitin:
Chemical formula: C51H98O6
Molar mass: 807.339 g·mol−1
Appearance : White powder
Density: 0.8752 g/cm3 (70 °C)
Melting point: 44.7–67.4 °C (112.5–153.3 °F; 317.8–340.5 K)
Boiling point: 315 °C (599 °F; 588 K) at 760 mmHg
Solubility in water: Insoluble
Solubility: Soluble in EtOH, (C2H5)2O, C6H6, CHCl3
Refractive index (nD): 1.4381 (80 °C)
What does TRIPALMITIN do in a formulation?
-Emollient
-Refatting
-Skin conditioning
-Solvent
-Viscosity controlling
Structure of Tripalmitin:
Crystal structure: Triclinic (β-form)
Space group: P1 (β-form)
Thermochemistry of Tripalmitin:
Heat capacity (C): 1219.4 J/mol·K (β-form, 281.2 K) 1753.1 J/mol·K (338.8 K)
Std molar entropy (S⦵298): 1387.4 J/mol·K (liquid)
Std enthalpy of formation (ΔfH⦵298): −2468.7 kJ/mol
Std enthalpy of combustion (ΔcH⦵298): −31605.9 kJ/mol
Molecular Formula: C51H98O6
Average mass: 807.320 Da
Monoisotopic mass: 806.736328 Da
ChemSpider: ID10674
Product Description of Tripalmitin:
Catalogue Number:
T808130
Chemical Name:
Tripalmitin
Synonyms:
1,2,3-Propanetriyl Ester Hexadecanoic Acid
Barolub LCD
Dynasan 116
Dynosan 114
Glycerin Tripalmitate
Glycerol Tripalmitate
Glyceryl Trihexadecanoate
Glyceryl Tripalmitate
Palmitic Acid Triglyceride
Palmitic Triglyceride
Spezialfett 116
Triglyceride PPP
Triglyceryl Palmitate
Tripalmitate
Tripalmitin
Tripalmitoylglycerol
CAS Number: 555-44-2
Molecular Formula: C₅₁H₉₈O₆
Appearance: White to Pale Beige Solid
Melting Point: 66-68°C
Molecular Weight: 807.32
Storage: -20°C
Solubility of Tripalmitin:
Chloroform (Sparingly)
Ethyl Acetate (Slightly)
Hexanes (Very Slightly)
Metha
Tripalmitin Properties:
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), Metha
form: Fine Crystalline Powder
color: White to almost white
Merck: 14,9736
BRN: 1811188
Category of Tripalmitin:
-Standards
-Pharmaceutical/API Drug Impurities/Metabolites
-Lipids/Fatty Acids, Glycerol Derivatives
PROPERTIES of Tripalmitin:
assay:
99%
mp:
66-67 °C (lit.)
SMILES string:
CCCCCCCCCCCCCCCC(=O)OCC(COC(=O)CCCCCCCCCCCCCCC)OC(=O)CCCCCCCCCCCCCCC
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
InChI key:
PVNIQBQSYATKKL-UHFFFAOYSA-N
Molecular Weight: 807.3
XLogP3-AA 21.9: Computed by XLogP3 3.0
Hydrogen Bond Donor Count: 0
Hydrogen Bond Acceptor Count: 6
Rotatable Bond Count: 50
Exact Mass: 806.73634084
Monoisotopic Mass: 806.73634084
Topological Polar Surface Area: 78.9 Ų
Heavy Atom Count: 57
Formal Charge: 0
Complexity: 798
Isotope Atom Count: 0
Defined Atom Stereocenter Count: 0
Undefined Atom Stereocenter Count: 0
Defined Bond Stereocenter Count: 0
Undefined Bond Stereocenter Count: 0
Covalently-Bonded Unit Count: 1
Compound Is Canonicalized: Yes
Preferred IUPAC name:
Propane-1,2,3-triyl tri(hexadecanoate)
Other names:
Palmitin
Glycerol tripalmitate
Glycerin tripalmitate
Glyceryl tripalmitate
Palmitic triglyceride
Tripalmitoyl glycerol
Synonyms:
TRIPALMITIN
555-44-2
Glycerol tripalmitate
Glyceryl tripalmitate
Tripalmitoylglycerol
Propane-1,2,3-triyl tripalmitate
Palmitic triglyceride
Tripalmitate
Triglyceryl palmitate
Dynasan 116
Barolub
Glyceryl trihexadecanoate
Palmitic acid triglycerin ester
Palmitin, tri-
Spezialfett 116
Hexadecanoic acid, 1,2,3-propanetriyl ester
Glycerin tripalmitate
Barolub LCD
UNII-D133ZRF50U
Dynosan 114
1,2,3-trihexadecanoyl-glycerol
1,2,3-trihexadecanoyl-sn-glycerol
1,2,3-Propanetriol trihexadecanoate
TG(16:0/16:0/16:0)
D133ZRF50U
Hexadecanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester
CHEBI:77393
MFCD00008995
propane-1,2,3-triyl trihexadecanoate
NCGC00160468-01
Speziafett 116
Tripalmitin [INN]
CCRIS 6992
EINECS 209-098-1
BRN 1811188
AI3-31759
Triglyceride PPP
Glyceryltripalmitate
trihexadecanoylglycerol
2,3-di(hexadecanoyloxy)propyl hexadecanoate
DSSTox_CID_26169
DSSTox_RID_81400
Glyceryl trihexadecanoic acid
DSSTox_GSID_46169
SCHEMBL24941
4-02-00-01176 (Beilstein Handbook Reference)
Tripalmitin or 1,2,3-propanetriyl trihexadecanoate
1,2,3-trihexadecanoylglycerol
Glyceryl tripalmitate, >=85%
Glyceryl tripalmitate, >=99%
CHEMBL2002154
DTXSID8046169
ZINC8214701
1,2,3-propanetriyl trihexadecanoate
Tox21_111834
LMGL03010001
AKOS015899780
CS-W013777
HY-W013061
Triacylglycerol 16:0-16:0-16:0
2,3-Bis(palmitoyloxy)propyl palmitate #
NCGC00160468-02
Tripalmitin [INN]
1,2,3-PROPANETRIOL TRIS(HEXADECANOATE)
1,2,3-Propanetriyl trihexadecanoate [ACD/IUPAC Name]
1,2,3-Propantriyltrihexadecanoat [German]
1,2,3-Propantriyl-trihexadecanoat [German] [ACD/IUPAC Name]
1,2,3-Tripalmitoyl Glycerol
209-098-1 [EINECS]
2-Ethoxybenzoic acid [ACD/IUPAC Name]
555-44-2 [RN]
D133ZRF50U
glycerol tripalmitate
Glyceryl tripalmitate
Hexadecanoic acid 1,2,3-propanetriyl ester
Hexadecanoic acid, 1,2,3-propanetriyl ester [ACD/Index Name]
MFCD00008995 [MDL number]
Palmitic triglyceride
Palmitin
Propane-1,2,3-triyl trihexadecanoate
RT4953500
TG(16:0/16:0/16:0)
Triacylglycerol 16:0-16:0-16:0
Trihexadécanoate de 1,2,3-propanetriyle [French] [ACD/IUPAC Name]
[2-hexadecanoyloxy-1-(hexadecanoyloxymethyl)ethyl] hexadecanoate
[2-undecanoyloxy-1-(undecanoyloxymethyl)ethyl] undecanoate
[555-44-2] [RN]
1-(2-ethylbenzo[d]oxazol-7-yl)ethanone
1,1,1-13C-TRIPALMITIN
1,2,3-Propanetriol trihexadecanoate
1,2,3-Propanetriol trioctanoate
1,2,3-trihexadecanoylglycerol
1,2,3-trihexadecanoyl-sn-glycerol
1,2,3-Trioctanoylglycerol
1,2,3-Tripalmitoyl-rac-glycerol
1,2,3-Triundecanoylglycerol
1,3-bis(hexadecanoyloxy)propan-2-yl hexadecanoate
1,3-di(hexadecanoyloxy)propan-2-yl hexadecanoate
1,3-di(undecanoyloxy)propan-2-yl undecanoate
114355-15-6 [RN]
129784-33-4 [RN]
13552-80-2 [RN]
168294-57-3 [RN]
2,3-Bis(palmitoyloxy)propyl palmitate
2,3-di(hexadecanoyloxy)propyl hexadecanoate
209-098-1MFCD00008995
241157-04-0 [RN]
241157-06-2 [RN]
285979-78-4 [RN]
288-123-8 [EINECS]
3-02-00-00859 (Beilstein Handbook Reference) [Beilstein]
4-02-00-00991 (Beilstein Handbook Reference) [Beilstein]
4-02-00-01176 [Beilstein]
4-02-00-01176 (Beilstein Handbook Reference) [Beilstein]
4RF
538-23-8 [RN]
60763-98-6 [RN]
77944-79-7 [RN]
85665-33-4 [RN]
Barolub
Barolub LCD
Dynasan 116
Dynosan 114
EINECS 208-686-5
EINECS 209-098-1
EINECS 236-935-8
Glycerin tripalmitate
Glycerol tricaprylate
GLYCEROL TRIHEXADECANOATE
GLYCEROL TRIPALMITATE(TRIPACMITIN)
Glycerol tripalmitate|Tripalmitin
Glyceryl Tri(hexadecanoate-16,16,16-d3)
Glyceryl Tri(hexadecanoate-2,2-d2)
Glyceryl Tri(hexadecanoate-d31)
GLYCERYL TRI(PALMITATE-16,16,16-D3)
Glyceryl trihexadecanoate
Glyceryl trihexadecanoic acid
Glyceryl-d5 Trihexadecanoate
hexadecanoic acid [2-(1-oxohexadecoxy)-1-(1-oxohexadecoxymethyl)ethyl] ester
Hexadecanoic acid, 1,1',1''-(1,2,3-propanetriyl) ester
Maceight
NCGC00160468-01
palmitic acid [2-hexadecanoyloxy-1-(hexadecanoyloxymethyl)ethyl] ester
Palmitic acid triglycerin ester
Palmitin, tri-
Panacete 800
Propane-1,2,3-triyl trioctanoate
Propane-1,2,3-triyl tripalmitate
Propane-1,2,3-triyl triundecanoate
Rato
Sefsol 800
Speziafett 116
Spezialfett 116
T-6810
TG 16:0/16:0/16:0
TG(16:0/16:0/16:0)[iso]
Triglyceride PPP
Triglyceryl palmitate
Trihendecanoin
trihexadecanoin
trihexadecanoylglycerol
Tripalmitate
Tripalmitin [INN]
tripalmitina
tripalmitine
tripalmitinum
Tripalmitolein
Tripalmitoylglycerol
UNII:D133ZRF50U
UNII-D133ZRF50U
UNII-ZF29F7IK5I
трипалмитин [Russian]
ثلاثي بالميتين [Arabic]
棕榈精 [Chinese]
Tripalmitin, NIST(R) SRM(R) 1595
AS-60925
CAS-555-44-2
FT-0603470
G0091
G0213
T3096
D90728
T-6810
1,3-bis(hexadecanoyloxy)propan-2-yl hexadecanoate
A870166
SR-01000944841
Q7843226
SR-01000944841-1
TG 16:0/16:0/16:0
UNII-2GQR19D8A4 component PVNIQBQSYATKKL-UHFFFAOYSA-N
UNII-43AGM4PHPI component PVNIQBQSYATKKL-UHFFFAOYSA-N
UNII-4LA1OHZ06A component PVNIQBQSYATKKL-UHFFFAOYSA-N
UNII-8ZJ335A17J component PVNIQBQSYATKKL-UHFFFAOYSA-N
UNII-ZF29F7IK5I component PVNIQBQSYATKKL-UHFFFAOYSA-N