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52302

Sigma-Aldrich

1-O-Palmityl-rac-glycerol

≥99.0% (GC)

Synonym(s):

rac-1-Hexadecyl-glycerol, rac-Glycerol-1-hexadecyl ether, DL-α-Hexadecylglycerol

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About This Item

Linear Formula:
HOCH2CH(OH)CH2O(CH2)15CH3
CAS Number:
Molecular Weight:
316.52
Beilstein:
1724514
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
Pricing and availability is not currently available.

Assay

≥99.0% (GC)

mp

60-65 °C

SMILES string

CCCCCCCCCCCCCCCCOCC(O)CO

InChI

1S/C19H40O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-22-18-19(21)17-20/h19-21H,2-18H2,1H3

InChI key

OOWQBDFWEXAXPB-UHFFFAOYSA-N

Gene Information

rat ... Cnr1(25248)

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Raphael A Zoeller et al.
American journal of physiology. Heart and circulatory physiology, 283(2), H671-H679 (2002-07-19)
Supplementation of cultured human pulmonary arterial endothelial cells (PAEC) with sn-1-O-hexadecylglycerol (HG) resulted in an approximately twofold increase in cellular levels of plasmalogens, a subclass of phospholipids known to have antioxidant properties; this was due, primarily, to a fourfold increase
N Maulik et al.
Annals of the New York Academy of Sciences, 723, 380-384 (1994-06-17)
The results of this study suggest that reperfusion of ischemic myocardium may lead to the peroxisomal disorder both functionally and biochemically. An alkyl glycerol such as chimyl alcohol can protect the ischemic heart from the reperfusion injury probably by enhancing
M C Cabot et al.
Biochimica et biophysica acta, 713(1), 16-22 (1982-10-14)
To gain insight into the role of alkyl-linked lipids in biological systems, we added hexadecylglycerol (a precursor of complex ether-linked lipids) to medium required for the growth of L-M cells in culture. L-M fibroblasts cultured through several generations in the
A Tamboli et al.
Lipids, 18(11), 808-813 (1983-11-01)
Studies have been conducted on the uptake and metabolism of unesterified fatty acid, free glycerol and 1-hexadecyl glyceryl ether by rat cardiac myocytes, and of fatty acid, intact triglyceride and the glyceryl ether by perfused rat hearts. Cardiac myocytes efficiently
S S Apte et al.
FEBS letters, 265(1-2), 104-106 (1990-06-04)
Biotransformation of rac-1(3)-O-hexadecylglycerol by photomixotrophic rape (Brassica napus) cells in suspension culture leads to 1-O-hexadecyl-2-acyl-sn-glycero-3-phosphocholines and small proportions of other ether lipids, e.g. 1-O-hexadecyl-2-acyl-sn-glycero-3-phosphoethanolamines. Reaction of the hexadecylacyl-glycerophosphocholines with ethanolamine in the presence of phospholipase D from Streptomyces chromofuscus yields

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