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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:
6145-69-3
Molecular Weight:
316.52
Beilstein/REAXYS Number:
1724514
EC Number:
228-149-9
MDL number:
MFCD00042736
UNSPSC Code:
12352211
PubChem Substance ID:
329757818

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
GHS07

signalword

Warning

hcodes

H302,H413

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 4

Storage Class

13 - Non Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
224299/1
430063/1
321224/1

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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
S Umeki et al.
Biochimica et biophysica acta, 793(1), 123-128 (1984-03-27)
Exposure of Tetrahymena pyriformis NT-1 to chimyl alcohol (1-O-hexadecyl glycerol) produced a reproducible enhancement in unsaturated fatty acids and a great decrease in order parameter (S), which result from the 2-fold increases of stearoyl-CoA and oleoyl-CoA desaturase activities in microsomes.
N Maulik et al.
Journal of cardiovascular pharmacology, 24(3), 486-492 (1994-09-01)
A recent study demonstrated biochemical and structural alterations of peroxisomes in rat kidney after ischemia/reperfusion. We examined whether peroxisomes play any role in the pathophysiology of myocardial ischemia/reperfusion injury. Isolated perfused rat heart was made ischemic for 30 min by
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