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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/REAXYS Number:
1724514
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:

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

signalword

Warning

hcodes

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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L E Bertello et al.
Lipids, 32(8), 907-911 (1997-08-01)
A simple method is presented to esterify 1-O-hexadecyl-rac-glycerol using lipases in different organic solvents. The following fatty acids were used: C14:0, C16:0, C18:0, C18:1, and C18:2. Monoesterification was achieved by using a limiting amount of fatty acid. Both the 1-O-hexadecyl-3-O-acylglycerol
T Ishibashi et al.
Journal of lipid research, 26(3), 393-395 (1985-03-01)
Alkylglycerol monooxygenase of rat liver microsomes was purified approximately to 97-fold with a 30% yield by procedures including affinity chromatography on chimyl alcohol-Sepharose 4B. Chimyl alcohol (1-O-hexadecylglycerol) was converted to the p-aminobenzylidene derivative and then coupled to 6-carboxyhexyl-Sepharose. The final
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.
S Reynolds et al.
Clinical & experimental metastasis, 18(4), 309-312 (2001-07-13)
The ability of the naturally occurring ether lipid, 1-O (2 methoxy) hexadecyl glycerol (MHG), and phenylbutyrate (BP) to inhibit cellular proliferation, anchorage-independent growth and cellular invasion in the human prostate cancer LnCap and DU145 cells was determined. Both MHG and
K J Clark et al.
The Journal of biological chemistry, 270(13), 7097-7103 (1995-03-31)
The effect of alkylglycerol supplementation on protein kinase C (PKC)-mediated signaling events has been studied in fibroblasts from Zellweger patients (SF 3271 cells). Western blotting analysis established that Zellweger fibroblasts express PKC alpha, epsilon, and zeta. Incubation with bradykinin induced

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