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506-03-6

506-03-6 Structure

506-03-6 Structure
IdentificationBack Directory
[Name]

1-O-HEXADECYL-SN-GLYCEROL
[CAS]

506-03-6
[Synonyms]

CHIMYL ALCOHOL
1-C16 Ether MG
1-hexadecylglycerol
1-o-hexadecylglycerol
MONOCERYL GLYCERYL ETHER
1-O-PALMITOYL-SN-GLYCEROL
1-O-HEXADECYL-SN-GLYCEROL
α-hexadecylglyceryl ether
3-cetyloxypropane-1,2-diol
3-hexadecoxypropane-1,2-diol
1-O-hexadecyl-sn-glycerol (HG)
3-(hexadecyloxy)-2-propanediol
[S,(+)]-3-O-Hexadecyl-D-glycerol
(S)-3-(hexadecyloxy)propane-1,2-diol
(S)-3-(Hexadecyloxy)-1,2-propanediol
1-O-hexadecyl-sn-glycerol (HG)
1,2-Propanediol, 3-(hexadecyloxy)-, (2S)-
1-O-HEXADECYL-SN-GLYCEROL (HG);1-C16 ETHER MG
[EINECS(EC#)]

208-026-6
[Molecular Formula]

C19H40O3
[MDL Number]

MFCD00151171
[MOL File]

506-03-6.mol
[Molecular Weight]

316.52
Chemical PropertiesBack Directory
[Melting point ]

64°
[alpha ]

D20 +3.0° (c = 1.16 in chloroform)
[Boiling point ]

bp0.005 120°
[density ]

1.0054 (rough estimate)
[refractive index ]

1.4410 (estimate)
[storage temp. ]

-15°C
[solubility ]

DMF: 16 mg/ml; DMSO: 0.16 mg/ml; Ethanol: 5 mg/ml
[form ]

A crystalline solid
[pka]

13.68±0.20(Predicted)
[LogP]

6.702 (est)
Hazard InformationBack Directory
[Description]

1-O-Hexadecyl-sn-glycerol is a bioactive alkyl glyceryl ether. It reduces UVB-induced cell death and production of reactive oxygen species (ROS) and prostaglandin E2 (PGE2; ) in normal human epidermal keratinocytes (NHEKs). 1-O-Hexadecyl-sn-glycerol (50 μM) increases coronary flow and left ventricular developed pressure and reduces malondialdehyde (MDA) formation ex vivo in a rat heart model of ischemia/reperfusion injury.
[Uses]

1-O-Hexadecyl-sn-glycerol restores plasmalogen levels in Chinese hamster ovary (CHO) cells and human pulmonary arterial endothelial cells (PAEC). Plasmalogen may play a role in protecting animal cells against photosensitized killing.
[Definition]

ChEBI: A 1-n-hexadecyl analogue of an optically active alkylglycerol compound.
[Purification Methods]

Recrystallise it from hexane. [Beilstein 1 III 2322.]
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