1-Oleoyl-2-acetyl-rac-glycerol

Modify Date: 2024-01-11 02:13:14

1-Oleoyl-2-acetyl-rac-glycerol Structure
1-Oleoyl-2-acetyl-rac-glycerol structure
Common Name 1-Oleoyl-2-acetyl-rac-glycerol
CAS Number 86390-77-4 Molecular Weight 398.577
Density 1.0±0.1 g/cm3 Boiling Point 490.0±15.0 °C at 760 mmHg
Molecular Formula C23H42O5 Melting Point N/A
MSDS Chinese USA Flash Point 152.3±13.9 °C

 Use of 1-Oleoyl-2-acetyl-rac-glycerol


1-Oleoyl-2-acetyl-sn glycerol is a synthetic, cell permeable diacylglycerol analog. 1-Oleoyl-2-acetyl-sn glycerol activates calcium-dependent protein kinase C (PKC) and induces the superoxide-production.

 Names

Name 1-Oleoyl-2-acetyl-sn-glycerol
Synonym More Synonyms

 1-Oleoyl-2-acetyl-rac-glycerol Biological Activity

Description 1-Oleoyl-2-acetyl-sn glycerol is a synthetic, cell permeable diacylglycerol analog. 1-Oleoyl-2-acetyl-sn glycerol activates calcium-dependent protein kinase C (PKC) and induces the superoxide-production.
Related Catalog
References

[1]. Fujita I, Irita K, Takeshige K, Minakami S. Diacylglycerol, 1-oleoyl-2-acetyl-glycerol, stimulates superoxide-generation from human neutrophils. Biochem Biophys Res Commun. 1984;120(2):318-324.

[2]. Martin AC, Cooper DM. Capacitative and 1-oleyl-2-acetyl-sn-glycerol-activated Ca(2+) entry distinguished using adenylyl cyclase type 8. Mol Pharmacol. 2006;70(2):769-777.

 Chemical & Physical Properties

Density 1.0±0.1 g/cm3
Boiling Point 490.0±15.0 °C at 760 mmHg
Molecular Formula C23H42O5
Molecular Weight 398.577
Flash Point 152.3±13.9 °C
Exact Mass 398.303223
PSA 72.83000
LogP 7.45
Vapour Pressure 0.0±2.8 mmHg at 25°C
Index of Refraction 1.471
Storage condition −20°C
Stability Temperature Sensitive. This compound can rearrange to the 1,3-isomer in solution or during prolonged storage.
Water Solubility ethanol: 20 mg/mL

 Safety Information

Personal Protective Equipment Eyeshields;Gloves
Hazard Codes F+
RIDADR NONH for all modes of transport
WGK Germany 3

 Synthetic Route

~97%

1-Oleoyl-2-acetyl-rac-glycerol Structure

1-Oleoyl-2-acet...

CAS#:86390-77-4

Literature: Stamatov, Stephan D.; Stawinski, Jacek Organic and Biomolecular Chemistry, 2010 , vol. 8, # 2 p. 463 - 477

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1-Oleoyl-2-acetyl-rac-glycerol Structure

1-Oleoyl-2-acet...

CAS#:86390-77-4

Literature: Tetrahedron Letters, , vol. 46, # 40 p. 6855 - 6859

~%

1-Oleoyl-2-acetyl-rac-glycerol Structure

1-Oleoyl-2-acet...

CAS#:86390-77-4

Literature: Tetrahedron Letters, , vol. 46, # 40 p. 6855 - 6859

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 Synonyms

2-Acetoxy-3-hydroxypropyl (9Z)-9-octadecenoate
9-Octadecenoic acid, 2-(acetyloxy)-3-hydroxypropyl ester, (9Z)-
9-Octadecenoic acid, (2S)-2-(acetyloxy)-3-hydroxypropyl ester, (9Z)-
1-oleoyl-2-acetyl-sn-glycerol
(2S)-2-Acetoxy-3-hydroxypropyl (9Z)-9-octadecenoate
2-(acetyloxy)-3-hydroxypropyl (9Z)-octadec-9-enoate
MFCD00166985
1-Oleoyl-2-acetyl-rac-glycerol