86390-77-4

86390-77-4 structure

Name: 1-Oleoyl-2-acetyl-rac-glycerol
Chemical Name: 1-Oleoyl-2-acetyl-sn-glycerol
CAS Number: 86390-77-4
Molecular Formula: C₂₃H₄₂O₅
Molecular Weight: 398.577
Catalog: Signaling Pathways Epigenetics PKC
Create Date: 2018-08-01 12:18:01
Modify Date: 2025-08-25 20:00:33
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.

Name	1-Oleoyl-2-acetyl-sn-glycerol
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

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	Signaling Pathways >> Epigenetics >> PKC Research Areas >> Metabolic Disease Signaling Pathways >> TGF-beta/Smad >> PKC
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.

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

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

868368-11-0

~97%

86390-77-4

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

868368-09-6

86390-77-4

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

868368-10-9

86390-77-4

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