All Photos(2)

O6754

Sigma-Aldrich

1-Oleoyl-2-acetyl-sn-glycerol

≥97% (TLC), oil

Synonym(s):
(9Z)-9-Octadecenoic acid (2S)-2-(acetyloxy)-3-hydroxypropyl ester, OAG, 1-(cis-9-Octadecenoyl)-2-acetyl-sn-glycerol, DG(18:1(9Z)/2:0/0:0), 2-Acetyl-1-oleoyl-sn-glycerol
Empirical Formula (Hill Notation):
C23H42O5
CAS Number:
Molecular Weight:
398.58
Beilstein:
8168731
MDL number:
PubChem Substance ID:
NACRES:
NA.25

Quality Level

biological source

synthetic (organic)

assay

≥97% (TLC)

form

oil

solubility

ethanol: 20 mg/mL (lit.)(lit.)
DMSO: soluble (lit.)(lit.)

functional group

ketone

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@H](CO)OC(C)=O

InChI

1S/C23H42O5/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)27-20-22(19-24)28-21(2)25/h10-11,22,24H,3-9,12-20H2,1-2H3/b11-10-/t22-/m0/s1

InChI key

PWTCCMJTPHCGMS-YRBAHSOBSA-N

Gene Information

human ... PRKCA(5578)

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Related Categories

Packaging

5, 10, 25 mg in ampule

Biochem/physiol Actions

1-Oleoyl-2-acetyl-sn-glycerol is a synthetic, cell permeable diacylglycerol analog. It is often used as an activator of calcium-dependent protein kinase C (PKC).

Caution

Some isomerization may occur during storage or in solution.

Storage Class Code

12 - Non Combustible Liquids

WGK Germany

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

Certificate of Analysis

Certificate of Origin

Kathryn P Burdon et al.
American journal of ophthalmology, 159(1), 31-36 (2014-09-23)
To determine if open-angle glaucoma (OAG)-associated single nucleotide polymorphisms (SNPs) are associated with incident glaucoma and if such genetic information is useful in OAG risk prediction. Case-control from within a population-based longitudinal study. study population: Individuals aged over 49 years...
Meng Zhu et al.
Nature communications, 8(1), 921-921 (2017-10-17)
Establishment of cell polarity in the mammalian embryo is fundamental for the first cell fate decision that sets aside progenitor cells for both the new organism and the placenta. Yet the sequence of events and molecular mechanism that trigger this...
Christian Feisst et al.
Cellular and molecular life sciences : CMLS, 66(16), 2759-2771 (2009-07-07)
We previously showed that, in vitro, hyperforin from St. John's wort (Hypericum perforatum) inhibits 5-lipoxygenase (5-LO), the key enzyme in leukotriene biosynthesis. Here, we demonstrate that hyperforin possesses a novel and unique molecular pharmacological profile as a 5-LO inhibitor with...
Saifur Rahman et al.
Scientific reports, 7(1), 12881-12881 (2017-10-19)
The store-operated calcium entry (SOCE) pathway is an important route for generating cytosolic Ca
Tom Litjens et al.
The Biochemical journal, 405(2), 269-276 (2007-04-17)
Repetitive hormone-induced changes in concentration of free cytoplasmic Ca2+ in hepatocytes require Ca2+ entry through receptor-activated Ca2+ channels and SOCs (store-operated Ca2+ channels). SOCs are activated by a decrease in Ca2+ concentration in the intracellular Ca2+ stores, but the molecular...

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