Skip to Content
Merck
All Photos(2)

Documents

O6754

Sigma-Aldrich

1-Oleoyl-2-acetyl-sn-glycerol

≥97% (TLC), oil

Synonym(s):

(9Z)-9-Octadecenoic acid (2S)-2-(acetyloxy)-3-hydroxypropyl ester, 1-(cis-9-Octadecenoyl)-2-acetyl-sn-glycerol, 2-Acetyl-1-oleoyl-sn-glycerol, DG(18:1(9Z)/2:0/0:0), OAG

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C23H42O5
CAS Number:
86390-77-4
Molecular Weight:
398.58
Beilstein:
8168731
MDL number:
MFCD00166985
UNSPSC Code:
12352211
PubChem Substance ID:
24898039
NACRES:
NA.25

biological source

synthetic (organic)

Quality Level

200

Assay

≥97% (TLC)

form

oil

solubility

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

functional group

ketone

lipid type

neutral glycerides

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)

Looking for similar products? Visit Product Comparison Guide

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

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
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
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
Qingjie Wang et al.
Molecular medicine reports, 13(2), 1577-1585 (2016-01-01)
Hypoxia induces pulmonary vasoconstriction and reconstruction in the pulmonary arteries and pulmonary veins (PVs), and elevation of intracellular calcium concentration ([Ca2+]i) is a primary factor of these processes. In the present study, the role of transient receptor potential cation channels
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service