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O6754

1-Oleoyl-2-acetyl-sn-glycerol

Name: 1-Oleoyl-2-acetyl-<I>sn</I>-glycerol
Brand: SIGMA

≥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

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₄₂O₅

CAS Number:

86390-77-4

Molecular Weight:

398.58

UNSPSC Code:

12352211

NACRES:

NA.25

PubChem Substance ID:

24898039

MDL number:

MFCD00166985

Beilstein/REAXYS Number:

8168731

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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)

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Related Categories

Biochemicals

Coenzymes

Proteins & Enzymes

Chemistry & Biochemicals

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).

Disclaimer

Some isomerization may occur during storage or in solution.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000445701

0000344887

0000344888

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Lipidomic Analysis of Cells and Extracellular Vesicles from High- and Low-Metastatic Triple-Negative Breast Cancer.

Nao Nishida-Aoki et al.

Metabolites, 10(2) (2020-02-20)

Extracellular vesicles (EVs) are lipid bilayer nanovesicles secreted from almost all cells including cancer. Cancer-derived EVs contribute to cancer progression and malignancy via educating the surrounding normal cells. In breast cancer, epidemiological and experimental observations indicated that lipids are associated

Hyperforin is a novel type of 5-lipoxygenase inhibitor with high efficacy in vivo.

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

Unveiling some FDA-approved drugs as inhibitors of the store-operated Ca

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

Actomyosin polarisation through PLC-PKC triggers symmetry breaking of the mouse embryo.

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

TRPC6 is required for hypoxia-induced basal intracellular calcium concentration elevation, and for the proliferation and migration of rat distal pulmonary venous smooth muscle cells.

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

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Global Trade Item Number

SKU	GTIN
O6754-10MG	04061832950402
O6754-25MG	04061832950426
O6754-5MG	04061832950433

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