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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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Properties

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)

Description

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.

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Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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Certificates of Analysis (COA)

Lot/Batch Number

0000445701

0000344887

0000344888

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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

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Global Trade Item Number

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