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D8907

Sigma-Aldrich

1,2-Dioctanoylethylene glycol

~99%

Synonym(s):

Ethylene glycol dioctanoate

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About This Item

Empirical Formula (Hill Notation):
C18H34O4
CAS Number:
Molecular Weight:
314.46
MDL number:
UNSPSC Code:
41106300
PubChem Substance ID:

assay

~99%

form

liquid

storage temp.

−20°C

SMILES string

CCCCCCCC(=O)OCCOC(=O)CCCCCCC

InChI

1S/C18H34O4/c1-3-5-7-9-11-13-17(19)21-15-16-22-18(20)14-12-10-8-6-4-2/h3-16H2,1-2H3

InChI key

HTNFLUQQANUSLR-UHFFFAOYSA-N

Biochem/physiol Actions

Potent inhibitor of sn-1,2-diacylglycerol phosphorylation in vitro.

Storage Class

12 - Non Combustible Liquids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

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M Tóth et al.
Acta physiologica Hungarica, 81(4), 341-354 (1993-01-01)
Diacylglycerols (DAG) are assumed to play intracellular signal roles in rapidly growing tissues like those present in the primordial human placenta. The aim of the present study was to gain information on the capacity of DAG-kinase and CDP-choline: DAG phosphocholine
P Nasmith et al.
Biochemical and biophysical research communications, 161(1), 95-100 (1989-05-30)
The diacylglycerol kinase inhibitors, R59022 and dioctanoylethylene glycol (diC8-eg), potentiate stimulation of the respiratory burst by the chemotactic tripeptide N-formyl-methionyl-leucyl-phenylalanine (fMLP) in human neutrophils. However, in contrast to the potentiation observed in intact cells, neither R59022 nor diC8-eg enhanced the
S Bourgoin et al.
The Journal of biological chemistry, 267(17), 11908-11916 (1992-06-15)
To determine the role of protein tyrosine phosphorylation in the activation of phospholipase D (PLD), electropermeabilized HL-60 cells labeled in [3H]alkyl-phosphatidylcholine were treated with vanadate derivatives. Micromolar concentrations of vanadyl hydroperoxide (V(4+)-OOH) induced accumulation of tyrosine-phosphorylated proteins. Concomitantly, V(4+)-OOH or
S E Severin et al.
FEBS letters, 232(2), 286-288 (1988-05-23)
Diol lipids (dioleoyl- and dioctanoylethylene glycol) at relatively low concentrations (approximately 10 microM) were found to activate significantly protein kinase C in the presence of phosphatidylserine or phosphatidylinositol. Since diol lipids are widespread minor lipid constituents of many cells [(1974)
M Tóth
Biochimica et biophysica acta, 1210(1), 105-112 (1993-12-02)
Metabolic conversion of the synthetic DAG, dioctanoylglycerol (DOCG) into the dioctanoyl species of phosphatidic acid (PADOCG) and phosphatidylcholine (PCDOCG) in minced human primordial placenta incubated with [32P]phosphate was studied. Time-course experiments performed with 0.25 mM DOCG revealed a much higher

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