E4765
trans-9,10-Epoxystearic acid
~99% (capillary GC)
Synonym(s):
trans-9,10-Epoxyoctadecanoic acid
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About This Item
Empirical Formula (Hill Notation):
C18H34O3
CAS Number:
Molecular Weight:
298.46
UNSPSC Code:
12352211
PubChem Substance ID:
EC Number:
219-477-3
MDL number:
InChI key
IMYZYCNQZDBZBQ-UHFFFAOYSA-N
InChI
1S/C18H34O3/c1-2-3-4-5-7-10-13-16-17(21-16)14-11-8-6-9-12-15-18(19)20/h16-17H,2-15H2,1H3,(H,19,20)
SMILES string
CCCCCCCCC1OC1CCCCCCCC(O)=O
assay
~99% (capillary GC)
form
solid
functional group
carboxylic acid, epoxy
shipped in
ambient
storage temp.
−20°C
Packaging
Sealed ampule
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Determination of 9,10-epoxystearate ester in intravenous solutions stored in poly(vinyl chloride) bags, using gas chromatography-single-ion monitoring mass spectrometry.
G A Ulsaker et al.
The Analyst, 109(7), 967-968 (1984-07-01)
F Pinot et al.
Biochemical and biophysical research communications, 184(1), 183-193 (1992-04-15)
A microsomal fraction from etiolated Vicia sativa seedlings incubated aerobically with [1-14C]oleic acid (Z9-octadecenoic acid) or [1-14C]9,10-epoxystearic acid or [1-14C]9,10-dihydroxystearic acid catalyzed the NADPH-dependent formation of hydroxylated metabolites. The chemical structure of compounds formed from oleic, 9,10-epoxystearic or 9,10-dihydroxystearic acids
E Blée et al.
The Journal of biological chemistry, 267(17), 11881-11887 (1992-06-15)
Soluble epoxide hydrolase purified from soybean catalyzes trans-addition of water across the oxirane ring of cis-9,10-epoxystearic acid with inversion of configuration at the attacked carbon, yielding threo-9,10-dihydroxystearic acid. Kinetic analyses of the progress curves, obtained at low substrate concentrations (i.e.
F Müller et al.
European journal of biochemistry, 245(2), 490-496 (1997-04-15)
Mammalian soluble and microsomal epoxide hydrolases have been proposed to belong to the family of alpha/beta-hydrolase-fold enzymes. These enzymes hydrolyse their substrates by a catalytic triad, with the first step of the enzymatic reaction being the formation of a covalent
P Fahlstadius
Lipids, 23(11), 1015-1018 (1988-11-01)
Racemic cis-9,10-epoxystearic acid was isolated from total lipids of human leukocytes. Identification of the epoxy acid was based mainly on gas liquid chromatographic-mass spectrometric analysis and on its chemical conversion into threo-9,10-dihydroxystearic acid. A mass spectrometric method for quantitative determination
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