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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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
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
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)
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
Alejandro González-Benjumea et al.
Frontiers in bioengineering and biotechnology, 8, 605854-605854 (2021-01-21)
Epoxides of vegetable oils and free and methylated fatty acids are of interest for several industrial applications. In the present work, refined rapeseed, sunflower, soybean, and linseed oils, with very different profiles of mono- and poly-unsaturated fatty acids, were saponified
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