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E3385

Sigma-Aldrich

Erucic acid

≥99% (capillary GC)

Synonym(s):

cis-Erucic acid, cis-13-Docosenoic acid, Prifac 2990

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About This Item

Linear Formula:
CH3(CH2)7CH=CH(CH2)11COOH
CAS Number:
Molecular Weight:
338.57
Beilstein:
1728049
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
NACRES:
NA.25

biological source

synthetic (organic)

Assay

≥99% (capillary GC)

form

powder

bp

358 °C/400 mmHg (lit.)

mp

28-32 °C (lit.)

functional group

carboxylic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCCCC(O)=O

InChI

1S/C22H42O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22(23)24/h9-10H,2-8,11-21H2,1H3,(H,23,24)/b10-9-

InChI key

DPUOLQHDNGRHBS-KTKRTIGZSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Peter Rzehak et al.
Clinical nutrition (Edinburgh, Scotland), 30(3), 339-345 (2010-12-07)
Canola oil is a variety of rapeseed oil low in erucic acid (<2%). For many years, canola oil has been widely used as an ingredient in infant formula in Europe, but not in North America due to safety concerns. A
Ujjal K Nath et al.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 118(4), 765-773 (2008-12-04)
High erucic acid rapeseed (HEAR) oil is of interest for industrial purposes because erucic acid (22:1) and its derivatives are important renewable raw materials for the oleochemical industry. Currently available cultivars contain only about 50% erucic acid in the seed
Shiva Shanker Kaki et al.
Biotechnology and bioengineering, 110(1), 78-86 (2012-07-20)
The enzymatic conversion of mixtures of multiple substrates was studied quantitatively, based on established methodology used for the enzymatic kinetic resolution of racemic mixtures, involving the use of competitive factors: ratios of specificity constants (k(cat)/K(M)) of substrate pairs. The competitive
Arun Jagannath et al.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 122(6), 1091-1103 (2010-12-29)
Oil content and oil quality fractions (viz., oleic, linoleic and linolenic acid) are strongly influenced by the erucic acid pathway in oilseed Brassicas. Low levels of erucic acid in seed oil increases oleic acid content to nutritionally desirable levels, but
Gang Wu et al.
TAG. Theoretical and applied genetics. Theoretische und angewandte Genetik, 116(4), 491-499 (2007-12-14)
The fatty acid elongase 1 (FAE1) gene is a key gene in the erucic acid biosynthesis in rapeseed. The complete coding sequences of the FAE1 gene were isolated separately from eight high and zero erucic acid rapeseed cultivars (Brassica napus

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