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R8750

Sigma-Aldrich

Methyl ricinoleate

≥99% (GC)

Synonym(s):

(R)-12-Hydroxy-cis-9-octadecenoic acid methyl ester, Methyl 12-hydroxyoleate, Ricinoleic acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C19H36O3
CAS Number:
141-24-2
Molecular Weight:
312.49
Beilstein:
6132055
EC Number:
205-472-3
MDL number:
MFCD00046712
UNSPSC Code:
12352211
PubChem Substance ID:
24899409
NACRES:
NA.25

Assay

≥99% (GC)

form

liquid

functional group

ester

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

O=C(OC)CCCCCCC/C=C\C[C@H](O)CCCCCC

InChI

1S/C19H36O3/c1-3-4-5-12-15-18(20)16-13-10-8-6-7-9-11-14-17-19(21)22-2/h10,13,18,20H,3-9,11-12,14-17H2,1-2H3/b13-10-/t18-/m1/s1

InChI key

XKGDWZQXVZSXAO-ADYSOMBNSA-N

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Packaging

Sealed ampule.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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A Endrizzi et al.
Journal of basic microbiology, 35(5), 285-292 (1995-01-01)
The capacity of several strains of yeasts to do the bioconversion of methyl ricinoleate into gamma-decalactone, was studied in a medium containing this methylic ester of fatty acid as sole carbon source. Amongst the strains which are able to do
David S Wunschel et al.
The Analyst, 137(9), 2077-2085 (2012-03-15)
The investigation of crimes involving chemical or biological agents is infrequent, but presents unique analytical challenges. The protein toxin ricin is encountered more frequently than other agents and is found in the seeds of Ricinus communis, commonly known as the
Y Waché et al.
Letters in applied microbiology, 30(3), 183-187 (2000-04-04)
Size of methyl ricinoleate droplets during biotransformation into gamma-decalactone by Yarrowia lipolytica was measured in both homogenized and non-homogenized media. In non-homogenized but shaken medium, droplets had an average volume surface diameter d32 of 2.5 microm whereas it was 0.7
J T Lin et al.
Lipids, 35(5), 481-486 (2000-07-25)
We have examined the role of 2-oleoyl-PE (phosphatidylethanolamine) in the biosynthesis of triacylglycerols (TAG) by castor microsomes. In castor microsomal incubation, the label from 14C-oleate of 1-palmitoyl-2-[1-(14)C]oleoyl-sn-glycero-3-phosphoethanolamine is incorporated into TAG containing ricinoleate. The enzyme characteristics, such as optimal pH
Y Waché et al.
Applied and environmental microbiology, 67(12), 5700-5704 (2001-11-28)
Some microorganisms can transform methyl ricinoleate into gamma-decalactone, a valuable aroma compound, but yields of the bioconversion are low due to (i) incomplete conversion of ricinoleate (C(18)) to the C(10) precursor of gamma-decalactone, (ii) accumulation of other lactones (3-hydroxy-gamma-decalactone and
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