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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:
Molecular Weight:
312.49
Beilstein:
6132055
EC Number:
MDL number:
UNSPSC Code:
12352211
PubChem Substance ID:
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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Related Categories

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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M S Lie Ken Jie et al.
Lipids, 29(12), 889-892 (1994-12-01)
A novel 1-pyrroline fatty acid ester isomer (viz. 8-5-hexyl-1-pyrrolin-2-yl) octanoate) has been synthesized from methyl ricinoleate by two routes with an overall yield of 42 and 30%, respectively. Most of the reactions are carried out under concomitant ultrasonic irradiation (20
Gilles Feron et al.
FEMS microbiology letters, 250(1), 63-69 (2005-07-27)
Cell structure modifications and beta-oxidation induction were monitored in two strains of Sporidiobolus, Sp. Ruinenii and Sp. pararoseus after cultivation on ricinoleic acid methyl ester. Ultrastructural observations of the yeast before and after cultivation on fatty acid esters did not
Y Waché et al.
Applied and environmental microbiology, 66(3), 1233-1236 (2000-03-04)
We reported previously on the function of acyl coenzyme A (acyl-CoA) oxidase isozymes in the yeast Yarrowia lipolytica by investigating strains disrupted in one or several acyl-CoA oxidase-encoding genes (POX1 through POX5) (H. Wang et al., J. Bacteriol. 181:5140-5148, 1999).
G Feron et al.
FEMS microbiology letters, 149(1), 17-24 (1997-04-01)
This paper provides new information about the metabolism of various fatty acids and gamma-decalactone production by yeast. An analysis of the fatty acid composition of the yeast Sporidiobolus salmonicolor during batch production of lactone with ricinoleic acid methyl ester as
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

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