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P8750

Sigma-Aldrich

Petroselinic acid

≥99%, powder

Synonym(s):

5-Heptadecylene-1-carboxylic acid, 6-Octadecylenic acid, cis-6-Octadecenoic acid, C18:1n-12

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About This Item

Empirical Formula (Hill Notation):
C18H34O2
CAS Number:
593-39-5
Molecular Weight:
282.46
EC Number:
209-789-8
MDL number:
MFCD00046561
UNSPSC Code:
12352211
PubChem Substance ID:
24898972
NACRES:
NA.25

Assay

≥99%

form

powder

color

white

functional group

carboxylic acid

lipid type

unsaturated FAs

shipped in

ambient

storage temp.

−20°C

SMILES string

CCCCCCCCCCC\C=C/CCCCC(O)=O

InChI

1S/C18H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h12-13H,2-11,14-17H2,1H3,(H,19,20)/b13-12-

InChI key

CNVZJPUDSLNTQU-SEYXRHQNSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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N Weber et al.
The Journal of nutrition, 129(12), 2206-2211 (1999-11-26)
Earlier feeding studies of rats revealed that petroselinic acid [18:1(n-12)] from triacylglycerols of coriander (Coriandrum sativum) oil is extensively incorporated into the lipids of heart and liver and metabolized via beta-oxidation and chain elongation. We report here the composition and
P de Waard et al.
The Journal of biological chemistry, 268(1), 315-319 (1993-01-05)
Poly(3-hydroxyalkanoates) (PHAs) were isolated from Pseudomonas putida KT2442 cultivated on petroselenic acid, oleic acid, and linoleic acid to study beta-oxidation of unsaturated fatty acids. Both saturated and unsaturated medium chain length 3-hydroxy fatty acids were found to be constituents of
Mi Chung Suh et al.
Planta, 215(4), 584-595 (2002-08-13)
Unusual monounsaturated fatty acids are major constituents (greater than 80%) in seeds of Coriandrum sativum L. (coriander) and Thunbergia alata Bojer, as well as in glandular trichomes (greater than 80% derived products) of Pelargonium x hortorum (geranium). These diverged fatty
Petroselinic acid biosynthesis and production in transgenic plants.
E B Cahoon et al.
Progress in lipid research, 33(1-2), 155-163 (1994-01-01)
C W van Roermund et al.
The EMBO journal, 17(3), 677-687 (1998-03-14)
The beta-oxidation of saturated fatty acids in Saccharomyces cerevisiae is confined exclusively to the peroxisomal compartment of the cell. Processing of mono- and polyunsaturated fatty acids with the double bond at an even position requires, in addition to the basic
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