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46195

Sigma-Aldrich

Farnesylacetone

technical, mixture of stereo isomers, ≥90% (GC)

Synonym(s):

6,10,14-Trimethyl-5,9,13-pentadecatrien-2-one

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About This Item

Empirical Formula (Hill Notation):
C18H30O
CAS Number:
762-29-8
Molecular Weight:
262.43
Beilstein:
1781239
EC Number:
212-097-9
MDL number:
MFCD00036517
UNSPSC Code:
12352100
PubChem Substance ID:
57650733

grade

technical

Assay

≥90% (GC)

refractive index

n20/D 1.481

density

0.88 g/mL at 20 °C (lit.)

SMILES string

C\C(C)=C\CCC(C)=CCCC(C)=CCCC(C)=O

InChI

1S/C18H30O/c1-15(2)9-6-10-16(3)11-7-12-17(4)13-8-14-18(5)19/h9,11,13H,6-8,10,12,14H2,1-5H3

InChI key

LTUMRKDLVGQMJU-UHFFFAOYSA-N

Storage Class Code

10 - Combustible liquids

WGK

WGK 2

Flash Point(F)

230.0 °F - closed cup

Flash Point(C)

110 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Lot/Batch Number
BCBM0450V

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Geonseek Ryu et al.
Archives of pharmacal research, 26(10), 796-799 (2003-11-12)
Two known farnesylacetone derivatives (1 and 2) were isolated from the Korean brown alga Sargassum sagamianum off Jeju Island, Korea. Compounds 1 and 2 were identified as (5E,10Z)-6,10,14-trimethylpentadeca-5,10-dien-2,12-dione and (5E,9E,13E)-6,10,4-trimethyl-pentadeca-5,9,13-trien-2,12-dione, respectively, by comparison with the literature data. Compounds 1 and
Substrate specificity of undecaprenyl pyrophophate synthetase from Lactobacillus plantarum.
Baba T and Allen Jr CA.
Biochemistry, 17(26), 5598-5604 (1978)
Byong-Gon Park et al.
Bioorganic & medicinal chemistry letters, 18(24), 6324-6326 (2008-11-14)
Two farnesylacetones, 311 and 312, major active constituents of Sargassum siliquastrum collected from the coast of the East Sea in Korea, showed a moderate vasodilatation effect on the basilar arteries of rabbits. Therefore, treatment with farnesylacetones 311 and 312 may
Inhibition of transmethylases by unsaturated carbonyl derivatives.
M Rojas et al.
Die Naturwissenschaften, 67(12), 607-608 (1980-12-01)
Catalytic Epoxypolyene Cyclization via Radicals: A Simple Total Synthesis of Sclareol Oxide and its 8Epimer.
Gansauer A, et al.
Synthesis, 2151-2154 (2006)
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