46195

Sigma-Aldrich

Farnesylacetone

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

Synonym(s):
6,10,14-Trimethyl-5,9,13-pentadecatrien-2-one
Empirical Formula (Hill Notation):
C18H30O
CAS Number:
Molecular Weight:
262.43
Beilstein/REAXYS Number:
1781239
EC Number:
MDL number:
PubChem Substance ID:
Pricing and availability is not currently available.

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

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

2

Flash Point(F)

230 °F

Flash Point(C)

110 °C

Certificate of Analysis
Certificate of Origin
J F Rodes et al.
Cytometry, 19(3), 217-225 (1995-03-01)
Farnesylacetone is a natural terpene extracted from androgenic glands of the crustacean Carcinus maenas and is capable of inhibiting proliferation, notably in transformed mammalian cells. Flow cytometry with three lipophilic probes, diphenylhexatriene, trimethylammonium-diphenylhexatriene, and Nile red, has revealed modifications of...
J Dupont et al.
Biology of the cell, 67(2), 141-146 (1989-01-01)
Farnesylacetone (C18 H30 0) is a male hormone extracted from the androgenic gland of crab, Carcinus maenas. Appropriate enzymatic assays, as well as spectrophotometric studies, indicate that micromolar concentrations of farnesylacetone interact with the electron transport pathway of rat liver...
J Berreur-Bonnenfant et al.
General and comparative endocrinology, 54(3), 462-468 (1984-06-01)
Farnesylacetone, a molecule isolated from the androgenic glands of Carcinus maenas, inhibits vitellogenesis in the ovaries. Here the effect of farnesylacetone on protein and RNA synthesis in cultured organs is described. Both leucine and uridine incorporation in ovaries were inhibited...
Ashraf A Khalil et al.
Bioorganic & medicinal chemistry, 14(10), 3392-3398 (2006-02-07)
It is well established that tobacco smokers have reduced levels of monoamine oxidase activities both in the brain and peripheral organs. Furthermore, extensive evidence suggests that smokers are less prone to develop Parkinson's disease. These facts, plus the observation that...
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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