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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:
Molecular Weight:
262.43
Beilstein:
1781239
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

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

Regulatory Information

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Do N Dai et al.
Natural product communications, 9(9), 1359-1360 (2015-04-29)
Fresh leaves of Actephila excelsa (Dazl.) Muell. from Vietnam were steam distilled to produce an oil in a yield of 0.15% (v/w). The essential oil was analyzed by a combination of capillary gas chromatography-flame ionization detection (GC-FID) and gas chromatography
Anuraag Muralidharan et al.
Life sciences, 208, 149-160 (2018-07-23)
Pervasiveness of Alzheimer's disease (AD) across the globe is on rise, devitalizing the essential brain functions of the afflicted individual. Multiple neurological pathways viz., cholinergic, amyloidogenic and tau protein pathways underlying the disease and interdependence make it more complex to
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 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
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

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