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46195

Sigma-Aldrich

Farnesylacetone

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

Sinónimos:

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

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About This Item

Fórmula empírica (notación de Hill):
C18H30O
Número de CAS:
762-29-8
Peso molecular:
262.43
Beilstein/REAXYS Number:
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

10 - Combustible liquids

wgk_germany

WGK 2

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

Eyeshields, Gloves

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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
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
Substrate specificity of undecaprenyl pyrophophate synthetase from Lactobacillus plantarum.
Baba T and Allen Jr CA.
Biochemistry, 17(26), 5598-5604 (1978)
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
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