所有图片(1)
别名:
(2Z,6E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol, cis,trans-Farnesol
经验公式（希尔记法）:
C15H26O
CAS号:
分子量:
222.37
Beilstein:
1723038
MDL编号:
UNSPSC代码:
12352202
PubChem化学物质编号:
NACRES:
NA.25
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检测方案
≥95.0% (GC)
形式
liquid
储存温度
−20°C
SMILES字符串
C\C(C)=C\CC\C(C)=C\CC\C(C)=C/CO
InChI
1S/C15H26O/c1-13(2)7-5-8-14(3)9-6-10-15(4)11-12-16/h7,9,11,16H,5-6,8,10,12H2,1-4H3/b14-9+,15-11-
InChI key
CRDAMVZIKSXKFV-PVMFERMNSA-N
生化/生理作用
Farnesol is an acyclic sesquiterpene alcohol, with four possible isomers, the E/E-isomer being the most common in nature. It was found to have different biological functions, for example to act as a quorum-sensing molecule to suppress filamentation in the fungus Candida albicans; and to have antibacterial effects against Staphylococcus aureus, including promotion of potassium ion leakage. Its derivatives are involved in the a-factor mating peptide of the dodecapeptide pheromone found in Saccharomyces cerevisiae. The biological activity of farnesol and FPP analogues are investigated in cancer research. 2-cis,6-trans-Farnesol is a metabolite in the sesquiterpenoid and triterpenoid biosynthesis, a reactant of farnesol 2-isomerase (EC: 5.2.1.9)
包装
Bottomless glass bottle. Contents are inside inserted fused cone.
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
法规信息
新产品
H Xie et al.
The Journal of organic chemistry, 65(25), 8552-8563 (2000-12-12)
The a-factor of Saccharomyces cerevisiae is a dodecapeptide pheromone (YIIKGVFWDPAC(Farnesyl)-OCH(3), 1), in which post-translational modification with a farnesyl isoprenoid and carboxymethyl group is required for full biological activity. This peptide has been used as a model system to explore the
Yoshihiro Inoue et al.
FEMS microbiology letters, 237(2), 325-331 (2004-08-24)
The study was made of the antibacterial effects of three terpene alcohols on Staphylococcus aureus, focusing on the leakage of K+ ions and toxicity over time. The leakage of K+ ions was monitored continuously with a K+-electrode. Our results suggested
Roman Shchepin et al.
Chemistry & biology, 10(8), 743-750 (2003-09-05)
The dimorphic fungus Candida albicans produces extracellular farnesol (3,7,11-trimethyl-2,6,10-dodecatriene-1-ol) which acts as a quorum-sensing molecule (QSM) to suppress filamentation. Of four possible geometric isomers of farnesol, only the E,E isomer possesses QSM activity. We tested 40 natural and synthetic analogs
R J Hohl et al.
Lipids, 33(1), 39-46 (1998-02-21)
This investigation compares the effects of three farnesyl pyrophosphate analogs on selected aspects of isoprenoid metabolism. E,E-alpha-Hydroxyfarnesylphosphonate was prepared by an improved variation on a literature synthesis, which also gave access to the new Z,E-alpha-hydroxyfarnesyl- and alpha-hydroxygeranylphosphonates. A striking find
José S Yu et al.
Organic letters, 7(22), 4803-4806 (2005-10-21)
[structure: see text] The four olefin stereoisomers of farnesol have been synthesized from readily available nerylacetone or commercial geranylacetone. A new variation on the use of beta-oxido ylides favored the (2Z)-stereoisomers, whereas the (2E)-isomers were obtained through a classical Horner-Wadsworth-Emmons
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