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Merck
CN

94967

Sigma-Aldrich

2-cis,6-trans-Farnesol

≥95.0% (GC)

别名:

(2Z,6E)-3,7,11-Trimethyl-2,6,10-dodecatrien-1-ol, cis,trans-Farnesol

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About This Item

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

方案

≥95.0% (GC)

表单

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.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

新产品

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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
J Downward
Current opinion in genetics & development, 8(1), 49-54 (1998-04-08)
Activated Ras proteins have either positive or negative effects on the regulation of apoptosis depending on cell type and other factors. In part, this is due to the ability of Ras to control directly multiple effector pathways, including PI3-kinase, which
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
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
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

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