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Merck
CN

46193

trans,trans-Farnesol

purum, ≥95.0% (GC)

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)2C=CHCH2CH2C(CH3)=CHCH2CH2C(CH3)=CHCH2OH
CAS Number:
Molecular Weight:
222.37
PubChem Substance ID:
UNSPSC Code:
12352100
Beilstein/REAXYS Number:
1723039
MDL number:
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grade

purum

assay

≥95.0% (GC)

refractive index

n20/D 1.490

bp

137 °C/3 mmHg (lit.)

density

0.879 g/mL at 25 °C (lit.)

SMILES string

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-YFVJMOTDSA-N

Other Notes

A sesquiterpene alcohol found in many essential oils.


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pictograms

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signalword

Warning

hcodes

Hazard Classifications

Skin Sens. 1

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

204.8 °F - closed cup

flash_point_c

96.00 °C - closed cup

ppe

Eyeshields, Gloves

Regulatory Information

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K H Overton et al.
The Biochemical journal, 144(3), 585-592 (1974-12-01)
A cell-free system obtained from tissue cultures of Andrographis paniculata produces 2-trans,6-trans-farnesol (trans,trans-farnesol) and 2-cis,6-trans-farnesol (cis,trans-farnesol) (5:1), incorporating 10% of the radioactivity from 3R-[2-(14)C]mevalonate. There is total loss of (3)H from 3RS-[2-(14)C,(4S)-4-(3)H(1)]mevalonate and total retention from the (4R) isomer in
Jae-Gyu Jeon et al.
International journal of oral science, 3(2), 98-106 (2011-04-13)
Trans-trans farnesol (tt-farnesol) is a bioactive sesquiterpene alcohol commonly found in propolis (a beehive product) and citrus fruits, which disrupts the ability of Streptococcus mutans (S. mutans) to form virulent biofilms. In this study, we investigated whether tt-farnesol affects cell-membrane
Interconversion of trans, trans and cis, trans farnesol by enzymes from Andrographis.
Overton KH and Roberts FM.
Phytochemistry, 13(12), 2741-2743 (1974)