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Merck
CN

46193

Sigma-Aldrich

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:
106-28-5
Molecular Weight:
222.37
Beilstein:
1723039
MDL number:
MFCD00002918
UNSPSC Code:
12352100
PubChem Substance ID:
24869919

Key Documents

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grade

purum

Assay

≥95.0% (GC)

refractive index

n20/D 1.490 (lit.)
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

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Other Notes

A sesquiterpene alcohol found in many essential oils.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

Hazard Classifications

Skin Sens. 1

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

204.8 °F - closed cup

Flash Point(C)

96.00 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
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
Interconversion of trans, trans and cis, trans farnesol by enzymes from Andrographis.
Overton KH and Roberts FM.
Phytochemistry, 13(12), 2741-2743 (1974)
Synthesis of cecropia juvenile hormone from trans,trans-farnesol.
E E van Tamelen et al.
Journal of the American Chemical Society, 92(3), 737-738 (1970-02-11)
Fu Chen et al.
Antimicrobial agents and chemotherapy, 53(11), 4898-4902 (2009-08-26)
Maintenance of the effective local concentration of antimicrobials on the tooth surface is critical for the management of cariogenic bacteria in the oral cavity. We report on the design of a simple tooth-binding micellar drug delivery platform that would effectively
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