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223735

Sigma-Aldrich

Coniferyl alcohol

98%

Synonym(s):

3-(4-Hydroxy-3-methoxyphenyl)-2-propen-1-ol, 4-Hydroxy-3-methoxycinnamyl alcohol

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About This Item

Linear Formula:
HOC6H3(OCH3)CH=CHCH2OH
CAS Number:
458-35-5
Molecular Weight:
180.20
Beilstein:
2048961
EC Number:
207-277-9
MDL number:
MFCD00002922
UNSPSC Code:
12352100
PubChem Substance ID:
24853400
NACRES:
NA.22

Assay

98%

form

solid

bp

163-165 °C/3 mmHg (lit.)

mp

75-80 °C (lit.)

solubility

alcohol: moderately soluble(lit.)
diethyl ether: freely soluble(lit.)
water: insoluble (almost)

storage temp.

−20°C

SMILES string

COc1cc(\C=C\CO)ccc1O

InChI

1S/C10H12O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-5,7,11-12H,6H2,1H3/b3-2+

InChI key

JMFRWRFFLBVWSI-NSCUHMNNSA-N

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General description

Coniferyl alcohol is one of the preferred substrate of the eucalpytus globus enzyme.

Application

Coniferyl alcohol was used as a fungal growth inhibitor.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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José Renán García et al.
Plant cell reports, 33(8), 1263-1274 (2014-04-17)
The gene coding for F5H from Eucalyptus globulus was cloned and used to transform an f5h -mutant of Arabidopsis thaliana , which was complemented, thus verifying the identity of the cloned gene. Coniferaldehyde 5-hydroxylase (F5H; EC 1.14.13) is a cytochrome
Stefanie König et al.
The New phytologist, 202(3), 823-837 (2014-02-04)
Verticillium longisporum is a soil-borne vascular pathogen causing economic loss in rape. Using the model plant Arabidopsis this study analyzed metabolic changes upon fungal infection in order to identify possible defense strategies of Brassicaceae against this fungus. Metabolite fingerprinting identified
Guilhem Reyt et al.
Nature communications, 12(1), 2320-2320 (2021-04-21)
Lignin is a complex polymer deposited in the cell wall of specialised plant cells, where it provides essential cellular functions. Plants coordinate timing, location, abundance and composition of lignin deposition in response to endogenous and exogenous cues. In roots, a
Paula Oyarce et al.
Nature plants, 5(2), 225-237 (2019-01-30)
Lignin is the main cause of lignocellulosic biomass recalcitrance to industrial enzymatic hydrolysis. By partially replacing the traditional lignin monomers by alternative ones, lignin extractability can be enhanced. To design a lignin that is easier to degrade under alkaline conditions
Hsi-Chuan Chen et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(52), 21253-21258 (2011-12-14)
The hydroxylation of 4- and 3-ring carbons of cinnamic acid derivatives during monolignol biosynthesis are key steps that determine the structure and properties of lignin. Individual enzymes have been thought to catalyze these reactions. In stem differentiating xylem (SDX) of
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