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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)

functional group

hydroxyl

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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Certificates of Analysis (COA)

Lot/Batch Number
MKCT5482
MKCW3109
MKCS2084
MKCP9345
MKCN6448

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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
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
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
Tuomas Hänninen et al.
Phytochemistry, 72(14-15), 1889-1895 (2011-06-03)
Wood cell wall consists of several structural components, such as cellulose, hemicelluloses and lignin, whose concentrations vary throughout the cell wall. It is a composite where semicrystalline cellulose fibrils, acting as reinforcement, are bound together by amorphous hemicelluloses and lignin
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