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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/REAXYS Number:
2048961
EC Number:
207-277-9
MDL number:
MFCD00002922
UNSPSC Code:
12352100
PubChem Substance ID:
24853400
NACRES:
NA.22

Quality Level

100

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

11 - Combustible Solids

wgk_germany

WGK 3

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP9345
MKCN6448
MKCK2755
MKCH4665
MKCD8322

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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
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
Chirantha P Rodrigo et al.
Journal of the American Chemical Society, 133(8), 2632-2641 (2011-02-08)
Single-conformation spectroscopy of the three lignin monomers (hereafter "monolignols") p-coumaryl alcohol (pCoumA), coniferyl alcohol (ConA), and sinapyl alcohol (SinA) has been carried out on the isolated molecules cooled in a supersonic expansion. Laser-induced fluorescence excitation, dispersed fluorescence, resonant two-photon ionization
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