404586
Sinapyl alcohol
technical grade, 80%
Sinónimos:
4-Hydroxy-3,5-dimethoxycinnamyl alcohol
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About This Item
Fórmula lineal:
HOC6H2(OCH3)2CH=CHCH2OH
Número de CAS:
Peso molecular:
210.23
Número MDL:
Código UNSPSC:
12352100
ID de la sustancia en PubChem:
NACRES:
NA.22
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Productos recomendados
grado
technical grade
Ensayo
80%
Formulario
solid
mp
61-65 °C (lit.)
grupo funcional
hydroxyl
temp. de almacenamiento
2-8°C
cadena SMILES
COc1cc(\C=C\CO)cc(OC)c1O
InChI
1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+
Clave InChI
LZFOPEXOUVTGJS-ONEGZZNKSA-N
Descripción general
Sinapyl alcohol, a monolignol, is a primary lignin monomer.[1] It has been evaluated for anti-inflammatory and antinociceptive activities.[2] It participates in the initial stages in the biosynthesis of lignin.[3] Coupling reactions of sinapyl alcohol and sinapyl p-hydroxybenzoate has been reported.[4] Preparation of sinapyl alcohol by selective 1,2-reduction of corresponding cinnamate esters using diisobutylaluminium hydride as reducing agent has been studied.[5]
Aplicación
Sinapyl alcohol may be employed in the preparation of lignin, a highly stable biopolymer.[6]
Palabra de señalización
Warning
Frases de peligro
Consejos de prudencia
Clasificaciones de peligro
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Órganos de actuación
Respiratory system
Código de clase de almacenamiento
11 - Combustible Solids
Clase de riesgo para el agua (WGK)
WGK 3
Punto de inflamabilidad (°F)
Not applicable
Punto de inflamabilidad (°C)
Not applicable
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Jun Shigeto et al.
Journal of plant research, 130(1), 203-210 (2016-11-27)
Most of the known 4-coumarate:coenzyme A ligase (4CL) isoforms lack CoA-ligation activity for sinapic acid. Therefore, there is some doubt as to whether sinapic acid contributes to sinapyl alcohol biosynthesis. In this study, we characterized the enzyme activity of a
A possible mechanism for the oxidation of sinapyl alcohol by peroxidase-dependent reactions in the apoplast: enhancement of the oxidation by hydroxycinnamic acids and components of the apoplast.
Takahama U, et al.
Plant Physiology, 37(4), 499-504 (1996)
Toshiyuki Tanaka et al.
Plant physiology, 178(2), 552-564 (2018-08-22)
Green leaf volatiles (GLVs), including six-carbon (C6) aldehydes, alcohols, and esters, are formed when plant tissues are damaged. GLVs play roles in direct plant defense at wound sites, indirect plant defense via the attraction of herbivore predators, and plant-plant communication.
Eng-Kiat Lim et al.
FEBS letters, 579(13), 2802-2806 (2005-05-24)
This study describes the substrate recognition profile of UGT72E1, an UDP-glucose:glycosyltransferase of Arabidopsis thaliana that is the third member of a branch of glycosyltransferases, capable of conjugating lignin monomers and related metabolites. The data show that UGT72E1, in contrast to
Jongwon Choi et al.
Planta medica, 70(11), 1027-1032 (2004-11-19)
In the present study, syringin, isolated by activity-guided fractionation of the ethyl acetate (EtOAc) extracts of the stem bark of Magnolia sieboldii, and sinapyl alcohol, the hydrolysate of syringin, were evaluated for anti-inflammatory and antinociceptive activities. Sinapyl alcohol (20, 30
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