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537-33-7 | Sinapyl alcohol
CAS No: 537-33-7 Catalog No: AG003U9U MDL No:
Product Description
Catalog Number:
AG003U9U
Chemical Name:
Sinapyl alcohol
CAS Number:
537-33-7
Molecular Formula:
C11H14O4
Molecular Weight:
210.2265
IUPAC Name:
4-[(E)-3-hydroxyprop-1-enyl]-2,6-dimethoxyphenol
InChI:
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+
InChI Key:
LZFOPEXOUVTGJS-ONEGZZNKSA-N
SMILES:
OC/C=C/c1cc(OC)c(c(c1)OC)O
UNII:
8O6NO04SMV
Properties
Complexity:
191
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
1
Exact Mass:
210.089g/mol
Formal Charge:
0
Heavy Atom Count:
15
Hydrogen Bond Acceptor Count:
4
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
210.229g/mol
Monoisotopic Mass:
210.089g/mol
Rotatable Bond Count:
4
Topological Polar Surface Area:
58.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.3
Literature
| Title | Journal |
|---|---|
| In vitro analysis of the monolignol coupling mechanism using dehydrogenative polymerization in the presence of peroxidases and controlled feeding ratios of coniferyl and sinapyl alcohol. | Phytochemistry 20121001 |
| Phenolic compound production in relation to differentiation in cell and tissue cultures of Larrea divaricata (Cav.). | Plant science : an international journal of experimental plant biology 20120901 |
| Changes in cinnamyl alcohol dehydrogenase activities from sugarcane cultivars inoculated with Sporisorium scitamineum sporidia. | Physiologia plantarum 20120601 |
| Identifying new lignin bioengineering targets: impact of epicatechin, quercetin glycoside, and gallate derivatives on the lignification and fermentation of maize cell walls. | Journal of agricultural and food chemistry 20120523 |
| Purification and kinetic characterization of two peroxidases of Selaginella martensii Spring. involved in lignification. | Plant physiology and biochemistry : PPB 20120301 |
| Optimized refolding and characterization of S-peroxidase (CWPO_C of Populus alba) expressed in E. coli. | Protein expression and purification 20111201 |
| Growth inhibitory activities of oxyprenylated and non-prenylated naturally occurring phenylpropanoids in cancer cell lines. | Bioorganic & medicinal chemistry letters 20110715 |
| Single-conformation ultraviolet and infrared spectra of jet-cooled monolignols: p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol. | Journal of the American Chemical Society 20110302 |
| Cinnamyl alcohols and methyl esters of fatty acids from Wedelia prostrata callus cultures. | Natural product research 20110101 |
| Mathematical modeling of monolignol biosynthesis in Populus xylem. | Mathematical biosciences 20101101 |
| Arabidopsis peroxidase-catalyzed copolymerization of coniferyl and sinapyl alcohols: kinetics of an endwise process. | Phytochemistry 20101001 |
| Grass lignin acylation: p-coumaroyl transferase activity and cell wall characteristics of C3 and C4 grasses. | Planta 20090501 |
| The presence of sinapyl lignin in Ginkgo biloba cell cultures changes our views of the evolution of lignin biosynthesis. | Physiologia plantarum 20090201 |
| A potential role for sinapyl p-coumarate as a radical transfer mechanism in grass lignin formation. | Planta 20081101 |
| Novel tetrahydrofuran structures derived from beta-beta-coupling reactions involving sinapyl acetate in Kenaf lignins. | Organic & biomolecular chemistry 20081021 |
| Structural motifs of syringyl peroxidases are conserved during angiosperm evolution. | Journal of agricultural and food chemistry 20070516 |
| Evidence for a role of AtCAD 1 in lignification of elongating stems of Arabidopsis thaliana. | Planta 20061201 |
| Characterization of two laccases of loblolly pine (Pinus taeda) expressed in tobacco BY-2 cells. | Journal of plant research 20061101 |
| Characterization of the last step of lignin biosynthesis in Zinnia elegans suspension cell cultures. | FEBS letters 20060807 |
| Monolignol oxidation by xylem peroxidase isoforms of Norway spruce (Picea abies) and silver birch (Betula pendula). | Tree physiology 20060501 |
| Design, synthesis, and SAR analysis of cytotoxic sinapyl alcohol derivatives. | Bioorganic & medicinal chemistry 20060315 |
| GOLD HULL AND INTERNODE2 encodes a primarily multifunctional cinnamyl-alcohol dehydrogenase in rice. | Plant physiology 20060301 |
| Tetramethylammonium hydroxide (TMAH) thermochemolysis of lignin: behavior of 4-O-etherified cinnamyl alcohols and aldehydes. | Journal of agricultural and food chemistry 20051116 |
| CINNAMYL ALCOHOL DEHYDROGENASE-C and -D are the primary genes involved in lignin biosynthesis in the floral stem of Arabidopsis. | The Plant cell 20050701 |
| Simplified preparation of coniferyl and sinapyl alcohols. | Journal of agricultural and food chemistry 20050504 |
| Anti-inflammatory and antinociceptive effects of sinapyl alcohol and its glucoside syringin. | Planta medica 20041101 |
| Preparation and relevance of a cross-coupling product between sinapyl alcohol and sinapyl p-hydroxybenzoate. | Organic & biomolecular chemistry 20041021 |
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