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Coniferyl aldehyde information


Coniferyl aldehyde
Chemical structure of trans-coniferyl aldehyde
Names
IUPAC names
(Z)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
(E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enal
Other names
coniferaldehyde
cis-coniferyl aldehyde
trans-coniferyl aldehyde
Identifiers
CAS Number
  • 458-36-6 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:16547
ChEMBL
  • ChEMBL242529
ChemSpider
  • 4444167
ECHA InfoCard 100.006.618 Edit this at Wikidata
PubChem CID
  • 5352904
  • 5280536
UNII
  • 06TPT01AD5 checkY
CompTox Dashboard (EPA)
  • DTXSID8075047 Edit this at Wikidata
InChI
  • InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
SMILES
  • COC1=C(C=CC(=C1)C=CC=O)O
Properties
Chemical formula
C10H10O3
Molar mass 178.187 g·mol−1
Density 1.186 g/mL
Melting point 80 °C (176 °F; 353 K)
Boiling point 338.8 °C (641.8 °F; 612.0 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Coniferyl aldehyde is an organic compound with the formula HO(CH3O)C6H3CH=CHCHO. It is a derivative of cinnamaldehyde, featuring 4-hydroxy and 3-methoxy substituents. It is a major precursor to lignin.[1][2]

  1. ^ Boerjan, Wout; Ralph, John; Baucher, Marie (2003). "Lignin Biosynthesis". Annual Review of Plant Biology. 54: 519–546. doi:10.1146/annurev.arplant.54.031902.134938. PMID 14503002.
  2. ^ Li, Laigeng; Cheng, Xiao Fei; Leshkevich, Jacqueline; Umezawa, Toshiaki; Harding, Scott A.; Chiang, Vincent L. (2001). "The Last Step of Syringyl Monolignol Biosynthesis in Angiosperms is Regulated by a Novel Gene Encoding Sinapyl Alcohol Dehydrogenase". The Plant Cell. 13 (7): 1567–1586. doi:10.1105/tpc.010111. PMC 139549. PMID 11449052.

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Coniferyl aldehyde

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styraciflua), coniferyl aldehyde is a precursor to sinapaldehyde via hydroxylation mediated by coniferyl aldehyde 5-hydroxylase. Coniferyl aldehyde is reduced...

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Coniferyl alcohol

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monomers, are found in angiosperm plants and grasses. Coniferyl alcohol is produced from coniferyl aldehyde by the action of dehydrogenase enzymes. It is a...

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Sinapaldehyde

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sinapaldehyde arises in two steps from coniferyl aldehyde beginning with hydroxylation mediated by coniferyl aldehyde 5-hydroxylase. The diphenol is then...

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Phenolic content in wine

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Castavinol C4 Catechin Catechin-(4,8)-malvidin-3-O-glucoside Compound NJ2 Coniferyl aldehyde Coumaric acid Coutaric acid Cyanidin Cyanin (Cyanidin-3,5-O-diglucoside)...

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C10H10O3

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mass : 178.185 g/mol, exact mass : 178.062994 u) may refer to : Calone Coniferyl aldehyde Mellein, a dihydroisocoumarin 3,4-(Methylenedioxyphenyl)-1-propanone...

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Stereoselectivity

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found to direct the stereoselective biosynthesis of (+)-pinoresinol from coniferyl alcohol monomers. Recently, a second, enantiocomplementary dirigent protein...

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Glucoside

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in the cambium of conifer wood. Emulsin converts it into glucose and coniferyl alcohol, while oxidation gives glycovanillin, which yields with emulsin...

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Dirigent protein

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"Initial steps of the peroxidase-catalyzed polymerization of coniferyl alcohol and/or sinapyl aldehyde: capillary zone electrophoresis study of pH effect". Phytochemistry...

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Dictionary of natural phenols and polyphenols molecular formulas

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others 178.026609 C10H10O3 Coniferyl aldehyde, others 178.062994 C9H8O4 Caffeic acid, others 180.042259 C10H12O3 Coniferyl alcohol, others 180.078643...

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Phenylpropanoid

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the corresponding aldehydes, such as cinnamaldehyde. Further reduction provides monolignols including coumaryl alcohol, coniferyl alcohol, and sinapyl...

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Lignin

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gymnosperms is derived from the coniferyl alcohol, which gives rise to G upon pyrolysis. In angiosperms some of the coniferyl alcohol is converted to S. Thus...

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Eugenol

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then further reduced to coniferyl alcohol by cinnamyl-alcohol dehydrogenase (CAD) or sinapyl-alcohol dehydrogenase (SAD). Coniferyl alcohol is then converted...

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Propenyl

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derivatives feature derivatives of propenylbenzene: Anethole Asarone Carpacin Coniferyl alcohol Isoeugenol Isosafrole Methyl isoeugenol Pseudoisoeugenol Isopropenyl...

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Caffeyl alcohol

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biosynthesis of coniferyl alcohol, the conversion being effected by caffeate O-methyltransferase. Two related compounds are caffeyl aldehyde and caffeic acid...

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Biomolecule

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of most plants. It contains subunits derived from p-coumaryl alcohol, coniferyl alcohol, and sinapyl alcohol and is unusual among biomolecules in that...

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Spectrochemistry

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it is biosynthesized from three aromatic alcohols, namely P-Coumaryl, Coniferyl, and Sinapyl alcohols. Lignin is a highly branched polymer and accounts...

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