Cannabaceae

thcscience_admin
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
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.006.618 Edit this at Wikidata
UNII
  • InChI=1S/C10H10O3/c1-13-10-7-8(3-2-6-11)4-5-9(10)12/h2-7,12H,1H3/b3-2+
  • COC1=C(C=CC(=C1)C=CC=O)O
Properties
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).

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]

Biosynthetic role

[edit]

In sweetgum (Liquidambar styraciflua), coniferyl aldehyde is a precursor to sinapaldehyde via hydroxylation mediated by coniferyl aldehyde 5-hydroxylase.[3]

Coniferyl aldehyde is reduced to coniferyl alcohol by the action of dehydrogenase enzymes.[2]

It is found in Senra incana (Hibisceae). It is a low molecular weight phenol that is susceptible to extraction from cork stoppers into wine.[4]

See also

[edit]

References

[edit]
  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. ^ a b 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.
  3. ^ Osakabe, Keishi; Tsao, Cheng Chung; Li, Laigeng; Popko, Jacqueline L.; Umezawa, Toshiaki; Carraway, Daniel T.; Smeltzer, Richard H.; Joshi, Chandrashekhar P.; Chiang, Vincent L. (1999). "Coniferyl aldehyde 5-hydroxylation and methylation direct syringyl lignin biosynthesis in angiosperms". Proceedings of the National Academy of Sciences. 96 (16): 8955–8960. Bibcode:1999PNAS...96.8955O. doi:10.1073/pnas.96.16.8955. PMC 17714. PMID 10430877.
  4. ^ Conde, Elvira; Cadahía, Estrella; García-Vallejo, María Concepción; Fernández De Simón, Brígida (1998). "Polyphenolic Composition of Quercus suber Cork from Different Spanish Provenances". Journal of Agricultural and Food Chemistry. 46 (8): 3166–3171. doi:10.1021/jf970863k.
source: https://en.wikipedia.org/wiki/Coniferaldehyde

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
    View the detailed Guide of Psilotum nudum: Detailed Study Of Psilotum Nudum (Whisk Fern), Classification, Anatomy, Reproduction

Leave a Reply