Flavan-4-ol

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Flavan-4-ol
Chemical structure of flavan-4-ol
Names
IUPAC name
2-phenylchroman-4-ol
Identifiers
Properties
C15H14O2
Molar mass 226.27 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

The flavan-4-ols (3-deoxyflavonoids) are flavone-derived alcohols and a family of flavonoids. Flavan-4-ols are colorless precursor compounds that polymerize to form red phlobaphene pigments,[1] they can be found in the sorghum.[2] Glycosides (abacopterins A, B, C and D together with triphyllin A and 6,8-dimethyl-7-hydroxy-4‘-methoxyanthocyanidin-5-O-β-d-glucopyranoside) can be isolated from a methanol extract of the rhizomes of Abacopteris penangiana.[3]

Known flavan-4-ols[edit]

Metabolism[edit]

Flavanone 4-reductase is an enzyme that uses (2S)-flavan-4-ol and NADP+ to produce (2S)-flavanone, NADPH, and H+.

Spectral data[edit]

These compounds have absorption maxima of 564 nm.[4]

References[edit]

  1. ^ Styles and Ceska, 1977
  2. ^ Jambunathan, Ramamurthi; Kherdekar, Milind S. (1991). "Flavan-4-ol concentration in leaf tissues of grain mold susceptible and resistant sorghum plants at different stages of leaf development". Journal of Agricultural and Food Chemistry. 39: 1163–1165. doi:10.1021/jf00006a035. 
  3. ^ Zhao, Zhongxiang (2006). "Flavan-4-ol Glycosides from the Rhizomes of Abacopteris p enangiana". Journal of Natural Products. 69: 265–268. doi:10.1021/np050191p. 
  4. ^ Progressive Loss of DNA Methylation Releases Epigenetic Gene Silencing From a Tandemly Repeated Maize Myb Gene. Rajandeep S. Sekhon1 and Surinder Chopra Genetics, Vol. 181, 81-91, January 2009