Flavan-4-ol

Flavan-4-ol
IUPAC name

2-phenylchroman-4-ol
Identifiers
PubChem 439712
Properties
Molecular formula C15H14O2
Molar mass 226.27 g/mol
Exact mass 226.09938 u
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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].

Contents

Known flavan-4-ols

Metabolism

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

Spectral datas

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

References

  1. ^ Styles and Ceska, 1977
  2. ^ Flavan-4-ol concentration in leaf tissues of grain mold susceptible and resistant sorghum plants at different stages of leaf development. Ramamurthi Jambunathan, Milind S. Kherdekar, J. Agric. Food Chem., 1991, 39 (6), pp 1163–1165
  3. ^ Flavan-4-ol Glycosides from the Rhizomes of Abacopteris penangiana. Zhao Zhongxiang, Ruan Jinlan, Jin Jing, Zou Jian, Zhou Daonian, Fang Wei and Zeng Fanbo, J. Nat. Prod., 2006, 69 (2), pp 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
Types of Flavonoids
Flavonoids
Isoflavonoids
Neoflavonoids
Aurones
Other categories
Types of flavan-4ols
Flavan-4ols:
Glycosides
abacopterins A | B | C | D | Triphyllin A | 6,8-dimethyl-7-hydroxy-4‘-methoxyanthocyanidin-5-O-β-d-glucopyranoside