Flavan-4-ol

Chemical compound From Wikipedia, the free encyclopedia

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]

Quick facts Names, Identifiers ...
Flavan-4-ol
Chemical structure of flavan-4-ol
Chemical structure of flavan-4-ol
Chemical structure of flavan-4-ol in ball-and-stick model
Chemical structure of flavan-4-ol in ball-and-stick model
Names
IUPAC name
Flavan-4-ol
Systematic IUPAC name
2-Phenyl-3,4-dihydro-2H-1-benzopyran-4-ol
Other names
2-Phenylchroman-4-ol
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C15H14O2/c16-13-10-15(11-6-2-1-3-7-11)17-14-9-5-4-8-12(13)14/h1-9,13,15-16H,10H2
    Key: YTMFRMLVZQOBDR-UHFFFAOYSA-N
  • C1C(C2=CC=CC=C2OC1C3=CC=CC=C3)O
Properties
C15H14O2
Molar mass 226.275 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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 data

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

References

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