Cannabaceae

Flavan-4-ol
Chemical structure of flavan-4-ol
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)
  • 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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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

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Metabolism

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

Spectral data

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

References

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  1. ^ Styles, E. D., & Ceska, O. (1977). The genetic control of flavonoid synthesis in maize. Canadian Journal of Genetics and Cytology, 19(2), 289–302. doi:10.1139/g77-032
  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" (PDF). Journal of Agricultural and Food Chemistry. 39 (6): 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 (2): 265–268. doi:10.1021/np050191p.
  4. ^ Sekhon, Rajandeep S.; Chopra, Surinder (2009). "Progressive Loss of DNA Methylation Releases Epigenetic Gene Silencing from a Tandemly Repeated Maize Myb Gene". Genetics. 181: 81–91. doi:10.1534/genetics.108.097170. PMC 2621191.

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

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