Classification Term: 1918

Flavan-3-ols (ontology term: CHEMONTID:0003012)

Flavans that bear and hydroxyl group at position 3 (B ring), but not at position 4." [PMID:12430722]

found 7 associated metabolites at category metabolite taxonomy ontology rank level.

Ancestor: Flavans

Child Taxonomies: Catechins

3,3',4',7-Tetrahydroxyflavan

2-(3,4-Dihydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,7-diol, 9ci

C15H14O5 (274.0841)


Quebrachocatechin, of undetd. stereochem., isolated from Quebracho in 1934. Quebrachocatechol is isolated from quebrach

   

(-)-Epiafzelechin

(2R,3R)-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C15H14O5 (274.0841)


(-)-Epiafzelechin is found in fruits. (-)-Epiafzelechin is a constituent of Actinidia chinensis (kiwi fruit) and Juniperus communis (juniper) Constituent of Actinidia chinensis (kiwi fruit) and Juniperus communis (juniper). (-)-Epiafzelechin is found in kiwi, tea, and fruits.

   

Flavan-3-ol

3,4-Dihydro-2-phenyl-2H-1-benzopyran-3-ol

C15H14O2 (226.0994)


   

Afzelechin 7-apioside

7-{[3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5-diol

C20H22O9 (406.1264)


Afzelechin 7-apioside is a constituent of rhizomes of Polypodium glycyrrhiza (licorice fern)

   

Theaflavin-3-gallate

(2R,3R)-5,7-dihydroxy-2-{3,4,6-trihydroxy-5-oxo-8-[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-2-yl]-5H-benzo[7]annulen-2-yl}-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

C36H28O16 (716.1377)


Theaflavin-3-gallate is a theaflavins (a black tea extract) complex. It is one of the major black tea polyphenols. Research results show that it may be responsible for the chemopreventive activity in black tea extracts (PMID: 11103814). Constituent of black tea and commercial oolong tea

   

(-)-Epiafzelechin 3-gallate

(2R,3R)-5,7-dihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3-yl 3,4,5-trihydroxybenzoate

C22H18O9 (426.0951)


(-)-Epiafzelechin 3-gallate is found in tea. (-)-Epiafzelechin 3-gallate is isolated from Camellia sinensis var. assamica (oolong tea). Isolated from Camellia sinensis variety assamica (oolong tea). (-)-Epiafzelechin 3-gallate is found in tea.

   

Afzelechin

2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-3,5,7-triol

C15H14O5 (274.0841)


Afzelechin is a flavan-3-ol, a type of flavonoid. It exists as at least 2 major epimers (afzelechin and epi-afzelechin). It is produced through the transformation of cis-3,4lecuopelargonidin through the action of (2R,3S)-catechin:NADP+ 4-oxidoreductase. Afzelechin can be found in many plants native to Asia such as: Astilbe rivularis (also known as waterside astilbe), Bergenia ligulate (also known as Paashaanbhed in Ayurveda traditional Indian medicine), and Wisteria floribunda (Japanese wisteria). Afzelechin also occurs in barley and rye as a member of the proanthocyanidins found in these crop plants. Afzelechin exhibits moderate inhibitory effects on tumor necrosis factor alpha (TNF-α) induced nuclear factor kappa-B (NF-kB) activation in HepG2 cells (PMID: 21985227). Afzelechin is only found in individuals who have consumed barley/rye or taken certain herbal medicines containing this compound.