Structure via PubChem · Public domain (PubChem)
theaflavin
Sign in to saveTheaflavin (TF) and its derivatives, known collectively as theaflavins, are antioxidant polyphenols that are formed from the condensation of flavan-3-ols in tea leaves during the enzymatic oxidation (sometimes erroneously referred to as fermentation) of black tea. Theaflavin-3-gallate, theaflavin-3'-gallate, and theaflavin-3-3'-digallate are the main theaflavins. Theaflavins are types of thearubigins, and are therefore reddish in color.
Chemical data
- Formula
- C29H24O12
- Molecular weight
- 564.5 g/mol
- IUPAC name
- 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]benzo[7]annulen-6-one
- SMILES
- C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)[C@@H]5[C@@H](CC6=C(C=C(C=C6O5)O)O)O)O)O
- InChIKey
- IPMYMEWFZKHGAX-ZKSIBHASSA-N
- XLogP
- 0.6
- Polar surface area
- 218 Ų
- H-bond donors
- 9
- H-bond acceptors
- 12
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
1,105 papers- Theaflavin Chemistry and Its Health Benefits.Oxidative medicine and cellular longevity · 2021
- Theaflavin suppresses necroptosis by attenuating RIPK1-RIPK3-MLKL signaling and mitigates cisplatin-induced kidney injury in mice.International immunopharmacology · 2025
- Theaflavin reduces Achilles tendon heterotopic ossification in mice through the TGF-β/Smad signaling pathway.Biochemical pharmacology · 2025
- Theaflavin: a natural candidate to restrain thrombosis.Food & function · 2022
- Theaflavin Ameliorates Streptococcus suis-Induced Infection In Vitro and In Vivo.International journal of molecular sciences · 2023
via PubMed
Wikidata facts
- Mass
- 564.127
Show 5 more facts
- isomeric SMILES
- C1[C@H]([C@H](OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)[C@@H]5[C@@H](CC6=C(C=C(C=C6O5)O)O)O)O)O
- chemical formula
- C₂₉H₂₄O₁₂
- canonical SMILES
- C1C(C(OC2=CC(=CC(=C21)O)O)C3=CC(=O)C(=C4C(=C3)C(=CC(=C4O)O)C5C(CC6=C(C=C(C=C6O5)O)O)O)O)O
- subject has role
- antioxidant
- Commons category
- Theaflavin
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- See also
- References
Theaflavin (TF) and its derivatives, known collectively as theaflavins, are antioxidant polyphenols that are formed from the condensation of flavan-3-ols in tea leaves during the enzymatic oxidation (sometimes erroneously referred to as fermentation) of black tea. Theaflavin-3-gallate, theaflavin-3'-gallate, and theaflavin-3-3'-digallate are the main theaflavins. Theaflavins are types of thearubigins, and are therefore reddish in color.
== See also == Theaflavin 3-gallate
Excerpted from Wikipedia’s “theaflavin” article, available under the CC BY-SA 4.0 licence.