AntibioticMech

theaflavin

CHEBI:136609 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A biflavonoid that is 3,4,5-trihydroxybenzocyclohepten-6-one which is substituted at positions 1 and 8 by (2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl groups. It is the main red pigment in black tea. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:26195 CHEBI:26195
• CHEBI:50128 CHEBI:50128

Chemical structure

Computed structure properties

Molecular formula	C29H24O12
Charge	0
Average mass	564.499 Da
Monoisotopic mass	564.12678 Da
Source	ChEBI
InChIKey	IPMYMEWFZKHGAX-ZKSIBHASSA-N

SMILES

[H][C@]1(c2cc(=O)c(O)c3c(O)c(O)cc([C@@]4([H])Oc5cc(O)cc(O)c5C[C@H]4O)c3c2)Oc2cc(O)cc(O)c2C[C@H]1O

InChI

InChI=1S/C29H24O12/c30-11-3-17(32)15-8-21(36)28(40-23(15)5-11)10-1-13-14(7-20(35)27(39)25(13)26(38)19(34)2-10)29-22(37)9-16-18(33)4-12(31)6-24(16)41-29/h1-7,21-22,28-33,35-37,39H,8-9H2,(H,34,38)/t21-,22-,28-,29-/m1/s1

Also called

• 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-6H-benzocyclohepten-6-one (EXACT_SYNONYM)— chebi
• (−)-theaflavin (EXACT_SYNONYM)— chebi
• 1,8-bis((2R,3R)-3,5,7-trihydroxy-2H-1-benzopyran-2-yl)-3,4,6-trihydroxy-5H-benzocyclohepten-5-one (EXACT_SYNONYM)— chebi
• 1,8-bis(3-α,5,7-trihydroxy-2-α-chromanyl)-5H-benzocyclohepten-5-one (EXACT_SYNONYM)— chebi
• 3,4,5-trihydroxy-1,8-bis[(2R,3R)-3,5,7-trihydroxy-3,4-dihydro-2H-chromen-2-yl]-6H-benzo[7]annulen-6-one (EXACT_SYNONYM)— chebi
• theaflavine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:4670-05-7
• chemspider:102754
• foodb.food:FDB012511
• hmdb:HMDB0005788
• knapsack:C00009348
• patent:KR20080052675
• reaxys:25497520
• wikipedia.en:Theaflavin

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

• CHEBI:33282 CHEBI:33282

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record

Source	Native ID	Label	Minted CURIE	Version
CHEBI	CHEBI:136609	theaflavin	antibioticmech:chebi-55f9eed3ec	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.