AntibioticMech

baicalin

CHEBI:2981 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

The glycosyloxyflavone which is the 7-O-glucuronide of baicalein. It is an active ingredient of Chinese herbal medicine Scutellaria baicalensis. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:24302 CHEBI:24302
• CHEBI:38686 CHEBI:38686
• CHEBI:50018 CHEBI:50018
• CHEBI:63367 CHEBI:63367

Chemical structure

Computed structure properties

Molecular formula	C21H18O11
Charge	0
Average mass	446.364 Da
Monoisotopic mass	446.08491 Da
Source	ChEBI
InChIKey	IKIIZLYTISPENI-ZFORQUDYSA-N

SMILES

O=C(O)[C@H]1O[C@@H](Oc2cc3oc(-c4ccccc4)cc(=O)c3c(O)c2O)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChI=1S/C21H18O11/c22-9-6-10(8-4-2-1-3-5-8)30-11-7-12(14(23)15(24)13(9)11)31-21-18(27)16(25)17(26)19(32-21)20(28)29/h1-7,16-19,21,23-27H,(H,28,29)/t16-,17-,18+,19-,21+/m0/s1

Also called

• 5,6-dihydroxy-4-oxo-2-phenyl-4H-chromen-7-yl β-D-glucopyranosiduronic acid (EXACT_SYNONYM)— chebi
• 5,6,7-trihydroxyflavone 7-O-β-D-glucuronide (EXACT_SYNONYM)— chebi
• 5,6-dihydroxy-4-oxo-2-phenyl-4H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid (EXACT_SYNONYM)— chebi
• 7-D-glucuronic acid-5,6-dihydroxyflavone (EXACT_SYNONYM)— chebi
• Baicalin (EXACT_SYNONYM)— chebi
• baicalein 7-O-glucuronide (EXACT_SYNONYM)— chebi
• baicalein 7-glucuronide (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:21967-41-9
• drugcentral:4055
• hmdb:HMDB0041832
• kegg.compound:C10025
• knapsack:C00001024
• lipidmaps:LMPK12111081
• metacyc.compound:CPD-12725
• patent:CN102584918
• patent:WO2012119458
• pdb-ccd:0XE
• reaxys:70480
• wikipedia.en:Baicalin

Activity roles

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

• CHEBI:149553 CHEBI:149553
• 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:2981	baicalin	antibioticmech:chebi-7b4c2ae403	2026-08-30

Mechanism summary

Mode of action

VIRAL_POLYMERASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:170010 (EC 2.7.7.48 (RNA-directed RNA polymerase) inhibitor). ChEBI asserts the role on the compound, but this mechanism belongs to an anti-viral activity while the record is filed as ANTIBACTERIAL. Either the compound has both activities, or the filing is wrong — the priority table has put azole antifungals under ANTIBACTERIAL before now. A curator should decide which. The role names a target specific to the microbe or virus — see mode_of_action_target_scope. Not a curator's mechanistic review.

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

4. 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.