baicalein
CHEBI:2979
·resolve ·ANTIBACTERIAL
·EXACT
SEEDED
A trihydroxyflavone with the hydroxy groups at positions C-5, -6 and -7. — ChEBI
Machine-generated and unreviewed. Identity, structure and
cross-references come straight from ChEBI's and CARD's own data; no curator has
signed off on this record yet.
Classification
Strictly broader compounds or drug classes this molecule belongs to.
Chemical structure
Computed structure properties
| Molecular formula | C15H10O5 |
|---|
| Charge | 0 |
|---|
| Average mass | 270.24 Da |
|---|
| Monoisotopic mass | 270.05282 Da |
|---|
| Source | ChEBI |
|---|
| InChIKey | FXNFHKRTJBSTCS-UHFFFAOYSA-N |
|---|
SMILES
O=c1cc(-c2ccccc2)oc2cc(O)c(O)c(O)c12
InChI
InChI=1S/C15H10O5/c16-9-6-11(8-4-2-1-3-5-8)20-12-7-10(17)14(18)15(19)13(9)12/h1-7,17-19H
Also called
- Noroxylin (BRAND_NAME)— chebi
- 5,6,7-trihydroxy-2-phenyl-4H-chromen-4-one (EXACT_SYNONYM)— chebi
- 5,6,7-Trihydroxyflavone (EXACT_SYNONYM)— chebi
- 5,6,7-trihydroxy-2-phenyl-4H-1-benzopyran-4-one (EXACT_SYNONYM)— chebi
- Baicalein (EXACT_SYNONYM)— chebi
Cross-references
Equivalent identifiers for this same structure in other resources.
- cas:491-67-8
- chemspider:4444924
- drugbank:DB16101
- foodb.food:FDB012057
- hmdb:HMDB0134890
- kegg.compound:C10023
- knapsack:C00001022
- lincs.smallmolecule:LSM-6355
- lipidmaps:LMPK12111095
- metacyc.compound:CPD-12724
- patent:CN102429899
- pdb-ccd:3WL
- reaxys:272683
- wikipedia.en:Baicalein
Activity roles
Every antimicrobial role a source asserts for this compound — the
unreduced evidence behind its antimicrobial_class.
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:2979 |
baicalein |
antibioticmech:chebi-74d4b02f04 |
2026-08-30 |
Molecular targets
The molecular entity or process this compound acts on. Each target
carries evidence — this is a mechanistic claim, not a classification.
Replicase polyprotein 1ab VIRAL_PROTEIN MEASURED_TARGET_ASSOCIATION
BindingDB quantitative measurement in the named target organism; source assay descriptions and identifiers are retained per measurement. Evidence status: PRIMARY_EVIDENCE. Source: BINDINGDB 2026-09 (retrieved 2026-08-31).
Severe acute respiratory syndrome coronavirus 2 NCBITaxon:2697049
Quantitative measurements
| Type | Reported value | Assay | BindingDB IDs | Reference |
|---|
| IC50 |
20 nM |
Hit profiling assay without DTT
Primary assay principle based on quenched FRET peptide substrate of SARS-CoV-2 3CL-Pro (lhs). Inhibiting compounds reduce fluorescence signal relative to DMSO controls. Hit profiling using X-ray. Substrate turnover was directly proportional to enzyme concentrations up to 60 nM and assay incubation times up to 15 minutes post substrate addition. |
RSID 902205
assay 9114_1
monomer 50009001 |
DOI:10.1101/2020.12.16.422677 |
| EC50 |
2940 nM |
Various Assay
This is a review article. Please point to the original journal. |
RSID 1073751
assay 10079_1
monomer 50009001 |
PMID:34798775 |
| IC50 |
940 nM |
Various Assay
This is a review article. Please point to the original journal. |
RSID 1073752
assay 10079_1
monomer 50009001 |
PMID:34798775 |
Organism-specific examples
| Protein | Gene | Organism | Entry |
|---|
Replicase polyprotein 1ab UniProtKB:P0DTD1 |
— |
Severe acute respiratory syndrome coronavirus 2 |
REVIEWED |
- DOI:10.1101/2020.12.16.422677 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
- PMID:34798775 (BindingDB literature-curated quantitative target measurement; source value, assay text, reaction-set ID, and target organism retained.)
Mechanism summary
- Mode of action
- VIRAL_PROTEASE_INHIBITION microbial target — Assigned from ChEBI role CHEBI:147285 (EC 3.4.22.69 (SARS coronavirus main proteinase) 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
-
SEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
-
RESEEDED_FROM_SOURCES
2026-08-31 · 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.