amentoflavone

CHEBI:2631 ·resolve ·ANTIVIRAL ·EXACT SEEDED

A biflavonoid that is obtained by oxidative coupling of two molecules of apigenin resulting in a bond between positions C-3 of the hydroxyphenyl ring and C-8 of the chromene ring. A natural product found particularly in Ginkgo biloba and Hypericum perforatum. — 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.

CHEBI:24698 CHEBI:24698
CHEBI:36820 CHEBI:36820
CHEBI:50128 CHEBI:50128

Chemical structure

Computed structure properties
Molecular formula	C30H18O10
Charge	0
Average mass	538.464 Da
Monoisotopic mass	538.09 Da
Source	ChEBI
InChIKey	YUSWMAULDXZHPY-UHFFFAOYSA-N

SMILES

O=c1cc(-c2ccc(O)c(-c3c(O)cc(O)c4c(=O)cc(-c5ccc(O)cc5)oc34)c2)oc2cc(O)cc(O)c12

InChI

InChI=1S/C30H18O10/c31-15-4-1-13(2-5-15)24-12-23(38)29-21(36)10-20(35)27(30(29)40-24)17-7-14(3-6-18(17)33)25-11-22(37)28-19(34)8-16(32)9-26(28)39-25/h1-12,31-36H

Also called

8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-hydroxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one (EXACT_SYNONYM)— chebi
3',8''-Biapigenin (EXACT_SYNONYM)— chebi
8-(5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-hydroxyphenyl)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one (EXACT_SYNONYM)— chebi
Didemethyl-ginkgetin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1617-53-4
hmdb:HMDB0030832
kegg.compound:C10018
knapsack:C00001015
lipidmaps:LMPK12040009
reaxys:380244
wikipedia.en:Amentoflavone

Activity roles

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

CHEBI:22587 CHEBI:22587

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:2631`	amentoflavone	`antibioticmech:chebi-9fbc3fb291`	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 NCBITaxon:2901879

Quantitative measurements
Type	Reported value	Assay	BindingDB IDs	Reference
IC50	8300 nM	No assay is provided This is a review article.	`RSID 868900` `assay 8918_1` `monomer 429466`	`PMID:32852058`
IC50	8300 nM	Various Assay This is a review article. Please point to the original journal.	`RSID 1074037` `assay 10079_1` `monomer 429466`	`PMID:34798775`
KI	13800 nM	Various Assay This is a review article. Please point to the original journal.	`RSID 1074038` `assay 10079_1` `monomer 429466`	`PMID:34798775`

Organism-specific examples
Protein	Gene	Organism	Entry
Replicase polyprotein 1ab `UniProtKB:P0C6X7`	—	Severe acute respiratory syndrome coronavirus	REVIEWED

PMID:32852058 (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.)

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 2026-08-31 · 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.