Chemical substance record

Biochanin A

491-80-5C₁₆H₁₂O₅284.267 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A member of the class of 7-hydroxyisoflavones that is 7-hydroxyisoflavone which is substituted by an additional hydroxy group at position 5 and a methoxy group at position 4'. A phytoestrogen, it has putative benefits in dietary cancer prophylaxis. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	491-80-5	ChEBI ↗
Molecular formula	C₁₆H₁₂O₅	ChEBI ↗
Molar mass	284.267 g/mol	ChEBI ↗
Monoisotopic mass	284.06847 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:17574	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	284.26 g/mol	PubChem ↗
Exact mass	284.06847348 Da	PubChem ↗
Computed XLogP	3	PubChem ↗
Topological polar surface area (Å²)	76	PubChem ↗
H-bond donors	2	PubChem ↗
H-bond acceptors	5	PubChem ↗
Rotatable bonds	2	PubChem ↗

PubChem computed values are shown separately from the ChEBI record. An exact InChIKey match was used to connect the records. Molecular descriptors do not describe a supplied product’s purity, particle size or performance.

Names & structural identifiers

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Source preferred name

biochanin A

IUPAC name

5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

InChIKey

WUADCCWRTIWANL-UHFFFAOYSA-N

SMILES

COc1ccc(-c2coc3cc(O)cc(O)c3c2=O)cc1

InChI

InChI=1S/C16H12O5/c1-20-11-4-2-9(3-5-11)12-8-21-14-7-10(17)6-13(18)15(14)16(12)19/h2-8,17-18H,1H3

Names & synonyms

5,7-dihydroxy-3-(4-methoxyphenyl)-4H-chromen-4-one

Names are supplied by ChEBI. Trade names and related synonyms may describe a broader product context.

Classification & relationships

ChEBI ontology

4'-methoxyisoflavonesChEBI parent class · 133959 ↗7-hydroxyisoflavonesChEBI parent class · 55465 ↗

ether ketone organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

antineoplastic agenttyrosine kinase inhibitorEC 3.5.1.99 (fatty acid amide hydrolase) inhibitorplant metabolitephytoestrogen

Database role annotations describe reported biological or chemical roles; they are not product approvals or recommendations for use.

Mass ↔ amount of substance

Calculated from sourced mass

Amount

Input unit

Equivalent amount

0.00351782 mol

Uses 284.267 g/mol from ChEBI. Assumes the substance described by this record; no purity or concentration correction is applied.

Elemental composition

Theoretical mass fractions

C

Carbon · 16 atoms

67.60%

O

Oxygen · 5 atoms

28.14%

H

Hydrogen · 12 atoms

4.26%

Calculated theoretical mass fractions from the reported formula and PubChem periodic-table atomic masses. These are not assay or purity results.

Research & patent references

Selected source associations

Growth inhibition of human endothelial cells by the phyto-oestrogen biochanin A, a metabolite of genistein. ↗The British journal of nutrition · 2001 May · PMID 11348577

Structure-activity relationships for inhibition of human 5alpha-reductases by polyphenols. ↗Biochemical pharmacology · 2002 Mar 15 · PMID 11931850

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:17574

Release 255, 9 September 2026. ChEBI three-star (manually annotated) source entry. View original record ↗ · CC BY 4.0

Additional molecular descriptorsNCBI PubChem · CID 5280373 · retrieved 2026-09-27

PubCAS formats source data, connects references and computes explicitly labelled conversions. CAS cross-references are supplied by ChEBI; they do not constitute CAS verification or endorsement.

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