Chemical substance record

Prunetin

552-59-0C₁₆H₁₂O₅284.267 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A hydroxyisoflavone that is genistein in which the hydroxy group at position 7 is replaced by a methoxy group. — ChEBI

Safety references

Safety documents & references

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Identity & molecular properties

Source-linked values

CAS number	552-59-0	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:8600	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

prunetin

IUPAC name

5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

InChIKey

KQMVAGISDHMXJJ-UHFFFAOYSA-N

SMILES

COc1cc(O)c2c(=O)c(-c3ccc(O)cc3)coc2c1

InChI

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

Names & synonyms

5-hydroxy-3-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

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

Classification & relationships

ChEBI ontology

7-methoxyisoflavonesChEBI parent class · 140356 ↗hydroxyisoflavoneChEBI parent class · 38755 ↗

ether ketone organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

metaboliteEC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitorEC 1.3.1.22 [3-oxo-5alpha-steroid 4-dehydrogenase (NADP(+))] inhibitoranti-inflammatory agent

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

A synthesis of prunetin. ↗Current science · 1949 Nov · PMID 15408466

Inhibition of secretion, production and gene expression of mucin from cultured airway epithelial cells by prunetin. ↗Phytotherapy research : PTR · 2011 Aug · PMID 21305630

CN101669935 · Patent reference ↗Patent cross-reference supplied by ChEBI. Association alone does not establish claim scope.

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:8600

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

Additional molecular descriptorsNCBI PubChem · CID 5281804 · 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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