Chemical substance record

Orobol

480-23-9C₁₅H₁₀O₆286.239 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A member of the class of 7-hydroxyisoflavones which consists of isoflavone substituted by hydroxy groups at positions 5, 7, 3' and 4'. It has been isolated from the mycelia of Cordyceps sinensis. — ChEBI

Safety references

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Identity & molecular properties

Source-linked values

CAS number	480-23-9	ChEBI ↗
Molecular formula	C₁₅H₁₀O₆	ChEBI ↗
Molar mass	286.239 g/mol	ChEBI ↗
Monoisotopic mass	286.04774 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:69437	ChEBI ↗

Cross-source molecular data

PubChem

Molar mass	286.24 g/mol	PubChem ↗
Exact mass	286.04773803 Da	PubChem ↗
Computed XLogP	2.3	PubChem ↗
Topological polar surface area (Å²)	107	PubChem ↗
H-bond donors	4	PubChem ↗
H-bond acceptors	6	PubChem ↗
Rotatable bonds	1	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

orobol

IUPAC name

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

InChIKey

IOYHCQBYQJQBSK-UHFFFAOYSA-N

SMILES

O=c1c(-c2ccc(O)c(O)c2)coc2cc(O)cc(O)c12

InChI

InChI=1S/C15H10O6/c16-8-4-12(19)14-13(5-8)21-6-9(15(14)20)7-1-2-10(17)11(18)3-7/h1-6,16-19H

Names & synonyms

3-(3,4-dihydroxyphenyl)-5,7-dihydroxy-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-hydroxyisoflavonesChEBI parent class · 55465 ↗

ketone organic heterocyclic compound organic molecular entity

Roles recorded in ChEBI

radical scavengeranti-inflammatory agentplant metabolitefungal metabolite

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

0.00349358 mol

Uses 286.239 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 · 15 atoms

62.94%

O

Oxygen · 6 atoms

33.54%

H

Hydrogen · 10 atoms

3.52%

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

Isoflavonoids, genistein, psi-tectorigenin, and orobol, increase cytoplasmic free calcium in isolated rat hepatocytes. ↗Biochemical and biophysical research communications · 1992 Jan 31 · PMID 1734888

Flavonoids and isoflavonoids from Sophorae Flos improve glucose uptake in vitro. ↗Planta medica · 2010 Jan · PMID 19637114

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:69437

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

Additional molecular descriptorsNCBI PubChem · CID 5281801 · 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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