Chemical substance record

Rhapontigenin

500-65-2C₁₅H₁₄O₄258.273 g/mol

Organic/Inorganic Small MoleculeChEBI source record

A stilbenol that is trans-stilbene in which one of the phenyl groups is substituted by hydroxy groups at positions 3 and 5, while the other phenyl group is substituted by a hydroxy group at position 3 and a methoxy group at position 4. — ChEBI

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Identity & molecular properties

Source-linked values

CAS number	500-65-2	ChEBI ↗
Molecular formula	C₁₅H₁₄O₄	ChEBI ↗
Molar mass	258.273 g/mol	ChEBI ↗
Monoisotopic mass	258.08921 Da	ChEBI ↗
Formal charge	0	ChEBI ↗
ChEBI identifier	CHEBI:174376	ChEBI ↗

Names & structural identifiers

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Source preferred name

rhapontigenin

IUPAC name

5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

InChIKey

PHMHDRYYFAYWEG-NSCUHMNNSA-N

SMILES

COc1ccc(/C=C/c2cc(O)cc(O)c2)cc1O

InChI

InChI=1S/C15H14O4/c1-19-15-5-4-10(8-14(15)18)2-3-11-6-12(16)9-13(17)7-11/h2-9,16-18H,1H3/b3-2+

Names & synonyms

5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol

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

Classification & relationships

ChEBI ontology

guaiacolsChEBI parent class · 134251 ↗polyphenolChEBI parent class · 26195 ↗resorcinolsChEBI parent class · 33572 ↗stilbenolChEBI parent class · 36027 ↗

ether phenols organic molecular entity

Roles recorded in ChEBI

quorum sensing inhibitorantiviral agentantibacterial agentantineoplastic agentantilipemic drugantifungal agentangiogenesis inhibitorradical scavengerP450 inhibitormelanin synthesis inhibitor

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

0.00387187 mol

Uses 258.273 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

69.76%

O

Oxygen · 4 atoms

24.78%

H

Hydrogen · 14 atoms

5.46%

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

Mechanism-based inhibition of human cytochrome P450 1A1 by rhapontigenin. ↗Drug metabolism and disposition: the biological fate of chemicals · 2001 Apr · PMID 11259321

Preparative enzymatic synthesis and HPLC analysis of rhapontigenin: applications to metabolism, pharmacokinetics and anti-cancer studies. ↗Journal of pharmacy & pharmaceutical sciences : a publication of the Canadian Society for Pharmaceutical Sciences, Societe canadienne des sciences pharmaceutiques · 2005 Aug 22 · PMID 16401387

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Sources & record history

Checked 27 Sep 2026

Identity, formula, mass, synonyms & ontologyEMBL-EBI ChEBI · CHEBI:174376

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

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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