isorhapontigenin

CHEBI:167830 ·resolve ·ANTIVIRAL ·EXACT SEEDED

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 methoxy group at position 3 and a hydroxy group at position 4. It natural product isolated from the seeds of Aïphanes aculeata and has antioxidant, anti-tumour, and anti-inflammatory effects. — 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.

Label unavailable CHEBI:134251
Label unavailable CHEBI:26195
Label unavailable CHEBI:33572
Label unavailable CHEBI:36027

Chemical structure

Computed structure properties
Molecular formula	C15H14O4
Charge	0
Average mass	258.273 Da
Monoisotopic mass	258.08921 Da
Source	ChEBI
InChIKey	ANNNBEZJTNCXHY-NSCUHMNNSA-N

SMILES

COc1cc(/C=C/c2cc(O)cc(O)c2)ccc1O

InChI

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

Also called

5-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]benzene-1,3-diol (EXACT_SYNONYM)— chebi
(E)-isorhapontigenin (EXACT_SYNONYM)— chebi
3'-methoxyresveratrol (EXACT_SYNONYM)— chebi
5-[(1E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-1,3-benzenediol (EXACT_SYNONYM)— chebi
ISO (EXACT_SYNONYM)— chebi
isorhapotigenin (EXACT_SYNONYM)— chebi
isorhapotogenin (EXACT_SYNONYM)— chebi

Cross-references

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Patents and articles

Documents about this compound. A patent covers a class and an article covers a topic; neither identifies a structure.

wikipedia.en:Isorhapontigenin

Activity roles

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

antiviral agent 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:167830`	isorhapontigenin	`antibioticmech:chebi-b5680ec00d`	2026-08-30

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 2026-09-10 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-09-10 · 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 (YAML).

Explore across X-Mech: MediaIngredientMech (isorhapontigenin) · CultureMech · NaturalProductMech · PathwayMech · TraitMech