rhapontigenin

CHEBI:174376 ·resolve ·ANTIBACTERIAL ·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 hydroxy group at position 3 and a methoxy group at position 4. — 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.

CHEBI:134251 CHEBI:134251
CHEBI:26195 CHEBI:26195
CHEBI:33572 CHEBI:33572
CHEBI:36027 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	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+

Also called

5-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]benzene-1,3-diol (EXACT_SYNONYM)— chebi
(E)-3,3',5-trihydroxy-4'-methoxystibene (EXACT_SYNONYM)— chebi
3,3',5-trihydroxy-4'-methoxystilbene (EXACT_SYNONYM)— chebi
4'-methoxy-3,3',5-trihydroxystilbene (EXACT_SYNONYM)— chebi
5-[(1E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-1,3-benzenediol (EXACT_SYNONYM)— chebi
piceatannol 4'-methyl ether (EXACT_SYNONYM)— chebi
pontigenin (EXACT_SYNONYM)— chebi
prontigenin (EXACT_SYNONYM)— chebi
protigenin (EXACT_SYNONYM)— chebi
rhapontin aglycone (EXACT_SYNONYM)— chebi
rhapontin genin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:500-65-2
foodb.food:FDB008524
hmdb:HMDB0031842
knapsack:C00015562
wikipedia.en:Rhapontigenin

Activity roles

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

CHEBI:22587 CHEBI:22587
CHEBI:33282 CHEBI:33282
CHEBI:35718 CHEBI:35718

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:174376`	rhapontigenin	`antibioticmech:chebi-d0e45c3789`	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

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.