selinone

CHEBI:66460 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A dihydroxyflavanone that is 5,7-dihydroxyflavanone substituted by a prenyloxy group at position 4' (the 2S stereoisomer). Isolated from Selinum vaginatum and Monotes engleri, it exhibits antifungal activity. — 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:140377 CHEBI:140377
CHEBI:35618 CHEBI:35618
CHEBI:38749 CHEBI:38749

Chemical structure

Computed structure properties
Molecular formula	C20H20O5
Charge	0
Average mass	340.375 Da
Monoisotopic mass	340.13107 Da
Source	ChEBI
InChIKey	GYSDUVRPSWKYDJ-SFHVURJKSA-N

SMILES

CC(C)=CCOc1ccc([C@@H]2CC(=O)c3c(O)cc(O)cc3O2)cc1

InChI

InChI=1S/C20H20O5/c1-12(2)7-8-24-15-5-3-13(4-6-15)18-11-17(23)20-16(22)9-14(21)10-19(20)25-18/h3-7,9-10,18,21-22H,8,11H2,1-2H3/t18-/m0/s1

Also called

(2S)-5,7-dihydroxy-2-{4-[(3-methylbut-2-en-1-yl)oxy]phenyl}-2,3-dihydro-4H-chromen-4-one (EXACT_SYNONYM)— chebi
4'-O-prenylnaringenin (EXACT_SYNONYM)— chebi
5,7-dihydroxy-4'-prenyloxyflavanone (EXACT_SYNONYM)— chebi
archangelone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:14117-54-5
hmdb:HMDB0037585
lipidmaps:LMPK12140278
reaxys:20282948

Activity roles

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

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:66460`	selinone	`antibioticmech:chebi-f862efe7ba`	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.