(−)-gynuraone

CHEBI:68289 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A chromanone that is 2,3-dihydro-4H-chromen-4-one substituted by hydroxy groups at positions 3 and 5 and a methyl group at position 2 (the 2R,3R stereoisomer). Isolated form the endophytic fungus Microdiplodia species, it exhibits antibacterial 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:2468 CHEBI:2468
CHEBI:33853 CHEBI:33853
CHEBI:35681 CHEBI:35681
CHEBI:38763 CHEBI:38763

Chemical structure

Computed structure properties
Molecular formula	C10H10O4
Charge	0
Average mass	194.186 Da
Monoisotopic mass	194.05791 Da
Source	ChEBI
InChIKey	COBAEYCUCRUGRP-MLUIRONXSA-N

SMILES

C[C@H]1Oc2cccc(O)c2C(=O)[C@@H]1O

InChI

InChI=1S/C10H10O4/c1-5-9(12)10(13)8-6(11)3-2-4-7(8)14-5/h2-5,9,11-12H,1H3/t5-,9-/m1/s1

Also called

(2R,3R)-3,5-dihydroxy-2-methyl-2,3-dihydro-4H-chromen-4-one (EXACT_SYNONYM)— chebi

Activity roles

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

CHEBI:33282 CHEBI:33282

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:68289`	(−)-gynuraone	`antibioticmech:chebi-f26b7e38b7`	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.