4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol

CHEBI:141302 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A cyclic acetal resulting from the formal condensation of the aldehydic group of p-hydroxybenzaldehyde with the hydroxy groups of 1,2-epoxypropane-1,3-diol. Isolated from Pestalotiopsis mangiferae, an endophytic fungus associated with the mango (Mangifera indica), it shows potent antibacterial and antifungal activity against E. coli, Bacillus subtilis, Klebsiella pneumoniae, Micrococcus luteus, Pseudomonas aeruginosa and Candida albicans. — 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:32955 CHEBI:32955
CHEBI:33853 CHEBI:33853
CHEBI:46733 CHEBI:46733
CHEBI:59770 CHEBI:59770

Chemical structure

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

SMILES

Oc1ccc(C2OCC3OC3O2)cc1

InChI

InChI=1S/C10H10O4/c11-7-3-1-6(2-4-7)9-12-5-8-10(13-8)14-9/h1-4,8-11H,5H2

Also called

4-(2,4,7-trioxabicyclo[4.1.0]heptan-3-yl)phenol (EXACT_SYNONYM)— chebi

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:141302`	4-(2,4,7-trioxa-bicyclo[4.1.0]heptan-3-yl)phenol	`antibioticmech:chebi-5b3deaabc6`	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.