AntibioticMech

(1R,4R,5R,8S)-8-hydroxy-4,8-dimethyl-2-oxabicyclo[3.3.1]nonan-3-one

CHEBI:141296 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An organic heterobicyclic compound that is 2-oxabicyclo[3.3.1]nonan-3-one which has been substituted by an oxo group at position 3, methyl groups at positions 4 and 8, and by a hydroxy group at position 8 (the 1R,4R,5R,8S stereoisomer). Isolated from the plant endophytic fungus Pestalotiopsis foedan. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:18946 CHEBI:18946
• CHEBI:25409 CHEBI:25409
• CHEBI:26878 CHEBI:26878
• CHEBI:27171 CHEBI:27171

Chemical structure

Computed structure properties

Molecular formula	C10H16O3
Charge	0
Average mass	184.235 Da
Monoisotopic mass	184.10994 Da
Source	ChEBI
InChIKey	NIVFCUNTHUULDF-DQUBFYRCSA-N

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]([H])(C1)OC(=O)[C@@H]2C

InChI

InChI=1S/C10H16O3/c1-6-7-3-4-10(2,12)8(5-7)13-9(6)11/h6-8,12H,3-5H2,1-2H3/t6-,7-,8-,10+/m1/s1

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:141296	(1R,4R,5R,8S)-8-hydroxy-4,8-dimethyl-2-oxabicyclo[3.3.1]nonan-3-one	antibioticmech:chebi-38b695a22e	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.