isoaigialone B

CHEBI:141363 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A γ-lactone that is 3,4,5,7-tetrahydro-2H-furo[3,4-b]pyran substituted by heptyl, methyl, hydroxy, hydroxy, oxo and methyl groups at positions 2R, 3S, 3S, 4R, 5 and 7R, respectively. It is isolated from the endophytic fungus Phaeoacremonium sp. and exhibits antifungal activities. — 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:23824 CHEBI:23824
CHEBI:26878 CHEBI:26878
CHEBI:27171 CHEBI:27171
CHEBI:35681 CHEBI:35681
CHEBI:37581 CHEBI:37581

Chemical structure

Computed structure properties
Molecular formula	C16H26O5
Charge	0
Average mass	298.379 Da
Monoisotopic mass	298.17802 Da
Source	ChEBI
InChIKey	VVQFDQXQOOFTTF-MMYVAXCBSA-N

SMILES

CCCCCCC[C@H]1OC2=C(C(=O)O[C@@H]2C)[C@@H](O)[C@]1(C)O

InChI

InChI=1S/C16H26O5/c1-4-5-6-7-8-9-11-16(3,19)14(17)12-13(21-11)10(2)20-15(12)18/h10-11,14,17,19H,4-9H2,1-3H3/t10-,11-,14-,16-/m1/s1

Also called

(2R,3S,4R,7R)-2-heptyl-3,4-dihydroxy-3,7-dimethyl-2,3,4,7-tetrahydro-5H-furo[3,4-b]pyran-5-one (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:141363`	isoaigialone B	`antibioticmech:chebi-8a3777df08`	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.