aigialone

CHEBI:141361 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

A furopyran that is 5,6-dihydro-4H-furo[2,3-b]pyran-3(2H)-one which is substituted by hydroxy groups at positions 4 and 5, methyl groups at positions 2 and 5, and a heptyl group at position 6 (the 2R,4R,5S,6R stereoisomer). Isolated from the mangrove fungus Aigialus parvus BCC 5311 and from <a href="https://en.wikipedia.org/wiki/Phaeoacremonium" target="_blank">Phaeoacremonium</a> sp., an endophytic fungus from <a href="https://en.wikipedia.org/wiki/Senna_spectabilis" target="_blank">Senna spectabilis</a>. — 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:145408 CHEBI:145408
CHEBI:26878 CHEBI:26878
CHEBI:35681 CHEBI:35681
CHEBI:3992 CHEBI:3992
CHEBI:74927 CHEBI:74927

Chemical structure

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

SMILES

CCCCCCC[C@H]1OC2=C(C(=O)[C@@H](C)O2)[C@@H](O)[C@]1(C)O

InChI

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

Also called

(2R,4R,5S,6R)-6-heptyl-4,5-dihydroxy-2,5-dimethyl-5,6-dihydro-4H-furo[2,3-b]pyran-3(2H)-one (EXACT_SYNONYM)— chebi
(−)-aigialone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:666735-72-4
knapsack:C00043254

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:141361`	aigialone	`antibioticmech:chebi-06923518dd`	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.