dehydrocostus lactone

CHEBI:244418 ·resolve ·ANTIMYCOBACTERIAL ·EXACT SEEDED

An organic heterotricyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-bis(methylene)decahydoazulen-5-yl group and in which the hydroxy group and the carboxy group have undergone formal condensation to afford the corresponding γ-lactone. — 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:26979 CHEBI:26979
CHEBI:36744 CHEBI:36744
CHEBI:37581 CHEBI:37581
CHEBI:37667 CHEBI:37667

Chemical structure

Computed structure properties
Molecular formula	C15H18O2
Charge	0
Average mass	230.307 Da
Monoisotopic mass	230.13068 Da
Source	ChEBI
InChIKey	NETSQGRTUNRXEO-XUXIUFHCSA-N

SMILES

[H][C@@]12CCC(=C)[C@]1([H])[C@H]1OC(=O)C(=C)[C@@H]1CCC2=C

InChI

InChI=1S/C15H18O2/c1-8-4-7-12-10(3)15(16)17-14(12)13-9(2)5-6-11(8)13/h11-14H,1-7H2/t11-,12-,13-,14-/m0/s1

Also called

(3aR,6aS,9aS,9bR)-3,6,9-tris(methylene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione (EXACT_SYNONYM)— chebi
(3aR,6aS,9aS,9bR)-3,6,9-tris(methylidene)octahydroazuleno[4,5-b]furan-2,8(3H,4H)-dione (EXACT_SYNONYM)— chebi
(3aS,6aR,9aR,9bS)-decahydro-3,6,9-tris(methylene)azuleno[4,5-b]furan-2(3H)-one (EXACT_SYNONYM)— chebi
(−)-dehydrocostus lactone (EXACT_SYNONYM)— chebi
(−)-dehydrocostuslactone (EXACT_SYNONYM)— chebi
dehydrocostuslactone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:477-43-0
kegg.compound:C09387
knapsack:C00003245
patent:CN102058579
reaxys:4733740

Activity roles

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

CHEBI:36335 CHEBI:36335
CHEBI:64912 CHEBI:64912

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:244418`	dehydrocostus lactone	`antibioticmech:chebi-44d763c973`	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.