(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid

CHEBI:65768 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A trienoic fatty acid, that is octadecanoic acid containing double bonds at positions 9, 12 and 15 and a triple bond at position 6. Isolated from Dicranum scoparium, it exhibits antibacterial activity and inhibitory activity against arachidonate 15-lipoxygenase. — 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:15904 CHEBI:15904
CHEBI:25380 CHEBI:25380
CHEBI:59202 CHEBI:59202
CHEBI:73155 CHEBI:73155

Chemical structure

Computed structure properties
Molecular formula	C18H26O2
Charge	0
Average mass	274.404 Da
Monoisotopic mass	274.19328 Da
Source	ChEBI
InChIKey	UXMMIMGEKFYPFK-PDBXOOCHSA-N

SMILES

CC/C=C\C/C=C\C/C=C\CC#CCCCCC(=O)O

InChI

InChI=1S/C18H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h3-4,6-7,9-10H,2,5,8,11,14-17H2,1H3,(H,19,20)/b4-3-,7-6-,10-9-

Also called

dicranin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:61481-30-9
reaxys:4432637

Activity roles

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

CHEBI:33282 CHEBI:33282

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:65768`	(9Z,12Z,15Z)-octadeca-9,12,15-trien-6-ynoic acid	`antibioticmech:chebi-8001a4c8c7`	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.