lactucin

CHEBI:6358 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An azulenofuran that is 3-methylidene-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione carrying additional hydroxy, methyl and hydroxymethyl substituents at positions 4, 6 and 9 respectively (the 3aR,4S,9aS,9bR-diastereomer). Found in chicory. — 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:15734 CHEBI:15734
CHEBI:35681 CHEBI:35681
CHEBI:36130 CHEBI:36130
CHEBI:37667 CHEBI:37667
CHEBI:39433 CHEBI:39433
CHEBI:51689 CHEBI:51689

Chemical structure

Computed structure properties
Molecular formula	C15H16O5
Charge	0
Average mass	276.288 Da
Monoisotopic mass	276.09977 Da
Source	ChEBI
InChIKey	VJQAFLAZRVKAKM-VZLIPTOUSA-N

SMILES

[H][C@]12C(CO)=CC(=O)C1=C(C)C[C@H](O)[C@@]1([H])C(=C)C(=O)O[C@]21[H]

InChI

InChI=1S/C15H16O5/c1-6-3-9(17)12-7(2)15(19)20-14(12)13-8(5-16)4-10(18)11(6)13/h4,9,12-14,16-17H,2-3,5H2,1H3/t9-,12+,13-,14-/m0/s1

Also called

(3aR,4S,9aS,9bR)-4-hydroxy-9-(hydroxymethyl)-6-methyl-3-methylidene-3,3a,4,5,9a,9b-hexahydroazuleno[4,5-b]furan-2,7-dione (EXACT_SYNONYM)— chebi
Lactucine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1891-29-8
hmdb:HMDB0035814
kegg.compound:C09489
knapsack:C00003311
reaxys:40523
wikipedia.en:Lactucin

Activity roles

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

CHEBI:38068 CHEBI:38068

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:6358`	lactucin	`antibioticmech:chebi-41642c9a38`	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.