liriodenine

CHEBI:70649 ·resolve ·ANTIFUNGAL ·EXACT SEEDED

An oxoaporphine alkaloid that is 4,5,6,6a-tetradehydronoraporphin-7-one substituted by a methylenedioxy group across positions 1 and 2. It is isolated from Annona glabra and has been shown to exhibit antimicrobial and cytotoxic 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:132998 CHEBI:132998
CHEBI:38104 CHEBI:38104
CHEBI:38164 CHEBI:38164
CHEBI:3992 CHEBI:3992
CHEBI:86322 CHEBI:86322

Chemical structure

Computed structure properties
Molecular formula	C17H9NO3
Charge	0
Average mass	275.263 Da
Monoisotopic mass	275.05824 Da
Source	ChEBI
InChIKey	MUMCCPUVOAUBAN-UHFFFAOYSA-N

SMILES

O=C1c2ccccc2-c2c3c(cc4ccnc1c24)OCO3

InChI

InChI=1S/C17H9NO3/c19-16-11-4-2-1-3-10(11)14-13-9(5-6-18-15(13)16)7-12-17(14)21-8-20-12/h1-7H,8H2

Also called

8H-[1,3]benzodioxolo[6,5,4-de]benzo[g]quinolin-8-one (EXACT_SYNONYM)— chebi
Liriodenine (EXACT_SYNONYM)— chebi
Micheline B (EXACT_SYNONYM)— chebi
Noraporphin-7-one, 4,5,6,6a-tetradehydro-1,2-(methylenedioxy)- (EXACT_SYNONYM)— chebi
Oxoushinsunine (EXACT_SYNONYM)— chebi
Spermatheridine (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:475-75-2
kegg.compound:C09567
knapsack:C00001878
reaxys:273167

Activity roles

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

CHEBI:33281 CHEBI:33281
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:70649`	liriodenine	`antibioticmech:chebi-23a22574da`	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.