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.

Label unavailable CHEBI:132998
Label unavailable CHEBI:38104
Label unavailable CHEBI:38164
Label unavailable CHEBI:3992
alkaloid antibiotic 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

Identifiers for this same structure in other resources. An accession that lands on two different structures in this corpus is withheld from both rather than shown here, since it names at most one of them.

Activity roles

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

antimicrobial agent CHEBI:33281
antifungal agent 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 (YAML).

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