lycorine

CHEBI:6601 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An indolizidine alkaloid that is 3,12-didehydrogalanthan substituted by hydroxy groups at positions and 2 and a methylenedioxy group across positions 9 and 10. Isolated from Crinum asiaticum, it has been shown to exhibit antimalarial activity. — 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:38511

Chemical structure

Computed structure properties
Molecular formula	C16H17NO4
Charge	0
Average mass	287.315 Da
Monoisotopic mass	287.11576 Da
Source	ChEBI
InChIKey	XGVJWXAYKUHDOO-DANNLKNASA-N

SMILES

[H][C@@]12C3=C[C@H](O)[C@@H](O)[C@@]1([H])c1cc4c(cc1CN2CC3)OCO4

InChI

InChI=1S/C16H17NO4/c18-11-3-8-1-2-17-6-9-4-12-13(21-7-20-12)5-10(9)14(15(8)17)16(11)19/h3-5,11,14-16,18-19H,1-2,6-7H2/t11-,14-,15+,16+/m0/s1

Also called

9,10-(methylenedioxy)-3,12-didehydrogalanthan-1α,2β-diol (EXACT_SYNONYM)— chebi
(−)-lycorine (EXACT_SYNONYM)— chebi
Amarylline (EXACT_SYNONYM)— chebi
Galanthidine (EXACT_SYNONYM)— chebi
Licorine (EXACT_SYNONYM)— chebi
Lycorine (EXACT_SYNONYM)— chebi
Narcissine (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.

anticoronaviral agent CHEBI:149553
antimalarial 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:6601`	lycorine	`antibioticmech:chebi-8cbea8c874`	2026-08-30

Mechanism summary

Mode of action: PROTEIN_SYNTHESIS_INHIBITION host shared target — Assigned from ChEBI role CHEBI:48001 (protein synthesis inhibitor). ChEBI asserts the role on the compound. The target it names is one the host has too, so the mechanism is true but is not evidence of selectivity — see mode_of_action_target_scope. Not a curator's mechanistic review.

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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