AntibioticMech

(+)-artemisinin

CHEBI:223316 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

A sesquiterpene lactone obtained from sweet wormwood, Artemisia annua, which is used as an antimalarial for the treatment of multi-drug resistant strains of falciparum malaria. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:25702 CHEBI:25702
• CHEBI:37667 CHEBI:37667

Chemical structure

Computed structure properties

Molecular formula	C15H22O5
Charge	0
Average mass	282.336 Da
Monoisotopic mass	282.14672 Da
Source	ChEBI
InChIKey	BLUAFEHZUWYNDE-NNWCWBAJSA-N

SMILES

[H][C@]12OC(=O)[C@H](C)[C@]3([H])CC[C@@H](C)[C@]4([H])CC[C@@](C)(OO[C@]143)O2

InChI

InChI=1S/C15H22O5/c1-8-4-5-11-9(2)12(16)17-13-15(11)10(8)6-7-14(3,18-13)19-20-15/h8-11,13H,4-7H2,1-3H3/t8-,9-,10+,11+,13-,14-,15-/m1/s1

Also called

• artemisinin (INN)— chebi
• artemisininum (INN)— chebi
• (3R,5aS,6R,8aS,9R,12S,12aR)-3,6,9-trimethyloctahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10(3H)-one (EXACT_SYNONYM)— chebi
• 1,5,9-trimethyl-(1R,4S,5R,9R,12S,13R)-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-one (EXACT_SYNONYM)— chebi
• Octahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin-10(3H)-one (EXACT_SYNONYM)— chebi
• QHS (EXACT_SYNONYM)— chebi
• Qing Hau Sau (EXACT_SYNONYM)— chebi
• Qinghaosu (EXACT_SYNONYM)— chebi
• Quing Hau Sau (EXACT_SYNONYM)— chebi
• arteannuin (EXACT_SYNONYM)— chebi
• artemisinina (EXACT_SYNONYM)— chebi
• artemisinine (EXACT_SYNONYM)— chebi
• huanghuahaosu (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:63968-64-9
• drugcentral:3871
• gmelin:1755493
• kegg.compound:C09538
• kegg.drug:D02481
• knapsack:C00003359
• lincs.smallmolecule:LSM-6546
• lipidmaps:LMPR0103190003
• metacyc.compound:CPD-7561
• reaxys:4194670
• wikipedia.en:Artemisinin

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:223316	(+)-artemisinin	antibioticmech:chebi-ab983ede98	2026-08-30

Curation history

1. SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Seeded from data/raw/ inventories (CHEBI)

2. RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

3. 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.