AntibioticMech

artesunate

CHEBI:63918 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

An artemisinin derivative that is the hemisuccinate ester of the lactol resulting from the reduction of the lactone carbonyl group of artemisinin. It is used, generally as the sodium salt, for the treatment of malaria. — ChEBI

Classification

Strictly broader compounds or drug classes this molecule belongs to.

• CHEBI:138979 CHEBI:138979
• CHEBI:26658 CHEBI:26658
• CHEBI:36244 CHEBI:36244
• CHEBI:59770 CHEBI:59770
• CHEBI:63920 CHEBI:63920
• CHEBI:72588 CHEBI:72588

Chemical structure

Computed structure properties

Molecular formula	C19H28O8
Charge	0
Average mass	384.425 Da
Monoisotopic mass	384.17842 Da
Source	ChEBI
InChIKey	FIHJKUPKCHIPAT-AHIGJZGOSA-N

SMILES

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

InChI

InChI=1S/C19H28O8/c1-10-4-5-13-11(2)16(23-15(22)7-6-14(20)21)24-17-19(13)12(10)8-9-18(3,25-17)26-27-19/h10-13,16-17H,4-9H2,1-3H3,(H,20,21)/t10-,11-,12+,13+,16-,17-,18-,19-/m1/s1

Also called

• artesunato (INN)— chebi
• artesunatum (INN)— chebi
• 4-oxo-4-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10-yl]oxy}butanoic acid (EXACT_SYNONYM)— chebi
• AS (EXACT_SYNONYM)— chebi
• artesunic acid (EXACT_SYNONYM)— chebi
• butanedioic acid, 1-[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl] ester (EXACT_SYNONYM)— chebi
• dihydroqinghasu hemsuccinate (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

• cas:182824-33-5
• cas:88495-63-0
• chemspider:5293084
• drugbank:DB09274
• drugcentral:247
• hmdb:HMDB0240267
• kegg.drug:D02482
• pdb-ccd:D95
• reaxys:6003212
• wikipedia.en:Artesunate

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:63918	artesunate	antibioticmech:chebi-6d5113e16f	2026-08-30

Mechanism summary

Clinical status

APPROVED

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

4. RESEEDED_FROM_SOURCES 2026-08-31 · seed_from_sources

   Re-seeded from updated data/raw/ inventories

5. RESEEDED_FROM_SOURCES 2026-08-31 · 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.