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artesunate

CHEBI:CHEBI_63918

Definition

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.

Chemical Information

Molecular Formula
C19H28O8
Molecular Mass
384.425
Charge
0
SMILES
[H][C@@]12CC[C@@H](C)[C@]3([H])CC[C@@]4(C)OO[C@@]13[C@]([H])(O[C@@H](OC(=O)CCC(O)=O)[C@@H]2C)O4
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
InChIKey
FIHJKUPKCHIPAT-AHIGJZGOSA-N

Alternative Names

  • 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
  • artesunate
  • artesunato
  • artesunatum
  • artesunic acid
  • AS
  • 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
  • dihydroqinghasu hemsuccinate

Drug Classification

Important Medical Information

⚕️ This information is sourced from ChEBI (Chemical Entities of Biological Interest) database and is intended for educational purposes only.

  • Always consult with a healthcare professional before starting, stopping, or modifying any medication.
  • Side effects may vary and this list may not be comprehensive.
  • Drug interactions may occur with other medications.

Additional Identifiers

core#notation
CHEBI:63918
DRON_00010000
18346
oboInOwl#hasDbXref
Wikipedia:Artesunate

Additional References

Wikipedia:Artesunate

🔍 Click on any linked disease name to learn more about the conditions this medication is used to treat, or explore related drug classifications for more information about similar medications.

Additional Attributes

core#notation
CHEBI:63918
oboInOwl#hasOBONamespace
chebi_ontology
DRON_00010000
18346
generic_name
Artesunate
oboInOwl#hasDbXref
Wikipedia:Artesunate
oboInOwl#id
CHEBI:63918
dosage_form
POWDER
product_type
BULK INGREDIENT
marketing_category
BULK INGREDIENT FOR HUMAN PRESCRIPTION COMPOUNDING
listing_expiration_date
20241231
marketing_start_date
20070621
active_ingredient_strength
25 kg/25kg
labeler_name
Amivas, Inc
package_marketing_start_date
21-JUN-07
product_ndc
73607-011
spl_id
12cf8dd9-2103-4a67-b70c-4d50bee3cac3
active_ingredient_name
ARTESUNATE
package_ndc
73607-011-11
package_description
2 KIT in 1 CARTON (73607-011-11) / 1 KIT in 1 KIT * 1 INJECTION, POWDER, FOR SOLUTION in 1 VIAL (73607-002-01) * 1 SOLUTION in 1 VIAL (73607-003-02)
brand_name
Artesunate
brand_name_base
Artesunate
application_number
NDA213036
RO_0000087
http://purl.obolibrary.org/obo/CHEBI_173085
oboInOwl#inSubset
http://purl.obolibrary.org/obo/chebi#3_STAR
22-rdf-syntax-ns#type
http://www.w3.org/2002/07/owl#Class
has_treatment
http://purl.obolibrary.org/obo/DOID_0050305
rdf-schema#domain
https://w3id.org/def/predibionto#has_side_effect30922
owl#annotatedSource
t266367
owl#someValuesFrom
t3619204