D95

Artesunate

Created:	2018-01-10
Last modified:	2019-01-16

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2 entries where D95 is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	55
Chiral Atom Count	8
Bond Count	58
Aromatic Bond Count	0

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Chemical Component Summary
Name	Artesunate
Formula	C₁₉ H₂₈ O₈
Molecular Weight	384.421
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	CACTVS	3.385	C[CH]1CC[CH]2[CH](C)[CH](O[CH]3O[C]4(C)CC[CH]1[C]23OO4)OC(=O)CCC(O)=O
SMILES	OpenEye OEToolkits	2.0.6	CC1CCC2C(C(OC3C24C1CCC(O3)(OO4)C)OC(=O)CCC(=O)O)C
Canonical SMILES	CACTVS	3.385	C[C@@H]1CC[C@H]2[C@@H](C)[C@@H](O[C@@H]3O[C@@]4(C)CC[C@@H]1[C@@]23OO4)OC(=O)CCC(O)=O
Canonical SMILES	OpenEye OEToolkits	2.0.6	C[C@@H]1CC[C@H]2[C@H]([C@@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC(=O)CCC(=O)O)C
InChI	InChI	1.03	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	InChI	1.03	FIHJKUPKCHIPAT-AHIGJZGOSA-N

Drug Info: DrugBank

DrugBank ID	DB09274
Name	Artesunate
Groups	investigational approved
Description	Artesunate is indicated for the initial treatment of severe malaria.[L14099] The World Health Organization recommends artesunate as first line treatment for severe malaria.[L890] Artesunate was developed out of a need for a more hydrophilic derivative of [artemisinin].[A203948] Artesunate was granted FDA approval on 26 May 2020.[L14099]
Synonyms	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 Artesunato Succinyl dihydroartemisinin Artesunic acid Artesunatum Artesunate Artesunate sodium AS dihydroqinghasu hemsuccinate
Brand Names	Artesunate - Amivas Artesunate
Indication	Artesunate is indicated for the initial treatment of severe malaria in adult and pediatric patients.[L14099]
Categories	Acids, Acyclic Anions Anthelmintics Anti-Infective Agents Antimalarials Antineoplastic Agents Antiparasitic Agents Antiparasitic Products, Insecticides and Repellents Antiplatyhelmintic Agents Antiprotozoals Antiviral Agents Artemisinin and derivatives Artemisinins BCRP/ABCG2 Substrates Cytochrome P-450 CYP2A6 Substrates Cytochrome P-450 Substrates Dicarboxylic Acids Electrolytes Free Radicals Ions OAT3/SLC22A8 Inhibitors OATP1B1/SLCO1B1 Inhibitors Oxides Oxygen Compounds P-glycoprotein substrates Peroxides Reactive Oxygen Species Schistosomicides Terpenes UGT1A9 Substrates UGT2B7 substrates
ATC-Code	P01BE03 P01BF09 P01BF02 P01BF03 P01BF06 P01BF04
CAS number	88495-63-0

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Malaria protein EXP-1	MKILSVFFLVLFFIIFNKESLAEKTNKETGSGVSSKKKNKKGSGEPLIDV...	unknown	inhibitor
UDP-glucuronosyltransferase 2B7	MSVKWTSVILLIQLSFCFSSGNCGKVLVWAAEYSHWMNIKTILDELIQRG...	unknown	substrate
UDP-glucuronosyltransferase 1A9	MACTGWTSPLPLCVCLLLTCGFAEAGKLLVVPMDGSHWFTMRSVVEKLIL...	unknown	substrate
Cytochrome P450 2A6	MLASGMLLVALLVCLTVMVLMSVWQQRKSKGKLPPGPTPLPFIGNYLQLN...	unknown	substrate
Albumin	MKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...	unknown	binder
Broad substrate specificity ATP-binding cassette transporter ABCG2	MSSSNVEVFIPVSQGNTNGFPATASNDLKAFTEGAVLSFHNICYRVKLKS...	unknown	substrate
ATP-dependent translocase ABCB1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate
Solute carrier organic anion transporter family member 1B1	MDQNQHLNKTAEAQPSENKKTRYCNGLKMFLAALSLSFIAKTLGAIIMKS...	unknown	inhibitor
Organic anion transporter 3	MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...	unknown	inhibitor
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682