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Artesunate

PubChem CID: 6917864

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Compound Synonyms Artesunate, Artesunic acid, Arsumax, 88495-63-0, Plasmotrin, Qinghaozhi, Saphnate, Artesunato, Artesunatum, Arinate, Dihydroqinghasu hemsuccinate, Zysunate, Arsuamoon, Asumax, Gsunate Forte, Artesunata, Cosinate, Armax 200, CHEBI:63918, WR 256283, Dihydroqinghaosu hemisuccinate, UNII-60W3249T9M, HSDB 7458, LJPC-0118, .alpha.-artesunic acid, Quinghaosu reduced succinate ester, Succinyl dihydroartemisinin, Artesunatum [INN-Latin], Dihydroartemisinine-12alpha-succinate, Artesunato [INN-Spanish], 60W3249T9M, NSC-712571, DTXSID3042681, 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, Artesunatum (INN-Latin), Artesunato (INN-Spanish), ARTESUNATE (MART.), ARTESUNATE [MART.], ARTESUNATE (USP-RS), ARTESUNATE [USP-RS], (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-ol, hydrogen succinate, Plasmotrim, Artesunate [USAN], 3R,5AS,6R,8AS,9R,10S,12R,12AR)-3,6,9-TRIMETHYLDECAHYDRO-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL HYDROGEN BUTANEDIOATE, 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 HYDROGEN BUTANEDIOATE, 4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid, 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 [INN], Butanedioic acid, mono((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, DTXCID20819893, Artsuna, Nuartez, Artesunate [USAN:INN:BAN], D95, Artesunate (Standard), ARTESUNATE [MI], ARTESUNATE [HSDB], ARTESUNATE [VANDF], ARTESUNATE [WHO-DD], ARTESUNATE [WHO-IP], MLS006011590, CHEMBL361497, GTPL9956, ARTESUNATE [ORANGE BOOK], SCHEMBL14552891, HY-N0193R, P01BE03, FIHJKUPKCHIPAT-AHIGJZGOSA-N, ARTESUNATUM [WHO-IP LATIN], 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 hydrogen butanedioate, HY-N0193, STR09744, BDBM50248021, AKOS037515734, CS-8151, DB09274, FA17994, NCGC00164600-10, NCGC00164600-15, 4-oxo-4-(((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid, Butanedioic acid, mono((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, SMR002499399, WR-256283, NS00099352, DIHYDROARTEMISININE-12.ALPHA.-SUCCINATE, EN300-6482026, Q707939, BRD-K54634444-001-05-9, WR-256283, ART, Armax 200, SM-804, HSDB-7458, 4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0?,(1)(3).0?,(1)(3)]hexadecan-10-yl]oxy}butanoic acid, 4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoic acid, Butanedioic acid mono(3R,5?S,6R,8?S,9R,10S,12R,12?R)-decahydro-3,6 ,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl] ester, Artesunic acid, BUTANEDIOIC ACID, MONO(DECAHYDRO-3,6,9-TRIMETHYL-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL) ESTER, (3R-(3.ALPHA.,5A.BETA.,6.BETA.,8A.BETA.,9.ALPHA.,10.BETA.,12.BETA.,12AR*))-, BUTANEDIOIC ACID, MONO(DECAHYDRO-3,6,9-TRIMETHYL-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL) ESTER, (3R-(3alpha,5Abeta,6beta,8Abeta,9alpha,10beta,12beta,12AR*))-
Topological Polar Surface Area 101.0
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 27.0
Isotope Atom Count 0.0
Molecular Complexity 623.0
Database Name cmaup_ingredients;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Iupac Name 4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid
Prediction Hob 1.0
Class Prenol lipids
Xlogp 2.5
Superclass Lipids and lipid-like molecules
Subclass Sesquiterpenoids
Molecular Formula C19H28O8
Prediction Swissadme 1.0
Inchi Key FIHJKUPKCHIPAT-AHIGJZGOSA-N
Fcsp3 0.8947368421052632
Logs -4.001
Rotatable Bond Count 5.0
Logd 1.862
Synonyms 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, Butanedioate, 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 hemsuccinic acid, Malartin, Dihydroartemisinine-12-alpha-succinate, Dihydroartemisinin, succinyl, Succinyl dihydroartemisinin, Malacef, Sodium artesunate, Dihydroartemisinine 12 alpha succinate
Compound Name Artesunate
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 384.178
Formal Charge 0.0
Monoisotopic Mass 384.178
Hydrogen Bond Acceptor Count 8.0
Molecular Weight 384.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic heteropolycyclic compounds
Esol -3.0778350000000008
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
Smiles 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
Nring 5.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Artemisinins

  • 1. Outgoing r'ship FOUND_IN to/from Artemisia Annua (Plant) Rel Props:Source_db:cmaup_ingredients
  • 2. Outgoing r'ship FOUND_IN to/from Artemisia Apiacea (Plant) Rel Props:Source_db:cmaup_ingredients