Artesunate

CAS Number: 88495-63-0

Molecular Mass: 384.4 g/mol

Formula: C₁₉H₂₈O₈

Smiles: C[C@H]1[C@H](OC(=O)CCC(=O)O)O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]1[C@@]24OO3

Synonymes:

Artesunate, Artesunic acid, 88495-63-0, Arsumax, Plasmotrin, Qinghaozhi, Saphnate, Artesunato, Artesunatum, Dihydroqinghasu hemsuccinate, Zysunate, WR 256283, Dihydroqinghaosu hemisuccinate, CHEBI:63918, LJPC-0118, Dihydroartemisinine-12alpha-succinate, 60W3249T9M, NSC-712571, 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, DTXSID3042681, 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, 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, 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, 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, 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, alpha-artesunic acid, RefChem:54307, Dihydroartemisinin, Succinyl, P01BE03, DTXCID601508461, SM804, Dihydroartemisinine 12 alpha succinate, 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, 618-170-5, 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, Arinate, .alpha.-artesunic acid, Succinyl dihydroartemisinin, Arsuamoon, Plasmotrim, Asumax, Gsunate Forte, Artesunata, Cosinate, Artesunate [USAN], MFCD00866204, (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, Artesunate [INN], WR-256283, Armax 200, 4-Oxo-4-(((3R,5aS,6R,8aS,9R,10R,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid, Artesunatum [INN-Latin], Artesunato [INN-Spanish], Artsuna, Nuartez, Artesunate [USAN:INN:BAN], C19H28O8, UNII-60W3249T9M, HSDB 7458, Quinghaosu reduced succinate ester, 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, D95, Artesunate (Standard), ARTESUNATE [MI], ARTESUNATE [HSDB], ARTESUNATE [VANDF], ARTESUNATE [MART.], ARTESUNATE [USP-RS], ARTESUNATE [WHO-DD], ARTESUNATE [WHO-IP], MLS006011590, CHEMBL361497, GTPL9956, orb1310621, ARTESUNATE [ORANGE BOOK], SCHEMBL14552891, HY-N0193R, FIHJKUPKCHIPAT-AHIGJZGOSA-N, ARTESUNATUM [WHO-IP LATIN], HY-N0193, STR09744, BDBM50248021, EBC-17081, AKOS037515734, CS-8151, DB09274, FA17994, NCGC00164600-10, NCGC00164600-15, SMR002499399, NS00099352, DIHYDROARTEMISININE-12.ALPHA.-SUCCINATE, EN300-6482026, Q707939, BRD-K54634444-001-05-9, WR-256283, ART, Armax 200, SM-804, HSDB-7458, 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[10.3.1.0?,(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, 4-Oxo-4-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-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, 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*))-

Bioactivity: -

Solubility in Different Solvents

Solvent	Temperature [K]	Crystal form	Solubility [mg/mL]	Reference
1-Butanol	283.14	-	30.69	[342]
1-Butanol	288.07	-	37.71	[342]
1-Butanol	293.14	-	47.73	[342]
1-Butanol	298.1	-	60.59	[342]
1-Butanol	303.05	-	76.77	[342]
1-Butanol	308.08	-	98.63	[342]
1-Butanol	313.07	-	126.4	[342]
1-Butanol	318.05	-	161.4	[342]
1-Butanol	323.15	-	207.8	[342]
1-Pentanol	283.23	-	40.3	[342]
1-Pentanol	288.23	-	49.6	[342]
1-Pentanol	293.29	-	61.54	[342]
1-Pentanol	298.5	-	78.23	[342]
1-Pentanol	303.24	-	96.12	[342]
1-Pentanol	308.02	-	118.9	[342]
1-Pentanol	313.08	-	148.3	[342]
1-Pentanol	318.05	-	179.2	[342]
1-Pentanol	323.1	-	218.2	[342]
1-Propanol	283.14	-	43.57	[342]
1-Propanol	288.07	-	53.88	[342]
1-Propanol	293.14	-	67.77	[342]
1-Propanol	298.08	-	85.02	[342]
1-Propanol	303.02	-	107.7	[342]
1-Propanol	308.05	-	137.4	[342]
1-Propanol	313.03	-	177.2	[342]
1-Propanol	318.05	-	223.4	[342]
1-Propanol	323.05	-	285.6	[342]
Amyl Acetate	283.14	-	24.31	[342]
Amyl Acetate	288.24	-	27.4	[342]
Amyl Acetate	293.3	-	30.75	[342]
Amyl Acetate	298.28	-	34.64	[342]
Amyl Acetate	303.24	-	38.58	[342]
Amyl Acetate	308.22	-	43.4	[342]
Amyl Acetate	313.13	-	49.14	[342]
Amyl Acetate	318.18	-	55.33	[342]
Amyl Acetate	323.24	-	62.25	[342]
Butyl acetate	283.17	-	35.8	[342]
Butyl acetate	288.19	-	39.99	[342]
Butyl acetate	293.2	-	44.4	[342]
Butyl acetate	298.14	-	49.43	[342]
Butyl acetate	303.19	-	56.03	[342]
Butyl acetate	308.16	-	62.36	[342]
Butyl acetate	313.14	-	69.33	[342]
Butyl acetate	318.14	-	78.37	[342]
Butyl acetate	323.2	-	88.39	[342]
Ethanol	278.15	-	35.56	[343]
Ethanol	283.06	-	76.27	[342]
Ethanol	283.15	-	38.48	[343]
Ethanol	288.14	-	91.4	[342]
Ethanol	288.15	-	42.38	[343]
Ethanol	293.15	-	47.04	[343]
Ethanol	293.19	-	112.8	[342]
Ethanol	298.15	-	51.63	[343]
Ethanol	298.24	-	139.3	[342]
Ethanol	303.15	-	56.14	[343]
Ethanol	303.21	-	175.8	[342]
Ethanol	308.15	-	61.42	[343]
Ethanol	308.16	-	223.9	[342]
Ethanol	313.14	-	284.3	[342]
Ethanol	313.15	-	66.66	[343]
Ethanol	318.15	-	71.83	[343]
Ethanol	318.22	-	362.8	[342]
Ethanol	323.2	-	447.6	[342]
Ethyl acetate	283.17	-	80.9	[342]
Ethyl acetate	288.17	-	89.52	[342]
Ethyl acetate	293.16	-	99.17	[342]
Ethyl acetate	298.14	-	111.8	[342]
Ethyl acetate	303.17	-	123.7	[342]
Ethyl acetate	308.14	-	137.0	[342]
Ethyl acetate	313.17	-	151.7	[342]
Ethyl acetate	318.16	-	167.5	[342]
Ethyl acetate	323.19	-	187.1	[342]
Isoamyl Alcohol	283.16	-	20.51	[342]
Isoamyl Alcohol	288.17	-	25.73	[342]
Isoamyl Alcohol	293.14	-	32.56	[342]
Isoamyl Alcohol	298.16	-	42.37	[342]
Isoamyl Alcohol	303.16	-	53.48	[342]
Isoamyl Alcohol	308.14	-	68.77	[342]
Isoamyl Alcohol	313.17	-	86.38	[342]
Isoamyl Alcohol	318.16	-	110.3	[342]
Isoamyl Alcohol	323.16	-	141.8	[342]
Isobutanol	283.14	-	22.93	[342]
Isobutanol	288.07	-	29.38	[342]
Isobutanol	293.14	-	38.28	[342]
Isobutanol	298.1	-	49.42	[342]
Isobutanol	303.05	-	64.67	[342]
Isobutanol	308.08	-	82.09	[342]
Isobutanol	313.07	-	105.5	[342]
Isobutanol	318.05	-	136.5	[342]
Isobutanol	323.15	-	171.4	[342]
Isopropanol	278.15	-	14.62	[343]
Isopropanol	283.06	-	27.64	[342]
Isopropanol	283.15	-	17.13	[343]
Isopropanol	288.14	-	36.49	[342]
Isopropanol	288.15	-	19.87	[343]
Isopropanol	293.15	-	23.25	[343]
Isopropanol	293.19	-	48.96	[342]
Isopropanol	298.15	-	26.46	[343]
Isopropanol	298.24	-	60.74	[342]
Isopropanol	303.15	-	30.46	[343]
Isopropanol	303.21	-	80.59	[342]
Isopropanol	308.15	-	34.72	[343]
Isopropanol	308.16	-	105.4	[342]
Isopropanol	313.14	-	139.7	[342]
Isopropanol	313.15	-	39.45	[343]
Isopropanol	318.15	-	44.27	[343]
Isopropanol	318.22	-	183.2	[342]
Isopropanol	323.2	-	239.8	[342]
Methanol	278.15	-	48.26	[343]
Methanol	283.15	-	51.97	[343]
Methanol	288.15	-	58.2	[343]
Methanol	293.15	-	64.63	[343]
Methanol	298.15	-	70.99	[343]
Methanol	303.15	-	77.28	[343]
Methanol	308.15	-	85.19	[343]
Methanol	313.15	-	93.01	[343]
Methanol	318.15	-	100.7	[343]
Propyl acetate	283.16	-	54.81	[342]
Propyl acetate	288.24	-	60.24	[342]
Propyl acetate	293.16	-	66.18	[342]
Propyl acetate	298.18	-	73.38	[342]
Propyl acetate	303.16	-	81.31	[342]
Propyl acetate	308.16	-	90.77	[342]
Propyl acetate	313.18	-	101.6	[342]
Propyl acetate	318.16	-	112.6	[342]
Propyl acetate	323.16	-	125.5	[342]
Propylene Glycol	278.15	-	5.303	[343]
Propylene Glycol	283.15	-	6.505	[343]
Propylene Glycol	288.15	-	7.773	[343]
Propylene Glycol	293.15	-	9.228	[343]
Propylene Glycol	298.15	-	10.74	[343]
Propylene Glycol	303.15	-	12.37	[343]
Propylene Glycol	308.15	-	14.49	[343]
Propylene Glycol	313.15	-	16.6	[343]
Propylene Glycol	318.15	-	18.87	[343]
Water	278.15	-	0.2023	[343]
Water	283.15	-	0.273	[343]
Water	288.15	-	0.3541	[343]
Water	293.15	-	0.4609	[343]
Water	298.15	-	0.5757	[343]
Water	303.15	-	0.7451	[343]
Water	308.15	-	0.9409	[343]
Water	313.15	-	1.173	[343]
Water	318.15	-	1.466	[343]
isopropyl acetate	283.17	-	41.3	[342]
isopropyl acetate	288.19	-	45.45	[342]
isopropyl acetate	293.2	-	49.85	[342]
isopropyl acetate	298.14	-	55.38	[342]
isopropyl acetate	303.19	-	61.26	[342]
isopropyl acetate	308.16	-	67.69	[342]
isopropyl acetate	313.14	-	74.88	[342]
isopropyl acetate	318.14	-	83.91	[342]
isopropyl acetate	323.2	-	93.64	[342]

Molecule 3D descriptors

Descriptor	Value
PMI1	1610.5549
PMI2	3862.7361
PMI3	4749.5700
NPR1	0.3391
NPR2	0.8133
RadiusOfGyration	3.6464
InertialShapeFactor	0.0005
Eccentricity	0.9408
Asphericity	0.3007
SpherocityIndex	0.2412
PBF	0.9590