481-05-0

Basic information

• Product Name: ARTEMISIN
• Synonyms: 3a,5,5a,9b-tetrahydro-4-hydroxy-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8-dione;ARTEMISIN (COTEXIN);(3S)-3aβ,5,5a,9bα-Tetrahydro-4β-hydroxy-3,5aα,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione;(3S)-3β,5aα,9-Trimethyl-4β-hydroxy-2,3,3aβ,4,5,5a,8,9bα-octahydronaphtho[1,2-b]furan-2,8-dione;4β-Hydroxy-3β,5aα,9-trimethyl-3,3aβ,4,5,5a,9bα-hexahydronaphtho[1,2-b]furan-2,8-dione;Artemisin;(3S,3aR,4S,5aS,9bS)-4-hydroxy-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione;(3S,3aR,4S,5aS,9bS)-4-hydroxy-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g]benzofuran-2,8-quinone
• CAS NO: 481-05-0
• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30102
• Mol File: 481-05-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 203°
• Boiling Point: bp0.1 260°
• Flash Point: 178.8°C
• Appearance: /
• Density: 1.26g/cm³
• PKA: 13.81±0.70(Predicted)
• CAS DataBase Reference: ARTEMISIN(CAS DataBase Reference)
• NIST Chemistry Reference: ARTEMISIN(481-05-0)
• EPA Substance Registry System: ARTEMISIN(481-05-0)

Safety Data

• RIDADR: 2811
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 481-05-0(Hazardous Substances Data)

Usage

General Description

Artemisinin, also known as qinghaosu, is a chemical compound derived from the sweet wormwood plant (Artemisia annua). It has been widely used as a powerful anti-malarial drug, particularly in the treatment of drug-resistant strains of the disease. Artemisinin works by targeting the malaria parasite and disrupting its ability to reproduce within the body, ultimately leading to the destruction of the parasite. In addition to its anti-malarial properties, artemisinin has also shown potential in the treatment of other diseases such as cancer, due to its ability to induce cell death in cancer cells. ARTEMISIN has garnered significant attention and research for its potential therapeutic benefits and its impact on global health.

InChI:InChI=1S/C15H18O4/c1-7-9(16)4-5-15(3)6-10(17)11-8(2)14(18)19-13(11)12(7)15/h4-5,8,10-11,13,17H,6H2,1-3H3/t8-,10-,11+,13-,15+/m0/s1

Upstream product

• 481-06-1 santonin 

Downstream Products

• 116534-20-4 (11S)-6α-hydroxy-3-oxo-8α-(toluene-4-sulfonyloxy)-eudesma-1,4-dien-12-oic acid-lactone 
• 14804-52-5 (4S,5S)-3-desoxy-tetrahydro-l-α-santonine 
• 10067-18-2 yomogin 
• 64340-42-7 alloalantolactone 
• 113018-56-7 11β-phenylseleno-7α,8βH-eudesm-4-en-12,8-olide 
• 91914-36-2 11α-phenylseleno-7,8αH-eudesm-4-en-12,8-olide 
• 58964-72-0 3-oxo-11α-phenylseleno-7,8αH-eudesma-1,4-dien-12,8-olide 
• 144460-98-0 8α-(Phenylseleno)-9β-hydroxy-3-oxo-(7αH,6,11βH)-eudesm-4-en-6,12-olide 
• 126733-40-2 2,3-bis<(o-nitrophenyl)seleno>-5,7αH,4,8,11βH-eleman-8,12-olide 
• 126784-59-6 11β-phenylseleno-5,7,8αH-elema-1,3-dien-8,12-olide 
• 126685-48-1 C₂₂H₃₀N₂O₄S 
• 31002-16-1 5,7αH,8βH-elema-1,3,11(13)trien-8,12-olide 
• 126784-58-5 11β-phenylseleno-5,7αH,8βH-elema-1,3-dien-8,12-olide 
• 33530-72-2 Rothin-A 

Relevant articles and documents

Biotransformation of 6α-santonin and 1,2-dihydro-α-santonin by Acremonium chrysogenum PTCC 5271 and Rhizomucor pusillus PTCC 5134

Biotransformation of 6α-santonin (1) and 1,2-dihyro-α-santonin (2) by two fungal strains Acremoniumchrysogenum (Cephalosporium chrysogenum) and Rhizomucor pusillus has been investigated for the firsttime. After 8 days of incubation of 1 by A. chrysogenum, four known metabolites including 1,2-dihydro-α-santonin (2) (30%), 8α-hydroxyl-α-santonin (3) (22%), 15-hydroxy-α-santonin (4) (15%) and 4,5-dihydro-α-santonin (5) (10%) were obtained. Incubation of 1 by R. pusillus afforded two metabolites 2 (45%) and 3(20%). Biotransformation of 1,2-dihyro-α-santonin by A. chrysogenum produced tetrahydro-α-santonin(6) with 52% yield and tetrahydroartemisin (7) with 33% yield. By R. pusillus, the yields of 6 and 7 were32% and 21%, respectively. The structures of the products were identified on the basis of spectroscopic data.