50906-56-4

Basic information

• Product Name: Arteannuin
• Synonyms: arteannuin B;(1aR,1bR,4aβ,7aβ)-Decahydro-7β,9aα-dimethyl-4-methylene-3H-oxireno[7,8]naphtho[8a,1-b]furan-3-one
• CAS NO: 50906-56-4
• Molecular Formula: C₁₅H₂₀O₃
• Molecular Weight: 248.32
• Mol File: 50906-56-4.mol
• Article Data: 2

Chemical Properties

• Melting Point: 149-151 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 398.7°Cat760mmHg
• Flash Point: 168.5°C
• Appearance: /
• Density: 1.18g/cm³
• Vapor Pressure: 1.44E-06mmHg at 25°C
• Refractive Index: 1.548
• Storage Temp.: 2-8°C(protect from light)
• CAS DataBase Reference: Arteannuin(CAS DataBase Reference)
• NIST Chemistry Reference: Arteannuin(50906-56-4)
• EPA Substance Registry System: Arteannuin(50906-56-4)

Safety Data

• Hazardous Substances Data: 50906-56-4(Hazardous Substances Data)

Usage

Uses

Arteannuin B has been used in the treatment of coronavirus infection.

InChI:InChI=1/C15H20O3/c1-8-4-5-11-9(2)12(16)17-15(11)10(8)6-7-14(3)13(15)18-14/h8,10-11,13H,2,4-7H2,1,3H3/t8-,10?,11?,13?,14?,15?/m1/s1

Upstream product

• 108886-37-9 Trifluoro-acetic acid (2S,4aS,5R,8S,8aR)-8-acetoxy-2,5-dimethyl-decahydro-naphthalen-2-yl ester 
• 108886-46-0 (3aS,6R,6aS,9S,10aR)-9-Hydroxy-6,9-dimethyl-3-methylene-decahydro-1-oxa-cyclopenta[d]naphthalen-2-one 
• 108886-39-1 Methanesulfonic acid (1R,4S,4aR,7R,8aS)-7-hydroxy-4,7-dimethyl-decahydro-naphthalen-1-yl ester 
• 108886-43-7 [(4R,4aS,7S,8aR)-7,8a-Dihydroxy-4,7-dimethyl-octahydro-naphthalen-(1E)-ylidene]-acetonitrile 
• 108886-45-9 (3aS,6R,6aS,9S,10aS)-9-Hydroxy-6,9-dimethyl-decahydro-1-oxa-cyclopenta[d]naphthalen-2-one 
• 108886-44-8 ((1S,4R,4aS,7S,8aS)-7,8a-Dihydroxy-4,7-dimethyl-decahydro-naphthalen-1-yl)-acetonitrile 
• 108886-42-6 (4R,4aS,7S,8aR)-7,8a-Dihydroxy-4,7-dimethyl-octahydro-naphthalen-1-one 
• 108886-36-8 Acetic acid (1R,4S,4aR,8aS)-4-methyl-7-methylene-decahydro-naphthalen-1-yl ester 
• 108886-47-1 trans-decalone 
• 108886-40-4 (2S,4aS,5R)-2,5-Dimethyl-1,2,3,4,4a,5,6,7-octahydro-naphthalen-2-ol 
• 108886-34-6 (3R,4R)-4-Methyl-3-(3-methyl-but-3-enyl)-cyclohexanone 
• 108886-41-5 (1S,4R,4aS,7S,8aR)-4,7-Dimethyl-octahydro-naphthalene-1,7,8a-triol 
• 108886-38-0 (1R,4S,4aR,7R,8aS)-4,7-Dimethyl-decahydro-naphthalene-1,7-diol 
• 75337-05-2 4-methyl-2-cyclohexenone 

Downstream Products

• 64390-16-5 3-S-dihydroarteannuin B 
• 87206-33-5 (3R)-dihydroarteannuin B 

Relevant articles and documents

Use of cell-free systems in the production of the potent antimalarial, artemisinin

Artemisinin (qinghaosu, QHS), 1, a compound from the traditional Chinese medicinal herb, qinghao, Artemisia annua L. (Asteraceae), has shown high potential in the treatment of multidrug resistant forms of Plasmodium species, especially the most virulant P. vivax and P. falciparum.Clinical trials and treatments conducted in the Peoples' Republic of China has shown it to be , by far, the safest and most effective antimalarial.The work presented here uses crude leaf homogenates of A. annua to convert the more easily available precursor, artemisinic acid, 2, to artemisinin by these cell-free enzymes.A novel procedure using GC-CIMS to quantitate the results has been developed.A hypothetical pathway for the conversion of artemisinic acid to the target drug through the intermediacy of arteannuin B, 3, another metabolite of the same plant , is described.