Arteannuin B

Base Information

• Chemical Name: Arteannuin B
• CAS No.: 50906-56-4
• Molecular Formula: C15H20 O3
• Molecular Weight: 248.322
• European Community (EC) Number: 683-223-1
• Nikkaji Number: J34.140A
• Wikidata: Q104253369
• Metabolomics Workbench ID: 141334
• ChEMBL ID: CHEMBL515516
• Mol file: 50906-56-4.mol

Synonyms:arteannuin B

Chemical Property of Arteannuin B

Chemical Property:

• Vapor Pressure: 1.44E-06mmHg at 25°C
• Melting Point: 149-151 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 398.7°Cat760mmHg
• Flash Point: 168.5°C
• PSA: 38.83000
• Density: 1.18g/cm³
• LogP: 2.45180
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 248.14124450
• Heavy Atom Count: 18
• Complexity: 457

Purity/Quality:

98%,99%, ^*data from raw suppliers

Arteannuin B ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CCC2C(=C)C(=O)OC23C1CCC4(C3O4)C
• Isomeric SMILES: C[C@@H]1CC[C@H]2C(=C)C(=O)O[C@]23[C@H]1CC[C@@]4([C@H]3O4)C
• Uses: Arteannuin B has been used in the treatment of coronavirus infection.

Technology Process of Arteannuin B

There total 35 articles about Arteannuin B which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

artemisinic acid (80286-58-4) → C12H13O2(CH3)3(O)(OO) (63968-64-9) + (1R,5S,8R,9S,12R,14R)-8,12-dimethyl-4-methylidene-2,13-dioxatetracyclo[7.5.0.01,5.012,14]tetradecan-3-one (50906-56-4)

Guidance literature:

In water; at 30 ℃; for 2h; Title compound not separated from byproducts; cell-free extract from Artemisia annua L_. (Asteraceae), EDTA, HEPES with DDT buffer, pH 7.15;

Reference yield:

deoxyarteannuin B (78092-22-5,78148-50-2,78148-51-3,84237-06-9,89956-67-2,108944-57-6,128301-55-3) → epi-arteannuin B (50906-56-4,78148-52-4,89956-65-0,89956-66-1,89956-68-3,107172-37-2,108944-56-5,108944-58-7) + (+/-)-arteannuin B (50906-56-4,78148-52-4,89956-65-0,89956-66-1,89956-68-3,107172-37-2,108944-56-5,108944-58-7)

Guidance literature:

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; at 0 ℃; for 24h;

DOI:10.1016/S0040-4039(00)84886-8

Reference yield:

deoxyarteannuin B (78092-22-5,78148-50-2,78148-51-3,84237-06-9,89956-67-2,108944-57-6,128301-55-3) → epi-arteannuin B (50906-56-4,78148-52-4,89956-65-0,89956-66-1,89956-68-3,107172-37-2,108944-56-5,108944-58-7) + (+/-)-arteannuin B (50906-56-4,78148-52-4,89956-65-0,89956-66-1,89956-68-3,107172-37-2,108944-56-5,108944-58-7)

Guidance literature:

With potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In hexane; dichloromethane; at 0 ℃; for 24h;

DOI:10.1016/S0040-4039(00)84886-8

upstream raw materials:

artemisinic acid

deoxyarteannuin B

4-methyl-2-cyclohexenone

(1R,4S,4aR,7R,8aS)-4,7-Dimethyl-decahydro-naphthalene-1,7-diol

Refernces

• 1、 Lansbury, Peter T.,Mojica, Carlos A.. "TOTAL SYNTHESIS OF (+/-)-ARTEANNUIN B". . p. 3967 - 3970. Retrieved 2007/10/02.