alpha-Toxicarol

Base Information

• Chemical Name: alpha-Toxicarol
• CAS No.: 82-09-7
• Molecular Formula: C23H22O7
• Molecular Weight: 410.423
• Nikkaji Number: J10.501E
• Wikidata: Q27108457
• Metabolomics Workbench ID: 22673
• ChEMBL ID: CHEMBL508992
• Mol file: 82-09-7.mol

Synonyms:alpha-toxicarol;toxicarol

Chemical Property of alpha-Toxicarol

Chemical Property:

• Vapor Pressure: 2.46E-15mmHg at 25°C
• Melting Point: 222℃
• Refractive Index: >1.768
• Boiling Point: 607.2 °C at 760 mmHg
• Flash Point: 213 °C
• PSA: 83.45000
• Density: 1.312 g/cm³
• LogP: 3.71350
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 410.13655304
• Heavy Atom Count: 30
• Complexity: 706

Purity/Quality:

98%Min ^*data from raw suppliers

α-Toxicarol 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=CC2=C(O1)C=C(C3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC)O)C
• Isomeric SMILES: CC1(C=CC2=C(O1)C=C(C3=C2O[C@@H]4COC5=CC(=C(C=C5[C@@H]4C3=O)OC)OC)O)C

Technology Process of alpha-Toxicarol

There total 4 articles about alpha-Toxicarol 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: 25.0%

6a,12a-dehydro-α-toxicarol (59086-93-0) → (+/-)-trans-α-toxicarol (82-09-7,13133-20-5,111057-92-2,123000-22-6)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; toluene; at -78 ℃; for 1h;

Reference yield:

Sumatrolic acid (139664-41-8) → alpha-toxicarol (82-09-7)

Guidance literature:

With Na-Pi buffer; In ethanol; at 31 ℃; for 14h; deguelin cyclase (from Tephrosia vogellii seedlings);

DOI:10.1016/0031-9422(92)90016-J

Reference yield:

sumatrol (82-10-0) → alpha-toxicarol (82-09-7)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10percent Pd/BaSO₄ / pyridine / 760 Torr

2: Na-Pi buffer / ethanol / 14 h / 31 °C / deguelin cyclase (from Tephrosia vogellii seedlings)

With Na-Pi buffer; hydrogen; Pd-BaSO₄; In pyridine; ethanol;

DOI:10.1016/0031-9422(92)90016-J

upstream raw materials:

Sumatrolic acid

sumatrol

6a,12a-dehydro-α-toxicarol

Downstream raw materials:

(-)-Dihydro-α-toxicarol

cis-α-toxicarol

(+/-)-trans-α-toxicarol

(+/-)-Dihydro-α-toxicarol

Refernces

• 1、 Crombie, Leslie,Rossiter, John T.,Bruggen, Nicholas van,Whiting, Donald A.. "DEGUELIN CYCLASE, A PRENYL TO CHROMEN TRANSFORMING ENZYME FROM TEPHROSIA VOGELLII". . p. 451 - 462. Retrieved 2007/10/02.