Cimifugin

Base Information

• Chemical Name: Cimifugin
• CAS No.: 37921-38-3
• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.315
• DSSTox Substance ID: DTXSID10331690
• Nikkaji Number: J17.999J
• Wikidata: Q27106170
• Metabolomics Workbench ID: 69047
• Mol file: 37921-38-3.mol

Synonyms:cimifugin

Chemical Property of Cimifugin

Chemical Property:

• Vapor Pressure: 8.98E-13mmHg at 25°C
• Melting Point: 107～109℃
• Refractive Index: 1.599
• Boiling Point: 546.4 °C at 760 mmHg
• PKA: 14.25±0.29(Predicted)
• Flash Point: 204.9 °C
• PSA: 89.13000
• Density: 1.361 g/cm³
• LogP: 1.36830
• Storage Temp.: -20°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 3
• Exact Mass: 306.11033829
• Heavy Atom Count: 22
• Complexity: 485

Purity/Quality:

98% ^*data from raw suppliers

Cimifugin phyproof? Reference Substance ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1CC2=C(O1)C=C3C(=C2OC)C(=O)C=C(O3)CO)O
• Isomeric SMILES: CC(C)([C@@H]1CC2=C(O1)C=C3C(=C2OC)C(=O)C=C(O3)CO)O

Technology Process of Cimifugin

There total 5 articles about Cimifugin 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:

Prim-O-Glucosylcimifugin (80681-45-4) → cimifugin (37921-38-3) + (S)-(+)-5-O-methylvisamminol (6778-51-4,80681-42-1)

Guidance literature:

With human intestinal flora; In methanol; at 37 ℃; for 48h; Microbiological reaction;

DOI:10.1080/10286020.2012.702756

Reference yield:

prim-O-glucosylcimifugin → cimifugin (37921-38-3)

Guidance literature:

With water; at 37 ℃; incubation with β-glucosidase overnight;

Reference yield:

Prim-O-Glucosylcimifugin (80681-45-4) → cimifugin (37921-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 mg / pyridine / Ambient temperature

2: 28 mg / H2O / 37 °C / incubation with β-glucosidase overnight

With water; In pyridine;

upstream raw materials:

Acetic acid 1-[(S)-4-methoxy-5-oxo-7-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxymethyl)-2,3-dihydro-5H-furo[3,2-g]chromen-2-yl]-1-methyl-ethyl ester

Prim-O-Glucosylcimifugin

Refernces

• 1、 Sasaki, Hiroshi,Taguchi, Heihachiro,Endo, Tohru,Yosioka, Itiro. "The Constituents of Ledebouriella seseloides WOLFF. I. Structures of Three New Chromones". . p. 3555 - 3562. Retrieved 2007/10/02.