Ignosterol

Base Information

• Chemical Name: Ignosterol
• CAS No.: 23839-47-6
• Molecular Formula: C₂₈H₄₆O
• Molecular Weight: 398.673
• UNII: SHK5F5Q59M
• DSSTox Substance ID: DTXSID90946645
• Nikkaji Number: J386.587H
• Wikidata: Q27289212
• Mol file: 23839-47-6.mol

Synonyms:ignosterol

Chemical Property of Ignosterol

Chemical Property:

• Vapor Pressure: 2.14E-12mmHg at 25°C
• Boiling Point: 506.9°Cat760mmHg
• Flash Point: 218.6°C
• PSA: 20.23000
• Density: 0.99g/cm³
• LogP: 7.69890
• XLogP3: 7.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 5
• Exact Mass: 398.354866087
• Heavy Atom Count: 29
• Complexity: 684

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C)CCC(C)C1CC=C2C1(CCC3=C2CCC4C3(CCC(C4)O)C)C
• Isomeric SMILES: C[C@H](CC[C@H](C)C(C)C)[C@H]1CC=C2[C@@]1(CCC3=C2CC[C@@H]4[C@@]3(CC[C@@H](C4)O)C)C
• Uses: Ignosterol is used in sterol inhibitory studies of novel antifungal compounds.

Technology Process of Ignosterol

There total 14 articles about Ignosterol 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:

(22E)-ergosta-7,22-dien-3β-ol (2465-11-4) → ignosterol (23839-47-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / PtO₂

2: (i) SeO₂, aq. EtOH, (ii) /BRN= 385737/, Py

3: KOH, MeOH

With methanol; potassium hydroxide; hydrogen; platinum(IV) oxide;

DOI:10.1016/S0031-9422(00)89840-4

Reference yield:

5α-ergost-14-en-3β-ol (632-31-5) → 24βF-methyl-5α-cholestadien-(8.14)-ol-(3β) (23839-47-6,55902-81-3,64281-77-2,74708-42-2,116296-48-1)

Guidance literature:

With chloroform; bromine; at -20 ℃;

DOI:10.1039/jr9320001710

Reference yield:

Perbenzoic acid (93-59-4) + (3β,5α)-ergost-8(14)-en-3-ol (632-32-6) → 24βF-methyl-5α-cholestadien-(8.14)-ol-(3β) (23839-47-6,55902-81-3,64281-77-2,74708-42-2,116296-48-1)

Guidance literature:

With chloroform; at 0 ℃; Erhitzen des enthaltenen 'α-Ergostenyloxyds' (s. S. 2686) mit wss.-aethanol. H2SO4;

DOI:10.1039/jr9320001710

upstream raw materials:

3β-acetoxy-5α-ergosta-8,14-diene

(3β,5α)-ergost-8(14)-en-3-ol

(22E)-ergosta-7,22-dien-3β-ol

Perbenzoic acid

Downstream raw materials:

(3β,5α)-ergost-8(14)-en-3-ol

Refernces

• 1、 Hays,Parks,Pierce Jr,Oehlschlager. "Accumulation of ergosta 8,14 dien 3β ol by Saccharomyces cerevisiae cultured with an azasterol antimycotic agent". . p. 666 - 668. Retrieved 2007/10/14.