Allotetrahydrocortisol

Base Information

• Chemical Name: Allotetrahydrocortisol
• CAS No.: 302-91-0
• Molecular Formula: C21H34O5
• Molecular Weight: 366.498
• European Community (EC) Number: 206-131-1
• NSC Number: 86469
• UNII: A30U7U312E
• DSSTox Substance ID: DTXSID80861575
• Nikkaji Number: J5.484D
• Wikidata: Q27161825
• Metabolomics Workbench ID: 35478
• Mol file: 302-91-0.mol

Synonyms:5alphaTHF;allotetrahydrocortisol;allotetrahydrocortisol, (3alpha,5beta,11alpha)-isomer;allotetrahydrocortisol, (3beta,5alpha,11beta)-isomer;allotetrahydrocortisol, (3beta,5beta,11beta)-isomer;allotetrahydrocortisol, (5alpha,11beta)-isomer

Chemical Property of Allotetrahydrocortisol

Chemical Property:

• Vapor Pressure: 3.71E-14mmHg at 25°C
• Melting Point: 244.5 °C
• Refractive Index: 1.579
• Boiling Point: 545.1 °C at 760 mmHg
• Flash Point: 297.6 °C
• PSA: 97.99000
• Density: 1.253 g/cm³
• LogP: 1.65330
• Storage Temp.: Refrigerator
• Solubility.: Ethanol (Slightly, Sonicated), Methanol (Slightly)
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 366.24062418
• Heavy Atom Count: 26
• Complexity: 593

Purity/Quality:

99% ^*data from raw suppliers

Allo-3α-tetrahydroCortisol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCC(CC1CCC3C2C(CC4(C3CCC4(C(=O)CO)O)C)O)O
• Isomeric SMILES: C[C@]12CC[C@H](C[C@@H]1CC[C@@H]3[C@@H]2[C@H](C[C@]4([C@H]3CC[C@@]4(C(=O)CO)O)C)O)O
• Uses: A metabolite of Cortisol (H714615).

Technology Process of Allotetrahydrocortisol

There total 8 articles about Allotetrahydrocortisol 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: 96.0%

21-tert-butyldimethylsilyloxy-3α,11β,17α-trihydroxy-5α-pregnan-20-one (1242075-27-9) → 3α,11β,17α,21-tetrahydroxy-5α-pregnan-20-one (302-91-0)

Guidance literature:

With hydrogenchloride; water; In acetone; at 20 ℃; for 0.166667h;

DOI:10.1248/cpb.58.344

Reference yield:

HYDROCORTISONE (50-23-7) → 3α,11β,17α,21-tetrahydroxy-5α-pregnan-20-one (302-91-0)

Guidance literature:

With Rh/Al₂O₃; acetic acid; Hydrogenation.weiteres Nebenprodukt: 3β,11β-Dihydroxy-5β-androstan-17-on;

DOI:10.1021/jo01087a027

Reference yield:

→ 5α-Pregnantetrol-(3β,11β,17α,21)-on-(20) (53-02-1,302-91-0,651-43-4,15734-50-6,72051-58-2,80735-80-4,95118-71-1,95908-57-9)

Guidance literature:

4,5α-Dihydro-cortisol, Einwirkg. v. Rattenlebermikrosomen;

upstream raw materials:

HYDROCORTISONE

21-tert-butyldimethylsilyloxy-3α,11β,17α-trihydroxy-5α-pregnan-20-one

Downstream raw materials:

3α,17α,21-trihydroxy-5α-pregnane-11,20-dione

5α-androstane-3,11,17-trione

3α.11β.17.20ξ-tetrahydroxy-5α-pregnan-oic acid-(21)

Refernces

• 1、 PREVOT,JANOT,NGUYEN-DANG-TAM. "Transformation of steroids by certain strains of Catenabacterium". . p. 3785 - 3787. Retrieved 2007/10/10.