(20R)-17,20,21-Trihydroxypregn-4-ene-3,11-dione

Base Information

• Chemical Name: (20R)-17,20,21-Trihydroxypregn-4-ene-3,11-dione
• CAS No.: 116-59-6
• Molecular Formula: C₂₁H₃₀O₅
• Molecular Weight: 362.466
• UNII: T35G4D30OP
• DSSTox Substance ID: DTXSID50538489
• Metabolomics Workbench ID: 200420
• Nikkaji Number: J5.523I
• Wikidata: Q27289612
• Mol file: 116-59-6.mol

Synonyms:17,20 beta,21-trihydroxypregn-4-ene-3,11-dione;20-dihydrocortisone;4-pregnene-17 alpha,20 beta,21-triol-3,11-dione;4-pregnene-17 alpha,20 beta,21-triol-3,11-dione, (20R)-isomer;4-pregnene-17 alpha,20 beta,21-triol-3,11-dione, (20S)-isomer;4-pregnene-17 alpha,20 beta,21-triol-3,11-dione, 4-(14)C-labeled, (20R)-isomer;4-pregnene-17 alpha,20 beta,21-triol-3,11-dione, hydrogen sulfate, (20R)-isomer;Reichstein's substance U

Chemical Property of (20R)-17,20,21-Trihydroxypregn-4-ene-3,11-dione

Chemical Property:

• PSA: 94.83000
• LogP: 1.78160
• Storage Temp.: -20°C Freezer
• Solubility.: Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Methanol (slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 362.20932405
• Heavy Atom Count: 26
• Complexity: 684

Purity/Quality:

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

20β-Dihydrocortisone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC12CCC(=O)C=C1CCC3C2C(=O)CC4(C3CCC4(C(CO)O)O)C
• Isomeric SMILES: C[C@]12CCC(=O)C=C1CC[C@@H]3[C@@H]2C(=O)C[C@]4([C@H]3CC[C@@]4([C@@H](CO)O)O)C
• Uses: 20β-Dihydrocortisone is a metabolite of Cortisol (H714615), a steroid hormone, more specifically a glucocorticoid, produced by the zona fasciculata of the adrenal gland. Cortisol is released in response to stress and a low level of blood glucocorticoids. Its primary functions are to increase blood sugar through gluconeogenesis; suppress the immune system; and aid in fat, protein and carbohydrate metabolism.

Technology Process of (20R)-17,20,21-Trihydroxypregn-4-ene-3,11-dione

There total 3 articles about (20R)-17,20,21-Trihydroxypregn-4-ene-3,11-dione 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:

→ 17α,20β,21-Trihydroxy-Δ4-pregnen-3,11-dion (116-59-6,566-38-1,3615-87-0)

Guidance literature:

Cortison, Actinomyces albus 3006;

Reference yield:

→ 17α,20α,21-Trihydroxy-3,11-dioxo-pregnen-(4) (116-59-6,566-38-1,3615-87-0)

Guidance literature:

Acetonid 10a, Essigsaeure, Solvolyse;

DOI:10.1021/jo01263a062

Reference yield:

→ Pregn-4-en-17α,20β,21-triol-3,11-dion (116-59-6,566-38-1,3615-87-0)

Guidance literature:

Cortexolon, in Kulturen v. Tieghemella hyalospora;

DOI:10.1007/BF01156491

Downstream raw materials:

11β,17α,20β,21-tetrahydroxy-1,4-pregnadiene-3-one

17α,20β,21-trihydroxy-1,4-pregnadiene-3,11-dione