6beta-Hydroxyprogesterone

Base Information

• Chemical Name: 6beta-Hydroxyprogesterone
• CAS No.: 604-19-3
• Molecular Formula: C21H30 O3
• Molecular Weight: 330.467
• DSSTox Substance ID: DTXSID20975802
• Nikkaji Number: J66.990C
• Wikidata: Q27131612
• Metabolomics Workbench ID: 62005
• Mol file: 604-19-3.mol

Synonyms:6beta-Hydroxyprogesterone;604-19-3;6-beta-Hydroxyprogesterone;6beta-Hydroxy progesterone;BRN 3218996;6-beta-Hydroxypregn-4-ene-3,20-dione;4-PREGNEN-6-BETA-OL-3,20-DIONE;6beta-hydroxydeoxycorticosterone;Pregn-4-ene-3,20-dione, 6-beta-hydroxy-;3,20-dioxopregn-4-en-6beta-ol;U 27605;6beta-hydroxy-4-pregnen-3,20-dione;6beta-hydroxy-4-pregnene-3,20-dione;(6R,8S,9S,10R,13S,14S,17S)-17-acetyl-6-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one;(6beta)-6-hydroxypregn-4-ene-3,20-dione;Pregn-4-ene-3,20-dione, 6.beta.-hydroxy-;4-08-00-02182 (Beilstein Handbook Reference);Pregn-4-ene-3,20-dione, 6-hydroxy-, (6-beta)-;Pregn-4-ene-3,20-dione, 6-hydroxy-, (6.beta.)-;6|A-Hydroxy Progesterone;6-Hydroxypregn-4-ene-3,20-dione;6-?-Hydroxy Progesterone;6.beta.-Hydroxyprogesterone;6.alpha.-Hydroxy-progesterone;SCHEMBL4362728;CHEBI:62117;DTXSID20975802;4-Pregnen-6.beta.-ol-3,20-dione;6-Hydroxypregn-4-ene-3,20-dione #;CS-T-56375;6.beta.-Hydroxypregn-4-ene-3,20-dione;LS-118693;Q27131612

Chemical Property of 6beta-Hydroxyprogesterone

Chemical Property:

• Vapor Pressure: 1.08E-11mmHg at 25°C
• Boiling Point: 490.8°C at 760 mmHg
• Flash Point: 264.7°C
• PSA: 54.37000
• Density: 1.15g/cm³
• LogP: 3.69430
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 330.21949481
• Heavy Atom Count: 24
• Complexity: 621

Purity/Quality:

98%min ^*data from raw suppliers

6β-HydroxyProgesterone(>80%) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1CCC2C1(CCC3C2CC(C4=CC(=O)CCC34C)O)C
• Isomeric SMILES: CC(=O)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@H](C4=CC(=O)CC[C@]34C)O)C
• Uses: 6β-Hydroxy Progesterone is a metabolite of Progesterone (P755900).

Technology Process of 6beta-Hydroxyprogesterone

There total 14 articles about 6beta-Hydroxyprogesterone 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: 37.0%

3-O-benzylpregnenolone (104948-25-6) → 6β-hydroxypregn-4-en-3,20-dione (604-19-3) + 1-((3S,8S,9S,10R,13S,14S,17S)-3-Hydroxy-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-17-yl)-ethanone (85552-32-5) + 1-((3S,8S,9S,10R,13S,14S,17S)-3-Benzyloxy-10,13-dimethyl-hexadecahydro-20-oxa-cyclopropa[5,6]cyclopenta[a]phenanthren-17-yl)-ethanone

Guidance literature:

With 3,3-dimethyldioxirane; In acetone; for 18h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60199-5

Reference yield: 8.6%

Progesterone (57-83-0) → 14-hydroxy-4-pregnene-3,20-dione (16031-66-6) + 9α-hydroxypregn-4-ene-3,20-dione (15981-54-1) + 6β-hydroxypregn-4-en-3,20-dione (604-19-3) + 2beta-Hydroxyprogesterone (604-29-5,604-28-4,123287-83-2)

Guidance literature:

With C_. emersonii; In 1,4-dioxane; for 360h; Further byproducts given; Ambient temperature;

DOI:10.1016/S0031-9422(00)90396-0

Reference yield: 8.6%

Progesterone (57-83-0) → 21-Hydroxyprogesterone (64-85-7) + 9α-hydroxypregn-4-ene-3,20-dione (15981-54-1) + 6β-hydroxypregn-4-en-3,20-dione (604-19-3) + 2beta-Hydroxyprogesterone (604-29-5,604-28-4,123287-83-2)

Guidance literature:

With C_. emersonii; In 1,4-dioxane; for 360h; Further byproducts given; Ambient temperature;

DOI:10.1016/S0031-9422(00)90396-0

upstream raw materials:

3-O-benzylpregnenolone

Progesterone

Refernces

• 1、 Geier, Martina,Braun, Andreas,Fladischer, Patrik,Stepniak, Piotr,Rudroff, Florian,Hametner, Christian,Mihovilovic, Marko D.,Glieder, Anton. "Double site saturation mutagenesis of the human cytochrome P450 2D6 results in regioselective steroid hydroxylation". . p. 3094 - 3108. Retrieved 2013/07/26.
• 2、 Della Greca, Marina,Fiorentino, Antonio,Pinto, Gabriele,Pollio, Antonino,Previtera, Lucio. "Biotransformation of progesterone by the green alga Chlorella emersonii C211-8H". . p. 1527 - 1529. Retrieved 2007/10/03.