Pregn-5-ene-3beta,20beta-diol

Base Information

• Chemical Name: Pregn-5-ene-3beta,20beta-diol
• CAS No.: 901-57-5
• Molecular Formula: C21H34 O2
• Molecular Weight: 318.5
• European Community (EC) Number: 212-986-1
• DSSTox Substance ID: DTXSID701313455
• Nikkaji Number: J195.196C
• Metabolomics Workbench ID: 35483
• Mol file: 901-57-5.mol

Synonyms:901-57-5;Pregn-5-ene-3beta,20beta-diol;20beta-Dihydro pregnenolone;Pregn-5-en-3beta,20R-diol;(3S,8S,9S,10R,13S,14S,17S)-17-[(1R)-1-hydroxyethyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol;EINECS 212-986-1;(20R)-Pregn-5-ene-3beta,20-diol;Pregn-5-ene-3,20-diol, (3.beta.,20R)-;5-PREGNEN-3BETA,20BETA-DIOL;20-Beta-Dihydroprenenolone;20|A-Dihydro Pregnenolone;Pregn-5-ene-3,20-diol #;20alpha-Hydroxypregnenolone;SCHEMBL11792299;CHEBI:166782;DTXSID701313455;LMST02030206;3.beta.,20.beta.-Dihydroxypregn-5-ene

Chemical Property of Pregn-5-ene-3beta,20beta-diol

Chemical Property:

• Boiling Point: 447.9°Cat760mmHg
• Flash Point: 198.6°C
• PSA: 40.46000
• Density: 1.09g/cm³
• LogP: 4.30710
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 318.255880323
• Heavy Atom Count: 23
• Complexity: 512

Purity/Quality:

99% ^*data from raw suppliers

20β-DihydroPregnenolone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C)O
• Isomeric SMILES: C[C@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC=C4[C@@]3(CC[C@@H](C4)O)C)C)O
• Uses: 20β-Dihydro Pregnenolone is a metabolite of Pregnenolone (P712200).

Technology Process of Pregn-5-ene-3beta,20beta-diol

There total 30 articles about Pregn-5-ene-3beta,20beta-diol 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:

Pregnenolone (145-13-1) → dehydroepiandrosterone (53-43-0) + 5-androstenediol (521-17-5,1963-03-7,4593-57-1,4593-58-2,14504-94-0,16895-59-3,47122-33-8,64162-67-0,75767-22-5,139973-51-6,151284-19-4) + 17-Hydroxypregnenolone (387-79-1) + HAD (1224-94-8) + pregn-5-ene-3β,20α-diol (901-57-5,10148-89-7,50897-02-4,59042-34-1,901-56-4) + (3β,16α)-3,16-dihydroxypregn-5-en-20-one (520-88-7)

Guidance literature:

With glucose-6-phosphate dehydrogenase; phosphate buffer; α-D-glucose 6-phosphate; human testicular microsomes (prostatic carcinoma); NADP; Sucrose; at 37 ℃; for 1.33333h; Product distribution; Kinetics; <4-14C>labeled, var. time;

DOI:10.1016/0039-128X(88)90010-4

Reference yield:

pregnenolone tosylhydrazone → pregn-5-ene-3β,20α-diol (901-57-5,10148-89-7,50897-02-4,59042-34-1,901-56-4) + (20R)-pregn-5-ene-3β,20-diol (901-57-5)

Guidance literature:

With sodium tetrahydroborate; In water; isopropyl alcohol; for 16h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1246/bcsj.66.3532

Reference yield:

pregnenolone tosylhydrazone → pregn-5-ene-3β,20α-diol (901-57-5,10148-89-7,50897-02-4,59042-34-1,901-56-4) + (20R)-pregn-5-ene-3β,20-diol (901-57-5)

Guidance literature:

With sodium tetrahydroborate; In water; isopropyl alcohol; for 16h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;

DOI:10.1246/bcsj.66.3532

upstream raw materials:

16-dehydropregnenolone

Pregnenolone

(20S)-3β-acetoxy-5-pregnen-20-amine

3β-hydroxypregn-5-ene-16,20-dione

Downstream raw materials:

Progesterone

(20S)-20-hydroxypregn-4-en-3-one

3β,20β-dihydroxypregn-5-ene dibenzoate

3β,20β_F-bis-benzoyloxy-pregn-5-ene

Refernces

• 1、 You, Mei,Xiong, Juan,Zhao, Yun,Cao, Lei,Wu, Shi-Biao,Xia, Gang,Hu, Jin-Feng. "Glycosides from the methanol extract of Notopterygium incisum". body text. p. 1939 - 1943. Retrieved 2012/06/15.
• 2、 Briggs, Josie C.,Hodge, Philip,Zhengpu, Zhang. "Potassium borohydride reductions of immobilised ketosteroids". . p. 3943 - 3956. Retrieved 2007/10/03.