Pregnanediol-3-glucuronide

Base Information

• Chemical Name: Pregnanediol-3-glucuronide
• CAS No.: 1852-49-9
• Molecular Formula: C27H44 O8
• Molecular Weight: 496.642
• UNII: 488GK5DQ5X
• DSSTox Substance ID: DTXSID00191467
• Nikkaji Number: J1.588.284K
• Wikipedia: Pregnanediol_glucuronide
• Wikidata: Q27160718
• NCI Thesaurus Code: C121486
• Metabolomics Workbench ID: 36946
• Mol file: 1852-49-9.mol

Synonyms:20 alpha-hydroxy-5 beta-pregnan-3 alpha-yl-beta-D-glucopyranosiduronic acid;5 beta-pregnane-3 alpha, 20 alpha-diol-3 alpha-glucuronide;pregnanediol-3 alpha-glucuronide;pregnanediol-3 alpha-glucuronide, (3alpha,5alpha,20S)-isomer;pregnanediol-3-glucuronide

Chemical Property of Pregnanediol-3-glucuronide

Chemical Property:

• Vapor Pressure: 1.34E-20mmHg at 25°C
• Boiling Point: 666.4°Cat760mmHg
• Flash Point: 217.2°C
• PSA: 136.68000
• Density: 1.3g/cm³
• LogP: 2.30350
• Storage Temp.: −20°C
• Solubility.: Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 496.30361836
• Heavy Atom Count: 35
• Complexity: 806

Purity/Quality:

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

Pregnanediol Glucuronide ^*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: CC(C1CCC2C1(CCC3C2CCC4C3(CCC(C4)OC5C(C(C(C(O5)C(=O)O)O)O)O)C)C)O
• Isomeric SMILES: C[C@@H]([C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2CC[C@H]4[C@@]3(CC[C@H](C4)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)C(=O)O)O)O)O)C)C)O
• Uses: 3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE is the glucuronide conjugate of Pregnanediol (P705130).3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE can be used to monitor the reproductive status of dairy cows. 3ALPHA,20ALPHA-DIHYDROXY-5BETA-PREGNANE 3-GLUCURONIDE can be used (as an alternative to creatine) as a reference to adjust other hormonal markers in study of urinary hormonal profiles in the human menstrual cycle. Pregnanediol 3α-O-β-D-Glucuronide is the glucuronide conjugate of Pregnanediol (P705130). Levels of Pregnanediol 3α-O-β-D-Glucuronide can be used to monitor the reproductive status of dairy cows. 3α-O-β-D-Glucuronide can be used (as an alternative to creatine) as a reference to adjust other hormonal markers in study of urinary hormonal profiles in the human menstrual cycle.

Technology Process of Pregnanediol-3-glucuronide

There total 2 articles about Pregnanediol-3-glucuronide 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:

O1-(20αF-acetoxy-5β-pregnan-3α-yl)-O2,O3,O4-triacetyl-β-D-glucopyranuronic acid methyl ester → pregnanediol-3α-glucuronide (1852-49-9)

Guidance literature:

With sodium hydroxide;

Reference yield:

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester (21085-72-3) → pregnanediol-3α-glucuronide (1852-49-9)

Guidance literature:

Multi-step reaction with 2 steps

1: benzene; silver oxide

2: aq. NaOH solution

With sodium hydroxide; silver(l) oxide; benzene;

Reference yield:

acetic acid (64-19-7,77671-22-8) + pregnanediol-3α-glucuronide (1852-49-9) → pregnanediol (80-92-2) + 3α-formyloxy-5β-pregnan-20αF-ol + 3α-formyloxy-5β-pregnan-20-one (18000-94-7,95462-24-1,95462-25-2,103128-60-5) + 3α-hydroxy-5β-pregnan-20-one (4469-03-8)

Guidance literature:

upstream raw materials:

1-bromo-2,3,4-tri-O-acetyl-α-D-glucuronic acid methyl ester

Downstream raw materials:

pregnanediol

3α-formyloxy-5β-pregnan-20-one

3α-hydroxy-5β-pregnan-20-one