Glycohyocholic acid

Base Information

• Chemical Name: Glycohyocholic acid
• CAS No.: 32747-08-3
• Molecular Formula: C₂₆H₄₃NO₆
• Molecular Weight: 465.631
• Mol file: 32747-08-3.mol

Synonyms:Glycine,N-(3a,6a,7a-trihydroxy-5b-cholan-24-oyl)- (8CI); Cholane, glycine deriv.; Glycine hyocholate;Glycohyocholic acid

Chemical Property of Glycohyocholic acid

Chemical Property:

• Boiling Point: 673.4±55.0 °C(Predicted)
• PKA: 3.58±0.10(Predicted)
• PSA: 130.58000
• Density: 1.213±0.06 g/cm3(Predicted)
• LogP: 3.40520

Purity/Quality:

98% ^*data from raw suppliers

GlycohyocholicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Glycohyocholic acid (GHCA) is a glycine-conjugated form of the primary bile acid hyocholic acid . GHCA is upregulated 6.6-fold in the serum of patients with cirrhosis induced by hepatitis C virus (HCV) compared to healthy controls. Plasma levels of GHCA increase in patients who are no longer diabetic following gastric bypass surgery.
• Uses: Glycohyocholic Acid is a bile salt.

Technology Process of Glycohyocholic acid

There total 7 articles about Glycohyocholic acid 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:

beta-Muricholic acid (2393-59-1) + glycine (56-40-6,18875-39-3,25718-94-9) → glycoβ-muricholic acid (66225-78-3,32747-08-3)

Guidance literature:

With N-ethoxy-carbonyl-2-ethoxy-1,3-dihydroquinoline; triethylamine;

Reference yield:

C26H44O4 → glycoβ-muricholic acid (66225-78-3,32747-08-3)

Guidance literature:

Multi-step reaction with 8 steps

2: acetic acid; potassium chromate

3: bromine; hydrogen bromide

4: methanol; sodium tetrahydroborate

5: zinc

6: osmium(VIII) oxide

7: potassium hydroxide

8: triethylamine; N-ethoxy-carbonyl-2-ethoxy-1,3-dihydroquinoline

With methanol; sodium tetrahydroborate; potassium chromate; osmium(VIII) oxide; N-ethoxy-carbonyl-2-ethoxy-1,3-dihydroquinoline; hydrogen bromide; bromine; acetic acid; triethylamine; potassium hydroxide; zinc;

Reference yield:

methyl 3α-(ethoxycarbonyloxy)-7α-(hydroxyl)-5β-cholanoate (61252-49-1) → glycoβ-muricholic acid (66225-78-3,32747-08-3)

Guidance literature:

Multi-step reaction with 7 steps

1: acetic acid; potassium chromate

2: bromine; hydrogen bromide

3: methanol; sodium tetrahydroborate

4: zinc

5: osmium(VIII) oxide

6: potassium hydroxide

7: triethylamine; N-ethoxy-carbonyl-2-ethoxy-1,3-dihydroquinoline

With methanol; sodium tetrahydroborate; potassium chromate; osmium(VIII) oxide; N-ethoxy-carbonyl-2-ethoxy-1,3-dihydroquinoline; hydrogen bromide; bromine; acetic acid; triethylamine; potassium hydroxide; zinc;

upstream raw materials:

beta-Muricholic acid

glycine

methyl 3α-(ethoxycarbonyloxy)-7α-(hydroxyl)-5β-cholanoate

methyl 5β-3α-ethoxycarbonyloxy-7-carbonylcholanate

Refernces