Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3alpha,5beta,6alpha)-

Base Information

• Chemical Name: Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3alpha,5beta,6alpha)-
• CAS No.: 2868-48-6
• Molecular Formula: C25H42 O4
• Molecular Weight: 406.606
• European Community (EC) Number: 608-235-6
• DSSTox Substance ID: DTXSID40182834
• Nikkaji Number: J150.278F
• Wikidata: Q83053536
• ChEMBL ID: CHEMBL4066173
• Mol file: 2868-48-6.mol

Synonyms:2868-48-6;Hyodeoxycholic acid methyl ester;Methyl hydesoxycholate;Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3alpha,5beta,6alpha)-;(R)-methyl 4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate;Methyl Hyodeoxycholate;Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3a,5b,6a)-;Methyl hyodesoxycholate;(4R)-methyl 4-((3R,5R,6S,10R,13R,17R)-3,6-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoate;HDCA Methyl Ester;MFCD00059509;Methyl hydrodesoxycholate;SCHEMBL6045206;CHEMBL4066173;DTXSID40182834;Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3.alpha.,5.beta.,6.alpha.)-;3alpha,6alpha-Dihydroxy-5beta-cholan-24-oic acid methyl ester;CAA86848;AKOS027320979;CS-W009707;Methyl 3,6-dihydroxycholan-24-oate #;AS-71156;Hyodeoxycholic acid methyl ester, >=98%;3,6-Dihydroxycholanoic acid, methyl ester;Cholanoic acid, 3,6-dihydroxy-, methyl ester;5beta-Cholanic acid-3alpha,6alpha-diol methyl ester;J-017192;methyl (4R)-4-[(1R,3aS,3bS,5S,5aR,7R,9aR,9bS,11aR)-5,7-dihydroxy-9a,11a-dimethyl-hexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoate

Chemical Property of Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3alpha,5beta,6alpha)-

Chemical Property:

• Vapor Pressure: 1.99E-12mmHg at 25°C
• Melting Point: 86 °C
• Refractive Index: 8 ° (C=1, EtOH)
• Boiling Point: 507.6°C at 760 mmHg
• PKA: 14.79±0.70(Predicted)
• Flash Point: 162.1°C
• PSA: 66.76000
• Density: 1.089g/cm³
• LogP: 4.56630
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 5.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 406.30830982
• Heavy Atom Count: 29
• Complexity: 620

Purity/Quality:

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

α-HyodeoxycholicAcidMethylEster ^*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(CCC(=O)OC)C1CCC2C1(CCC3C2CC(C4C3(CCC(C4)O)C)O)C
• Isomeric SMILES: C[C@H](CCC(=O)OC)[C@H]1CC[C@@H]2[C@@]1(CC[C@H]3[C@H]2C[C@@H]([C@H]4[C@@]3(CC[C@H](C4)O)C)O)C
• Uses: Inhibits the oxidation of cholesterol. A cholesterol derivative with hemolytic properties.

Technology Process of Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3alpha,5beta,6alpha)-

There total 12 articles about Cholan-24-oic acid, 3,6-dihydroxy-, methyl ester, (3alpha,5beta,6alpha)- 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: 100.0%

methanol (67-56-1) + Hyodeoxycholic Acid (83-49-8) → methyl hyodeoxycholate (2868-48-6)

Guidance literature:

With hydrogenchloride; In water;

DOI:10.1016/j.bmcl.2013.12.055

Reference yield: 99.0%

methanol (67-56-1) + 4-((3R,5R,6S,8S,9S,10R,13R,14S,17R)-3,6-Dihydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-17-yl)-pentanoic acid → 3α.6α-Dihydroxy-cholansaeuremethylester (2868-48-6,10538-57-5,16991-62-1,20231-59-8,28057-87-6,106757-09-9,112018-65-2,112018-66-3,116262-86-3,116262-87-4)

Guidance literature:

With hydrogenchloride; In water; at 67 ℃; for 4h; Reagent/catalyst; Solvent;

Reference yield: 93.0%

Hyodeoxycholic Acid (83-49-8) + dimethyl sulfate (77-78-1) → methyl hyodeoxycholate (2868-48-6)

Guidance literature:

With potassium carbonate; In acetone; for 48h; Heating;

upstream raw materials:

methanol

diazomethane

Hyodeoxycholic Acid

dimethyl sulfate

Downstream raw materials:

24,24-diphenyl-5β-cholane-3α,6α,24-triol

6α-hydroxy-3-oxo-5β-cholan-24-oic acid

5α-cholanic acid-3,6-dione

3α-oxo-6α-hydroxy-5β-cholan-24-oic acid methyl ester

Refernces

• 1、 -. "Preparation method of chenodeoxycholic acid". Paragraph 0089-0096; 0151-0153. . Retrieved 2021/01/24.
• 2、 Carotti, Andrea,Ceccarelli, Giada,Gioiello, Antimo,Goracci, Laura,Mancino, Valentina,Passeri, Daniela,Pellicciari, Roberto,Sardella, Roccaldo. "Synthesis and biological activity of cyclopropyl Δ7-dafachronic acids as DAF-12 receptor ligands". . p. 5403 - 5412. Retrieved 2021/06/30.