102362-49-2

Basic information

• Product Name: 3,7,12-trihydroxy-7-methylcholanoic acid
• Synonyms: 3,7,12-trihydroxy-7-methylcholanoic acid
• CAS NO: 102362-49-2
• Molecular Formula: C25H42 O5
• Molecular Weight: 422.6
• Mol File: 102362-49-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 583.6°Cat760mmHg
• Flash Point: 320.8°C
• Appearance: /
• Density: 1.163g/cm³
• Vapor Pressure: 4.74E-16mmHg at 25°C
• Refractive Index: 1.55
• PKA: 4.76±0.10(Predicted)
• CAS DataBase Reference: 3,7,12-trihydroxy-7-methylcholanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 3,7,12-trihydroxy-7-methylcholanoic acid(102362-49-2)
• EPA Substance Registry System: 3,7,12-trihydroxy-7-methylcholanoic acid(102362-49-2)

Safety Data

• Hazardous Substances Data: 102362-49-2(Hazardous Substances Data)

Usage

InChI:InChI=1/C25H42O5/c1-14(5-8-21(28)29)17-6-7-18-22-19(12-20(27)25(17,18)4)23(2)10-9-16(26)11-15(23)13-24(22,3)30/h14-20,22,26-27,30H,5-13H2,1-4H3,(H,28,29)/t14-,15+,16-,17-,18+,19?,20+,22+,23+,24-,25-/m1/s1

Upstream product

• 917-64-6 methyl magnesium iodide 
• 911-40-0 7-ketodeoxycholic acid 

Relevant articles and documents

Synthesis and antitumor activity of alkylated bile acids and oxazolines

Bile acid derivatives with a free carboxylic group or an oxazoline ring in the side chain and with different lengths of alkyl chains on steroid skeleton were synthetized and their antitumor activity against six human cancer cell lines was investigated. Methyl, ethyl, butyl or octyl chains were introduced stereoselectively by Grignard reaction at C-7 of acid and oxazoline, and at C-12 of oxazoline. Carbonyl group at C-12 of acid compound gave addition product only with methyl Grignard reagent, and complex mixture of products with other used reagents. Due to enolization, the C-3 carbonyl group did not participate in the Grignard reaction. Steric reasons are a main cause of this chemical behavior. Compounds with a butyl chain at the C-7 position showed very good antitumor activity with IC50 5 μM.