CAS 1553-56-6 | Cholan-24-oic acid, 3-oxo-, (5β)- | CAS Number 1553-56-6

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1553-56-6 | Cholan-24-oic acid, 3-oxo-, (5β)-

CAS No: 1553-56-6 Catalog No: AG001NTC MDL No:MFCD00046265

Product Description

Catalog Number:

AG001NTC

Chemical Name:

Cholan-24-oic acid, 3-oxo-, (5β)-

CAS Number:

1553-56-6

Molecular Formula:

C24H38O3

Molecular Weight:

374.5567

MDL Number:

MFCD00046265

IUPAC Name:

(4R)-4-[(5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-3-oxo-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]pentanoic acid

InChI:

InChI=1S/C24H38O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-16,18-21H,4-14H2,1-3H3,(H,26,27)/t15-,16-,18+,19-,20+,21+,23+,24-/m1/s1

InChI Key:

KIQFUORWRVZTHT-OPTMKGCMSA-N

SMILES:

OC(=O)CC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@H]2[C@]1(C)CCC(=O)C2)C

UNII:

96JBM35FXF

Properties

Complexity:

613

Compound Is Canonicalized:

Yes

Covalently-Bonded Unit Count:

Defined Atom Stereocenter Count:

Defined Bond Stereocenter Count:

Exact Mass:

374.282g/mol

Formal Charge:

Heavy Atom Count:

Hydrogen Bond Acceptor Count:

Hydrogen Bond Donor Count:

Isotope Atom Count:

Molecular Weight:

374.565g/mol

Monoisotopic Mass:

374.282g/mol

Rotatable Bond Count:

Topological Polar Surface Area:

54.4A^2

Undefined Atom Stereocenter Count:

Undefined Bond Stereocenter Count:

XLogP3:

5.8

Literature

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Rapid and drastic induction of CYP3A4 mRNA expression via vitamin D receptor in human intestinal LS180 cells.	Drug metabolism and pharmacokinetics 20071001
Characterization of an oligomeric carbonyl reductase of dog liver: its identity with peroxisomal tetrameric carbonyl reductase.	Biological & pharmaceutical bulletin 20070901
In silico prediction of pregnane X receptor activators by machine learning approaches.	Molecular pharmacology 20070101
Vitamin D receptor: ligand recognition and allosteric network.	Journal of medicinal chemistry 20060223
Evolution of the pregnane x receptor: adaptation to cross-species differences in biliary bile salts.	Molecular endocrinology (Baltimore, Md.) 20050701
Novel pathways of bile acid metabolism involving CYP3A4.	Biochimica et biophysica acta 20050221
Selective activation of vitamin D receptor by lithocholic acid acetate, a bile acid derivative.	Journal of lipid research 20050101
Evolutionary selection across the nuclear hormone receptor superfamily with a focus on the NR1I subfamily (vitamin D, pregnane X, and constitutive androstane receptors).	Nuclear receptor 20050101
Specificity of human alcohol dehydrogenase 1C*2 (gamma2gamma2) for steroids and simulation of the uncompetitive inhibition of ethanol metabolism.	Chemico-biological interactions 20030201
Vitamin D receptor as an intestinal bile acid sensor.	Science (New York, N.Y.) 20020517
The nuclear receptor PXR is a lithocholic acid sensor that protects against liver toxicity.	Proceedings of the National Academy of Sciences of the United States of America 20010313
St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor.	Proceedings of the National Academy of Sciences of the United States of America 20000620