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1553-56-6,MFCD00046265
Catalog No.:AA001NQK

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

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10mg
≥95%
in stock  
$46.00   $32.00
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50mg
≥95%
in stock  
$133.00   $93.00
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100mg
95%
in stock  
$206.00   $144.00
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250mg
≥95%
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1g
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  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001NQK
Chemical Name:
Cholan-24-oic acid, 3-oxo-, (5β)-
CAS Number:
1553-56-6
Molecular Formula:
C24H38O3
Molecular Weight:
374.5567
MDL Number:
MFCD00046265
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
Properties
Properties
 
Form:
Solid  
MP:
135-139°C  
Storage:
2-8℃;  

Computed Properties
 
Complexity:
613  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
8  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
5.8  

Literature

Title: The evolution of farnesoid X, vitamin D, and pregnane X receptors: insights from the green-spotted pufferfish (Tetraodon nigriviridis) and other non-mammalian species.

Journal: BMC biochemistry 20110101

Title: Novel potent and selective bile acid derivatives as TGR5 agonists: biological screening, structure-activity relationships, and molecular modeling studies.

Journal: Journal of medicinal chemistry 20080327

Title: Biotransformation of lithocholic acid by rat hepatic microsomes: metabolite analysis by liquid chromatography/mass spectrometry.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20080201

Title: Rapid and drastic induction of CYP3A4 mRNA expression via vitamin D receptor in human intestinal LS180 cells.

Journal: Drug metabolism and pharmacokinetics 20071001

Title: Characterization of an oligomeric carbonyl reductase of dog liver: its identity with peroxisomal tetrameric carbonyl reductase.

Journal: Biological & pharmaceutical bulletin 20070901

Title: In silico prediction of pregnane X receptor activators by machine learning approaches.

Journal: Molecular pharmacology 20070101

Title: Vitamin D receptor: ligand recognition and allosteric network.

Journal: Journal of medicinal chemistry 20060223

Title: Evolution of the pregnane x receptor: adaptation to cross-species differences in biliary bile salts.

Journal: Molecular endocrinology (Baltimore, Md.) 20050701

Title: Novel pathways of bile acid metabolism involving CYP3A4.

Journal: Biochimica et biophysica acta 20050221

Title: Selective activation of vitamin D receptor by lithocholic acid acetate, a bile acid derivative.

Journal: Journal of lipid research 20050101

Title: Evolutionary selection across the nuclear hormone receptor superfamily with a focus on the NR1I subfamily (vitamin D, pregnane X, and constitutive androstane receptors).

Journal: Nuclear receptor 20050101

Title: Specificity of human alcohol dehydrogenase 1C*2 (gamma2gamma2) for steroids and simulation of the uncompetitive inhibition of ethanol metabolism.

Journal: Chemico-biological interactions 20030201

Title: Vitamin D receptor as an intestinal bile acid sensor.

Journal: Science (New York, N.Y.) 20020517

Title: The nuclear receptor PXR is a lithocholic acid sensor that protects against liver toxicity.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20010313

Title: St. John's wort induces hepatic drug metabolism through activation of the pregnane X receptor.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20000620

Title: Hang S, et al. Bile acid metabolites control TH17 and Treg cell differentiation. Nature. 2019 Dec;576(7785):143-148.

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Tags:1553-56-6 Molecular Formula|1553-56-6 MDL|1553-56-6 SMILES|1553-56-6 Cholan-24-oic acid, 3-oxo-, (5β)-