Molecular structure of Chenodeoxycholic acid, free acid, CAS Number: 474-25-9
Chenodeoxycholic acid, free acid (CAS 474-25-9)
Alternate Names:
Chenodeoxycholate; Chenodiol; CDC
Application:
Chenodeoxycholic acid, free acid is an apoptosis inducer via PKC-dependent signalling pathway
CAS Number:
474-25-9
Purity:
≥95%
Molecular Weight:
392.57
Molecular Formula:
C24H40O4
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Chenodeoxycholic Acid, Free Acid and its 7beta-isomer ursodeoxycholic acid (sc-204935), are potent (nanomolar affinity) selective inhibitors of DD2 (AKR1C2). These compounds were non-competitive inhibitors of AKR1D1 yielding Ki values of 3.2 muM for chenodeoxycholic acid, free acid. This chemical is a hydrophobic primary bile acid, which increases intracellular Ca2+ in rat hepatocyte couplets. Studies indicate that Chenodeoxycholic Acid, free acid induces apoptosis through a PKC dependent pathway. It is known that Chenodeoxycholic Acid, free acid is essential in the metabolism of cholesterol via activation of nuclear receptors. This bile acid can also bind to BABP with a stoichiometery of 1:2. Alternate studies indicate that chenodeoxycholic acid, free acid can inhibit the expression of IL-6 and cell viability in QBC939 cells.
Chenodeoxycholic acid, free acid (CAS 474-25-9) References
- Increased formation of ursodeoxycholic acid in patients treated with chenodeoxycholic acid. | Salen, G., et al. 1974. J Clin Invest. 53: 612-21. PMID: 11344576
- Bile acids modulate glucocorticoid metabolism and the hypothalamic-pituitary-adrenal axis in obstructive jaundice. | McNeilly, AD., et al. 2010. J Hepatol. 52: 705-11. PMID: 20347173
- [Effects of bile acids on expression of interleukin-6 and cell viability in QBC939 cell line]. | Wang, J., et al. 2010. Zhonghua Wai Ke Za Zhi. 48: 919-23. PMID: 21055228
- Conversion of chenodeoxycholic acid to cholic acid by human CYP8B1. | Fan, L., et al. 2019. Biol Chem. 400: 625-628. PMID: 30465713
- Large-scale production of ursodeoxycholic acid from chenodeoxycholic acid by engineering 7α- and 7β-hydroxysteroid dehydrogenase. | Zhang, X., et al. 2019. Bioprocess Biosyst Eng. 42: 1537-1545. PMID: 31152232
- Desaturation of bile and cholesterol gallstone dissolution with chenodeoxycholic acid. | Hofmann, AF. 1977. Am J Clin Nutr. 30: 993-1000. PMID: 326024
- Patents vs patients 1-0: The case of chenodeoxycholic acid. | Briké, SM., et al. 2022. J Inherit Metab Dis. 45: 377-378. PMID: 34599614
- Chenodeoxycholic acid therapy in erythrohepatic protoporphyria. | Van Hattum, J., et al. 1986. J Hepatol. 3: 407-12. PMID: 3559148
- Bile acid synthesis. Metabolism of 3 beta-hydroxy-5-cholenoic acid to chenodeoxycholic acid. | Javitt, NB., et al. 1986. J Biol Chem. 261: 12486-9. PMID: 3745201
- The goose that laid the golden bile: gallstone dissolution in man with chenodeoxycholic acid. | Dowling, RH. 1974. Ir J Med Sci. 0: suppl:115-27. PMID: 4212419
- Transformation of chenodeoxycholic acid and ursodeoxycholic acid by human intestinal bacteria. | Fedorowski, T., et al. 1979. Gastroenterology. 77: 1068-73. PMID: 488633
- Formation of ursodeoxycholic acid from chenodeoxycholic acid in the human colon: studies of the role of 7-ketolithocholic acid as an intermediate. | Fromm, H., et al. 1983. J Lipid Res. 24: 841-53. PMID: 6631218
- Chenodeoxycholic acid administration monitored by serum bile acid profiles: a dose-response study. | Whiting, MJ., et al. 1983. Ann Clin Biochem. 20 (Pt 6): 336-40. PMID: 6651198
- Chenodeoxycholic acid: a review of its pharmacological properties and therapeutic use. | Iser, JH. and Sali, A. 1981. Drugs. 21: 90-119. PMID: 7009140
Inhibitor of:
CdcA3, DD, and VDR.Activator of:
Abcg3, AKR1D1, Arylsulfatase, Asbt, ATP8B3, BAAT, BSDC1, BSEP, Cdx2, CYP24, CYP27A1, CYP8B1, DR3, FXR, FXRβ, GPR42, GRAMD1A, HSDL2, LXR alpha, LXR beta, Mdr-3, Mucin 10, Mucin 2, Mucin 22, Oatp5, OSTα, PLRP1, SLC10A6, SLC43A2, SOAT1, TGR5, and UGT2B5.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Chenodeoxycholic acid, free acid, 1 g | sc-278835 | 1 g | $28.00 | |||
Chenodeoxycholic acid, free acid, 5 g | sc-278835A | 5 g | $117.00 |