Chenodeoxycholic Acid
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MedKoo CAT#: 526718

CAS#: 474-25-9

Description: Chenodiol, also known as Chenodeoxycholic Acid and chenocholic acid, is a bile acid. It occurs as a white crystalline substance insoluble in water but soluble in alcohol and acetic acid, with melting point at 165-167 °C. Salts of this carboxylic acid are called chenodeoxycholates. Chenodeoxycholic acid has been used as medical therapy to dissolve gallstones. Chenodeoxycholic acid can be used in the treatment of cerebrotendineous xanthomatosis. The Australian biotechnology company Giaconda has tested a treatment for Hepatitis C infection that combines chenodeoxycholic acid with bezafibrate.

Chemical Structure

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Chenodeoxycholic Acid
CAS# 474-25-9
Instruction

Theoretical Analysis

MedKoo Cat#: 526718
Name: Chenodeoxycholic Acid
CAS#: 474-25-9
Chemical Formula: C24H40O4
Exact Mass: 392.29
Molecular Weight: 392.580
Elemental Analysis: C, 73.43; H, 10.27; O, 16.30

Price and Availability

Size Price Availability Quantity
1g USD 90 Ready to ship
2g USD 150 Ready to ship
5g USD 300 Ready to ship
10g USD 500 Ready to ship
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Synonym: Chenodeoxycholic Acid; Anthropodeoxycholic acid; Anthropodesoxycholic acid; CCRIS 2195; Chendol; chenic acid; Chenix; Chenodeoxycholic acid; Chenodesoxycholic acid; Chenodiol; Gallodesoxycholic acid; NSC 657949; Xenbilox

IUPAC/Chemical Name: (R)-4-((3R,5S,7R,8R,9S,10S,13R,14S,17R)-3,7-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

InChi Key: RUDATBOHQWOJDD-BSWAIDMHSA-N

InChi Code: InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16-,17-,18+,19+,20-,22+,23+,24-/m1/s1

SMILES Code: C[C@@H]([C@H]1CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)CCC(O)=O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 392.58 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Donaghy M, King RH, McKeran RO, Schwartz MS, Thomas PK. Cerebrotendinous xanthomatosis: clinical, electrophysiological and nerve biopsy findings, and response to treatment with chenodeoxycholic acid. J Neurol. 1990 Jun;237(3):216-9. Review. PubMed PMID: 2196342.

2: Tint GS, Salen G, Shefer S. Effect of ursodeoxycholic acid and chenodeoxycholic acid on cholesterol and bile acid metabolism. Gastroenterology. 1986 Oct;91(4):1007-18. Review. PubMed PMID: 3527851.

3: Zak RA, Marks JW, Schoenfield LJ. Current status of chenodeoxycholic acid (chenodiol) therapy of cholesterol gallstones. Semin Liver Dis. 1983 May;3(2):132-45. Review. PubMed PMID: 6408740.

4: Schoenfield LJ, Lachin JM. Chenodiol (chenodeoxycholic acid) for dissolution of gallstones: the National Cooperative Gallstone Study. A controlled trial of efficacy and safety. Ann Intern Med. 1981 Sep;95(3):257-82. Review. PubMed PMID: 7023307.

5: Iser JH, Sali A. Chenodeoxycholic acid: a review of its pharmacological properties and therapeutic use. Drugs. 1981 Feb;21(2):90-119. Review. PubMed PMID: 7009140.

6: Hofmann AF. Desaturation of bile and cholesterol gallstone dissolution with chenodeoxycholic acid. Am J Clin Nutr. 1977 Jun;30(6):993-1000. Review. PubMed PMID: 326024.

7: Dowling RH. Chenodeoxycholic acid therapy of gallstones. Clin Gastroenterol. 1977 Jan;6(1):141-63. Review. PubMed PMID: 330046.

8: Chenodeoxycholic acid in the dissolution of gallstones. Nutr Rev. 1976 Jan;34(1):20-1. Review. PubMed PMID: 814508.

9: Standaert LO. [Current status of treatment of gall stones with chenodeoxycholic acid]. Tijdschr Gastroenterol. 1975;18(1):49-63. Review. Dutch. PubMed PMID: 808879.

10: Dowling RH. The goose that laid the golden bile: gallstone dissolution in man with chenodeoxycholic acid. Ir J Med Sci. 1974 Jul;0(0):suppl:115-27. Review. PubMed PMID: 4212419.