Deoxycholic Acid
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MedKoo CAT#: 510266

CAS#: 83-44-3

Description: Deoxycholic acid, also known as deoxycholate, cholanoic acid, and 3α,12α-dihydroxy-5β-cholanate, is a bile acid. Deoxycholic acid is one of the secondary bile acids, which are metabolic byproducts of intestinal bacteria. Deoxycholic acid has been used since its discovery in various fields of human medicine. In the human body deoxycholic acid is used in the emulsification of fats for the absorption in the intestine. Outside the body it is used in experimental basis of cholagogues and is also in use to prevent and dissolve gallstones.


Chemical Structure

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Deoxycholic Acid
CAS# 83-44-3

Theoretical Analysis

MedKoo Cat#: 510266
Name: Deoxycholic Acid
CAS#: 83-44-3
Chemical Formula: C24H40O4
Exact Mass: 392.29266
Molecular Weight: 392.572
Elemental Analysis: C, 73.43; H, 10.27; O, 16.30

Price and Availability

Size Price Availability Quantity
1.0kg USD 750.0 2 Weeks
2.0kg USD 1350.0 2 Weeks
5.0kg USD 2250.0 2 Weeks
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Synonym: Deoxycholic acid; deoxycholate; cholanoic acid; 312dihydroxy5cholanate; 7Deoxycholic acid Desoxycholic acid. DCA.

IUPAC/Chemical Name: (R)-4-((3R,5R,8R,9S,10S,12S,13R,14S,17R)-3,12-dihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)pentanoic acid

InChi Key: KXGVEGMKQFWNSR-LLQZFEROSA-N

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

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

Appearance: white to off-white 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

Preparing Stock Solutions

The following data is based on the product molecular weight 392.572 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

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1: Hill MJ. The ratio of lithocholic to deoxycholic acid in faeces: a risk factor in colorectal carcinogenesis. Eur J Cancer Prev. 1991 Oct;1 Suppl 2:75-8. Review. PubMed PMID: 1842737.

2: Marcus SN, Heaton KW. Deoxycholic acid and the pathogenesis of gall stones. Gut. 1988 Apr;29(4):522-33. Review. PubMed PMID: 3286385; PubMed Central PMCID: PMC1433553.

3: Owen RW, Thompson MH, Hill MJ, Wilpart M, Mainguet P, Roberfroid M. The importance of the ratio of lithocholic to deoxycholic acid in large bowel carcinogenesis. Nutr Cancer. 1987;9(2-3):67-71. Review. PubMed PMID: 3550718.

4: LaRusso NF, Szczepanik PA, Hofmann AF. Effect of deoxycholic acid ingestion on bile acid metabolism and biliary lipid secretion in normal subjects. Gastroenterology. 1977 Jan;72(1):132-40. Review. PubMed PMID: 318580.



Additional Information

Deoxycholic acid has been used since its discovery in various fields of human medicine. In the human body deoxycholic acid is used in the emulsification of fats for the absorption in the intestine. It has, in some countries (including Switzerland) been licensed as an emulsifier in food industry, but it is no longer common. Outside the body it is used in experimental basis of cholagogues and is also in use to prevent and dissolve gallstones. Sodium deoxycholate, the sodium salt of deoxycholic acid, is frequently used in mesotherapy injections, mixed with phosphatidylcholine. In research deoxycholic acid is used as a mild detergent for the isolation of membrane associated proteins. The critical micelle concentration for deoxycholic acid is approximately 2.4-4 mM. Sodium deoxycholate, the sodium salt of deoxycholic acid, is often used as a biological detergent to lyse cells and solubilise cellular and membrane components. 
 
Deoxycholates and bile acid derivatives in general are actively being studied as structures for incorporation in nanotechnology. They also have found application in microlithography as photoresistant components. There is promising research to suggest the use of deoxycholic acid may be a viable alternative to surgical excision in the treatment of lipomas. (http://en.wikipedia.org/wiki/Deoxycholic_acid)