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D2510

Sigma-Aldrich

Deoxycholic acid

≥98% (HPLC)

Synonym(s):
7-Deoxycholic acid, Desoxycholic acid, 3α,12α-Dihydroxy-5β-cholanic acid
Empirical Formula (Hill Notation):
C24H40O4
CAS Number:
Molecular Weight:
392.57
Beilstein:
3219882
EC Number:
MDL number:
PubChem Substance ID:

biological source

bovine bile (ex gall bladder)

description

anionic

assay

≥98% (HPLC)

form

powder

mol wt

392.57 g/mol

mp

171-174 °C (lit.)

functional group

carboxylic acid

shipped in

ambient

storage temp.

room temp

SMILES string

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

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

InChI key

KXGVEGMKQFWNSR-LLQZFEROSA-N

Gene Information

human ... ATIC(471)

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General description

Deoxycholic acid is a proinflammatory agent.

Application

Deoxycholic acid has been used in a study to assess a pH-Responsive Mechanism of a Deoxycholic Acid and Folate Co-Modified Chitosan Micelle under Cancerous Environment. It has also been used in a study to investigate dose-dependent anti-inflammatory effect of ursodeoxycholic acid in experimental colitis.

Packaging

10, 100, 500 g in poly bottle

Biochem/physiol Actions

Bile Acid

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D2510.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

pH-Responsive Mechanism of a Deoxycholic Acid and Folate Co-Modified Chitosan Micelle under Cancerous Environment
Chen, D., et al.
The Journal of Physical Chemistry B, 1261-1268 (2013)
J Stadler et al.
Cancer letters, 38(3), 315-320 (1988-01-01)
Rectal biopsies and fecal collections were obtained from a consecutive series of 34 outpatients prior to colonoscopy at a gastroenterology clinic. Subsequently, 14 were found to have no colonic pathology, 13 had adenomatous polyps, (3 of those had a previous
Patricia Martínez-Moya et al.
International immunopharmacology, 15(2), 372-380 (2012-12-19)
The denomination of inflammatory bowel disease comprises a group of chronic inflammatory diseases of the digestive tract, ulcerative colitis and Crohn's disease being the most important conditions. Bile acids may play a role both in etiology and pharmacology of this
Lotta K Stenman et al.
American journal of physiology. Gastrointestinal and liver physiology, 304(3), G227-G234 (2012-12-04)
Impairment of gut barrier is associated with a fat-rich diet, but mechanisms are unknown. We have earlier shown that dietary fat modifies fecal bile acids in mice, decreasing the proportion of ursodeoxycholic acid (UDCA) vs. deoxycholic acid (DCA). To clarify
Shin Yoshimoto et al.
Nature, 499(7456), 97-101 (2013-06-28)
Obesity has become more prevalent in most developed countries over the past few decades, and is increasingly recognized as a major risk factor for several common types of cancer. As the worldwide obesity epidemic has shown no signs of abating

Articles

Bile Acids

The liver excretes excess cholesterol in the form of bile acids. Bile acids serve two purposes: to remove unwanted cholesterol from the body and to aid in lipid digestion in the intestine.

Protocols

Fast and Robust HPLC Separation of Bile Acids and Conjugates with Ascentis Express C18

This method is particularly useful in research into the role of individual bile acids as signaling molecules; suitable for clinical laboratories to investigate potential mechanisms linked to gut hormone profiles and glycemic control.

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