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D2510

Sigma-Aldrich

Deoxycholic acid

≥98% (HPLC)

Synonym(s):

3α,12α-Dihydroxy-5β-cholanic acid, 7-Deoxycholic acid, Desoxycholic acid

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About This Item

Empirical Formula (Hill Notation):
C24H40O4
CAS Number:
83-44-3
Molecular Weight:
392.57
Beilstein:
3219882
EC Number:
201-478-5
MDL number:
MFCD00003673
UNSPSC Code:
12161900
PubChem Substance ID:
24893692
NACRES:
NA.25

biological source

bovine bile (ex gall bladder)

Quality Level

200

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.

Biochem/physiol Actions

Bile Acid

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
I M Aparicio et al.
Reproduction (Cambridge, England), 129(3), 283-289 (2005-03-08)
Motility is the most widely used indicator of sperm quality. Besides modulation by the cAMP pathway little is known regarding the intracellular pathways that regulate boar sperm motility. Recently the role of phosphatidylinositol 3-kinase (PI3-K) in the regulation of human
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
Jeffery L Smith et al.
Hepatology (Baltimore, Md.), 39(6), 1673-1682 (2004-06-09)
Focal biliary cirrhosis causes significant morbidity and mortality in cystic fibrosis (CF). Although the mechanisms of pathogenesis remain unclear, bile acids have been proposed as potential mediators of liver injury. This study examined bile acid composition in CF and assessed
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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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