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D4297

Sigma-Aldrich

Deoxycholic acid

BioXtra, ≥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:
24893857

biological source

bovine bile (ex gall bladder)

description

anionic

product line

BioXtra

Assay

≥98% (HPLC)

form

powder

mol wt

micellar avg mol wt 1200-5000

aggregation number

3-12

impurities

≤0.005% Phosphorus (P)
≤0.1% Insoluble matter

ign. residue

≤0.1%

CMC

2-6

mp

171-174 °C (lit.)

cation traces

Al: ≤0.001%
Ca: ≤0.01%
Cu: ≤0.0005%
Fe: ≤0.005%
K: ≤0.005%
Mg: ≤0.005%
NH4+: ≤0.05%
Na: ≤0.02%
Pb: ≤0.001%
Zn: ≤0.0005%

HLB

16

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 bile acid that may affect intracellular signaling and gene expression.

Application

Deoxycholic acid has been used in a study to assess how physiological concentrations of ursodeoxycholic acid (UDCA) vs. deoxycholic acid (DCA) affect barrier function in mouse intestinal tissue. It has also been used in a study to characterize bile formation in a mouse model with hepatic disruption of the cytochrome p450 (CYP) oxidoreductase gene.

related product

Product No.
Description
Pricing

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D4297-5G:4548173194189
D4297-BULK:
D4297-VAR:
D4297-25G:4548173194172

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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Ursodeoxycholic acid British Pharmacopoeia (BP) Reference Standard

BP706

Ursodeoxycholic acid

Sodium deoxycholate BioXtra, ≥98.0% (dry matter, NT)

Sigma-Aldrich

30970

Sodium deoxycholate

Cholic acid United States Pharmacopeia (USP) Reference Standard

USP

1133503

Cholic acid

Cholic acid European Pharmacopoeia (EP) Reference Standard

C2158000

Cholic acid

Ying Kong et al.
The international journal of biochemistry & cell biology, 44(12), 2321-2332 (2012-08-21)
There is evidence indicating that bile acid is a promoter of colorectal cancer. Deoxycholic acid modifies apoptosis and proliferation by affecting intracellular signaling and gene expression. We are interested in revealing the relationship between deregulated miRNAs and deoxycholic acid in
Cindy Kunne et al.
Hepatology (Baltimore, Md.), 57(4), 1509-1517 (2012-11-28)
The difference in bile salt (BS) composition between rodents and humans is mainly caused by formation of muricholate in rodents as well as by efficient rehydroxylation of deoxycholic acid. The aim of this study was to characterize bile formation in
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
Kunihiko Nishino et al.
Antimicrobial agents and chemotherapy, 54(5), 2239-2243 (2010-03-10)
NlpE, an outer membrane lipoprotein, functions during envelope stress responses in Gram-negative bacteria. In this study, we report that overproduction of NlpE increases multidrug and copper resistance through activation of the genes encoding the AcrD and MdtABC multidrug efflux pumps
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
View All Related Papers

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