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Merck
CN

D4297

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
EC Number:
201-478-5
UNSPSC Code:
12161900
PubChem Substance ID:
24893857
Beilstein/REAXYS Number:
3219882
MDL number:
MFCD00003673

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Product Name

Deoxycholic acid, BioXtra, ≥98% (HPLC)

InChI key

KXGVEGMKQFWNSR-LLQZFEROSA-N

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 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

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

Gene Information

human ... ATIC(471)

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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.

General description

Deoxycholic acid is a bile acid that may affect intracellular signaling and gene expression.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
062K16631V
062K16631
SLBK3902V
038K0144
127K01231

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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
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
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
M V St-Pierre et al.
The Journal of experimental biology, 204(Pt 10), 1673-1686 (2001-04-24)
Bile acids are steroidal amphipathic molecules derived from the catabolism of cholesterol. They modulate bile flow and lipid secretion, are essential for the absorption of dietary fats and vitamins, and have been implicated in the regulation of all the key
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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Product Information Sheet - D4297

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