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C9377

Sigma-Aldrich

Chenodeoxycholic acid

Synonym(s):

3α,7α-Dihydroxy-5β-cholanic acid, 5β-Cholanic acid-3α,7α-diol, Chenodiol

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About This Item

Empirical Formula (Hill Notation):
C24H40O4
CAS Number:
474-25-9
Molecular Weight:
392.57
Beilstein:
3219887
EC Number:
207-481-8
MDL number:
MFCD00064142
UNSPSC Code:
12352106
PubChem Substance ID:
24893153
NACRES:
NA.25

description

anionic

form

powder

mol wt

392.57 g/mol

technique(s)

protein quantification: suitable

CMC

(3)
3

mp

165-167 °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]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChI

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

InChI key

RUDATBOHQWOJDD-BSWAIDMHSA-N

Gene Information

human ... CYP1A2(1544) , NR1H4(9971)

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General description

Chenodeoxycholic acid is a bile acid synthesized in the liver from cholesterol.

Application

Chenodeoxycholic acid has been used in a study to assess its effects as a long-term replacement therapy for cerebrotendinous xanthomatosis (CTX). It has also been used in a study to investigate its effects on the small-intestinal absorption of bile acids in patients with ileostomies.

Biochem/physiol Actions

Bile Acid

related product

Product No.
Description
Pricing

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

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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A Stiehl et al.
Gastroenterology, 98(2), 424-428 (1990-02-01)
The effects of ursodeoxycholic acid and chenodeoxycholic acid on the small-intestinal absorption of endogenous bile acids were studied in patients with ileostomies who served as a model to investigate small-intestinal absorption in humans. In the control period, the eight patients
Gallstone dissolution in man using chenodeoxycholic acid
Bell, G., et al.
Lancet, 300, 1213-1213 null
M O Osman et al.
Gut, 43(2), 232-239 (1999-04-06)
Interleukin 8 (IL-8) has recently been proposed to have an important role in mediating the development of the systemic sequelae associated with severe acute pancreatitis. To define the role of IL-8 in acute pancreatitis by neutralising its effects with a
Wei Zhou et al.
Journal of biomolecular screening, 15(5), 488-497 (2010-05-08)
Dietary long-chain fatty acid (LCFA) uptake across cell membranes is mediated principally by fatty acid transport proteins (FATPs). Six subtypes of this transporter are differentially expressed throughout the human and rodent body. To facilitate drugs discovery against FATP subtypes, the
H Reyes et al.
Annals of medicine, 32(2), 94-106 (2000-04-15)
The pathogenesis of intrahepatic cholestasis of pregnancy (ICP) can be related to abnormalities in the metabolism and disposition of sex hormones and/or bile acids, determined by a genetic predisposition interacting with environmental factors. The total amount of oestrogens and progesterone
View All Related Papers

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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