Skip to Content
Merck
CN

C9377

Sigma-Aldrich

Chenodeoxycholic acid

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

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

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

description

anionic

Quality Level

200

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)

Looking for similar products? Visit Product Comparison Guide

Related Categories

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

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000461548
0000461548
0000459413
0000459412
0000459411

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
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
Roberto Pellicciari et al.
Journal of medicinal chemistry, 50(18), 4265-4268 (2007-08-10)
23-Alkyl-substituted and 6,23-alkyl-disubstituted derivatives of chenodeoxycholic acid are identified as potent and selective agonists of TGR5, a G-protein coupled receptor for bile acids (BAs). In particular, we show that methylation at the C-23(S) position of natural BAs confers a marked
Roberto Pellicciari et al.
Journal of medicinal chemistry, 52(24), 7958-7961 (2009-12-18)
In the framework of the design and development of TGR5 agonists, we reported that the introduction of a C(23)(S)-methyl group in the side chain of bile acids such as chenodeoxycholic acid (CDCA) and 6-ethylchenodeoxycholic acid (6-ECDCA, INT-747) affords selectivity for
View All Related Papers

Protocols

HPLC Separation of Bile Acids with Ascentis Express C18

Investigate bile acid roles in gut hormone profiles and glycemic control, vital for clinical labs exploring potential mechanisms.

Related Content

Bile Acids Kit for LC-MS

Bile Acids (BA) are synthesized in the liver and play important roles in cholesterol homeostasis, absorption of vitamins and lipids, and various key metabolic processes.

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

Contact Technical Service