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C1129

Sigma-Aldrich

Cholic acid

from bovine and/or ovine, ≥98%

Synonyme(s) :

3α,7α,12α-Trihydroxy-5β-cholanic acid, Cholanic acid

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About This Item

Formule empirique (notation de Hill):
C24H40O5
Numéro CAS:
81-25-4
Poids moléculaire :
408.57
Numéro Beilstein :
2822009
Numéro CE :
201-337-8
Numéro MDL:
MFCD00003672
Code UNSPSC :
12161900
ID de substance PubChem :
24892356
Nomenclature NACRES :
NA.25

Source biologique

bovine and/or ovine

Niveau de qualité

200

Description

anionic

Pureté

≥98%

Forme

powder

Poids mol.

408.57 g/mol

Pf

200-201 °C (lit.)

Groupe fonctionnel

carboxylic acid

Conditions d'expédition

ambient

Température de stockage

room temp

Chaîne SMILES 

[H][C@@]12C[C@H](O)CC[C@]1(C)[C@@]3([H])C[C@H](O)[C@]4(C)[C@]([H])(CC[C@@]4([H])[C@]3([H])[C@H](O)C2)[C@H](C)CCC(O)=O

InChI

1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1

Clé InChI

BHQCQFFYRZLCQQ-OELDTZBJSA-N

Informations sur le gène

human ... CYP1A2(1544)

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Catégories apparentées

Description générale

Cholic acid is a major primary bile acid produced in the liver which facilitates fat absorption and cholesterol excretion. It is a non-denaturing ionic detergent.

Application

Dietary cholic acid has been used in a study to assess its effect on colonic epithelial cell proliferation. It has also been used in a study to investigate extractions and comparisons of human erythrocyte ghosts.
Non-denaturing ionic detergent used for extraction of membrane proteins.

Actions biochimiques/physiologiques

Bile Acid

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

Certificats d'analyse (COA)

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Cholic acid-2,2,4,4-d4 98 atom % D, 98% (CP)

Sigma-Aldrich

614149

Cholic acid-2,2,4,4-d4

Deoxycholic acid ≥99.0% (T)

Sigma-Aldrich

30960

Deoxycholic acid

Chenodeoxycholic acid European Pharmacopoeia (EP) Reference Standard

C1050000

Chenodeoxycholic acid

Bile acids, conjugated

Sigma-Aldrich

CBA

Bile acids, conjugated

R Coleman et al.
Biochimica et biophysica acta, 436(1), 38-44 (1976-06-04)
1. Human erythrocyte ghosts were extracted with individual free and conjugated bile salts and, for comparison, with Triton X-100 under conditions approximating to physiological temperature, pH and tonicity. 2. Treatment with cholate, glycocholate, taurocholate, or with Triton X-100 gave lipid-depleted
Hui Zhou et al.
JCI insight, 5(20) (2020-10-16)
High-fat feeding (HFF) leads to gut dysbiosis through unclear mechanisms. We hypothesize that bile acids secreted in response to high-fat diets (HFDs) may act on intestinal Paneth cells, leading to gut dysbiosis. We found that HFF resulted in widespread taxonomic
E E Deschner et al.
Digestion, 21(6), 290-296 (1981-01-01)
Administration of cholic acid (1.0% of the diet) to male Fisher rats for 3 days resulted in increased numbers of DNA synthesizing epithelial cells per colonic crypt column as compared to those found in either control or 0.2% cholic acid-fed
Michael Lazarou et al.
The FEBS journal, 276(22), 6701-6713 (2009-10-22)
Complex IV is the terminal enzyme of the mitochondrial respiratory chain. In humans, biogenesis of complex IV involves the coordinated assembly of 13 subunits encoded by both mitochondrial and nuclear genomes. The early stages of complex IV assembly involving mitochondrial
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
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Protocoles

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