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C1129

Sigma-Aldrich

Cholic acid

from bovine and/or ovine, ≥98%

Sinônimo(s):

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

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About This Item

Fórmula empírica (Notação de Hill):
C24H40O5
Número CAS:
Peso molecular:
408.57
Beilstein:
2822009
Número CE:
Número MDL:
Código UNSPSC:
12161900
ID de substância PubChem:
NACRES:
NA.25

fonte biológica

bovine and/or ovine

Nível de qualidade

descrição

anionic

Ensaio

≥98%

forma

powder

peso molecular

408.57 g/mol

pf

200-201 °C (lit.)

grupo funcional

carboxylic acid

Condições de expedição

ambient

temperatura de armazenamento

room temp

cadeia de caracteres 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

chave InChI

BHQCQFFYRZLCQQ-OELDTZBJSA-N

Informações sobre genes

human ... CYP1A2(1544)

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Descrição geral

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.

Aplicação

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.

Ações bioquímicas/fisiológicas

Bile Acid

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

Eyeshields, Gloves, type N95 (US)


Certificados de análise (COA)

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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

Protocolos

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.

Conteúdo relacionado

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.

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