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C2158000

Cholic acid

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C24H40O5
CAS Number:
81-25-4
Molecular Weight:
408.57
Beilstein/REAXYS Number:
2822009
MDL number:
MFCD00003672
UNSPSC Code:
41116107
PubChem Substance ID:
329774969
NACRES:
NA.24

grade

pharmaceutical primary standard

agency

EP Reference Standard

API family

cholic acid

manufacturer/tradename

EDQM

mp

200-201 °C (lit.)

application(s)

cleaning products
cosmetics
food and beverages
personal care
pharmaceutical (small molecule)

format

neat

SMILES string

[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

InChI key

BHQCQFFYRZLCQQ-OELDTZBJSA-N

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General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the Issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Non-denaturing ionic detergent used for extraction of membrane proteins.

Biochem/physiol Actions

Bile Acid

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Other Notes

Sales restrictions may apply.

Related product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

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Nevzat Kazgan et al.
Gastroenterology, 146(4), 1006-1016 (2014-01-07)
Sirtuin 1 (SIRT1), the most conserved mammalian oxidized nicotinamide adenine dinucleotide-dependent protein deacetylase, is an important metabolic sensor in many tissues. However, little is known about its role in the small intestine, which absorbs and senses nutrients. We investigated the
Zheng Pan et al.
Carbohydrate polymers, 94(1), 394-399 (2013-04-03)
Self-assembled amphiphilic N-(2,3-dihydroxypropyl)-chitosan-cholic acid (DHP-CS-CHO) micelle was prepared as a carrier for paclitaxel. DHP-CS-CHO was synthesized by grafted small molecules cholic acid and glycidol onto primary amine group of chitosan, respectively. The DHP-CS-CHO formed uniform micelles (size=212.4±3.1 nm) with a
Sylwia Mildner-Szkudlarz et al.
Journal of the science of food and agriculture, 93(13), 3271-3278 (2013-04-16)
New breads fortified with two different forms of grape by-products, namely dried powdered skins (PGP) and freeze-dried extract therefrom (EGP), were characterised and their protective effect against hypercholesterolaemia in rats was studied. The phenolic compound profiles of supplemented breads were
Bethany P Cummings et al.
Disease models & mechanisms, 6(2), 443-456 (2012-12-25)
Post-operative increases in circulating bile acids have been suggested to contribute to the metabolic benefits of bariatric surgery; however, their mechanistic contributions remain undefined. We have previously reported that ileal interposition (IT) surgery delays the onset of type 2 diabetes
Chiara Gabbi et al.
Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver, 44(12), 1018-1026 (2012-08-14)
Non-alcoholic fatty liver disease, one of the most prevalent liver disorders in Western countries, is characterized by hepatic accumulation of triglycerides. Bile acids have long been known to affect triglyceride homeostasis through a not completely understood mechanism. To analyse the
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