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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:
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 Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Lot/Batch Number

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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
Yu Shao et al.
ACS applied materials & interfaces, 6(13), 10381-10392 (2014-06-13)
To develop a feasible and efficient nanocarrier for potential clinical application, a series of photo and redox dual responsive reversibly cross-linked micelles have been developed for the targeted anticancer drug delivery. The nanocarrier can be cross-linked efficiently via a clean
Florence Janvier et al.
Journal of the mechanical behavior of biomedical materials, 18, 100-107 (2012-12-25)
Elevated red blood cell (RBC) aggregation increases low-shear blood viscosity and is closely related to several pathophysiological diseases such as atherosclerosis, thrombosis, diabetes, hypertension, cancer, and hereditary chronic hemolytic conditions. Non-ionic linear polymers such as poly(ethylene glycol) (PEG) and Pluronic
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
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