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C1050000

Chenodeoxycholic acid

European Pharmacopoeia (EP) Reference Standard

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C24H40O4
Numero CAS:
474-25-9
Peso molecolare:
392.57
Beilstein:
3219887
Numero MDL:
MFCD00064142
Codice UNSPSC:
41116107
ID PubChem:
329774840
NACRES:
NA.24

Grado

pharmaceutical primary standard

Famiglia di API

ursodiol

Produttore/marchio commerciale

EDQM

Punto di fusione

165-167 °C (lit.)

applicazioni

pharmaceutical (small molecule)

Formato

neat

Stringa SMILE

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
RUDATBOHQWOJDD-BSWAIDMHSA-N

Informazioni sul gene

human ... NR1H4(9971)

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Categorie correlate

Descrizione generale

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.

Applicazioni

Chenodeoxycholic acid EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Confezionamento

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

Altre note

Sales restrictions may apply.

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319

Consigli di prudenza

P305 + P351 + P338

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number

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Cholic acid from bovine and/or ovine, ≥98%

Sigma-Aldrich

C1129

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USP

1171273

Deoxycholic Acid (Desoxycholic Acid)

Cholic acid British Pharmacopoeia (BP) Reference Standard

BP618

Cholic acid

Ursodeoxycholic acid for system suitability European Pharmacopoeia (EP) Reference Standard

Y0001163

Ursodeoxycholic acid for system suitability

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

Sigma-Aldrich

614122

Chenodeoxycholic acid-2,2,4,4-d4

Ursodeoxycholic acid ≥99%

Sigma-Aldrich

U5127

Ursodeoxycholic acid

G S Tint et al.
Gastroenterology, 91(4), 1007-1018 (1986-10-01)
Orally administered UDCA dramatically reduces the secretion of cholesterol into the bile. During UDCA therapy cholesterol balance is maintained by a reduction in both the relative and absolute absorption of cholesterol and, perhaps, by a combined moderate enhancement of bile
A F Hofmann
Archives of internal medicine, 159(22), 2647-2658 (1999-12-22)
Bile acids, the water-soluble, amphipathic end products of cholesterol metabolism, are involved in liver, biliary, and intestinal disease. Formed in the liver, bile acids are absorbed actively from the small intestine, with each molecule undergoing multiple enterohepatic circulations before being
Fiona D M van Schaik et al.
PloS one, 7(11), e49706-e49706 (2012-11-29)
The bile acid-activated nuclear receptor Farnesoid X Receptor (FXR) is critical in maintaining intestinal barrier integrity and preventing bacterial overgrowth. Patients with Crohn's colitis (CC) exhibit reduced ileal FXR target gene expression. FXR agonists have been shown to ameliorate inflammation
Huang Huang et al.
Journal of medicinal chemistry, 55(16), 7037-7053 (2012-08-07)
LBVS of 12480 in-house compounds, followed by HTRF assay, resulted in one nonsteroidal compound (11) with antagonistic activity against FXR (69.01 ± 11.75 μM). On the basis of 11, 26 new derivatives (12a-z) were designed and synthesized accordingly. Five derivatives
M Stark et al.
European journal of biochemistry, 266(1), 209-214 (1999-10-29)
Polypeptides were isolated from human bile by extraction with chloroform/methanol, followed by reversed-phase chromatography in methanol/ethylene chloride and gel filtration in chloroform/methanol. Peptides were characterized by SDS/PAGE, sequence analysis and matrix-assisted laser desorption ionization/time-of-flight mass spectrometry. This identified haemoglobin alpha
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