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U5127

Sigma-Aldrich

Ursodesoxycholsäure

≥99%

Synonym(e):

3α,7β-Dihydroxy-5β-cholan-24-säure, 5β-Cholan-24-säure-3α,7β-diol, 7β-Hydroxylithocholisäure, UDCS

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About This Item

Empirische Formel (Hill-System):
C24H40O4
CAS-Nummer:
128-13-2
Molekulargewicht:
392.57
Beilstein:
3219888
EG-Nummer:
204-879-3
MDL-Nummer:
MFCD00003680
UNSPSC-Code:
12161900
PubChem Substanz-ID:
24900651
NACRES:
NA.25

Beschreibung

anionic detergent

Qualitätsniveau

200

Assay

≥99%

Mol-Gew.

392.57 g/mol

mp (Schmelzpunkt)

203-204 °C (lit.)

SMILES String

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

InChIKey

RUDATBOHQWOJDD-UZVSRGJWSA-N

Angaben zum Gen

human ... NR1H4(9971)

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Anwendung

Ursodeoxycholic acid (UDCS) is a cell protectant used extensively to mitigate hepatic and biliary diseases. Ursodeoxycholic acid may be used to study its specific activities that range from reduction of cholesterol absorpition, cholesterol gallstone dissolution to suppression of immune response.

Piktogramme

Exclamation mark
GHS07

Signalwort

Warning

H-Sätze

H315 - H319

Gefahreneinstufungen

Eye Irrit. 2 - Skin Irrit. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 2

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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Ursodiol United States Pharmacopeia (USP) Reference Standard

USP

1707806

Ursodiol

Ursodiol Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1579

Ursodiol

Glykoursodeoxycholsäure ≥96.0% (TLC)

Sigma-Aldrich

06863

Glykoursodeoxycholsäure

7-Ketodeoxycholic acid ≥95% (HPLC)

Sigma-Aldrich

SMB00806

7-Ketodeoxycholic acid

Natriumtauroursodeoxycholat

Sigma-Aldrich

T0266

Natriumtauroursodeoxycholat

Glycochenodeoxycholsäure Natriumsalz

Sigma-Aldrich

G0759

Glycochenodeoxycholsäure Natriumsalz

Ruchika Sharma et al.
Journal of medicinal chemistry, 54(1), 122-130 (2010-12-17)
Ursodeoxycholic acid (UDCA) is used for the treatment of hepatic inflammatory diseases. Recent studies have shown that UDCA's biological effects are partly glucocorticoid receptor (GR) mediated. UDCA derivatives were synthesized and screened for ability to induce GR translocation in a
Wei Zhou et al.
Journal of biomolecular screening, 15(5), 488-497 (2010-05-08)
Dietary long-chain fatty acid (LCFA) uptake across cell membranes is mediated principally by fatty acid transport proteins (FATPs). Six subtypes of this transporter are differentially expressed throughout the human and rodent body. To facilitate drugs discovery against FATP subtypes, the
Raoul Poupon
Clinics and research in hepatology and gastroenterology, 36 Suppl 1, S3-12 (2012-11-13)
Chronic cholestasis and liver inflammation are the two main pathophysiological components of the two major classes of disease - primary biliary cirrhosis (PBC) and primary sclerosing cholangitis (PSC) - leading to bile duct destruction and ultimately to cirrhosis and liver
Yuan Chen et al.
Molecular endocrinology (Baltimore, Md.), 29(4), 613-626 (2015-02-13)
Among diseases unique to pregnancy, intrahepatic cholestasis of pregnancy is the most prevalent disorder with elevated serum bile acid levels. We have previously shown that estrogen 17β-estradiol (E2) transrepresses bile salt export pump (BSEP) through an interaction between estrogen receptor
Yan Gong et al.
The American journal of gastroenterology, 102(8), 1799-1807 (2007-04-27)
Ursodeoxycholic acid (UDCA) is used for primary biliary cirrhosis (PBC), but the beneficial effects remain controversial. We performed an updated systematic review to evaluate the benefits and harms of UDCA in patients with PBC. We included randomized clinical trials evaluating
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Protokolle

Fast and Robust HPLC Separation of Bile Acids and Conjugates with Ascentis Express C18

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.

Verwandter Inhalt

Bile Acids Kit for LC-MS

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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