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L6250

Sigma-Aldrich

Lithocholsäure

≥95%

Synonym(e):

3α-Hydroxy-5β-cholan-24-säure, 3α-Hydroxy-5β-cholansäure, 5β-Cholan-24-säure-3α-ol

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About This Item

Empirische Formel (Hill-System):
C24H40O3
CAS-Nummer:
434-13-9
Molekulargewicht:
376.57
Beilstein:
3217757
EG-Nummer:
207-099-1
MDL-Nummer:
MFCD00003682
UNSPSC-Code:
12352106
PubChem Substanz-ID:
24896429
NACRES:
NA.25

Biologische Quelle

bovine bile
synthetic

Assay

≥95%

Mol-Gew.

376.57 g/mol

mp (Schmelzpunkt)

183-188 °C (lit.)

Funktionelle Gruppe

carboxylic acid

Versandbedingung

ambient

Lagertemp.

room temp

SMILES String

[H][C@]12CC[C@@]3([H])[C@]4([H])CC[C@H]([C@H](C)CCC(O)=O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CC[C@@H](O)C2

InChI

1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1

InChIKey

SMEROWZSTRWXGI-HVATVPOCSA-N

Angaben zum Gen

human ... POLA1(5422) , TOP2A(7153)
rat ... Polb(29240)

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Allgemeine Beschreibung

Lithocholic acid is an oligo(ethylene glycol) derivative of bile acid.

Anwendung

Lithocholic acid has been used in a study to assess cholestasis and its action on several organs and tissues in rats. It has also been used in a study to investigate the regulation of hepatic phospholipid and bile acid homeostasis through SMAD3 activation by TGFβ.

Biochem./physiol. Wirkung

Bile Acid

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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Lithocholsäure-2,2,3,4,4-d5 98 atom % D

Sigma-Aldrich

614033

Lithocholsäure-2,2,3,4,4-d5

β-Muricholic Acid ≥98% (HPLC)

Sigma-Aldrich

SML2372

β-Muricholic Acid

Glykoursodeoxycholsäure ≥96.0% (TLC)

Sigma-Aldrich

06863

Glykoursodeoxycholsäure

Satu Strandman et al.
The journal of physical chemistry. B, 117(1), 252-258 (2012-12-12)
Thermoresponsive characteristics of oligo(ethylene glycol) derivatives of lithocholic acid (LCA) depend on the hydrophilic/hydrophobic balance of the compounds. Below a threshold temperature (∼30 °C), one of the derivatives, LCA(EG(4))(2), self-assembles in water into hollow nanotubes that form thixotropic gels at
Katarzyna Magiera et al.
Cell chemical biology, 24(4), 458-470 (2017-03-28)
USP2a is a deubiquitinase responsible for stabilization of cyclin D1, a crucial regulator of cell-cycle progression and a proto-oncoprotein overexpressed in numerous cancer types. Here we report that lithocholic acid (LCA) derivatives are inhibitors of USP proteins, including USP2a. The
Vincent R Richard et al.
Aging, 5(4), 234-269 (2013-04-05)
Macromitophagy controls mitochondrial quality and quantity. It involves the sequestration of dysfunctional or excessive mitochondria within double-membrane autophagosomes, which then fuse with the vacuole/lysosome to deliver these mitochondria for degradation. To investigate a physiological role of macromitophagy in yeast, we
Claudiu Saracut et al.
Acta cirurgica brasileira, 30(9), 624-631 (2015-10-16)
To assess whether deoxycholic acid (DOC) and lithocholic acid (LCA) administered in a period of six months in a concentration of 0.25% may have a carcinogenic role in mice colon. The study used C57BL6 female mice divided into four groups.
Alan F Hofmann
Drug metabolism reviews, 36(3-4), 703-722 (2004-11-24)
Lithocholic acid, a monohydroxy, secondary bile acid, is formed by bacterial 7-dehydroxylation of the primary bile acid chenodeoxycholic acid (CDCA) and of the secondary bile acid ursodeoxycholic acid (UDCA). Lithocholic acid and its precursor CDCA are toxic when fed to
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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.

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