30960

Deoxycholsäure

≥99.0% (T)

• Synonym(e): 3α,12α-Dihydroxy-5β-cholansäure, 7-Deoxycholsäure, Deoxycholsäure
• Empirische Formel (Hill-System): C₂₄H₄₀O₄
• CAS-Nummer: 83-44-3
• Molekulargewicht: 392.57
• Beilstein: 3219882
• EG-Nummer: 201-478-5
• MDL-Nummer: MFCD00003673
• UNSPSC-Code: 12352106
• PubChem Substanz-ID: 329753610
• NACRES: NA.77

Eigenschaften

• Biologische Quelle: ox bile
• Qualitätsniveau: 100
• Beschreibung: anionic
• Assay: ≥99.0% (T)
• Form: powder
• Optische Aktivität: [α]20/D +54±1°, c = 1% in ethanol
• Mol-Gew.: 392.57 g/mol
• Verunreinigungen: ≤1% cholic acid (TLC)
• mp (Schmelzpunkt): 170-175 °C; 171-174 °C (lit.)
• Funktionelle Gruppe: carboxylic acid
• SMILES String: C[C@H](CCC(O)=O)[C@H]1CC[C@H]2[C@@H]3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
• InChI: 1S/C24H40O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-/m1/s1
• InChIKey: KXGVEGMKQFWNSR-LLQZFEROSA-N
• Angaben zum Gen: human ... ATIC(471)

Beschreibung

Allgemeine Beschreibung

Deoxycholic acid is an amphiphilic molecule and an important constituent of bile acid. It contains hydroxyl groups substituted at the 3α and 12α positions and a carboxyl group towards the end of the branched-chain. These moieties contribute to the hydrophilic nature of the molecule and the hydrophobic cyclopentanophenanthrene forms its center.

Anwendung

Deoxycholic acid has been used as:

• a hyphal-inhibitory compound in an ex vivo assay to study the hyphal morphogenesis of Candida albicans in the gastrointestinal tract
• an internal standard to estimate the toxin concentration in the cell pellet
• a bile acid (BA) standard to quantitatively measure BA in various samples from treated mice by ultra-performance liquid chromatography triple quadrupole mass spectrometry

Biochem./physiol. Wirkung

Deoxycholic acid, due to its amphiphilicity, significantly helps to solubilize, emulsify, and absorb fat, vitamins, and cholesterol in the body. High levels of intestinal deoxycholic acid might cause colorectal cancer by inducing oxidative stress and leading to DNA damage. It acts as an oncogene and pro-tumor factor.

Sonstige Hinweise

For the solubilization of the β-adrenergic receptor

Sicherheitshinweise

• Piktogramme: GHS07
• Signalwort: Warning
• H-Sätze: H302,H315,H319,H335
• P-Sätze: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Gefahreneinstufungen: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Zielorgane: Respiratory system
• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: dust mask type N95 (US), Eyeshields, Gloves