30960

Deoxycholic acid

≥99.0% (T)

• Synonyme(s) : 3α,12α-Dihydroxy-5β-cholanic acid, 7-Deoxycholic acid, Desoxycholic acid
• Formule empirique (notation de Hill): C₂₄H₄₀O₄
• Numéro CAS: 83-44-3
• Poids moléculaire : 392.57
• Numéro Beilstein : 3219882
• Numéro CE : 201-478-5
• Numéro MDL: MFCD00003673
• Code UNSPSC : 12352106
• ID de substance PubChem : 329753610
• Nomenclature NACRES : NA.77

Propriétés

• Source biologique: ox bile
• Description: anionic
• Pureté: ≥99.0% (T)
• Forme: powder
• Activité optique: [α]20/D +54±1°, c = 1% in ethanol
• Poids mol.: 392.57 g/mol
• Impuretés: ≤1% cholic acid (TLC)
• Pf: 170-175 °C; 171-174 °C (lit.)
• Groupe fonctionnel: carboxylic acid
• Chaîne SMILES: 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
• Clé InChI: KXGVEGMKQFWNSR-LLQZFEROSA-N
• Informations sur le gène: human ... ATIC(471)

Description

Description générale

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.

Application

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

Actions biochimiques/physiologiques

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.

Autres remarques

For the solubilization of the β-adrenergic receptor

Informations sur la sécurité

• Pictogrammes: GHS07
• Mention d'avertissement: Warning
• Mentions de danger: H302,H315,H319,H335
• Conseils de prudence: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Classification des risques: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves