30960

Deoxycholic acid

≥99.0% (T)

• Sinónimos: 3α,12α-Dihydroxy-5β-cholanic acid, 7-Deoxycholic acid, Desoxycholic acid
• Fórmula empírica (notación de Hill): C₂₄H₄₀O₄
• Número de CAS: 83-44-3
• Peso molecular: 392.57
• Beilstein: 3219882
• Número CE: 201-478-5
• Número MDL: MFCD00003673
• Código UNSPSC: 12352106
• ID de la sustancia en PubChem: 329753610
• NACRES: NA.77

Propiedades

• origen biológico: ox bile
• descripción: anionic
• Análisis: ≥99.0% (T)
• formulario: powder
• actividad óptica: [α]20/D +54±1°, c = 1% in ethanol
• mol peso: 392.57 g/mol
• impurezas: ≤1% cholic acid (TLC)
• mp: 170-175 °C; 171-174 °C (lit.)
• grupo funcional: carboxylic acid
• cadena 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
• Clave InChI: KXGVEGMKQFWNSR-LLQZFEROSA-N
• Información sobre el gen: human ... ATIC(471)

Descripción

Descripción general

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.

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Otras notas

For the solubilization of the β-adrenergic receptor

Información de seguridad

• Pictogramas: GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302,H315,H319,H335
• Consejos de prudencia: P261 - P264 - P270 - P301 + P312 - P302 + P352 - P305 + P351 + P338
• Clasificaciones de peligro: Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable
• Equipo de protección personal: dust mask type N95 (US), Eyeshields, Gloves