1353500

Isotretinoin

United States Pharmacopeia (USP) Reference Standard

• Sinónimos: 13-cis-Retinoic acid, 13-cis-Vitamin A acid, Isotretinoin
• Fórmula empírica (notación de Hill): C₂₀H₂₈O₂
• Número de CAS: 4759-48-2
• Peso molecular: 300.44
• Número MDL: MFCD00079542
• Código UNSPSC: 41116107
• ID de la sustancia en PubChem: 329750208
• NACRES: NA.24

Propiedades

• grado: pharmaceutical primary standard
• familia API: isotretinoin
• fabricante / nombre comercial: USP
• mp: 172-175 °C (lit.)
• aplicaciones: pharmaceutical (small molecule)
• Formato: neat
• cadena SMILES: [H]\C(C(O)=O)=C(C)\C=C\C=C(C)\C=C\C1=C(C)CCCC1(C)C
• InChI: 1S/C20H28O2/c1-15(8-6-9-16(2)14-19(21)22)11-12-18-17(3)10-7-13-20(18,4)5/h6,8-9,11-12,14H,7,10,13H2,1-5H3,(H,21,22)/b9-6+,12-11+,15-8+,16-14-
• Clave InChI: SHGAZHPCJJPHSC-XFYACQKRSA-N
• Información sobre el gen: human ... RARA(5914) , RARB(5915) , RARG(5916)

Descripción

Descripción general

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia. For further information and support please go to the website of the issuing Pharmacopoeia.

Aplicación

Isotretinoin USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

• Isotretinoin Capsules
• Tretinoin

Acciones bioquímicas o fisiológicas

13-cis-Retinoic acid (RA) has anti-inflammatory and anti-tumor action. The action of RA is mediated through RAR-β and RAR-α receptors. RA attenuates iNOS expression and activity in cytokine-stimulated murine mesangial cells. It induces mitochondrial membrane permeability transition, observed as swelling and as a decrease in membrane potential, and stimulates the release of cytochrome c implicating mechanisms through the apoptosis pathway. These activities are reversed by EGTA and cyclosporin A. RA also increases MMP-1 protein expression partially via increased transcription.

Nota de análisis

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Otras notas

Sales restrictions may apply.

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de señalización: Danger
• Frases de peligro: H315,H319,H335,H360FD
• Consejos de prudencia: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Clasificaciones de peligro: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable