R3255

13-cis-Retinoic acid

≥98% (HPLC)

• Sinonimo/i: Isotretinoin
• Formula empirica (notazione di Hill): C₂₀H₂₈O₂
• Numero CAS: 4759-48-2
• Peso molecolare: 300.44
• Numero CE: 225-296-0
• Numero MDL: MFCD00079542
• Codice UNSPSC: 12352106
• ID PubChem: 24278676
• NACRES: NA.77

Proprietà

• Saggio: ≥98% (HPLC)
• Stato: powder
• tecniche: HPLC: suitable
• Colore: yellow to yellow-orange
• Punto di fusione: 172-175 °C (lit.)
• Temperatura di conservazione: −20°C
• Stringa SMILE: [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-; SHGAZHPCJJPHSC-XFYACQKRSA-N
• Informazioni sul gene: human ... NOS2(4843) , RARA(5914) , RARB(5915) , RARG(5916)

Descrizione

Applicazioni

13-cis-Retinoic acid has been used:

• as a component of fresh media for LA-N-5 differentiation[1]
• to treat medulloblastoma cells for cell differentiation[2]
• to treat spheroids for generating time-lapse videos[3]
• to examine its head- deforming activity under light and dark conditions in Xenopus laevis[4]

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H315,H319,H335,H360FD
• Consigli di prudenza: P202 - P261 - P264 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Classi di pericolo: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): Not applicable
• Punto d’infiammabilità (°C): Not applicable
• Dispositivi di protezione individuale: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges