R4643

9-cis-Retinoic acid

≥98% (HPLC)

• Sinonimo/i: 9-cis-Tretinoin, Alitretinoin
• Formula empirica (notazione di Hill): C₂₀H₂₈O₂
• Numero CAS: 5300-03-8
• Peso molecolare: 300.44
• Numero MDL: MFCD00270072
• Codice UNSPSC: 12352106
• ID PubChem: 24899373
• NACRES: NA.77

Proprietà

• Origine biologica: natural
• Saggio: ≥98% (HPLC)
• Forma fisica: powder
• tecniche: HPLC: suitable
• Colore: light yellow to yellow-orange
• Punto di fusione: 189-190 °C
• Temperatura di conservazione: −20°C
• Stringa SMILE: CC1=C(\C=C\C(C)=C/C=C/C(C)=C/C(O)=O)C(C)(C)CCC1
• 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-ZVCIMWCZSA-N
• Informazioni sul gene: human ... RARA(5914) , RARB(5915) , RARG(5916) , RXRA(6256) , RXRB(6257) , RXRG(6258)

Descrizione

Applicazioni

9-cis-Retinoic acid has been used:

• as ligand for retinoid X receptor gamma (RXRγ) for inducing oligodendrocyte precursor cells differentiation and remyelination
• as a medium component to study its effect on UDP-glucuronosyltransferases (UGT) expression in thyroid induced hepatocytes
• to induce lymphangiogenesis in lymphatic endothelial cell

Azioni biochim/fisiol

9-cis-Retinoic acid (9cRA) is an isomer of all-trans-retinoic acid (ATRA), both of which are lipid molecules synthesized from a common precursor, vitamin A. 9cRA is a potent agonist for retinoid X receptor (RXR) and retinoic acid receptor (RAR). It has neurotrophic functionality, promotes neuronal differentiation and may have therapeutic potential in treating stroke. It also regulates cytokine secretion and lymphocyte proliferation. 9cRA favors the dopamine cells survival and induces neuroprotection in neurodegenerative disorder like parkinson′s disease. It elicits anti-inflammatory function and stimulates mast cells and inhibits interleukin 4 and 5 expression levels. 9cRA is in clinical trial phase II for treating refractory cancer.

Ligand for both the retinoic acid receptor (RAR) and the retinoid X receptor (RXR) that act as transcription factors to regulate the growth and differentiation of normal and malignant cells.

Caratteristiche e vantaggi

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This compound is featured on the Nuclear Receptors (Non-Steroids) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Confezionamento

Sealed ampule

Informazioni sulla sicurezza

• Pittogrammi: GHS08,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H315,H319,H335,H360
• Consigli di prudenza: P201 - 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