R4643

9-cis-Retinoic acid

≥98% (HPLC)

• Szinonimák: 9-cis-Tretinoin, Alitretinoin
• Tapasztalati képlet (Hill-képlet): C₂₀H₂₈O₂
• CAS-szám: 5300-03-8
• Molekulatömeg: 300.44
• MDL-szám: MFCD00270072
• UNSPSC kód: 12352106
• PubChem Substance ID: 24899373
• NACRES: NA.77

Tulajdonságok

• biológiai forrás: natural
• Minőségi szint: 200
• Teszt: ≥98% (HPLC)
• form: powder
• technika/technikák: HPLC: suitable
• szín: light yellow to yellow-orange
• mp: 189-190 °C
• tárolási hőmérséklet: −20°C
• SMILES string: 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+
• Nemzetközi kémiai azonosító kulcs: SHGAZHPCJJPHSC-ZVCIMWCZSA-N
• Géninformáció: human ... RARA(5914) , RARB(5915) , RARG(5916) , RXRA(6256) , RXRB(6257) , RXRG(6258)

Leírás

Alkalmazás

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

Biokémiai/fiziológiai hatások

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.

Tulajdonságok és előnyök

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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.

Kiszerelés

Sealed ampule

Biztonsági adatok

• Piktogramok: GHS08,GHS07
• Figyelmeztetés: Danger
• Figyelmeztető mondatok: H315,H319,H335,H360
• Óvintézkedésre vonatkozó mondatok: P201 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Veszélyességi osztályok: Eye Irrit. 2 - Repr. 1B - Skin Irrit. 2 - STOT SE 3
• Célzott szervek: Respiratory system
• Tárolási osztály kódja: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3
• Lobbanási pont (F): Not applicable
• Lobbanási pont (C): Not applicable
• Egyéni védőeszköz: Eyeshields, Gloves, type P3 (EN 143) respirator cartridges