9-CIS-RETINOIC ACID

The 9-cis-Retinoic acid with CAS registry number of 5300-03-8 is also known as Alitretinoin. The IUPAC name is (2E,4E,6Z,8E)-3,7-Dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoic acid. It belongs to product categories of Retinoids; Pharmaceuticals. In addition, the formula is C₂₀H₂₈O₂ and the molecular weight is 300.44. This chemical is a pale yellow solid and should be sealed in cool, dry place at the temperature of -20 °C.

Physical properties about 9-cis-Retinoic acid are: (1)ACD/LogP: 6.26; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 5.423; (4)ACD/LogD (pH 7.4): 3.625; (5)ACD/BCF (pH 5.5): 4899.959; (6)ACD/BCF (pH 7.4): 77.894; (7)ACD/KOC (pH 5.5): 8800.191; (8)ACD/KOC (pH 7.4): 139.895; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 5; (12)Index of Refraction: 1.556; (13)Molar Refractivity: 95.527 cm³; (14)Molar Volume: 297.151 cm³; (15)Surface Tension: 39.14 dyne/cm; (16)Density: 1.011 g/cm³; (17)Flash Point: 350.596 °C; (18)Enthalpy of Vaporization: 79.324 kJ/mol; (19)Boiling Point: 462.801 °C at 760 mmHg.

Preparation of 9-cis-Retinoic acid: it is prepared by reaction of 9-cis-ethyl retinoate. This reaction needs reagent KOH and solvent ethanol. The yield is about 100%.

Uses of 9-cis-Retinoic acid. This chemical is used as an endogenous retinoic acid isomer, which is capable of binding to both retinoic acid receptors (RAR) and retinoid X receptors (RXR). What's more, it also can be used as a biologically active ligand for members of the RAR and RXR subfamilies, implying that it may play a critical rol.

When you are using this chemical, please be cautious about it. As a chemical, it is irritating to eyes, respiratory system and skin. Besides, it may cause harm to the unborn child. During using it, wear suitable protective clothing, gloves and eye/face protection. Obtain special instructions before use. If contact with eyes accidently, rinse immediately with plenty of water and seek medical advice. In case of accident or if you feel unwell seek medical advice immediately.

You can still convert the following datas into molecular structure:
1. Canonical SMILES: CC1=C(C(CCC1)(C)C)C=CC(=CC=CC(=CC(=O)O)C)C
2. Isomeric SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C\C=C\C(=C\C(=O)O)\C)/C
3. InChI: 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+
4. InChIKey: SHGAZHPCJJPHSC-ZVCIMWCZSA-N