methyl 6-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]pyridine-3-carboxylate

• ChemBase ID: 176313
• Molecular Formular: C24H29NO2
• Molecular Mass: 363.49256
• Monoisotopic Mass: 363.21982917
• SMILES: C1CC(c2c(C1(C)C)cc(c(c2)C)C(=C)c1ccc(cn1)C(=O)OC)(C)C
• Canonical SMILES: COC(=O)c1ccc(nc1)C(=C)c1cc2c(cc1C)C(C)(C)CCC2(C)C
• InChI: InChI=1S/C24H29NO2/c1-15-12-19-20(24(5,6)11-10-23(19,3)4)13-18(15)16(2)21-9-8-17(14-25-21)22(26)27-7/h8-9,12-14H,2,10-11H2,1,3-7H3
• InChIKey: YNHDHMOGKZWQBF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 6-[1-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl]pyridine-3-carboxylate
• IUPAC Traditional name: methyl 6-[1-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)ethenyl]pyridine-3-carboxylate
• Synonyms: 6-[1-(5,6,7,8-Tetrahydro-3,5,5,8,8-pentamethyl-2-naphthalenyl)ethenyl]-3-pyridinecarboxylic Acid Methyl Ester; 6-[(3,5,5,8,8-Pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)ethenyl] Nicotinic Acid Methyl Ester

Database IDs

• CAS Number: 153559-44-5
• PubChem SID: 164232223
• PubChem CID: 10248161

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.454344
• LogD (pH = 7.4): 6.454606
• Log P: 6.4546094
• Molar Refractivity: 119.3642 cm^3
• Polarizability: 42.586357 Å^3
• Polar Surface Area: 39.19 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane

DETAILS

Toronto Research Chemicals - P271780

A RXR selective retinoid.

REFERENCES

• Boehm, M.F., et al.: J. Med. Chem., 38, 3146 (1995)