(2E,4E,6E,8E)-N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide

• ChemBase ID: 172975
• Molecular Formular: C27H35NO2
• Molecular Mass: 405.5723
• Monoisotopic Mass: 405.26677937
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=C/C(=O)Nc1ccc(cc1)OC)/C)/C)C
• Canonical SMILES: COc1ccc(cc1)NC(=O)/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
• InChI: InChI=1S/C27H35NO2/c1-20(12-17-25-22(3)11-8-18-27(25,4)5)9-7-10-21(2)19-26(29)28-23-13-15-24(30-6)16-14-23/h7,9-10,12-17,19H,8,11,18H2,1-6H3,(H,28,29)/b10-7+,17-12+,20-9+,21-19+
• InChIKey: DBQHWMPFMCOGIW-ABRSJASVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6E,8E)-N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide
• IUPAC Traditional name: (2E,4E,6E,8E)-N-(4-methoxyphenyl)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenamide
• Synonyms: N-(4-Methoxyphenyl)-all-trans-retinamide; N-(4-Methoxyphenyl)retinamide; N-(p-Methoxyphenyl)retinamide; N-4-Methoxyphenylretinamide

Database IDs

• CAS Number: 79965-10-9
• PubChem SID: 164228885
• PubChem CID: 6385696

CALCULATED PROPERTIES

• Acid pKa: 15.236138
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 6.2909985
• LogD (pH = 7.4): 6.2909985
• Log P: 6.2909985
• Molar Refractivity: 132.5313 cm^3
• Polarizability: 49.002594 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Yellow Solid
• Melting Point: 157-161°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light Sensitive - Protect from Light Exposure

DETAILS

Toronto Research Chemicals - M262660

An effective agent for the chemoprevention and growth modulation of oncogene-induced prostate cancer in the mouse prostate reconstitution model system and may be effective for the chemoprevention of human prostate cancer.

REFERENCES

• Marth, C., et al.:J. Nat. Cancer Inst., 75, 871 (1985)
• Delia, D., et al.: Cancer Res., 53, 6036 (1985)
• Costa., A., et al.: Cancer Res., 54, Suppl., 2032s (1985)
• Decensi., A., et al.: Eur. J. Cancer Prev., 3, 377 (1994)