methyl (2E,4E,6E,8E)-9-(3-methoxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoate

• ChemBase ID: 173159
• Molecular Formular: C22H32O3
• Molecular Mass: 344.48768
• Monoisotopic Mass: 344.23514488
• SMILES: C1(CCC(C(=C1/C=C/C(=C/C=C/C(=C/C(=O)OC)/C)/C)C)OC)(C)C
• Canonical SMILES: COC(=O)/C=C(/C=C/C=C(/C=C/C1=C(C)C(OC)CCC1(C)C)\C)\C
• InChI: InChI=1S/C22H32O3/c1-16(9-8-10-17(2)15-21(23)25-7)11-12-19-18(3)20(24-6)13-14-22(19,4)5/h8-12,15,20H,13-14H2,1-7H3/b10-8+,12-11+,16-9+,17-15+
• InChIKey: AQBIMXKUTLCCHG-ZYXNGHQDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E,4E,6E,8E)-9-(3-methoxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoate
• IUPAC Traditional name: methyl (2E,4E,6E,8E)-9-(3-methoxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenoate
• Synonyms: (+/-)-4-Methoxyretinoic Acid Methyl Ester; 4-Methoxy Retinoic Acid Methyl Ester

Database IDs

• CAS Number: 163808-81-9
• PubChem SID: 164229069
• PubChem CID: 10427626

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.8059106
• LogD (pH = 7.4): 4.8059106
• Log P: 4.8059106
• Molar Refractivity: 108.8266 cm^3
• Polarizability: 40.791782 Å^3
• Polar Surface Area: 35.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ehtyl Acetate
• Apperance: Orange Oil

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - M267805

all-trans Retinoic Acid (R250200) impurity.

REFERENCES

• Tanaka, H., et al.: Chem. Pharm. Bull., 43, 356 (1995)
• Patel, J., et al.: J. Med. Chem., 47, 6716 (1995)