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

• ChemBase ID: 177454
• Molecular Formular: C21H30O2
• Molecular Mass: 314.4617
• Monoisotopic Mass: 314.2245802
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C/C=C/C(=C/C(=O)OC)/C)/C
• Canonical SMILES: COC(=O)/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
• InChI: InChI=1S/C21H30O2/c1-16(9-7-10-17(2)15-20(22)23-6)12-13-19-18(3)11-8-14-21(19,4)5/h7,9-10,12-13,15H,8,11,14H2,1-6H3/b10-7+,13-12+,16-9+,17-15+
• InChIKey: SREQLAJQLXPNMC-DXYSAURFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
• IUPAC Traditional name: methyl retinoate
• Synonyms: all-trans-Retinoic Acid Methyl Ester

Database IDs

• CAS Number: 339-16-2
• PubChem SID: 164233364
• PubChem CID: 5378821

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.393595
• LogD (pH = 7.4): 5.393595
• Log P: 5.393595
• Molar Refractivity: 102.5599 cm^3
• Polarizability: 38.28487 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane
• Apperance: Yellow Solid
• Melting Point: 66-68°C

Safety Information

• Storage Condition: Amber Vial, -86°C Freezer

REFERENCES

• Barua, A.B., et al.: J. Lipid Research, 25, 304 (1984)