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

• ChemBase ID: 177446
• 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-NRWZZFEVSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 58526-50-4
• PubChem SID: 164233356
• PubChem CID: 21724639

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; Hexane,
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - R245010

9-cis-Retinoic Acid Methyl Ester is a cis-Vitamin A derivative.

REFERENCES

• Englert, G., et al.: Helv. Chimica Acta, 58, 2367 (1975)