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

• ChemBase ID: 164793
• 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-WYSPNRNQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2Z,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 (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoate
• Synonyms: Methyl 13-cis-Retinoate; 13-cis Retinoic Acid Methyl Ester

Database IDs

• CAS Number: 16760-45-5
• PubChem SID: 162258927
• PubChem CID: 10448377

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: Acetone; Chloroform; Dichloromethane; Hexane
• Apperance: Light Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - C499700

Retinoic acid derivative.

REFERENCES

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