(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal

• ChemBase ID: 171964
• Molecular Formular: C20H26O2
• Molecular Mass: 298.41924
• Monoisotopic Mass: 298.19328007
• SMILES: C1(CCC(=O)C(=C1/C=C/C(=C/C=C/C(=C/C=O)/C)/C)C)(C)C
• Canonical SMILES: O=C/C=C(/C=C/C=C(/C=C/C1=C(C)C(=O)CCC1(C)C)\C)\C
• InChI: InChI=1S/C20H26O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,14H,11,13H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
• InChIKey: PLILDISEFZJECC-RMWYGNQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal
• IUPAC Traditional name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenal
• Synonyms: 9-(2,6,6-Trimethyl-3-keto-1-cyclohexen-1-yl)-3,7-dimethyl-2,4,6,8-nonatetraen-1-al; 4-Oxo-all-trans-retinal; 4-Oxoretinal; 4-keto-Retinal; all-trans-4-Oxoretinal; 4-Keto Retinal

Database IDs

• CAS Number: 33532-44-4
• PubChem SID: 164227874
• PubChem CID: 6151363

CALCULATED PROPERTIES

• Acid pKa: 19.89032
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 4.188468
• LogD (pH = 7.4): 4.188468
• Log P: 4.188468
• Molar Refractivity: 97.5586 cm^3
• Polarizability: 35.812126 Å^3
• Polar Surface Area: 34.14 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Yellow Solid
• Melting Point: 107-107°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - K204950

An inactive catabolite of Retinoic acid.

REFERENCES

• Buck, J., et al.: J. Exp. Med., 178, 675 (1993)
• Didierjean, L., et al.: J. Invest. Dermatol., 107, 714 (1993)
• Geissmann, F., et al.: J. Exp. Med., 198, 623 (1993)