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

• ChemBase ID: 176110
• Molecular Formular: C20H26O3
• Molecular Mass: 314.41864
• Monoisotopic Mass: 314.18819469
• SMILES: C1(=C(C(=O)CCC1(C)C)C)/C=C/C(=C\C=C\C(=C/C(=O)O)\C)/C
• Canonical SMILES: C/C(=C/C=C/C(=C\C(=O)O)/C)/C=C/C1=C(C)C(=O)CCC1(C)C
• InChI: InChI=1S/C20H26O3/c1-14(7-6-8-15(2)13-19(22)23)9-10-17-16(3)18(21)11-12-20(17,4)5/h6-10,13H,11-12H2,1-5H3,(H,22,23)/b8-6+,10-9+,14-7-,15-13-
• InChIKey: GGCUJPCCTQNTJF-VOYGUGQBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
• IUPAC Traditional name: (2Z,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-3-oxocyclohex-1-en-1-yl)nona-2,4,6,8-tetraenoic acid
• Synonyms: 4-Oxo-9,13-Di-cis-retinoic Acid; 4-Oxo-(9-cis,13-cis)-Retinoic Acid

Database IDs

• PubChem SID: 164232020
• PubChem CID: 71751404

CALCULATED PROPERTIES

• Acid pKa: 4.996648
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.7256129
• LogD (pH = 7.4): 1.9733462
• Log P: 4.3470845
• Molar Refractivity: 98.484 cm^3
• Polarizability: 36.218983 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O870350

An oxo analogue of 9-cis,13-cis-Retinoic Acid (R245015): a major plasma metabolite of 9-cis Retinoic Acid (R245000).