(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)(1,2-13C2)nona-2,4,6,8-tetraenal

• ChemBase ID: 177441
• Molecular Formular: C20H28O
• Molecular Mass: 286.42102968
• Monoisotopic Mass: 286.22072519
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=[13CH]\[13CH]=O)/C)/C)C
• Canonical SMILES: O=[13CH]/[13CH]=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C
• InChI: InChI=1S/C20H28O/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13,15H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13-/i13+1,15+1
• InChIKey: NCYCYZXNIZJOKI-DNWTWCOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)(1,2-^1^3C₂)nona-2,4,6,8-tetraenal
• IUPAC Traditional name: (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)(1,2-^1^3C₂)nona-2,4,6,8-tetraenal
• Synonyms: 13-cis-Retinaldehyde-14,15-13C2; 13Z-Retinal-14,15-13C2; Neovitamin A Aldehyde-14,15-13C2; 13-cis-Retinal-14,15-13C2

Database IDs

• PubChem SID: 164233351
• PubChem CID: 71752024

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 4.8557515
• LogD (pH = 7.4): 4.8557515
• Log P: 4.8557515
• Molar Refractivity: 96.8654 cm^3
• Polarizability: 35.792797 Å^3
• Polar Surface Area: 17.07 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Pale-Yellow Oil

DETAILS

Toronto Research Chemicals - R239902

An isomer of labelled all-trans-Retinal (R240000).

REFERENCES

• Yan, E., et al.: Biochemistry, 43, 10867 (2004)
• Kukura, P., et al.: Science, 310, 1006 (2004)
• Ridge, K., et al.: J. Biol. Chem., 282, 9297 (2004)