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

• ChemBase ID: 177461
• Molecular Formular: C20H27N
• Molecular Mass: 283.42038968
• Monoisotopic Mass: 283.22105955
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=[13CH]\[13C]#N)/C)/C)C
• Canonical SMILES: N#[13C]/[13CH]=C(\C=C\C=C(\C=C\C1=C(C)CCCC1(C)C)/C)/C
• InChI: InChI=1S/C20H27N/c1-16(8-6-9-17(2)13-15-21)11-12-19-18(3)10-7-14-20(19,4)5/h6,8-9,11-13H,7,10,14H2,1-5H3/b9-6+,12-11+,16-8+,17-13-/i13+1,15+1
• InChIKey: LKTQCZNCSHAYSX-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-tetraenenitrile
• 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-tetraenenitrile
• Synonyms: (2E,4E,6E,8Z)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenenitrile-13C2; 13-cis-Retinonitrile-13C2

Database IDs

• PubChem SID: 164233371
• PubChem CID: 71752034

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.238983
• LogD (pH = 7.4): 5.238983
• Log P: 5.238983
• Molar Refractivity: 96.7701 cm^3
• Polarizability: 35.57382 Å^3
• Polar Surface Area: 23.79 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

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

DETAILS

Toronto Research Chemicals - R252507

An isomer of a labelled all-trans-Retinal intermediate

REFERENCES

• Jaeger, E., et al.: Eur. J. Med. Chem., 28, 275 (1993)