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

• ChemBase ID: 177458
• Molecular Formular: C20H27N
• Molecular Mass: 281.43508
• Monoisotopic Mass: 281.21434987
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=C/C#N)/C)/C)C
• Canonical SMILES: N#C/C=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+
• InChIKey: LKTQCZNCSHAYSX-OVSJKPMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenenitrile
• IUPAC Traditional name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraenenitrile
• Synonyms: (2E,4E,6E,8E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenenitrile; all-trans-Vitamin A Nitrile; all-trans-Retinonitrile

Database IDs

• CAS Number: 20638-88-4
• PubChem SID: 164233368
• PubChem CID: 9838653

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

DETAILS

Toronto Research Chemicals - R252500

Retinal intermediate.

REFERENCES

• Towner, P., et al.: Eur. J. Biochem., 117, 353 (1981)