(2E,4E,6Z,8E)-3,7-dimethyl-9-[2-(2H3)methyl-6,6-dimethyl(3,3-2H2)cyclohex-1-en-1-yl]nona-2,4,6,8-tetraen-1-yl acetate

• ChemBase ID: 177457
• Molecular Formular: C22H32O2
• Molecular Mass: 328.48828
• Monoisotopic Mass: 328.24023026
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C\C=C\C(=C\COC(=O)C)\C)/C
• Canonical SMILES: CC(=O)OC/C=C(/C=C/C=C(\C=C\C1=C(C)CCCC1(C)C)/C)\C
• InChI: InChI=1S/C22H32O2/c1-17(9-7-10-18(2)14-16-24-20(4)23)12-13-21-19(3)11-8-15-22(21,5)6/h7,9-10,12-14H,8,11,15-16H2,1-6H3/b10-7+,13-12+,17-9-,18-14+
• InChIKey: QGNJRVVDBSJHIZ-AQDFTDIISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6Z,8E)-3,7-dimethyl-9-[2-(^2H₃)methyl-6,6-dimethyl(3,3-^2H₂)cyclohex-1-en-1-yl]nona-2,4,6,8-tetraen-1-yl acetate
• IUPAC Traditional name: (2E,4E,6Z,8E)-3,7-dimethyl-9-[2-(^2H₃)methyl-6,6-dimethyl(3,3-^2H₂)cyclohex-1-en-1-yl]nona-2,4,6,8-tetraen-1-yl acetate
• Synonyms: 9-cis-Retinyl Acetate-d5; 9-cis-Vitamin A Acetate-d5; 9-cis-Vitamin A1 Acetate-d5; 9-cis-Retinol Acetate-d5

Database IDs

• PubChem SID: 164233367
• PubChem CID: 71752031

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.1352186
• LogD (pH = 7.4): 5.1352186
• Log P: 5.1352186
• Molar Refractivity: 107.0749 cm^3
• Polarizability: 40.131332 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R252102

Labelled 9-cis Retinol Acetate (R252100). Retinal derivative for treatment of visual disorders. Vitamin A derivative.

REFERENCES

• Ruiz, A., et al.: J. Biol. Chem., 274, 3834 (1999)
• van Hooser, J., et al.: J. Biol. Chem., 277, 19173 (1999)
• Haeseleer, F., et al.: J. Biol. Chem., 277, 45537 (2002).