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

• ChemBase ID: 177440
• Molecular Formular: C20H28O
• Molecular Mass: 284.43572
• Monoisotopic Mass: 284.21401552
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C/C=C\C(=C\C=O)\C)/C
• Canonical SMILES: O=C/C=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+
• InChIKey: NCYCYZXNIZJOKI-IOUUIBBYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4Z,6E,8E)-3,7-dimethyl-9-[2-(^2H₃)methyl-6,6-dimethyl(3,3-^2H₂)cyclohex-1-en-1-yl]nona-2,4,6,8-tetraenal
• IUPAC Traditional name: (2E,4Z,6E,8E)-3,7-dimethyl-9-[2-(^2H₃)methyl-6,6-dimethyl(3,3-^2H₂)cyclohex-1-en-1-yl]nona-2,4,6,8-tetraenal
• Synonyms: (11Z)-Retinal-d5; 11-cis-Retinaldehyde-d5; 11-cis-Vitamin A-d5 Aldehyde; Neoretinene b-d5; 11-cis-Retinal-d5

Database IDs

• PubChem SID: 164233350
• PubChem CID: 71752023

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

DETAILS

Toronto Research Chemicals - R239862

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

REFERENCES

• Nakayama, T.A., et al.: J. Biol. Chem., 265, 15762 (1990)
• Rando, R.R., et al.: Chem. Biol., 3, 255 (1996)