(2E,4E,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: 177442
• Molecular Formular: C20H28O
• Molecular Mass: 284.43572
• Monoisotopic Mass: 284.21401552
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=C/C=O)/C)/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-OVSJKPMPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,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,4E,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: (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl)-2,4,6,8-nonatetraenal-d5; all -trans-Vitamin A Aldehyde-d5; Retinene-d5; E-Retinal-d5; Retinaldehyde-d5; all-trans-Retinal-d5

Database IDs

• PubChem SID: 164233352
• PubChem CID: 71752025

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
• Apperance: Yellow Solid
• Melting Point: 54-56°C

Safety Information

• Storage Condition: Amber Vial, -86°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R240002

Corotenoid component of the visual pigments.

REFERENCES

• Ball, et al.: Biochem. J., 42, 516 (1948)
• O’Brien, D.F., et al.: Science, 218, 961 (1948)