(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-tetraen-1-yl acetate

• ChemBase ID: 179533
• Molecular Formular: C22H32O2
• Molecular Mass: 328.48828
• Monoisotopic Mass: 328.24023026
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=C/COC(=O)C)/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-QHLGVNSISA-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-tetraen-1-yl acetate
• 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-tetraen-1-yl acetate
• Synonyms: (all-E)-3,7-Dimethyl-9-(2,6,6-trimethyl-1-cyclohexen-1-yl-d5)-2-4,6,8-nonatetraen-1-ol Acetate; Retinyl-d5 Acetate; Vitamin A1-d5 Acetate; all-trans-Retinol-d5 Acetate; Vitamin A-d5 Acetate

Database IDs

• PubChem SID: 164235443
• PubChem CID: 45040693

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

PROPERTIES

Physical Property

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

Safety Information

• Storage Condition: Amber Vial, -86°C Freezer
• Storage Warning: Unstable at room temperature.

DETAILS

Toronto Research Chemicals - V676002

A deuterated analogue of an essential micro-nutrient. Vitamin A (or Vitamin A Retinol, retinal, and four carotenoids including beta carotene) is a vitamin that is needed by the retina of the eye in the form of a specific metabolite, the light-absorbing mo

REFERENCES

• Heilbron, M., et al.: Biochem. J., 26, 1194 (1932)
• Kamm, J.J., et al.: J. Am Acad. Dermatol., 6, 652 (1932)
• Gerster, H., et al.: Int. J. Vitamin. Nutr. Res., 67, 71 (1932)
• Harrison, E.H., et al.: Annu. Rev. Nutr., 18, 259 (1932)