(2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl (3,3,3-2H3)propanoate

• ChemBase ID: 177470
• Molecular Formular: C23H34O2
• Molecular Mass: 342.51486
• Monoisotopic Mass: 342.25588033
• SMILES: C1CCC(=C(C1(C)C)/C=C/C(=C/C=C/C(=C/COC(=O)CC)/C)/C)C
• Canonical SMILES: CCC(=O)OC/C=C(/C=C/C=C(/C=C/C1=C(C)CCCC1(C)C)\C)\C
• InChI: InChI=1S/C23H34O2/c1-7-22(24)25-17-15-19(3)11-8-10-18(2)13-14-21-20(4)12-9-16-23(21,5)6/h8,10-11,13-15H,7,9,12,16-17H2,1-6H3/b11-8+,14-13+,18-10+,19-15+
• InChIKey: SFRPDSKECHTFQA-ONOWFSFQSA-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-tetraen-1-yl (3,3,3-^2H₃)propanoate
• IUPAC Traditional name: (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl (3,3,3-^2H₃)propanoate
• Synonyms: Retinol propionate-d3; 15-Retinol Propanoate-d3; Vitamin A Propionate-d3; all-trans-Retinol Propionate-d3; Retinyl Propionate-d3

Database IDs

• PubChem SID: 164233380
• PubChem CID: 71752038

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 5.8357544
• LogD (pH = 7.4): 5.8357544
• Log P: 5.8357544
• Molar Refractivity: 111.7018 cm^3
• Polarizability: 41.977844 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R275552

Labelled Retinyl Propionate, a Vitamin A ester derivative. Retinyl Propionate is a hypermitotic agent that is used in cosmetic formulations.

REFERENCES

• Ridge, B.D. et al.: Br. J. Dermatol., 118, 167 (1988)
• Oblong, J.E. et al.: Cosm. Sci. Technol., Ser., 27, 441 (1988)
• Weisse, S. et al.: J. Drug Del. Sci. Technol., 14, 77 (1988)