(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 hexadecanoate

• ChemBase ID: 177469
• Molecular Formular: C36H60O2
• Molecular Mass: 524.8604
• Monoisotopic Mass: 524.45933116
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C\C=C\C(=C\COC(=O)CCCCCCCCCCCCCCC)\C)/C
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OC/C=C(/C=C/C=C(\C=C\C1=C(C)CCCC1(C)C)/C)\C
• InChI: InChI=1S/C36H60O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-25-35(37)38-30-28-32(3)23-20-22-31(2)26-27-34-33(4)24-21-29-36(34,5)6/h20,22-23,26-28H,7-19,21,24-25,29-30H2,1-6H3/b23-20+,27-26+,31-22-,32-28+
• InChIKey: VYGQUTWHTHXGQB-UMNZIDCRSA-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 hexadecanoate
• 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 hexadecanoate
• Synonyms: (9-cis)-Retinol-d5 Hexadecanoate; 9-cis-Retinol-d5 Palmitate; 9-cis-Vitamin A-d5; Palmitate; 9-cis-Retinyl Palmitate-d5

Database IDs

• PubChem SID: 164233379
• PubChem CID: 71752037

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 11.615147
• LogD (pH = 7.4): 11.615147
• Log P: 11.615147
• Molar Refractivity: 171.5148 cm^3
• Polarizability: 65.98514 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 21
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R275502

Labelled 9-cis-Retinyl Palmitate (R275500). A fatty acid ester of Retinol isomer, found mainly in the retina.

REFERENCES

• Bridges, C.D.B., et al.: Methods Enzymol., 81, 463 (1982)