(2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl (9Z)-octadec-9-enoate

• ChemBase ID: 177465
• Molecular Formular: C38H62O2
• Molecular Mass: 550.89768
• Monoisotopic Mass: 550.47498122
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C\C=C\C(=C\COC(=O)CCCCCCC/C=C\CCCCCCCC)\C)/C
• Canonical SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC/C=C(/C=C/C=C(\C=C\C1=C(C)CCCC1(C)C)/C)\C
• InChI: InChI=1S/C38H62O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-27-37(39)40-32-30-34(3)25-22-24-33(2)28-29-36-35(4)26-23-31-38(36,5)6/h14-15,22,24-25,28-30H,7-13,16-21,23,26-27,31-32H2,1-6H3/b15-14-,25-22+,29-28+,33-24-,34-30+
• InChIKey: FXKDHZXYYBPLHI-SNTFCKTLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl (9Z)-octadec-9-enoate
• IUPAC Traditional name: (2E,4E,6Z,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohex-1-en-1-yl)nona-2,4,6,8-tetraen-1-yl (9Z)-octadec-9-enoate
• Synonyms: 9-cis,15(Z)]-Retinol 9-Octadecenoate; 9-cis-Retinyl Oleate

Database IDs

• CAS Number: 79433-57-1
• PubChem SID: 164233375
• PubChem CID: 9959258

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 12.142363
• LogD (pH = 7.4): 12.142363
• Log P: 12.142363
• Molar Refractivity: 181.8334 cm^3
• Polarizability: 69.44654 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 22
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - R275400

A fatty acid ester of Retinol isomer, found mainly in the retina.

REFERENCES

• Isler, O., et al.: Helv. Chim. Acta, 32, 489 (1949)