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

• ChemBase ID: 177471
• Molecular Formular: C38H64O2
• Molecular Mass: 552.91356
• Monoisotopic Mass: 552.49063129
• SMILES: C1(=C(CCCC1(C)C)C)/C=C/C(=C\C=C\C(=C\COC(=O)CCCCCCCCCCCCCCCCC)\C)/C
• Canonical SMILES: CCCCCCCCCCCCCCCCCC(=O)OC/C=C(/C=C/C=C(\C=C\C1=C(C)CCCC1(C)C)/C)\C
• InChI: InChI=1S/C38H64O2/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/h22,24-25,28-30H,7-21,23,26-27,31-32H2,1-6H3/b25-22+,29-28+,33-24-,34-30+
• InChIKey: YNGACJMSLZMZOX-VBGKRDRLSA-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 octadecanoate
• 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 octadecanoate
• Synonyms: 9-cis-Retinol Octadecanoate; 9-cis-Retinyl Stearate

Database IDs

• CAS Number: 79299-77-7
• PubChem SID: 164233381
• PubChem CID: 71752039

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 12.504285
• LogD (pH = 7.4): 12.504285
• Log P: 12.504285
• Molar Refractivity: 180.7168 cm^3
• Polarizability: 69.678825 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 23
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Low Melting Solid
• Melting Point: <35°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - R275600

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

REFERENCES

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