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

• ChemBase ID: 177473
• 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-FPFNAQAWSA-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 octadecanoate
• IUPAC Traditional name: all-trans-retinyl stearate
• Synonyms: Retinol 15-Octadecanoate; Retinol Octadecanoate; Retinol Stearate; Retinyl Stearate; all-trans-Retinyl Stearate

Database IDs

• CAS Number: 631-87-8
• PubChem SID: 164233383
• PubChem CID: 6438398

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
• Apperance: Pale Yellow Oil

Safety Information

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

DETAILS

Toronto Research Chemicals - R275610

all-trans-Retinyl Stearate is used for the preparation of cosmetic and dermatological compositions.

REFERENCES

• Marchetti, M., et al.: Drug Metab. Dispos., 25, 637 (1997)
• Barua, A., et al.: Mol. Biotechnol., 10, 167 (1997)
• Liu, L., et al.: J. Biol. Chem., 280, 40226 (1997)