(2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal

• ChemBase ID: 171262
• Molecular Formular: C20H28O2
• Molecular Mass: 300.43512
• Monoisotopic Mass: 300.20893014
• SMILES: C1(CCC(C(=C1/C=C/C(=C/C=C/C(=C/C=O)/C)/C)C)O)(C)C
• Canonical SMILES: O=C/C=C(/C=C/C=C(/C=C/C1=C(C)C(O)CCC1(C)C)\C)\C
• InChI: InChI=1S/C20H28O2/c1-15(7-6-8-16(2)12-14-21)9-10-18-17(3)19(22)11-13-20(18,4)5/h6-10,12,14,19,22H,11,13H2,1-5H3/b8-6+,10-9+,15-7+,16-12+
• InChIKey: CYVVUYORRQQAQE-RMWYGNQTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal
• IUPAC Traditional name: (2E,4E,6E,8E)-9-(3-hydroxy-2,6,6-trimethylcyclohex-1-en-1-yl)-3,7-dimethylnona-2,4,6,8-tetraenal
• Synonyms: 4-Hydroxyretinal; rac all-trans 4-Hydroxy Retinal

Database IDs

• CAS Number: 18344-42-8
• PubChem SID: 164227172
• PubChem CID: 6029647

CALCULATED PROPERTIES

• Acid pKa: 18.183567
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6249404
• LogD (pH = 7.4): 3.6249404
• Log P: 3.6249404
• Molar Refractivity: 98.3809 cm^3
• Polarizability: 36.363087 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate,
• Apperance: Redish Semisolid

Safety Information

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

DETAILS

Toronto Research Chemicals - H953295

A metabolite of Vitamin A.

REFERENCES

• Jez, J., et al.: Biochem. Pharmacol., 54, 639 (1997)
• Penning, T., et al.: Clin. Cancer Res., 11, 1687 (1997)
• Gallego, O., et al.: Biochem. J., 399, 101 (1997)