(6Z)-6-[(2E,4E,6E)-3,7-dimethylnona-2,4,6,8-tetraen-1-ylidene]-1,5,5-trimethylcyclohex-1-ene

• ChemBase ID: 2624
• Molecular Formular: C20H28
• Molecular Mass: 268.43632
• Monoisotopic Mass: 268.2191009
• SMILES: C/C(=C\C=C\C(=C\C=C\1/C(=CCCC1(C)C)C)\C)/C=C
• Canonical SMILES: C=C/C(=C/C=C/C(=C/C=C/1\C(=CCCC1(C)C)C)/C)/C
• InChI: InChI=1S/C20H28/c1-7-16(2)10-8-11-17(3)13-14-19-18(4)12-9-15-20(19,5)6/h7-8,10-14H,1,9,15H2,2-6H3/b11-8+,16-10+,17-13+,19-14+
• InChIKey: FWNRILWHNGFAIN-SSHGZYQJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6Z)-6-[(2E,4E,6E)-3,7-dimethylnona-2,4,6,8-tetraen-1-ylidene]-1,5,5-trimethylcyclohex-1-ene
• IUPAC Traditional name: (6Z)-6-[(2E,4E,6E)-3,7-dimethylnona-2,4,6,8-tetraen-1-ylidene]-1,5,5-trimethylcyclohex-1-ene
• Synonyms: (6E)-6-[(2E,4E,6E)-3,7-Dimethyl-2,4,6,8-nonatetraen-1-ylidene]-1,5,5-trimethylcyclohexene; Anhydroretinol; Anhydrovitamin A; Anhydrovitamin A1; R368; all-trans-Anhydroretinol; trans-Anhydrovitamin A; all-trans-Anhydro Retinol; (6e)-6-[(2e,4e,6e)-3,7-Dimethylnona-2,4,6,8-Tetraenylidene]-1,5,5-Trimethylcyclohexene

Database IDs

• CAS Number: 1224-78-8
• PubChem SID: 46507241; 160966073
• PubChem CID: 5352712

CALCULATED PROPERTIES

JChem

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.6708765
• LogD (pH = 7.4): 5.6708765
• Log P: 5.6708765
• Molar Refractivity: 96.1928 cm^3
• Polarizability: 35.57401 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 6.81
• LOG S: -5.08
• Solubility (Water): 2.23e-03 g/l

DETAILS

DrugBank - DB02914

Drug information: experimental

Toronto Research Chemicals - A654500

A metabolite of vitamin A (Retinol) (R252000).

REFERENCES

• Allo, S., et al.: J. Biol. Chem., 266, 22003 (1991)
• Brancolini, C., et al.: J. Cell Biol., 139, 759 (1991)
• Bubb, M., et al.: J. Biol .Chem., 269, 14869 (1991)