(7R,8R,10E)-7-methoxy-8-methyl-6-(methylamino)dodec-10-en-5-one; butane

• ChemBase ID: 171784
• Molecular Formular: C19H39NO2
• Molecular Mass: 313.51846
• Monoisotopic Mass: 313.29807949
• SMILES: C(=O)(CCCC)C([C@@H]([C@@H](C/C=C/C)C)OC)NC.CCCC
• Canonical SMILES: CCCCC(=O)C([C@@H]([C@@H](C/C=C/C)C)OC)NC.CCCC
• InChI: InChI=1S/C15H29NO2.C4H10/c1-6-8-10-12(3)15(18-5)14(16-4)13(17)11-9-7-2;1-3-4-2/h6,8,12,14-16H,7,9-11H2,1-5H3;3-4H2,1-2H3/b8-6+;/t12-,14?,15-;/m1./s1
• InChIKey: JYBFIDBRBMLJKX-QLERBJDDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (7R,8R,10E)-7-methoxy-8-methyl-6-(methylamino)dodec-10-en-5-one; butane
• IUPAC Traditional name: (7R,8R,10E)-7-methoxy-8-methyl-6-(methylamino)dodec-10-en-5-one; butane
• Synonyms: (2S,3R,4R,6E)-3-Hydroxy-4-methyl-2-(methylamino)-6-octenoyl-(2S)-2-aminobutanoyl-N-methylglycyl-N-methyl-L-leucyl-L-valyl-N-methyl-L-leucyl-L-alanyl-D-alanyl-N-methyl-L-leucyl-N-methyl-L-leucyl-N-methyl-D-valine 11→1)-Lactone; 10-(N-Methyl-D-valine)isocyclosporin A; Iso Cyclosporin H

Database IDs

• CAS Number: 83602-43-1
• PubChem SID: 164227694
• PubChem CID: 71749550

CALCULATED PROPERTIES

• Acid pKa: 16.158102
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.0283436
• LogD (pH = 7.4): 2.7540944
• Log P: 3.6452389
• Molar Refractivity: 77.2808 cm^3
• Polarizability: 30.414476 Å^3
• Polar Surface Area: 38.33 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I811550

Iso Cyclosporin H is an impurity of Cyclosporin H (C988920).

REFERENCES

• Borel, J., et al.: Pharmacol. Rev., 41, 259 (1990)
• Brooks, C., et al.: Clin. Chem., 39, 457 (1990)
• Lee, Y., et al.: J. Pharm. Biomed. Anal., 22, 183 (1990)