(4S,4aS,5aR,12aS)-9-amino-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride

• ChemBase ID: 167205
• Molecular Formular: C21H24ClN3O7
• Molecular Mass: 465.88416
• Monoisotopic Mass: 465.1302778
• SMILES: c1c(c(c2c(c1)C[C@@H]1C(=C([C@]3([C@@H](C1)[C@@H](C(=C(C3=O)C(=O)N)O)N(C)C)O)O)C2=O)O)N.Cl
• Canonical SMILES: CN([C@@H]1C(=C(C(=O)N)C(=O)[C@@]2([C@H]1C[C@@H]1Cc3ccc(c(c3C(=O)C1=C2O)O)N)O)O)C.Cl
• InChI: InChI=1S/C21H23N3O7.ClH/c1-24(2)14-9-6-8-5-7-3-4-10(22)15(25)11(7)16(26)12(8)18(28)21(9,31)19(29)13(17(14)27)20(23)30;/h3-4,8-9,14,25,27-28,31H,5-6,22H2,1-2H3,(H2,23,30);1H/t8-,9-,14-,21-;/m0./s1
• InChIKey: NUAXYIDWDBJTKL-JYXIAGFZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aR,12aS)-9-amino-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide hydrochloride
• IUPAC Traditional name: (4S,4aS,5aR,12aS)-9-amino-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide hydrochloride
• Synonyms: (4S,4aS,5aR,12aS)-9-Amino-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydroxy-1,11-dioxo-2-naphthacenecarboxamide; 9-Amino-6-demethyl-6-deoxytetracycline Hydrochloride; 9-Aminosancycline; Amicycline; 9-Didemethyl Minocycline

Database IDs

• CAS Number: 5874-95-3
• PubChem SID: 162261338
• PubChem CID: 71316006

CALCULATED PROPERTIES

• Acid pKa: -2.1715343
• H Acceptors: 9
• H Donor: 6
• LogD (pH = 5.5): -4.258405
• LogD (pH = 7.4): -6.0614433
• Log P: -3.79229
• Molar Refractivity: 112.812 cm^3
• Polarizability: 41.805595 Å^3
• Polar Surface Area: 187.41 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Yellow Solid
• Melting Point: >185°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - D439655

A Tetracycline analog for use in antibiotic pharmaceutical compositions.

REFERENCES

• Kisker, C., et al.: J. Mol. Biol., 247, 260 (1995)
• Brodersen, D., et al.: Cell, 103, 1143 (1995)
• Aleksandrov, A., et al.: ChemBioChem., 8, 675 (1995)
• Aleksandrov, A., et al.: J. Mol. Biol., 378, 896 (1995)