(4S,4aS,5aR,12aS)-9-[bis(2H3)methylamino]-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide

• ChemBase ID: 174639
• Molecular Formular: C23H27N3O7
• Molecular Mass: 457.47638
• Monoisotopic Mass: 457.18490022
• 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(C)C
• 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(C)C)O)O)C
• InChI: InChI=1S/C23H27N3O7/c1-25(2)12-6-5-9-7-10-8-11-16(26(3)4)19(29)15(22(24)32)21(31)23(11,33)20(30)14(10)18(28)13(9)17(12)27/h5-6,10-11,16,27,29-30,33H,7-8H2,1-4H3,(H2,24,32)/t10-,11-,16-,23-/m0/s1
• InChIKey: OKFZIWLJQFWHMA-SEEQWMCZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,4aS,5aR,12aS)-9-[bis(^2H₃)methylamino]-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide
• IUPAC Traditional name: (4S,4aS,5aR,12aS)-9-[bis(^2H₃)methylamino]-4-(dimethylamino)-3,10,12,12a-tetrahydroxy-1,11-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide
• Synonyms: [4S-(4α,4aα,5aα,12aα)]-4-(Dimethylamino)-9-(dimethylamino-d6)-1,4,4a,5,5a,6,11,12a-octahydro-3,10,12,12a-tetrahydro-1,11-dioxo-2-naphthacenecarboxamide Disulfate; 9-(Dimethylamino-d6)-6-demethyl-6-deoxytetracycline Disulfate; 9-Minocycline-d6 Disulfate Salt

Database IDs

• PubChem SID: 164230549
• PubChem CID: 71750745

CALCULATED PROPERTIES

• Acid pKa: -2.178118
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -3.2568953
• LogD (pH = 7.4): -5.0678883
• Log P: -2.676203
• Molar Refractivity: 122.5402 cm^3
• Polarizability: 45.461937 Å^3
• Polar Surface Area: 164.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M344792

A labelled impurity of Minocycline.

REFERENCES

• Naidong, W., et al.: J. Pharm. Biomed. Anal., 13, 905 (1977)
• Sokoloski, T.D., et al.: J. Pharm. Sci., 66, 1159 (1977)