(1S,11S,15R)-6,11,14,15-tetrahydroxy-1-methyl-8,10,12-trioxo-19-oxapentacyclo[13.3.1.02,7.09,18.011,16]nonadeca-2,4,6,13-tetraene-13-carboxamide

• ChemBase ID: 175792
• Molecular Formular: C20H17NO9
• Molecular Mass: 415.35028
• Monoisotopic Mass: 415.09033113
• SMILES: c1cc(c2c(c1)[C@@]1(C3C(C2=O)C(=O)[C@]2(C(C3)[C@](C(=C(C2=O)C(=O)N)O)(O1)O)O)C)O
• Canonical SMILES: NC(=O)C1=C(O)[C@]2(O)O[C@@]3(C)C4CC2[C@](C1=O)(O)C(=O)C4C(=O)c1c3cccc1O
• InChI: InChI=1S/C20H17NO9/c1-18-6-3-2-4-8(22)10(6)13(23)11-7(18)5-9-19(28,14(11)24)15(25)12(17(21)27)16(26)20(9,29)30-18/h2-4,7,9,11,22,26,28-29H,5H2,1H3,(H2,21,27)/t7?,9?,11?,18-,19+,20-/m1/s1
• InChIKey: PYRCRQHAOANZLZ-NHPDSYMNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,11S,15R)-6,11,14,15-tetrahydroxy-1-methyl-8,10,12-trioxo-19-oxapentacyclo[13.3.1.0^2,^7.0^9,^1^8.0^1^1,^1^6]nonadeca-2,4,6,13-tetraene-13-carboxamide
• IUPAC Traditional name: (1S,11S,15R)-6,11,14,15-tetrahydroxy-1-methyl-8,10,12-trioxo-19-oxapentacyclo[13.3.1.0^2,^7.0^9,^1^8.0^1^1,^1^6]nonadeca-2,4,6,13-tetraene-13-carboxamide
• Synonyms: (6aS,7aR,8S,11aR,12aS)-5,6a,7,7a,8,9,11a,12a-Octahydro-4,8,11,11a,13-pentahydroxy-12a-methyl-5,9-dioxo-6,8-methano-6H-benzo[c]xanthene-10-carboxamide

Database IDs

• CAS Number: 1268494-44-5
• PubChem SID: 164231702
• PubChem CID: 54738036

CALCULATED PROPERTIES

• Acid pKa: -1.8443539
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): -3.2719595
• LogD (pH = 7.4): -3.2744205
• Log P: -1.2612567
• Molar Refractivity: 98.1887 cm^3
• Polarizability: 37.793324 Å^3
• Polar Surface Area: 184.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Diethylether; Ethanol
• Apperance: Yellow-orange Solid

Safety Information

• Storage Condition: -20°C Freezer, Under inert atmosphere

DETAILS

Toronto Research Chemicals - O238670

Tetracycline derivative.