(11R,15S,17S)-4-hydroxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione

• ChemBase ID: 1443
• Molecular Formular: C16H12O6
• Molecular Mass: 300.26288
• Monoisotopic Mass: 300.0633881
• SMILES: c1cc2c(c(c1)O)C(=O)C1=C(C2=O)[C@@H]2[C@@H](O[C@H]1C)CC(=O)O2
• Canonical SMILES: O=C1C[C@H]2[C@H](O1)C1=C([C@@H](O2)C)C(=O)c2c(C1=O)cccc2O
• InChI: InChI=1S/C16H12O6/c1-6-11-13(16-9(21-6)5-10(18)22-16)14(19)7-3-2-4-8(17)12(7)15(11)20/h2-4,6,9,16-17H,5H2,1H3/t6-,9-,16-/m0/s1
• InChIKey: XUWPJKDMEZSVTP-UOSCCXBLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11R,15S,17S)-4-hydroxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione
• IUPAC Traditional name: (11R,15S,17S)-4-hydroxy-17-methyl-12,16-dioxatetracyclo[8.7.0.0^{3,8}.0^{11,15}]heptadeca-1(10),3(8),4,6-tetraene-2,9,13-trione
• Synonyms: Nanaomycin D

Database IDs

• PubChem SID: 46507615; 160964902
• PubChem CID: 6323454

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.412552
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.4574364
• LogD (pH = 7.4): 1.4533235
• Log P: 1.4574891
• Molar Refractivity: 74.2609 cm^3
• Polarizability: 28.59096 Å^3
• Polar Surface Area: 89.9 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.98
• LOG S: -2.19
• Solubility (Water): 1.95e+00 g/l

DETAILS

DrugBank - DB01668

Drug information: experimental