(3R,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7-dione

• ChemBase ID: 5423
• Molecular Formular: C19H22O7
• Molecular Mass: 362.37378
• Monoisotopic Mass: 362.13655304
• SMILES: c1(c2c(cc(c1)OC)/C=C/C[C@@H]([C@@H](C(=O)/C=C/C[C@H](OC2=O)C)O)O)O
• Canonical SMILES: COc1cc2/C=C/C[C@H](O)[C@H](O)C(=O)/C=C/C[C@H](OC(=O)c2c(c1)O)C
• InChI: InChI=1S/C19H22O7/c1-11-5-3-7-14(20)18(23)15(21)8-4-6-12-9-13(25-2)10-16(22)17(12)19(24)26-11/h3-4,6-7,9-11,15,18,21-23H,5,8H2,1-2H3/b6-4+,7-3+/t11-,15+,18-/m1/s1
• InChIKey: NEQZWEXWOFPKOT-RCPUWQGCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-3,4,7,8,9,10-hexahydro-1H-2-benzoxacyclotetradecine-1,7-dione
• IUPAC Traditional name: (3R,8S,9S)-8,9,16-trihydroxy-14-methoxy-3-methyl-4,8,9,10-tetrahydro-3H-2-benzoxacyclotetradecine-1,7-dione
• Synonyms: (3R,5Z,8S,9S,11E)-8,9,16-TRIHYDROXY-14-METHOXY-3-METHYL-3,4,9,10-TETRAHYDRO-1H-2-BENZOXACYCLOTETRADECINE-1,7(8H)-DIONE

Database IDs

• PubChem SID: 99444259; 160968851
• PubChem CID: 46937092

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.592829
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 2.571879
• LogD (pH = 7.4): 2.5691597
• Log P: 2.5719137
• Molar Refractivity: 96.7688 cm^3
• Polarizability: 36.525272 Å^3
• Polar Surface Area: 113.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.75
• LOG S: -3.04
• Solubility (Water): 3.30e-01 g/l

DETAILS

DrugBank - DB07788

Drug information: experimental