4-methyl-3-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecane-8-amido]benzoic acid

• ChemBase ID: 189921
• Molecular Formular: C20H25NO8
• Molecular Mass: 407.4144
• Monoisotopic Mass: 407.15801677
• SMILES: [C@H]12[C@H]([C@H](O[C@H]3[C@@H]1OC(O3)(C)C)C(=O)Nc1cc(C(=O)O)ccc1C)OC(O2)(C)C
• Canonical SMILES: O=C([C@H]1O[C@@H]2OC(O[C@@H]2[C@@H]2[C@H]1OC(O2)(C)C)(C)C)Nc1cc(ccc1C)C(=O)O
• InChI: InChI=1S/C20H25NO8/c1-9-6-7-10(17(23)24)8-11(9)21-16(22)14-12-13(27-19(2,3)26-12)15-18(25-14)29-20(4,5)28-15/h6-8,12-15,18H,1-5H3,(H,21,22)(H,23,24)/t12-,13+,14+,15-,18-/m1/s1
• InChIKey: GUFRKYXKZARZPK-SUKQMUEJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-methyl-3-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecane-8-amido]benzoic acid
• IUPAC Traditional name: 4-methyl-3-[(1S,2R,6R,8S,9R)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.0^2,^6]dodecane-8-amido]benzoic acid

Database IDs

• PubChem SID: 164245831
• PubChem CID: 7079018

CALCULATED PROPERTIES

• Acid pKa: 4.127973
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 1.0108163
• LogD (pH = 7.4): -0.6832904
• Log P: 2.3978908
• Molar Refractivity: 100.7795 cm^3
• Polarizability: 39.164307 Å^3
• Polar Surface Area: 112.55 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds