methyl (1S,4S,8R,10R,11S,14S)-11-[(1S)-1-hydroxyethyl]-12-oxo-7,9,13-trioxatetracyclo[6.5.1.01,10.04,14]tetradeca-2,5-diene-5-carboxylate

• ChemBase ID: 305831
• Molecular Formular: C15H16O7
• Molecular Mass: 308.28334
• Monoisotopic Mass: 308.08960285
• SMILES: [C@H]12[C@@H]3[C@H](OC=C1C(=O)OC)O[C@H]1[C@@]3(C=C2)OC(=O)[C@H]1[C@H](C)O
• Canonical SMILES: COC(=O)C1=CO[C@H]2[C@H]3[C@@H]1C=C[C@@]13OC(=O)[C@H]([C@H]1O2)[C@@H](O)C
• InChI: InChI=1S/C15H16O7/c1-6(16)9-11-15(22-13(9)18)4-3-7-8(12(17)19-2)5-20-14(21-11)10(7)15/h3-7,9-11,14,16H,1-2H3/t6-,7+,9-,10+,11+,14+,15-/m0/s1
• InChIKey: RMYLCIMGXGYTTK-NUOPGBMCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4S,8R,10R,11S,14S)-11-[(1S)-1-hydroxyethyl]-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^1,^1^0.0^4,^1^4]tetradeca-2,5-diene-5-carboxylate
• IUPAC Traditional name: methyl (1S,4S,8R,10R,11S,14S)-11-[(1S)-1-hydroxyethyl]-12-oxo-7,9,13-trioxatetracyclo[6.5.1.0^1,^1^0.0^4,^1^4]tetradeca-2,5-diene-5-carboxylate
• Synonyms: Allamandicin

Database IDs

• CAS Number: 51838-83-6

CALCULATED PROPERTIES

• Acid pKa: 14.929379
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 0.13717698
• LogD (pH = 7.4): 0.13717696
• Log P: 0.13717698
• Molar Refractivity: 71.5931 cm^3
• Polarizability: 28.677689 Å^3
• Polar Surface Area: 91.29 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder