(1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.02,10.04,8.013,18]icosa-2(10),3,8,13,15,17-hexaen-16-ol

• ChemBase ID: 304202
• Molecular Formular: C16H12O5
• Molecular Mass: 284.26348
• Monoisotopic Mass: 284.06847348
• SMILES: c1(ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1cc1c(c2)OCO1)O
• Canonical SMILES: Oc1ccc2c(c1)OC[C@@H]1[C@H]2Oc2c1cc1c(c2)OCO1
• InChI: InChI=1S/C16H12O5/c17-8-1-2-9-12(3-8)18-6-11-10-4-14-15(20-7-19-14)5-13(10)21-16(9)11/h1-5,11,16-17H,6-7H2/t11-,16-/m0/s1
• InChIKey: HUKSJTUUSUGIDC-ZBEGNZNMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^2,^1^0.0^4,^8.0^1^3,^1^8]icosa-2(10),3,8,13,15,17-hexaen-16-ol
• IUPAC Traditional name: (1R,12R)-5,7,11,19-tetraoxapentacyclo[10.8.0.0^2,^1^0.0^4,^8.0^1^3,^1^8]icosa-2(10),3,8,13,15,17-hexaen-16-ol
• Synonyms: (-)-Maackiain; Maackiain

Database IDs

• CAS Number: 2035-15-6

CALCULATED PROPERTIES

• Acid pKa: 9.420754
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 2.2900763
• LogD (pH = 7.4): 2.286033
• Log P: 2.2901282
• Molar Refractivity: 72.3648 cm^3
• Polarizability: 28.361082 Å^3
• Polar Surface Area: 57.15 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder
• Optical Rotation: -260