2-{[(4aR,6S,7R,8R,8aS)-7-acetamido-2-(furan-2-yl)-6-phenoxy-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}acetic acid

• ChemBase ID: 220199
• Molecular Formular: C21H23NO9
• Molecular Mass: 433.40862
• Monoisotopic Mass: 433.13728132
• SMILES: [C@H]1([C@H]([C@@H]2OC(c3occc3)OC[C@H]2O[C@H]1Oc1ccccc1)OCC(=O)O)NC(=O)C
• Canonical SMILES: CC(=O)N[C@H]1[C@@H](O[C@H]2[C@H]([C@@H]1OCC(=O)O)OC(OC2)c1ccco1)Oc1ccccc1
• InChI: InChI=1S/C21H23NO9/c1-12(23)22-17-19(27-11-16(24)25)18-15(10-28-20(31-18)14-8-5-9-26-14)30-21(17)29-13-6-3-2-4-7-13/h2-9,15,17-21H,10-11H2,1H3,(H,22,23)(H,24,25)/t15-,17-,18-,19-,20?,21-/m1/s1
• InChIKey: AGSMHSDKZICECP-DYTLHSPYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(4aR,6S,7R,8R,8aS)-7-acetamido-2-(furan-2-yl)-6-phenoxy-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}acetic acid
• IUPAC Traditional name: {[(4aR,6S,7R,8R,8aS)-7-acetamido-2-(furan-2-yl)-6-phenoxy-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-8-yl]oxy}acetic acid

Database IDs

• PubChem SID: 164276109
• PubChem CID: 17572030

CALCULATED PROPERTIES

• Acid pKa: 3.7371514
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): -0.30291122
• LogD (pH = 7.4): -1.8301249
• Log P: 1.4600129
• Molar Refractivity: 101.3949 cm^3
• Polarizability: 40.957542 Å^3
• Polar Surface Area: 125.69 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds