methyl (1R,5R,7S,8R,9S)-7-(acetyloxy)-3,3,7-trimethyl-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4,10-trioxatricyclo[6.4.0.01,5]dodec-11-ene-12-carboxylate

• ChemBase ID: 305341
• Molecular Formular: C22H32O13
• Molecular Mass: 504.48168
• Monoisotopic Mass: 504.18429108
• SMILES: [C@]123[C@H]([C@@H](OC=C1C(=O)OC)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O)[C@](C[C@H]2OC(O3)(C)C)(OC(=O)C)C
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@]34[C@H]2[C@@](C)(OC(=O)C)C[C@H]4OC(O3)(C)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C22H32O13/c1-9(24)33-21(4)6-12-22(35-20(2,3)34-12)10(17(28)29-5)8-30-19(16(21)22)32-18-15(27)14(26)13(25)11(7-23)31-18/h8,11-16,18-19,23,25-27H,6-7H2,1-5H3/t11-,12-,13-,14+,15-,16-,18+,19+,21+,22-/m1/s1
• InChIKey: OLOGCBRWVSBCIV-MLJXNSITSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1R,5R,7S,8R,9S)-7-(acetyloxy)-3,3,7-trimethyl-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4,10-trioxatricyclo[6.4.0.0^1,^5]dodec-11-ene-12-carboxylate
• IUPAC Traditional name: methyl (1R,5R,7S,8R,9S)-7-(acetyloxy)-3,3,7-trimethyl-9-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2,4,10-trioxatricyclo[6.4.0.0^1,^5]dodec-11-ene-12-carboxylate
• Synonyms: NPD-N; 5,6-O-Isopropylidene-phlorigidoside B

Database IDs

• CAS Number: N

CALCULATED PROPERTIES

• Acid pKa: 12.207027
• H Acceptors: 11
• H Donor: 4
• LogD (pH = 5.5): -1.9913259
• LogD (pH = 7.4): -1.9913325
• Log P: -1.9913257
• Molar Refractivity: 111.3307 cm^3
• Polarizability: 45.997078 Å^3
• Polar Surface Area: 179.67 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder