(2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5S,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.02,4]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 306036
• Molecular Formular: C15H22O10
• Molecular Mass: 362.32918
• Monoisotopic Mass: 362.1212969
• SMILES: [C@@]12([C@H]([C@@H](OC=C1)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)[C@@]1([C@H]([C@@H]2O)O1)C)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@]3([C@H]2[C@@]2(C)O[C@H]2[C@@H]3O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C15H22O10/c1-14-9-13(22-3-2-15(9,21)10(20)11(14)25-14)24-12-8(19)7(18)6(17)5(4-16)23-12/h2-3,5-13,16-21H,4H2,1H3/t5-,6-,7+,8-,9-,10+,11+,12+,13+,14-,15+/m1/s1
• InChIKey: UBAIOTDKPLIEDD-NTRJNKTHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5S,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0^2,^4]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: (2S,3R,4S,5S,6R)-2-{[(1S,2R,4S,5S,6S,10S)-5,6-dihydroxy-2-methyl-3,9-dioxatricyclo[4.4.0.0^2,^4]dec-7-en-10-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: Procumbide

Database IDs

• CAS Number: 20486-27-5

CALCULATED PROPERTIES

• Acid pKa: 12.044443
• H Acceptors: 10
• H Donor: 6
• LogD (pH = 5.5): -3.8156252
• LogD (pH = 7.4): -3.815635
• Log P: -3.8156252
• Molar Refractivity: 76.7909 cm^3
• Polarizability: 32.088512 Å^3
• Polar Surface Area: 161.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder