methyl (1S,2R,4S,5R,6R,10S)-5,6-dihydroxy-2-methyl-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.02,4]dec-7-ene-7-carboxylate

• ChemBase ID: 305369
• Molecular Formular: C17H24O12
• Molecular Mass: 420.36526
• Monoisotopic Mass: 420.12677621
• SMILES: [C@@]12([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@@]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(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C17H24O12/c1-16-10-15(28-14-9(21)8(20)7(19)6(3-18)27-14)26-4-5(13(23)25-2)17(10,24)11(22)12(16)29-16/h4,6-12,14-15,18-22,24H,3H2,1-2H3/t6-,7-,8+,9-,10-,11-,12+,14+,15+,16-,17+/m1/s1
• InChIKey: XZVXEPPPQBLGMQ-HISQCTEXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,2R,4S,5R,6R,10S)-5,6-dihydroxy-2-methyl-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^2,^4]dec-7-ene-7-carboxylate
• IUPAC Traditional name: methyl (1S,2R,4S,5R,6R,10S)-5,6-dihydroxy-2-methyl-10-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,9-dioxatricyclo[4.4.0.0^2,^4]dec-7-ene-7-carboxylate
• Synonyms: Sesamoside

Database IDs

• CAS Number: 117479-87-5

CALCULATED PROPERTIES

• Acid pKa: 11.934263
• H Acceptors: 11
• H Donor: 6
• LogD (pH = 5.5): -3.8448987
• LogD (pH = 7.4): -3.844911
• Log P: -3.8448985
• Molar Refractivity: 87.5592 cm^3
• Polarizability: 36.65208 Å^3
• Polar Surface Area: 187.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder