(1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-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-en-5-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate

• ChemBase ID: 305441
• Molecular Formular: C25H30O13
• Molecular Mass: 538.4979
• Monoisotopic Mass: 538.16864102
• SMILES: [C@H]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]2OC(=O)/C=C/c2cc(c(cc2)OC)O)O1)CO
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C[C@@H]3[C@H]2[C@@]2(CO)O[C@H]2[C@H]3OC(=O)/C=C/c2ccc(c(c2)O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C25H30O13/c1-33-14-4-2-11(8-13(14)28)3-5-16(29)36-21-12-6-7-34-23(17(12)25(10-27)22(21)38-25)37-24-20(32)19(31)18(30)15(9-26)35-24/h2-8,12,15,17-24,26-28,30-32H,9-10H2,1H3/b5-3+/t12-,15-,17-,18-,19+,20-,21+,22+,23+,24+,25-/m1/s1
• InChIKey: LRHHPZILMPIMIY-GGKKSNITSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-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-en-5-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• IUPAC Traditional name: (1S,2S,4S,5S,6R,10S)-2-(hydroxymethyl)-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-en-5-yl (2E)-3-(3-hydroxy-4-methoxyphenyl)prop-2-enoate
• Synonyms: 6-O-trans-Isoferuloylcatalpol; Minecoside

Database IDs

• CAS Number: 51005-44-8

CALCULATED PROPERTIES

• Acid pKa: 9.82115
• H Acceptors: 12
• H Donor: 6
• LogD (pH = 5.5): -0.8591701
• LogD (pH = 7.4): -0.8607822
• Log P: -0.85914946
• Molar Refractivity: 125.2033 cm^3
• Polarizability: 50.233887 Å^3
• Polar Surface Area: 197.13 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder