methyl (1S,4aS,7R,7aS)-4'-[(1S)-1-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}ethyl]-5'-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4a,7a-dihydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate

• ChemBase ID: 305456
• Molecular Formular: C30H32O14
• Molecular Mass: 616.56668
• Monoisotopic Mass: 616.1792057
• SMILES: [C@H]12[C@H]([C@@H](OC=C1C(=O)OC)O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)[C@]1(C=C2)OC(=O)C(=C1)[C@H](C)OC(=O)/C=C/c1ccc(cc1)O
• Canonical SMILES: OC[C@H]1O[C@@H](O[C@@H]2OC=C([C@@H]3[C@H]2[C@]2(C=C3)OC(=O)C(=C2)[C@@H](OC(=O)/C=C/c2ccc(cc2)O)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C30H32O14/c1-14(41-21(33)8-5-15-3-6-16(32)7-4-15)18-11-30(44-27(18)38)10-9-17-19(26(37)39-2)13-40-28(22(17)30)43-29-25(36)24(35)23(34)20(12-31)42-29/h3-11,13-14,17,20,22-25,28-29,31-32,34-36H,12H2,1-2H3/b8-5+/t14-,17+,20+,22+,23+,24-,25+,28-,29-,30+/m0/s1
• InChIKey: WBCMGDNFDRNGGZ-DEYYTONKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aS,7R,7aS)-4'-[(1S)-1-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}ethyl]-5'-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4a,7a-dihydro-1H,5'H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
• IUPAC Traditional name: methyl (1S,4aS,7R,7aS)-4'-[(1S)-1-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}ethyl]-5'-oxo-1-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4a,7a-dihydro-1H-spiro[cyclopenta[c]pyran-7,2'-furan]-4-carboxylate
• Synonyms: 13-O-p-Coumaroylplumieride

Database IDs

• CAS Number: 80416-52-0

CALCULATED PROPERTIES

• Acid pKa: 9.397891
• H Acceptors: 11
• H Donor: 5
• LogD (pH = 5.5): 1.0935332
• LogD (pH = 7.4): 1.0892711
• Log P: 1.0935878
• Molar Refractivity: 148.5795 cm^3
• Polarizability: 58.459927 Å^3
• Polar Surface Area: 207.74 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 97.5