methyl (1S,4aS,7R,7aS)-4'-[(1S)-1-hydroxyethyl]-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: 305454
• Molecular Formular: C21H26O12
• Molecular Mass: 470.42394
• Monoisotopic Mass: 470.14242627
• 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)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](O)C)C(=O)OC)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H26O12/c1-8(23)10-5-21(33-18(10)28)4-3-9-11(17(27)29-2)7-30-19(13(9)21)32-20-16(26)15(25)14(24)12(6-22)31-20/h3-5,7-9,12-16,19-20,22-26H,6H2,1-2H3/t8-,9+,12+,13+,14+,15-,16+,19-,20-,21+/m0/s1
• InChIKey: AOPMSFXOYJXDNJ-IRFSQMTFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (1S,4aS,7R,7aS)-4'-[(1S)-1-hydroxyethyl]-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: plumieride
• Synonyms: Plumieride

Database IDs

• CAS Number: 511-89-7

CALCULATED PROPERTIES

• Acid pKa: 12.20544
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -1.6367377
• LogD (pH = 7.4): -1.6367444
• Log P: -1.6367376
• Molar Refractivity: 107.0309 cm^3
• Polarizability: 42.84803 Å^3
• Polar Surface Area: 181.44 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Powder

Product Information

• Purity: 98.0