(2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.02,7]tetradeca-1(14),10,12-trien-9-one hydrate

• ChemBase ID: 119725
• Molecular Formular: C14H18O10
• Molecular Mass: 346.28672
• Monoisotopic Mass: 346.08999678
• SMILES: c12[C@H]3[C@H](OC(=O)c1cc(c(c2O)OC)O)[C@H]([C@@H]([C@H](O3)CO)O)O.O
• Canonical SMILES: OC[C@H]1O[C@@H]2[C@@H]([C@H]([C@@H]1O)O)OC(=O)c1c2c(O)c(c(c1)O)OC.O
• InChI: InChI=1S/C14H16O9.H2O/c1-21-11-5(16)2-4-7(9(11)18)12-13(23-14(4)20)10(19)8(17)6(3-15)22-12;/h2,6,8,10,12-13,15-19H,3H2,1H3;1H2/t6-,8-,10+,12+,13-;/m1./s1
• InChIKey: QCWSXSAFDSGKAT-YOKSUNLASA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(14),10,12-trien-9-one hydrate; (2S,4R,5S,6S,7R)-5,6,12,14-tetrahydroxy-4-(hydroxymethyl)-13-methoxy-3,8-dioxatricyclo[8.4.0.0^2,^7]tetradeca-1(10),11,13-trien-9-one hydrate
• IUPAC Traditional name: bergenin hydrate
• Synonyms: Bergenin monohydrate; (2R,3S,4S,4aR,10bS)-3,4,8,10-tetrahydroxy-2-(hydroxymethyl)-9-methoxy-2,3,4,4a-tetrahydropyrano[3,2-c]isochromen-6(10bH)-one hydrate; 岩白菜素 一水合物

Database IDs

• CAS Number: 108032-11-7
• MDL Number: MFCD00167248
• PubChem SID: 162102871; 24891822
• PubChem CID: 201412

CALCULATED PROPERTIES

• Acid pKa: 8.622673
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.2271476
• LogD (pH = 7.4): -1.2519192
• Log P: -1.226823
• Molar Refractivity: 73.3653 cm^3
• Polarizability: 29.092525 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 237-240 °C(lit.)
• Optical Rotation: [α]25/D -39°, c = 2.3 in methanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36

Product Information

• Purity: 98%
• Salt Data: H2O
• Empirical Formula (Hill Notation): C14H16O9 · H2O