3,5,7-trihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one

• ChemBase ID: 157573
• Molecular Formular: C21H20O12
• Molecular Mass: 464.3763
• Monoisotopic Mass: 464.09547608
• SMILES: c1cc(c(cc1c1c(c(=O)c2c(cc(cc2o1)O)O)O)O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O
• Canonical SMILES: OC[C@H]1O[C@@H](Oc2ccc(cc2O)c2oc3cc(O)cc(c3c(=O)c2O)O)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1
• InChIKey: OIUBYZLTFSLSBY-HMGRVEAOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3,5,7-trihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-chromen-4-one
• IUPAC Traditional name: spiraeoside
• Synonyms: 3,3′,4′,5,7-Pentahydroxyflavone 4′-glucoside; Quercetin 4′-O-β-D-glucopyranoside; Quercetin 4′-glucoside; Spiraein; Spireoside; Spiraeoside

Database IDs

• CAS Number: 20229-56-5
• EC Number: 243-614-6
• MDL Number: MFCD00221723
• PubChem SID: 162251710
• PubChem CID: 5320844

CALCULATED PROPERTIES

• Acid pKa: 6.4428673
• H Acceptors: 12
• H Donor: 8
• LogD (pH = 5.5): -0.15828268
• LogD (pH = 7.4): -1.1044408
• Log P: -0.111768626
• Molar Refractivity: 109.0066 cm^3
• Polarizability: 42.192753 Å^3
• Polar Surface Area: 206.6 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Storage Temperature: -20°C

Product Information

• Purity: ≥97.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C21H20O12