(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxane-3,4,5-triol

• ChemBase ID: 133551
• Molecular Formular: C14H17NO6
• Molecular Mass: 295.28788
• Monoisotopic Mass: 295.10558727
• SMILES: c1ccc2c(c1)c(c[nH]2)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](Oc2c[nH]c3c2cccc3)[C@@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C14H17NO6/c16-6-10-11(17)12(18)13(19)14(21-10)20-9-5-15-8-4-2-1-3-7(8)9/h1-5,10-19H,6H2/t10-,11-,12+,13-,14-/m1/s1
• InChIKey: XVARCVCWNFACQC-RKQHYHRCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(1H-indol-3-yloxy)oxane-3,4,5-triol
• IUPAC Traditional name: indican
• Synonyms: Indoxyl β-D-glucoside; 3-(β-D-葡萄糖苷基)吲哚; 植物吲苷; 吲哚基 β-D-葡萄糖苷

Database IDs

• CAS Number: 487-60-5
• MDL Number: MFCD00047169
• PubChem SID: 162227828; 24896098; 24896044
• PubChem CID: 441564

CALCULATED PROPERTIES

• Acid pKa: 12.199911
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): -0.49962568
• LogD (pH = 7.4): -0.49963248
• Log P: -0.4996256
• Molar Refractivity: 71.2698 cm^3
• Polarizability: 29.74737 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.1 M, clear to slightly hazy

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97%
• Ignition Residue: <0.1%
• Impurities: ≤0.0005% Phosphorus (P)
• Cation Traces: Al: ≤0.005%; Ca: ≤0.0005%; Cu: ≤0.0005%; Fe: ≤0.0005%; K: ≤0.005%; Mg: ≤0.0005%; Na: ≤0.05%; NH4+: ≤0.05%; Pb: ≤0.001%; Zn: ≤0.0005%
• Antion Traces: chloride (Cl-): ≤0.05%; sulfate (SO42-): ≤0.05%