2-[(4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

• ChemBase ID: 131423
• Molecular Formular: C14H16ClNO6
• Molecular Mass: 329.73294
• Monoisotopic Mass: 329.06661492
• SMILES: c1cc2c(c(c1)Cl)c(c[nH]2)OC1C(C(C(C(O1)CO)O)O)O
• Canonical SMILES: OCC1OC(Oc2c[nH]c3c2c(Cl)ccc3)C(C(C1O)O)O
• InChI: InChI=1S/C14H16ClNO6/c15-6-2-1-3-7-10(6)8(4-16-7)21-14-13(20)12(19)11(18)9(5-17)22-14/h1-4,9,11-14,16-20H,5H2
• InChIKey: KSDIRCXIOJIPAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• IUPAC Traditional name: 2-[(4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
• Synonyms: 4-Chloro-3-indolyl β-D-galactopyranoside

Database IDs

• CAS Number: 135313-63-2
• MDL Number: MFCD00040638
• PubChem SID: 162225701; 24892969
• PubChem CID: 3626840

CALCULATED PROPERTIES

• Acid pKa: 12.199793
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.104418986
• LogD (pH = 7.4): 0.10441219
• Log P: 0.10441907
• Molar Refractivity: 76.0746 cm^3
• Polarizability: 31.687563 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - C7553

Substrates
Histochemical substrate for β-galactosidase.