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

• ChemBase ID: 105750
• Molecular Formular: C14H15BrClNO6
• Molecular Mass: 408.629
• Monoisotopic Mass: 406.97712689
• SMILES: O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1Oc1c[nH]c2ccc(Br)c(Cl)c12
• Canonical SMILES: OC[C@H]1O[C@@H](O)[C@@H]([C@H]([C@@H]1O)O)Oc1c[nH]c2c1c(Cl)c(cc2)Br
• InChI: InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-13-12(20)11(19)8(4-18)23-14(13)21/h1-3,8,11-14,17-21H,4H2/t8-,11-,12+,13-,14-/m1/s1
• InChIKey: VZOXHVJNVDRQFH-LNNRFACYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,4S,5S,6R)-3-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-2,4,5-triol
• IUPAC Traditional name: (2R,3R,4S,5S,6R)-3-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-2,4,5-triol
• Synonyms: 5-Bromo-4-chloro-3-indolyl-β-D-glucoside; X-Glc; X-Glucoside; 5-BROMO-4-CHLORO-3-INDOLYL-β-D-GLUCOPYRANOSIDE

Database IDs

• CAS Number: 15548-60-4
• EC Number: 239-603-0
• PubChem SID: 162092577
• PubChem CID: 21116059

CALCULATED PROPERTIES

• Acid pKa: 11.307585
• H Acceptors: 6
• H Donor: 5
• LogD (pH = 5.5): 0.87317103
• LogD (pH = 7.4): 0.87311804
• Log P: 0.8731717
• Molar Refractivity: 83.697395 cm^3
• Polarizability: 34.64843 Å^3
• Polar Surface Area: 115.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• Storage Condition: -20°C

Product Information

• Purity: ~98%

DETAILS

MP Biomedicals - 02193923

Purity: ~98%
A β-_D -glucosidase substrate which renders an insoluble indigo-blue chromophore (615 nm) upon enzymatic action. For histochemistry procedures, it acts as an indicator probe and detects β-glucosidase positive organisms in cell culture.
Protect from light and humidity.