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

• ChemBase ID: 102943
• 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-AEOCFKNESA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 7240-90-6
• EC Number: 230-640-8
• PubChem SID: 162091236
• PubChem CID: 23624117

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

Physical Property

• Melting Point: 230°C (Decomposes)

Safety Information

• Storage Condition: 0°C, Desiccate, Protect from light

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02150001

Used as indigogenic substrate for β-galactosidase, for detection of β-galactosidase-positive clones, and the identification of lac and bacterial colonies or phage plaques.

MP Biomedicals - 02194811

Molecular Biology Reagent
Purity: =98%
Used as indigogenic substrate for β-galactosidase, for detection of β-galactosidase-positive clones, and the identification of lac and bacterial colonies or phage plaques.