X-Gal, chromogenic beta-galactosidase substrate

Key facts

CAS number

7240-90-6

Purity

>99%

Form

Solid

form

Molecular weight

408.63 Da

Molecular formula

C₁₄H₁₅BrClNO₆

PubChem

65181

Nature

Synthetic

Solubility

Soluble in DMSO to 25 mM

Biochemical name

5-Bromo-4-chloro-3-indolyl beta-galactoside

Biological description

Cell-permeable chromogenic β-galactosidase substrate. For use in blue-white recombinant bacterial colony selection and intracellular lacZ activity detection. For in vitro studies.

Canonical smiles

C1=CC(=C(C2=C1NC=C2OC3C(C(C(C(O3)CO)O)O)O)Cl)Br

Isomeric smiles

C1=CC(=C(C2=C1NC=C2O[C@H]3[C@@H]([C@H]([C@H]([C@H](O3)CO)O)O)O)Cl)Br

InChi

InChI=1S/C14H15BrClNO6/c15-5-1-2-6-9(10(5)16)7(3-17-6)22-14-13(21)12(20)11(19)8(4-18)23-14/h1-3,8,11-14,17-21H,4H2/t8-,11+,12+,13-,14-/m1/s1

InChiKey

OPIFSICVWOWJMJ-AEOCFKNESA-N

IUPAC Name

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