Products for Research Use Only

X-GAL

CAT: 0013-GTR19282770-01Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19282770-01Size:500 mg
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Description
X-GAL (BCIG) is a chromogenic substrate for β-galactosidase, yielding an insoluble blue precipitate upon enzymatic cleavage. It is extensively used in molecular biology for both in vitro assays and in vivo staining applications, such as lacZ reporter gene detection in histology and microbiology.
CAS Number
7240-90-6
Product Name Alternative
Inhibitor, inhibit, BCIG, X GAL, XGAL, X-GAL
Field of Research
Metabolism Research, Neuroscience
Purity
99.23% (May vary between batches)
Solubility
DMSO:147 mg/mL (359.74 mM) ;10% DMSO+40% PEG300+5% Tween-80+45% Saline:3.3 mg/mL (8.08 mM)
Molecular Weight
408.63
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

X-Gal

5-bromo-4-chloro-3-indolyl beta-D-galactoside is an indolyl carbohydrate that is the beta-D-galactoside of 3-hydroxy-1H-indole in which the indole moiety is substituted at positions 4 and 5 by chlorine and bromine, respectively. It is used to test for the presence of an enzyme, beta-galactosidase, which cleaved the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. It has a role as a chromogenic compound. It is an indolyl carbohydrate, a beta-D-galactoside, an organochlorine compound, an organobromine compound and a D-aldohexose derivative.

CAS Number7240-90-6
PubChem CID65181
IUPAC Name(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC14H15BrClNO6
Molecular Weight408.63
XLogP1.2
Topological Polar Surface Area115
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count23
Formal Charge0
Complexity421
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
Chemical Structure
2D Structure
2D structure of X-Gal
CAS: 7240-90-6
CID: 65181
Formula: C14H15BrClNO6
MW: 408.63
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight408.63
XLogP31.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass406.97713
Monoisotopic Mass406.97713
Topological Polar Surface Area115 Ų
Heavy Atom Count23
Formal Charge0
Complexity421
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes