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X-GAL

CAT: 0931-T19075-03Size: 2 gDry Ice: NoHazardous: No
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CAT#:0931-T19075-03Size:2 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
7240-90-6
Target
Glucosidase, Others, glycosidase
Related Pathways
Metabolism, Others
Purity
0.9965
Bioactivity
X-GAL (BCIG) is a widely used chromogenic substrate for β-galactosidase, which cleaves X-GAL to produce an insoluble blue compound.
Smiles
OC[C@H]1O[C@@H](Oc2c[nH]c3ccc(Br)c(Cl)c23)[C@H](O)[C@@H](O)[C@H]1O
Molecular Formula
C14H15BrClNO6
Molecular Weight
408.63
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

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...
View on PubChemRaw 3D data
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

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