Skip to the beginning of the images gallery

5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside - 10mM in DMSO, high purity , CAS No.7240-90-6

4 Citations

COA

Grade & Purity:

10mM in DMSO

Cas Number: 7240-90-6
Molecular Weight: 408.63
Beilstein Registry Number: 1402009
EC Number: 230-640-8
PubChem CID: 65181

In stock

Item Number

B425669

Grouped product items
SKU	Size	Availability	Price	Qty
B425669-1ml	1ml	Available within 8-12 weeks(?) Production requires sourcing of materials. We appreciate your patience and understanding.	$69.90

Cell permeable chromogenic β-galactosidase substrate

View related series

Compound libraries (12325) Glucose Metabolism (1943)

Basic Description

Synonyms	X-Gal \| 7240-90-6 \| BCIG \| 5-Bromo-4-chloro-3-(beta-D-galactopyranosyloxy)indole \| C14H15BrClNO6 \| 5-Bromo-4-chloro-3-indolyl beta-galactoside \| 5-Bromo-4-chloro-3-indolyl-beta-D-galactoside \| 5-Bromo-4-chloro-3-indolyl beta-D-galactopyranoside \| CHEBI:75055 \| V595OG374W \| 5
Specifications & Purity	10mM in DMSO
Biochemical and Physiological Mechanisms	5-Bromo-4-chloro-3-indolyl b-D-galactopyranoside (X-Gal) is a histochemical substrate for β-galactosidase. X-Gal is cleaved by β-galactosidase to yield an insoluble blue preceipitate. X-Gal is used to detect DNA insertions into the lacZ region of plasmid
Storage Temp	Store at -80°C
Shipped In	Ice chest + Ice pads This product requires cold chain shipping. Ground and other economy services are not available.
Product Description	X-Gal is a chromogenic substrate for β-galactosidase that produces a rich blue color that can easily be detected visually over background. X-Gal is the substrate of choice for blue-white selection of recombinant bacterial colonies with the lac+ genotype.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
- Superclass Organic oxygen compounds
  - Class Organooxygen compounds
    - Subclass Carbohydrates and carbohydrate conjugates
      - Level5 Glycosyl compounds
        Level6 O-glycosyl compounds

Kingdom	Organic compounds
Superclass	Organic oxygen compounds
Class	Organooxygen compounds
Subclass	Carbohydrates and carbohydrate conjugates
Intermediate Tree Nodes	Glycosyl compounds
Direct Parent	O-glycosyl compounds
Alternative Parents	Hexoses Indoles Substituted pyrroles Aryl bromides Aryl chlorides Oxanes Benzenoids Heteroaromatic compounds Secondary alcohols Acetals Polyols Azacyclic compounds Oxacyclic compounds Organopnictogen compounds Primary alcohols Organonitrogen compounds Hydrocarbon derivatives Organochlorides Organobromides
Molecular Framework	Aromatic heteropolycyclic compounds
Substituents	Hexose monosaccharide - O-glycosyl compound - Indole - Indole or derivatives - Aryl bromide - Aryl chloride - Aryl halide - Monosaccharide - Oxane - Substituted pyrrole - Benzenoid - Pyrrole - Heteroaromatic compound - Secondary alcohol - Oxacycle - Polyol - Azacycle - Organoheterocyclic compound - Acetal - Primary alcohol - Organohalogen compound - Hydrocarbon derivative - Organopnictogen compound - Organobromide - Organochloride - Organic nitrogen compound - Organonitrogen compound - Alcohol - Aromatic heteropolycyclic compound
Description	This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.
External Descriptors	organobromine compound - organochlorine compound - beta-D-galactoside - indolyl carbohydrate - D-aldohexose derivative
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61. DOI: 10.1186/s13321-016-0174-y

Mechanisms of Action

Mechanism of Action	Action Type	target ID	Target Name	Target Type	Target Organism	Binding Site Name	References

Names and Identifiers

IUPAC Name	(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
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
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
WGK Germany	3
Molecular Weight	408.63
Beilstein	1402009
Reaxy-Rn	32869881
Reaxys-RN_link_address	https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=32869881&ln=

Certificates（CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):

Analytical Chart:

Chemical and Physical Properties

Sensitivity	Air & Heat & Light & moisture sensitive
Specific Rotation[α]	-66 ° (C=1, DMF)
Melt Point(°C)	236°C
Molecular Weight	408.630 g/mol
XLogP3	1.200
Hydrogen Bond Donor Count	5
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Exact Mass	406.977 Da
Monoisotopic Mass	406.977 Da
Topological Polar Surface Area	115.000 Å²
Heavy Atom Count	23
Formal Charge	0
Complexity	421.000
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
The total count of all stereochemical bonds	0
Covalently-Bonded Unit Count	1

Citations of This Product

How to Cite Aladdin Scientific Products?

1. Chunxu Chen, Tianhui Li, Guijie Chen, Dan Chen, Yujia Peng, Bing Hu, Yi Sun, Xiaoxiong Zeng. (2020) Commensal Relationship of Three Bifidobacterial Species Leads to Increase of Bifidobacterium in Vitro Fermentation of Sialylated Immunoglobulin G by Human Gut Microbiota. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 68 (34): (9110–9119).
2. Zhi-P. Cai, Louis P. Conway, Ying Y. Huang, Wen J. Wang, Pedro Laborda, Ting Wang, Ai M. Lu, Hong L. Yao, Kun Huang, Sabine L. Flitsch, Li Liu, Josef Voglmeir. (2019) Enzymatic Synthesis of Trideuterated Sialosides. MOLECULES, 24 (7): (1368).
3. Xiaochong Zhu, Jieyuan Wu, Shizhong Li, La Xiang, Jian-Ming Jin, Chaoning Liang, Shuang-Yan Tang. (2024) Artificial Biosynthetic Pathway for Efficient Synthesis of Vanillin, a Feruloyl-CoA-Derived Natural Product from Eugenol. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 72 (12): (6463-6470).
4. Zi-Xuan Hu, Shu-Rui Li, Qing-Jun Xia, Ting Wang, Josef Voglmeir, Göran Widmalm, Li Liu. (2024) Enzymatic synthesis of N-formylated sialosides via a five-enzyme cascade. ORGANIC & BIOMOLECULAR CHEMISTRY, 22 (36): (7485-7491).

Solution Calculators

Molarity Calculator

Determine the necessary mass, volume, or concentration for preparing a solution.

Mass

Concentration

Volume

M. Wt*

g/mol

*When preparing stock solutions, always use the batch-specific molecular weight of the product found on the vial label and the Certificate of Analysis (available online).

Dilution Calculator

Determine the dilution needed to prepare a stock solution.

Concentration 1 (C1)

Volume 1 (V1)

Concentration 2 (C2)

Volume 2 (V2)

Reconstitution Calculator

The reconstitution calculator enables you to quickly determine the volume of a reagent needed to reconstitute your vial. Just enter the mass of the reagent and the target concentration, and the calculator will do the rest.

Volume (to add to vial)

Mass (in vial)

Desired Reconstitution Concentration