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X-Gal (5-bromo-4-chloro-3-indolyl-β-D-galactopyranoside) - Ultra Pure Grade, high purity , CAS No.7240-90-6

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X-Gal (5-bromo-4-chloro-3-indolyl-β-D-galactopyranoside) - Ultra Pure Grade, high purity , CAS No.7240-90-6

4 Citations

COA

Grade & Purity:

Ultra pure

Cas Number: 7240-90-6
Molecular Weight: 408.63
Beilstein Registry Number: 1402009
EC Number: 230-640-8
MDL number: MFCD00005666
PubChem CID: 65181
PubChem SID: 504753967

In stock

Item Number

X274331

Grouped product items
SKU	Size	Availability	Price	Qty
X274331-100mg	100mg	3	$165.90
X274331-1g	1g	1	$491.90

View related series

Fluorescent Dye (372) Glucose Metabolism (1943)

Basic Description

Synonyms	(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol \| A-D-galactopyranoside \| GALACTOPYRANOSIDE, 5-BROMO-4-CHLOROINDOL-3-YL, .BETA.-D- \| 5-Bromo-4-chloro-3-indolyl beta-D-galactopyranoside, Vetec(TM) reage
Specifications & Purity	Ultra pure
Storage Temp	Store at 2-8°C
Shipped In	Wet ice This product requires cold chain shipping. Ground and other economy services are not available.
Grade	Ultra pure

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

Pubchem Sid	504753967
Pubchem Sid Url	https://pubchem.ncbi.nlm.nih.gov/substance/504753967
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:

Find and download the COA for your product by matching the lot number on the packaging.

4 results found

Lot Number	Certificate Type	Date	Item
F23271019	Certificate of Analysis	Jul 05, 2023	X274331
F23271041	Certificate of Analysis	Jul 05, 2023	X274331
F23271040	Certificate of Analysis	Jul 05, 2023	X274331
F23271062	Certificate of Analysis	Jul 05, 2023	X274331

Chemical and Physical Properties

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).

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