X-Gal

HCID 65181
NotesReactions
Substructure searchFind similar structures

Basic information

CAS
7240-90-6
Standard SMILES
OC[C@H]1O[C@@H](Oc2c[nH]c3ccc(Br)c(Cl)c23)[C@H](O)[C@@H](O)[C@H]1O
InChIKey
OPIFSICVWOWJMJ-AEOCFKNESA-N
Molecular formula
C14H15BrClNO6
Average molar mass
408.63 g/mol
Monoisotopic mass
406.97713

Names & identifiers

Preferred name
X-Gal
IUPAC
(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
English name
5-Bromo-4-chloro-3-indolyl-beta-D-galactoside
Molecular formula
C14H15BrClNO6
Molecular weight
408.63

Names & synonyms

X-Gal7240-90-65-Bromo-4-chloro-3-indolyl beta-galactosideV595OG374W5-bromo-4-chloro-1H-indol-3-yl beta-D-galactopyranoside5-bromo-4-chloroindol-3-yl beta-D-galactopyranosidebeta-D-Galactopyranoside, 5-bromo-4-chloro-1H-indol-3-ylRefChem:1021685-bromo-4-chloro-3-indolyl-beta D-galactopyranoside230-640-85-Bromo-4-chloro-3-(beta-D-galactopyranosyloxy)indoleBCIG
Show more names
X-β-GAL5-BROMO-4-CHLORO-3-INDOLYL-β-D-GALACTOPYRANOSIDE (X-GAL)Bromo Dβ-D-GaLabs9126X-BETA-GALX-gal/BCIGoro-3-indoL
5-Bromo-4-chloro-3-indolyl-beta-D-galactosideMFCD000056665-Bromo-4-chloro-3-indolyl beta-D-galactopyranosideC14H15BrClNO6(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol5-Bromo-4-chloroindol-3-yl-beta-D-galactopyranoside.beta.-D-Galactopyranoside, 5-bromo-4-chloro-1H-indol-3-ylM02699

Database identifiers

CAS
7240-90-6
PubChem CID
65181
DTXSID
DTXSID901349452
ChEMBL
CHEMBL1242856
ChEBI
CHEBI:75055
UNII
V595OG374W
EC Number
230-640-8
Nikkaji
J212.257J

Properties

Computed structural properties

XLogP
1.2
Topological polar surface area
115 Ų
Hydrogen bond donors
5
Hydrogen bond acceptors
6
Rotatable bonds
3
Heavy atoms
23

Experimental & physicochemical properties

Physical DescriptionSolid; [Merck Index] White powder; [Sigma-Aldrich MSDS]

Physicochemical properties

Melting point
230 °C · 230 °C
alpha
-64 · -64 º (C=1, H2O/DMF (1/1))
Boiling point
673.9 · 673.9±55.0 °C(Predicted)
Density
1.5563 · 1.5563 (rough estimate)
refractive index
1.611 · 1.6110 (estimate)
storage temp.
-20 °C · -20°C

Safety & regulation

GHS classification

GHS Classification · 6 items

This chemical does not meet GHS hazard criteria for 20% (2 of 10) of reports.

Warning

H302 (80%): Harmful if swallowed [Warning Acute toxicity, oral]；H312 (80%): Harmful in contact with skin [Warning Acute toxicity, dermal]；H332 (80%): Harmful if inhaled [Warning Acute toxicity, inhalation]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 10 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.；Reported as not meeting GHS hazard criteria per 2 of 10 reports by companies.；There are 2 notifications provided by 8 of 10 reports by companies with hazard statement code(s).；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Hazard information

Regulatory Information5-Bromo-4-chloro-3-indolyl-beta-D-galactoside: Does not have an individual approval but may be used under an appropriate group standard
Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS] See Indole and 5-Bromo-4-chloro-3-indoxyl phosphate.
Hazard Classes and CategoriesAcute Tox. 4 (80%)；Acute Tox. 4 (80%)；Acute Tox. 4 (80%)

Regulatory information

Regulatory Information5-Bromo-4-chloro-3-indolyl-beta-D-galactoside: Does not have an individual approval but may be used under an appropriate group standard

Safety data

F
8-10-21
PPE
Eyeshields, Gloves, type N95 (US)
wgk
3
hs_code
29389090
risk_code
36/37/38
Signal word
Warning

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 1 item

Colorless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into colored compounds; used in biochemical assays and in diagnosis as indicators, especially in the form of enzyme substrates. Synonym: chromogens (not to be confused with pigment-synthesizing bacteria also called chromogens).

Uses & manufacturing

UsesChromogenic substrate of beta-galactosidase used in histological staining and cloning experiments of bacteria; [Merck Index]
Applications · 4 items

UsesA substrate for β-Galactosidase that is converted by the enzyme into an intense indigo-blue chromophore (615 nm).

Usesmagenta b-galactosidase substrate

UsesIn histochemical staining, in blue-white selection of bacterial colonies with lacZ gene activity during cloning experiments.

UsesA substrate for -Galactosidase that is converted by the enzyme into an intense indigo-blue chromophore (615 nm)

Suppliers100 total

北京华美互利生物化工010-56205725 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
INTATRADE GmbH+49 3493/605464 · [email protected]
南京百芙利科技有限责任公司25-25-58740604 15951658055 · [email protected]
Additional notes · 1 item

DefinitionChEBI: 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 he 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.

Related reactions

8 records
New reaction record

Compound notes

Loading…