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7240-90-6 molecular structure
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(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol

ChemBase ID: 130195
Molecular Formular: C14H15BrClNO6
Molecular Mass: 408.629
Monoisotopic Mass: 406.97712689
SMILES and InChIs

SMILES:
Brc1ccc2c(c(O[C@@H]3O[C@@H]([C@H](O)[C@H](O)[C@H]3O)CO)c[nH]2)c1Cl
Canonical SMILES:
OC[C@H]1O[C@@H](Oc2c[nH]c3c2c(Cl)c(cc3)Br)[C@@H]([C@H]([C@H]1O)O)O
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

Cite this record

CBID:130195 http://www.chembase.cn/molecule-130195.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S,3R,4S,5R,6R)-2-[(5-bromo-4-chloro-1H-indol-3-yl)oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
IUPAC Traditional name
X-gal
Synonyms
5-BROMO-4-CHLORO-3-INDOLYL-BETA-D-GALACTOPYRANOSIDE
X-gal
5-Bromo-4-chloro-3-indolyl β-D-galactoside
BCIG
X-Gal
5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside
5-Bromo-4-chloro-3-indolyl-beta-D-galactopyranoside
5-溴-4-氯-3-吲哚-β-D-半乳糖苷
5-溴-4-氯-3-吲哚β-D-吡喃半乳糖苷
5-Bromo-4-chloro-3-indolyl β-D-galactopyranoside
5-溴-4-氯-3-吲哚基-β-D-吡喃半乳糖苷
CAS Number
7240-90-6
EC Number
230-640-8
MDL Number
MFCD00005666
Beilstein Number
1402009
PubChem SID
162224479
24891889
24892124
24891761
PubChem CID
65181
Chemspider ID
58680
MeSH Name
X-gal
Wikipedia Title
X-gal

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 12.199782  H Acceptors
H Donor LogD (pH = 5.5) 0.8731716 
LogD (pH = 7.4) 0.87316483  Log P 0.8731717 
Molar Refractivity 83.6974 cm3 Polarizability 34.64774 Å3
Polar Surface Area 115.17 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO: soluble20 mg/mL expand Show data source
Apperance
powder expand Show data source
tablet expand Show data source
Melting Point
ca 236°C dec. expand Show data source
Optical Rotation
[α]20/D -62±2°, c = 1% in DMF/H2O 1:1 expand Show data source
-60 (c=1 in 50% DMF) expand Show data source
Storage Warning
Moisture & Light Sensitive expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
2-8°C expand Show data source
Purity
≥98% expand Show data source
≥98.0% (HPLC) expand Show data source
≥98.0% (TLC) expand Show data source
98% expand Show data source
98+% expand Show data source
Grade
for molecular biology expand Show data source
Suitability
suitable as substrate for β-galactosidase test expand Show data source
suitable for identification of lac+ bacterial colonies expand Show data source
Impurities
DNases, none detected expand Show data source
phosphatases, none detected expand Show data source
proteases, none detected expand Show data source
RNases, none detected expand Show data source
Product Line
BioReagent expand Show data source
Empirical Formula (Hill Notation)
C14H15BrClNO6 expand Show data source

DETAILS

DETAILS

Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich
Sigma Aldrich - B9146 external link
Application
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.
Reconstitution
A stock solution (100 mg/ml) is prepared by dissolving X-Gal in dimethylformamide and should be stored at -20 °C and protected from light. Sterilization is not required.
Sigma Aldrich - B6024 external link
Application
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.
Quantity
Contains 5 mg substrate per tablet
Reconstitution
A stock solution (100 mg/ml) is prepared by dissolving X-Gal in dimethylformamide and should be stored at -20°C and protected from light. Sterilization is not required.
Sigma Aldrich - 857211 external link
Application
Histochemical substrate for β-galactosidase.1
Sigma Aldrich - 16665 external link
Application
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.
Other Notes
Substrate for β-galactosidase1,2
Sigma Aldrich - 16664 external link
Application
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.
Sigma Aldrich - B4252 external link
Application
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.
Sigma Aldrich - 03-3734 external link
Application
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.
Suitability
for biological purposes

REFERENCES

REFERENCES

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PATENTS

PATENTS

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