| Identification | More | [Name]
5-Bromo-4-chloro-3-indolyl-beta-D-glucoside | [CAS]
15548-60-4 | [Synonyms]
5-BROMO-4-CHLORO-3-INDOLYL-BETA-D-GLUCOPYRANOSIDE
5-BROMO-4-CHLORO-3-INDOLYL-BETA-D-GLUCOSIDE
5-BROMO-4-CHLORO-3-INDOXYL-BETA-D-GLUCOPYRANOSIDE
GLUC(X-)
X-BETA-D-GLC
X-BETA-D-GLUCOSIDE
X-GLC
X-GLU
X-GLUC
X-GLUCOSIDE
5-bromo-4-chloro-3-indoxylglucoside
5-Bromo-4-chloroindolylglucopyranoside
beta-d-glucopyranoside,5-bromo-4-chloro-1h-indol-3-yl
5-bromo-4-chloroindol-3-yl-beta-D-glucopyranoside
5-BROMO-4-CHLORO-3-INDOLYLB-D-GLUCOPYRAN OSIDE
X-Gluc(5-Bromo-4-Chloro-3-Indolyl-
5-bromo-4-chloro-3-indolyl-glucopyranoside
5-BROMO-4-CHLORO-3-INDOLYL-BETA-D-GLUCOPYRANOSIDE (X-GLU)
5-BROMO-4-CHLORO-3-INDOLYL-β-D-GLUCOPYRANOSIDE (X-GLC)
5-BROMO-4-CHLORO-3-INDOLYL-b-D-GLUCO-PYRANOSIDE (X-GLU) extrapure | [EINECS(EC#)]
239-603-0 | [Molecular Formula]
C14H15BrClNO6 | [MDL Number]
MFCD00063690 | [Molecular Weight]
408.63 | [MOL File]
15548-60-4.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder | [Melting point ]
249-251 °C
| [alpha ]
-81 º (c=1, DMF) | [Boiling point ]
673.9±55.0 °C(Predicted) | [density ]
1.882±0.06 g/cm3(Predicted) | [storage temp. ]
−20°C
| [solubility ]
DMF: 50 mg/mL, clear, colorless to very faintly yellow
| [form ]
Crystalline powder | [pka]
12.74±0.70(Predicted) | [color ]
White to Light yellow | [BRN ]
1552603 | [InChI]
InChI=1/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-/s3 | [InChIKey]
OPIFSICVWOWJMJ-OTXFOCTGSA-N | [SMILES]
C12C(Cl)=C(C=CC=1NC=C2O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](CO)O1)O)Br |&1:11,12,14,15,17,r| | [CAS DataBase Reference]
15548-60-4(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white powder | [Uses]
Substrate for beta-D-glucosidase | [Definition]
ChEBI: An indolyl carbohydrate that is the beta-D-glucoside 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 th
presence of an enzyme, beta-glucosidase, which cleaves the glycosidic bond to give 5-bromo-4-chloro-3-hydroxy-1H-indole, which immediately dimerises to give an intensely blue product. | [Synthesis]
Method 1: Take 5-bromo-4-chloro-3-indolyl-2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside dissolved in 15mL of methanol and cooled to 0℃ in an ice bath; then add 3mL (0.5 mol/L) of sodium methanol methanol solution dropwise and stirred for 5h at this temperatu |
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