5-Bromo-6-chloro-3-indolyl b-D-glucuronide
5-Bromo-6-chloro-3-indolyl b-D-glucuronide (5BCIG) is an antibiotic that inhibits bacterial growth by binding to the DNA gyrase and topoisomerase IV, which are enzymes that maintain the integrity of bacterial DNA. 5BCIG is detectable in tissues, and quantified in blood. It encodes a protein to the cell cytoplasm. The sensitivity of 5BCIG against clostridium perfringens was found to be 10 times higher than that of penicillin G or erythromycin. 5BCIG has optimal activity against clostridium perfringens when expressed functionally as a polypeptide.
CAS Number |
144110-42-9 |
Product Name |
5-Bromo-6-chloro-3-indolyl-b-D-glucuronide |
IUPAC Name |
(2S,3S,4S,5R,6S)-6-[(5-bromo-6-chloro-1H-indol-3-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid |
Molecular Formula |
C14H13BrClNO7 |
Molecular Weight |
422.61 g/mol |
InChI |
InChI=1S/C14H13BrClNO7/c15-5-1-4-7(2-6(5)16)17-3-8(4)23-14-11(20)9(18)10(19)12(24-14)13(21)22/h1-3,9-12,14,17-20H,(H,21,22)/t9-,10-,11+,12-,14+/m0/s1 |
InChI Key |
GAZVSOQUFLIBJQ-BYNIDDHOSA-N |
SMILES |
C1=C2C(=CC(=C1Br)Cl)NC=C2OC3C(C(C(C(O3)C(=O)O)O)O)O |
Canonical SMILES |
C1=C2C(=CC(=C1Br)Cl)NC=C2OC3C(C(C(C(O3)C(=O)O)O)O)O |
Isomeric SMILES |
C1=C2C(=CC(=C1Br)Cl)NC=C2O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O |
CAS No: 144110-42-9
Synonyms: 5-Bromo-6-chloro-3-indolyl-b-D-glucopyranosiduronic acidMagenta GlcA
MDL No: MFCD01311740
Chemical Formula: C14H13BrClNO7
Molecular Weight: 422.61 |