Compound ID | 2170

Update compound information

Kanglemycin A

Class: Rifamycin

Agent Type: Natural product; Small molecule; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor. Inhibits transcription by binding into rifampicin-binding pocket on the beta-subunit of RNAP, however, has substituents that afford additional binding contacts to overcome rifampicin-resistance mutations
Target Pathogen: Active against Mycobacteriasome Arr-encoding bacteria including MDR Mycobacterium tuberculosis
Description: Natural product produced by Nocardia mediterranei var. kanglensis
Year first mentioned: 2018
Development status: Experimental
Chemical structure(s):
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Molecular weight: 982.03
Iso. SMILES: CC1C(/C=C/OC2(C(=O)C3=C(O2)C(=C(C4=C3C(=O)C=C(C4=O)NC(=O)/C(=C/C=C/C(C(C(C(C(C1OC(=O)C)C)O)C)O)C(C)OC(=O)C(C)(C)CC(=O)O)/C)O)C)C)OC5CC6C(C(O5)C)OCO6
InChI Key: KRBOMQKIXLJMRA-UTWSZFJISA-N
Can. SMILES: C/C/1=C\C=C\C(C(C)OC(=O)C(C)(C)CC(=O)O)C(C(C)C(C(C)C(C(C)C(/C=C/OC2(C)C(=O)C3=C4C(=O)C=C(C(=O)C4=C(C(=C3O2)C)O)NC1=O)OC5CC6C(C(C)O5)OCO6)OC(=O)C)O)O
InChI: InChI=1S/C50H63NO19/c1-21-13-12-14-29(26(6)67-48(62)49(9,10)19-34(54)55)40(57)23(3)39(56)24(4)43(68-28(8)52)22(2)32(69-35-18-33-45(27(7)66-35)64-20-63-33)15-16-65-50(11)46(60)38-36-31(53)17-30(51-47(21)61)42(59)37(36)41(58)25(5)44(38)70-50/h12-17,22-24,26-27,29,32-33,35,39-40,43,45,56-58H,18-20H2,1-11H3,(H,51,61)(H,54,55)/b14-12+,16-15+,21-13+
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/6443924
Citations:
  • https://www.sciencedirect.com/science/article/pii/S1097276518306889?via%3Dihub
  • https://journals.asm.org/doi/10.1128/aac.00864-21

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