Liposidomycin

Class: MraY inhibitor (nucleoside antibiotic)

Spectrum of activity:	Gram-positive
Details of activity:	Interferes with cell-wall synthesis by inhibiting transfer of the peptidoglycan precursor moiety (MurNAc-pentapeptide) to the membrane lipid carrier, undecaprenyl phosphate.
Description:	Natural product produced by Streptomyces
Year first mentioned:	1985
Development status:	Experimental

Chemical structure(s):
Canonical SMILES:	CCCCC/C=C\C/C=C\CCCC(CC(=O)OC1CN(C)C(C(C2C(C(C(N3C=CC(=O)NC3=O)O2)O)O)OC4C(C(C(CN)O4)O)OS(=O)(=O)O)C(=O)N(C)C1C(=O)O)OC(=O)CC(C)CC(=O)O
Isomeric SMILES:	CCCCC/C=C\C/C=C\CCCC(CC(=O)OC1CN(C(C(=O)N(C1C(=O)O)C)C(C2C(C(C(O2)N3C=CC(=O)NC3=O)O)O)OC4C(C(C(O4)CN)O)OS(=O)(=O)O)C)OC(=O)CC(C)CC(=O)O
InChI:	InChI=1S/C44H67N5O21S/c1-5-6-7-8-9-10-11-12-13-14-15-16-25(65-30(53)20-24(2)19-29(51)52)21-31(54)66-27-23-47(3)33(40(58)48(4)32(27)42(59)60)37(69-43-39(70-71(62,63)64)34(55)26(22-45)67-43)38-35(56)36(57)41(68-38)49-18-17-28(50)46-44(49)61/h9-10,12-13,17-18,24-27,32-39,41,43,55-57H,5-8,11,14-16,19-23,45H2,1-4H3,(H,51,52)(H,59,60)(H,46,50,61)(H,62,63,64)/b10-9-,13-12-
InChI Key:	LJAKBFLSOINZOO-UTJQPWESSA-N
Structure link:	https://pubchem.ncbi.nlm.nih.gov/compound/10011307

External links:
Guide to Pharmacology:	liposidomycin B
Main Source:	https://journals.asm.org/doi/epdf/10.1128/AAC.40.7.1640?src=getftr
Citations:	https://pubmed.ncbi.nlm.nih.gov/16789873/ https://www.nature.com/articles/s41429-019-0241-5