Compound ID | 2357

Update compound information

Myxovalargin

Synonym(s): MyxA  |  Myx

Class: Antimicrobial peptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive & Antimycobacterial
Mechanism of action: Protein synthesis inhibitor. Binds to the large ribosomal subunit
Target Pathogen: Active against Mycobacterium tuberculosis, Enterococcus faecium, Mycobacterium smegmatis, and Staphylococcus aureus
Description: Natural product from Myxococcus fulvus strain Mx f65; cytotoxicity towards HepG2 at CTD50 > 99 uM vs MIC 0.5-4.9 ug/ml; toxicity observed when administered in tuberculosis mouse model
Year first mentioned: 1983
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1677.09
Iso. SMILES: CC/C(=C(\C(=O)N[C@H](C)C(=O)N[C@@H](C(=O)NCCCCN=C(N)N)C(C)(C)O)/NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)C(=C(C)C)NC(=O)[C@H](C(C)C)NC(=O)C[C@@H](C1=CC=C(C=C1)O)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)NC(=O)[C@H](C)N(C)C(=O)[C@H](C)NC(=O)C(=C(C)C)NC(=O)CC(C)C)/C
InChI Key: HWLJLKDUPPGOEO-BNWXLWPOSA-N
Can. SMILES: CC/C(=C(\C(=O)N[C@H](C)C(=O)N[C@@H](C(=O)NCCCCN=C(N)N)C(C)(C)O)/NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](CCCN=C(N)N)NC(=O)C(=C(C)C)NC(=O)[C@H](C(C)C)NC(=O)C[C@@H](C1=CC=C(C=C1)O)NC(=O)[C@@H](C(C)C)NC(=O)[C@@H](C(C)C)NC(=O)[C@H](C)N(C)C(=O)[C@H](C)NC(=O)C(=C(C)C)NC(=O)CC(C)C)/C
InChI: InChI=1S/C81H137N21O17/c1-25-47(18)64(76(116)89-48(19)66(106)101-65(81(22,23)119)77(117)86-34-26-27-35-87-79(82)83)100-75(115)63(46(16)17)99-74(114)62(45(14)15)96-68(108)53(29-28-36-88-80(84)85)91-70(110)59(42(8)9)97-72(112)58(41(6)7)94-56(105)38-54(51-30-32-52(103)33-31-51)92-71(111)60(43(10)11)98-73(113)61(44(12)13)95-67(107)50(21)102(24)78(118)49(20)90-69(109)57(40(4)5)93-55(104)37-39(2)3/h30-33,39,41,43-46,48-50,53-54,58,60-63,65,103,119H,25-29,34-38H2,1-24H3,(H,86,117)(H,89,116)(H,90,109)(H,91,110)(H,92,111)(H,93,104)(H,94,105)(H,95,107)(H,96,108)(H,97,112)(H,98,113)(H,99,114)(H,100,115)(H,101,106)(H4,82,83,87)(H4,84,85,88)/b64-47+/t48-,49+,50+,53-,54+,58+,60-,61-,62-,63-,65+/m1/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/137628402
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/36/1/36_1_6/_article
  • https://pubs.acs.org/doi/10.1021/jacs.2c08816

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