Compound ID | 3114

Update compound information

Gardimycin

Synonym(s): Actagardine

Class: Antimicrobial peptide

Agent Type: Natural product; Direct acting;
Spectrum of activity: Gram-positive & Gram-negative
Mechanism of action: Cell wall synthesis inhibitor. Targets transglycosylation step
Target Pathogen: Active against Staphylococcus aureus, Streptococcus haemolyticus, Clostridium perfringens, and Neisseria gonorrhoeae, the latter is the only Gram-negative against which it is active
Description: Natural product from Actinoplanes garbadinensis; shows therapeutic efficacy in mice infected with Streptococcus pneumoniae or Streptococcus haemolyticus when given via subcutaneous route
Institute where first reported: Research Laboratories, Gruppo Lepetit S.p.A.
Year first mentioned: 1976
Development status: Experimental
Chemical structure(s):
Click here for structure editor
Molecular weight: 1754.04
Iso. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@H](CCC(=O)O)C(=O)N[C@H](CC)C(=O)N[C@H](C)C(=O)N[C@@H](C(C)C)C(=O)N[C@H](CC1=CNC2=CC=CC=C21)C(=O)NCC(=O)N[C@H](CO)C(=O)N[C@H](C)C(=O)NCC(=O)N[C@H](CC)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)O)NC(=O)[C@@H](CC)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)N
InChI Key: LAWKVNVCUPIOMG-HWWYPGLISA-N
Can. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@H](C)C(=O)N[C@@H](C)C(=O)N[C@H](C)C(=O)O)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](CC)NC(=O)CNC(=O)[C@@H](C)NC(=O)[C@@H](CO)NC(=O)CNC(=O)[C@@H](CC1=CNC2=C1C=CC=C2)NC(=O)[C@H](C(C)C)NC(=O)[C@@H](C)NC(=O)[C@@H](CC)NC(=O)[C@@H](CCC(=O)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@@H](CC)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](C)N
InChI: InChI=1S/C81H132N20O23/c1-20-40(12)63(79(121)89-45(17)67(109)86-44(16)68(110)90-47(19)81(123)124)101-78(120)62(39(10)11)99-72(114)50(22-3)91-58(103)34-84-66(108)43(15)87-76(118)57(36-102)92-59(104)35-85-70(112)56(32-48-33-83-53-28-26-25-27-49(48)53)97-77(119)61(38(8)9)98-69(111)46(18)88-71(113)51(23-4)93-74(116)54(29-30-60(105)106)95-80(122)64(41(13)21-2)100-73(115)52(24-5)94-75(117)55(31-37(6)7)96-65(107)42(14)82/h25-28,33,37-47,50-52,54-57,61-64,83,102H,20-24,29-32,34-36,82H2,1-19H3,(H,84,108)(H,85,112)(H,86,109)(H,87,118)(H,88,113)(H,89,121)(H,90,110)(H,91,103)(H,92,104)(H,93,116)(H,94,117)(H,95,122)(H,96,107)(H,97,119)(H,98,111)(H,99,114)(H,100,115)(H,101,120)(H,105,106)(H,123,124)/t40-,41-,42+,43+,44-,45+,46+,47+,50+,51+,52+,54+,55-,56+,57+,61-,62-,63-,64-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/16132310
Citations:
  • https://www.jstage.jst.go.jp/article/antibiotics1968/29/5/29_5_511/_article/-char/en
  • https://www.jstage.jst.go.jp/article/antibiotics1968/29/5/29_5_507/_article/-char/en
  • https://journals.asm.org/doi/10.1128/aac.11.3.396
  • https://www.jstage.jst.go.jp/article/antibiotics1968/29/5/29_5_501/_pdf/-char/en

    • AntibioticDB is supported by GARDP.

    If you have feedback, experience problems, or are interested in a collaboration, please contact us. | Terms and conditions

    The content of this site is intended for educational and scientific research purposes only and not as a source of medical advice or consultation.