Compound ID | 2021

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Tyrothricin

Class: Polypeptide

Spectrum of activity: Gram-positive
Details of activity: Disrupts the outer membrane and membranes of cellular organelles. Active against Gram-positive bacteria
Description: Natural product produced by Brevibacillus brevis, composed of a mixture of tyrocidines and gramicidins. Used for minor topical infections.
Year first mentioned: 1940
Development status: Approved, off-patent
Chemical structure(s):
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Molecular weight: 1228.44
Iso. SMILES: CC(C)C[C@H]1C(=O)N[C@@H](C(=O)N2CCC[C@H]2C(=O)N[C@H](C(=O)N[C@@H](C(=O)[C@@H](NC(=O)[C@@H](N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N1)CCCN)C(C)C)CC3=CC=C(C=C3)O)CCC(=O)O)CC(=O)N)CC4=CC=CC=C4)CC5=CC=CC=C5)CC6=CC=CC=C6
InChI Key: NLJVXZFCYKWXLH-DXTIXLATSA-N
Can. SMILES: CC(C)C[C@H]1C(=O)N[C@H](CC2=CC=CC=C2)C(=O)N3CCC[C@H]3C(=O)N[C@@H](CC4=CC=CC=C4)C(=O)N[C@H](CC5=CC=CC=C5)C(=O)[C@H](CC(=O)N)NC(=O)[C@H](CCC(=O)O)N[C@@H](CC6=CC=C(C=C6)O)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCN)C(=O)N1
InChI: InChI=1S/C65H85N11O13/c1-38(2)32-49-60(84)74-52(36-42-20-12-7-13-21-42)65(89)76-31-15-23-53(76)63(87)73-51(34-41-18-10-6-11-19-41)61(85)70-47(33-40-16-8-5-9-17-40)57(81)48(37-54(67)78)71-59(83)46(28-29-55(79)80)68-50(35-43-24-26-44(77)27-25-43)62(86)75-56(39(3)4)64(88)69-45(22-14-30-66)58(82)72-49/h5-13,16-21,24-27,38-39,45-53,56,68,77H,14-15,22-23,28-37,66H2,1-4H3,(H2,67,78)(H,69,88)(H,70,85)(H,71,83)(H,72,82)(H,73,87)(H,74,84)(H,75,86)(H,79,80)/t45-,46-,47+,48-,49-,50-,51-,52+,53-,56-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/452550
Citations:
  • https://pubmed.ncbi.nlm.nih.gov/6207119/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2135154/
  • https://www.ncbi.nlm.nih.gov/pmc/articles/PMC2147198/

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