Compound ID | 2784

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Zervamicin

Synonym(s): Zervacin

Class: Antimicrobial peptide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus, Streptococcus haemolyticus, Streptococcus faecalis, and Diplococcus pneumoniae; membrane-active agent
Description: Natural product from fungus Emericellopsis microspora when media is supplemented with trans-4-n-propyl-L-proline (also by Emericellopsis salmosynnemata without supplementation)
Institute where first reported: Research Laboratories, The Upjohn Company Kalamazoo, Michigan 49001 U. S. A.
Year first mentioned: 1974
Development status: Experimental
Chemical structure(s):
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Molecular weight: 1826.17
Iso. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N2C[C@@H](C[C@H]2C(=O)NC(C)(C)C(=O)[N@+]3(CCC[C@H]3C(=O)N)C(CC4=CC=CC=C4)CO)O)O)NC(=O)[C@H](CC5=CNC6=CC=CC=C65)NC(=O)C
InChI Key: DRBLMTOLAHVBGB-CKVKIVNWSA-O
Can. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)O)C(=O)NC(C)(C)C(=O)N[C@@H](CC(C)C)C(=O)NC(C)(C)C(=O)N1C[C@@H](C[C@H]1C(=O)N[C@@H](CCC(=O)N)C(=O)NC(C)(C)C(=O)N2C[C@@H](C[C@H]2C(=O)NC(C)(C)C(=O)[N@+]3(CCC[C@H]3C(=O)N)C(CC4=CC=CC=C4)CO)O)O)NC(=O)[C@H](CC5=CNC6=C5C=CC=C6)NC(=O)C
InChI: InChI=1S/C89H137N19O22/c1-19-47(5)67(98-71(117)61(94-50(8)111)39-52-42-93-57-30-25-24-29-56(52)57)77(123)96-59(33-35-66(91)115)72(118)101-86(11,12)81(127)100-68(48(6)20-2)78(124)99-69(49(7)110)79(125)105-85(9,10)80(126)97-60(37-46(3)4)74(120)103-88(15,16)82(128)106-43-54(112)40-62(106)75(121)95-58(32-34-65(90)114)73(119)102-87(13,14)83(129)107-44-55(113)41-63(107)76(122)104-89(17,18)84(130)108(36-26-31-64(108)70(92)116)53(45-109)38-51-27-22-21-23-28-51/h21-25,27-30,42,46-49,53-55,58-64,67-69,93,109-110,112-113H,19-20,26,31-41,43-45H2,1-18H3,(H17-,90,91,92,94,95,96,97,98,99,100,101,102,103,104,105,111,114,115,116,117,118,119,120,121,122,123,124,125,126,127)/p+1/t47-,48-,49+,53?,54+,55+,58-,59-,60-,61-,62-,63-,64-,67-,68-,69-,108+/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/129010939
Citations:
  • https://pubs.acs.org/doi/epdf/10.1021/ja00411a052
  • https://www.cell.com/fulltext/S0006-3495(02)75438-6
  • https://www.nature.com/articles/npre.2009.3624.1
  • https://www.jstage.jst.go.jp/article/antibiotics1968/27/5/27_5_321/_pdf

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