Compound ID | 2983

Update compound information

Maculatin 1.1

Class: Antimicrobial peptide

Spectrum of activity: Gram-positive
Details of activity: Active against Staphylococcus aureus; membrane-active agent (disrupts integrity of cytoplasmic membrane; pore-forming mechanism)
Description: Natural product from skin secretions of Australian tree frog Litoria genimaculata; human red blood cell haemolytic activity (IC50) at 128 ug/ml vs MIC at 8 ug/ml
Year first mentioned: 2013
Development status: Experimental
Chemical structure(s):
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Molecular weight: 2145.55
Iso. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N)NC(=O)[C@H](C)NC(=O)[C@@H]3CCCN3C(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC4=CN=CN4)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)CNC(=O)[C@H](CC5=CC=CC=C5)NC(=O)[C@H](CC(C)C)NC(=O)CN
InChI Key: AUOXRFDIOFSPLP-YCNCQIEXSA-N
Can. SMILES: CC[C@H](C)[C@@H](C(=O)N[C@@H](C)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CC1=CN=CN1)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N)NC(=O)[C@H](C)NC(=O)[C@@H]3CCCN3C(=O)[C@H](C(C)C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CC4=CN=CN4)NC(=O)[C@H](C)NC(=O)[C@H](C)NC(=O)[C@H](C(C)C)NC(=O)[C@H](CCCCN)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](C(C)C)NC(=O)CNC(=O)[C@H](CC5=CC=CC=C5)NC(=O)[C@H](CC(C)C)NC(=O)CN
InChI: InChI=1S/C103H161N27O23/c1-20-58(14)84(102(152)116-62(18)88(138)119-69(36-37-79(133)134)92(142)123-74(44-66-47-107-50-110-66)96(146)120-70(85(106)135)42-64-30-23-21-24-31-64)129-90(140)63(19)114-98(148)76-35-29-39-130(76)103(153)83(57(12)13)128-101(151)82(56(10)11)127-97(147)75(45-67-48-108-51-111-67)121-89(139)60(16)112-86(136)59(15)115-99(149)81(55(8)9)126-93(143)68(34-27-28-38-104)118-87(137)61(17)113-94(144)72(41-53(4)5)124-100(150)80(54(6)7)125-78(132)49-109-91(141)73(43-65-32-25-22-26-33-65)122-95(145)71(40-52(2)3)117-77(131)46-105/h21-26,30-33,47-48,50-63,68-76,80-84H,20,27-29,34-46,49,104-105H2,1-19H3,(H2,106,135)(H,107,110)(H,108,111)(H,109,141)(H,112,136)(H,113,144)(H,114,148)(H,115,149)(H,116,152)(H,117,131)(H,118,137)(H,119,138)(H,120,146)(H,121,139)(H,122,145)(H,123,142)(H,124,150)(H,125,132)(H,126,143)(H,127,147)(H,128,151)(H,129,140)(H,133,134)/t58-,59-,60-,61-,62-,63-,68-,69-,70-,71-,72-,73-,74-,75-,76-,80-,81-,82-,83-,84-/m0/s1
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/16134112
Citations:
  • https://febs.onlinelibrary.wiley.com/doi/full/10.1046/j.1432-1327.2000.01089.x
  • https://onlinelibrary.wiley.com/doi/10.1002/bip.21438
  • https://journals.asm.org/doi/10.1128/aac.00195-13

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