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Substance Name: Lantibiotic pep5
RN: 84931-86-2
InChIKey: SRCAXTIBNLIRHU-JJKPAIEPSA-N

Note

  • From staphylococcus epidermidis 5; antibiotic with membrane-disruptive action; induces autolysis in staphylococci.

Molecular Formula

  • C153-H256-N48-O39-S3

Molecular Weight

  • 3590.3982
 
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Names and Synonyms

Name of Substance

  • Lantibiotic pep5

Synonyms

  • Pep 5
  • Pep 5 staphylococcin

Systematic Name

  • L-Lysine, N-(1,2-dioxobutyl)-L-alanylglycyl-L-prolyl-L-alanyl-L-isoleucyl-L-arginyl-L-alanyl-D-cysteinyl-L-valyl-L-lysyl-L-glutaminyl-L-cysteinyl-L-glutaminyl-L-lysyl-2,3-didehydro-2-aminobutanoyl-L-leucyl-L-lysyl-L-alanyl-2,3-didehydro-2-aminobutanoyl-L-arginyl-L-leucyl-L-phenylalanyl-threo-3-mercapto-D-2-aminobutanoyl-L-valylcysteinyl-L-cysteinyl-L-lysylglycyl-L-lysyl-L-asparaginylglycylcysteinyl-, cyclic (8-12),(23-26),(25-32)-tris(sulfide)

Registry Numbers

CAS Registry Number

  • 84931-86-2

System Generated Number

  • 0084931862

Structure Descriptors

InChI

1S/C153H258N46O41S6/c1-19-81(13)119(197-124(212)85(17)172-145(233)109-51-40-64-199(109)114(204)71-169-121(209)82(14)173-146(234)110(200)22-4)149(237)185-95(49-38-62-165-152(161)162)130(218)171-84(16)123(211)191-108(76-245)144(232)195-117(79(9)10)147(235)184-94(47-30-36-60-158)133(221)182-98(53-55-116(207)208)136(224)192-105(73-242)142(230)183-97(52-54-115(205)206)135(223)180-93(46-29-35-59-157)132(220)177-89(21-3)128(216)187-100(65-77(5)6)137(225)181-92(45-28-34-58-156)129(217)170-83(15)122(210)176-88(20-2)127(215)179-96(50-39-63-166-153(163)164)134(222)188-101(66-78(7)8)138(226)189-102(67-87-41-24-23-25-42-87)139(227)198-120(86(18)246)150(238)196-118(80(11)12)148(236)194-107(75-244)143(231)193-106(74-243)141(229)178-90(43-26-32-56-154)125(213)167-69-112(202)174-91(44-27-33-57-155)131(219)190-103(68-111(160)201)126(214)168-70-113(203)175-104(72-241)140(228)186-99(151(239)240)48-31-37-61-159/h20-21,23-25,41-42,77-85,90-109,117-119,241-246H,19,22,26-40,43-76,154-159H2,1-18H3,(H2,160,201)(H,167,213)(H,168,214)(H,169,209)(H,170,217)(H,171,218)(H,172,233)(H,173,234)(H,174,202)(H,175,203)(H,176,210)(H,177,220)(H,178,229)(H,179,215)(H,180,223)(H,181,225)(H,182,221)(H,183,230)(H,184,235)(H,185,237)(H,186,228)(H,187,216)(H,188,222)(H,189,226)(H,190,219)(H,191,211)(H,192,224)(H,193,231)(H,194,236)(H,195,232)(H,196,238)(H,197,212)(H,198,227)(H,205,206)(H,207,208)(H,239,240)(H4,161,162,165)(H4,163,164,166)/b88-20-,89-21-,120-86+/t81-,82-,83-,84-,85-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108+,109-,117-,118-,119-/m0/s1

InChIKey

SRCAXTIBNLIRHU-JJKPAIEPSA-N

Smiles

[H]/N=C(\N)/NCCC[C@@H](C(=O)N[C@@H](C)C(=O)N[C@H](CS)C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCC(=O)O)C(=O)N[C@@H](CCCCN)C(=O)N/C(=C\C)/C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C)C(=O)N/C(=C\C)/C(=O)N[C@@H](CCCN/C(=N/[H])/N)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](Cc1ccccc1)C(=O)N/C(=C(\C)/S)/C(=O)N[C@@H](C(C)C)C(=O)N[C@@H](CS)C(=O)N[C@@H](CS)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC(=O)N)C(=O)NCC(=O)N[C@@H](CS)C(=O)N[C@@H](CCCCN)C(=O)O)NC(=O)[C@H]([C@@H](C)CC)NC(=O)[C@H](C)NC(=O)[C@@H]2CCCN2C(=O)CNC(=O)[C@H](C)NC(=O)C(=O)CC