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CHEBI:140174 - malacidin B

ChEBI IDCHEBI:140174
ChEBI Namemalacidin B
Stars
DefinitionA homodetic cyclic peptide that is malacidin A in which the (2E,4Z)-8-methylnona-2,4-dienoyl group has been replaced by a (2E,4Z)-8-methyldeca-2,4-dienoyl group.
Last Modified20 February 2018
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC57H90N12O20
Net Charge0
Average Mass1263.411
Monoisotopic Mass1262.63943
SMILESCCC(C)CC/C=C\C=C\C(=O)N[C@H](C(=O)N[C@@H]1C(=O)N[C@H](C(C)C)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](C(O)C(=O)O)C(=O)N[C@@H](CC(=O)O)C(=O)NCC(=O)N[C@H](C(C)C(=O)O)C(=O)N[C@@H](C(C)C)C(=O)N2C[C@H](C)C[C@H]2C(=O)NC1C)C(C)C(=O)O
InChIInChI=1S/C57H90N12O20/c1-11-28(6)18-14-12-13-15-20-36(70)63-41(30(8)55(84)85)51(80)67-43-32(10)60-48(77)35-22-29(7)25-69(35)54(83)40(27(4)5)66-50(79)42(31(9)56(86)87)64-37(71)24-59-46(75)34(23-38(72)73)62-53(82)44(45(74)57(88)89)68-47(76)33(19-16-17-21-58)61-49(78)39(26(2)3)65-52(43)81/h12-13,15,20,26-35,39-45,74H,11,14,16-19,21-25,58H2,1-10H3,(H,59,75)(H,60,77)(H,61,78)(H,62,82)(H,63,70)(H,64,71)(H,65,81)(H,66,79)(H,67,80)(H,68,76)(H,72,73)(H,84,85)(H,86,87)(H,88,89)/b13-12-,20-15+/t28?,29-,30?,31?,32?,33+,34+,35+,39-,40+,41+,42-,43+,44+,45?/m1/s1
InChIKeySMTCDPMWINUUKC-AVBBYWJWSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
calcium-dependent antibiotics  Any antimicrobial agent whose activity is dependent on the presence of calcium ions.
ChEBI Ontology
Outgoing Relation(s)
malacidin B (CHEBI:140174) has role antibacterial agent (CHEBI:33282)
malacidin B (CHEBI:140174) has role bacterial metabolite (CHEBI:76969)
malacidin B (CHEBI:140174) has role calcium-dependent antibiotics (CHEBI:140190)
malacidin B (CHEBI:140174) is a homodetic cyclic peptide (CHEBI:24613)
malacidin B (CHEBI:140174) is a lipopeptide (CHEBI:46895)
IUPAC Name 
N-[(2S)-3-amino-2-({3-methyl-N-[(2E,4Z)-8-methyldeca-2,4-dienoyl]-L-α-aspartyl}amino)butanoyl]-D-valyl-L-lysyl-3-hydroxy-L-α-aspartyl-L-α-aspartylglycyl-3-methyl-D-α-aspartyl-L-valyl-(4R)-4-methyl-L-proline
Manual XrefsDatabases
MalacidinWikipedia
Citations