CHEBI:140173 - malacidin A

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ChEBI Name malacidin A ChEBI ID CHEBI:140173 Definition A homodetic cyclic peptide containing a 28-membered ring and consisting of 3-methyl-N-[(2E,4Z)-8-methylnona-2,4-dienoyl]-L-α-aspartyl, (2S)-2,3-diaminobutanoyl, D-valyl, L-lysyl, 3-hydroxy-L-α-aspartyl, L-α-aspartyl, glycyl, 3-methyl-D-α-aspartyl, L-valyl, and (4R)-methyl-L-proline joined in sequence and cyclised by condensation of the β-amino group of the 2,3-diaminobutanoyl residue with the carboxy group of the 4-methylproline residue. Stars This entity has been manually annotated by the ChEBI Team. Submitter Kristian Axelsen Supplier Information Download Molfile XML SDF Find compounds which contain this structure Find compounds which resemble this structure Take structure to the Advanced Search Wikipedia License Read full article at Wikipedia Formula C56H88N12O20 Net Charge 0 Average Mass 1249.369 Monoisotopic Mass 1248.62378 InChI InChI=1S/C56H88N12O20/c1-25(2)17-13-11-12-14-19-35(69)62-40(29(8)54(83)84)50(79)66-42-31(10)59-47(76)34-21-28(7)24-68(34)53(82)39(27(5)6)65-49(78)41(30(9)55(85)86)63-36(70)23-58-45(74)33(22-37(71)72)61-52(81)43(44(73)56(87)88)67-46(75)32(18-15-16-20-57)60-48(77)38(26(3)4)64-51(42)80/h11-12,14,19,25-34,38-44,73H,13,15-18,20-24,57H2,1-10H3,(H,58,74)(H,59,76)(H,60,77)(H,61,81)(H,62,69)(H,63,70)(H,64,80)(H,65,78)(H,66,79)(H,67,75)(H,71,72)(H,83,84)(H,85,86)(H,87,88)/b12-11-,19-14+/t28-,29?,30?,31?,32+,33+,34+,38-,39+,40+,41-,42+,43+,44?/m1/s1 InChIKey USNOUEMKNKRWQT-ORRWAHHJSA-N SMILES C(N[C@@H]1C(N[C@@H](C(N[C@@H](CCCCN)C(N[C@H](C(N[C@H](C(NCC(N[C@@H](C(N[C@H](C(N2[C@H](C(NC1C)=O)C[C@H](C2)C)=O)C(C)C)=O)C(C)C(=O)O)=O)=O)CC(O)=O)=O)C(C(O)=O)O)=O)=O)C(C)C)=O)([C@@H](NC(/C=C/C=C\CCC(C)C)=O)C(C)C(=O)O)=O Roles Classification Chemical Role(s): Bronsted base A molecular entity capable of accepting a hydron from a donor (Bronsted acid). (via organic amino compound ) Biological Role(s): 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. antibacterial agent A substance (or active part thereof) that kills or slows the growth of bacteria. View more via ChEBI Ontology ChEBI Ontology Outgoing malacidin A (CHEBI:140173) has role antibacterial agent (CHEBI:33282) malacidin A (CHEBI:140173) has role bacterial metabolite (CHEBI:76969) malacidin A (CHEBI:140173) has role calcium-dependent antibiotics (CHEBI:140190) malacidin A (CHEBI:140173) is a homodetic cyclic peptide (CHEBI:24613) malacidin A (CHEBI:140173) is a lipopeptide (CHEBI:46895) IUPAC Name N-[(4S,7R,10S,13S,16S,22R,25S,29R,30aS)-10-(4-aminobutyl)-22-(1-carboxyethyl)-13-[carboxy(hydroxy)methyl]-16-(carboxymethyl)-7,25-diisopropyl-3,29-dimethyl-1,5,8,11,14,17,20,23,26-nonaoxotriacontahydropyrrolo[2,1-c][1,4,7,10,13,16,19,22,25]nonaazacyclooctacosin-4-yl]-3-methyl-N2-[(2E,4Z)-8-methylnona-2,4-dienoyl]-L-α-asparagine Manual Xref Database Malacidin Wikipedia View more database links Citation Type Source 29434326 PubMed citation SUBMITTER Last Modified 20 February 2018