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CHEBI:29701 - tyrocidine A

ChEBI IDCHEBI:29701
ChEBI Nametyrocidine A
Stars
DefinitionA homodetic cyclic decapeptide consisting of D-Phe, L-Pro, L-Phe, D-Phe, L-Asn, L-Gln, L-Tyr, L-Val, L-Orn, and L-Leu residues coupled in sequence and cyclised head-to-tail.
Last Modified27 March 2015
DownloadsMolfile
FormulaC66H87N13O13
Net Charge0
Average Mass1270.500
Monoisotopic Mass1269.65463
SMILES[H][C@@]12CCCN1C(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCN)NC(=O)[C@H](C(C)C)NC(=O)[C@]([H])(Cc1ccc(O)cc1)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](Cc1ccccc1)NC(=O)[C@H](Cc1ccccc1)NC2=O
InChIInChI=1S/C66H87N13O13/c1-38(2)32-47-59(85)77-52(36-42-20-12-7-13-21-42)66(92)79-31-15-23-53(79)64(90)76-49(34-41-18-10-6-11-19-41)61(87)74-48(33-40-16-8-5-9-17-40)60(86)75-51(37-55(69)82)62(88)70-46(28-29-54(68)81)58(84)73-50(35-43-24-26-44(80)27-25-43)63(89)78-56(39(3)4)65(91)71-45(22-14-30-67)57(83)72-47/h5-13,16-21,24-27,38-39,45-53,56,80H,14-15,22-23,28-37,67H2,1-4H3,(H2,68,81)(H2,69,82)(H,70,88)(H,71,91)(H,72,83)(H,73,84)(H,74,87)(H,75,86)(H,76,90)(H,77,85)(H,78,89)/t45-,46-,47-,48+,49-,50-,51-,52+,53-,56-/m0/s1
InChIKeyGSXRBRIWJGAPDU-BBVRJQLQSA-N
Species of MetaboliteComponentSourceComments
Brevibacillus brevis (ncbitaxon:1393) - PubMed (4320358) Strain: ATCC 8185
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in bacteria.
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
ChEBI Ontology
Outgoing Relation(s)
tyrocidine A (CHEBI:29701) has role antibacterial agent (CHEBI:33282)
tyrocidine A (CHEBI:29701) has role bacterial metabolite (CHEBI:76969)
tyrocidine A (CHEBI:29701) is a homodetic cyclic peptide (CHEBI:24613)
tyrocidine A (CHEBI:29701) is a macrocycle (CHEBI:51026)
tyrocidine A (CHEBI:29701) is a peptide antibiotic (CHEBI:25903)
Incoming Relation(s)
tyrocidine (CHEBI:71947) has part tyrocidine A (CHEBI:29701)
IUPAC Name 
cyclo(L-asparaginyl-L-glutaminyl-L-tyrosyl-L-valyl-L-ornithyl-L-leucyl-D-phenylalanyl-L-prolyl-L-phenylalanyl-D-phenylalanyl)
Synonyms  Source
cyclo-(D-Phe-Pro-Phe-D-Phe-Asn-Gln-Tyr-Val-Orn-Leu)ChEBI
cyclo-(D-PheProPhe-D-PheAsnGlnTyrValOrnLeu)ChEBI
TrcAChEBI
Manual XrefsDatabases
C12041KEGG COMPOUND
Registry NumbersSources
Reaxys:505927Reaxys
CAS:8011-61-8KEGG COMPOUND
Citations