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CHEBI:71949 - tyrocidine C

Default Structure
ChEBI IDCHEBI:71949
ChEBI Nametyrocidine C
Stars
DefinitionA homodetic cyclic decapeptide consisting of D-Phe, L-Pro, L-Trp, D-Trp, 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
SubmitterGareth Owen
DownloadsMolfile
FormulaC70H89N15O13
Net Charge0
Average Mass1348.574
Monoisotopic Mass1347.67643
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](Cc1cnc3ccccc13)NC(=O)[C@H](Cc1cnc3ccccc13)NC2=O
InChIInChI=1S/C70H89N15O13/c1-38(2)30-51-63(91)83-56(32-40-14-6-5-7-15-40)70(98)85-29-13-21-57(85)68(96)82-54(34-43-37-75-48-19-11-9-17-46(43)48)65(93)80-53(33-42-36-74-47-18-10-8-16-45(42)47)64(92)81-55(35-59(73)88)66(94)76-50(26-27-58(72)87)62(90)79-52(31-41-22-24-44(86)25-23-41)67(95)84-60(39(3)4)69(97)77-49(20-12-28-71)61(89)78-51/h5-11,14-19,22-25,36-39,49-57,60,74-75,86H,12-13,20-21,26-35,71H2,1-4H3,(H2,72,87)(H2,73,88)(H,76,94)(H,77,97)(H,78,89)(H,79,90)(H,80,93)(H,81,92)(H,82,96)(H,83,91)(H,84,95)/t49-,50-,51-,52-,53+,54-,55-,56+,57-,60-/m0/s1
InChIKeyNJMWWUADORPGGY-AJOXBXEMSA-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:
antibacterial agent  A substance (or active part thereof) that kills or slows the growth of bacteria.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
bacterial metabolite  Any prokaryotic metabolite produced during a metabolic reaction in 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 C (CHEBI:71949) has role antibacterial agent (CHEBI:33282)
tyrocidine C (CHEBI:71949) has role bacterial metabolite (CHEBI:76969)
tyrocidine C (CHEBI:71949) has role metabolite (CHEBI:25212)
tyrocidine C (CHEBI:71949) is a homodetic cyclic peptide (CHEBI:24613)
tyrocidine C (CHEBI:71949) is a macrocycle (CHEBI:51026)
tyrocidine C (CHEBI:71949) is a peptide antibiotic (CHEBI:25903)
Incoming Relation(s)
tyrocidine (CHEBI:71947) has part tyrocidine C (CHEBI:71949)
IUPAC Name 
cyclo(L-asparaginyl-L-glutaminyl-L-tyrosyl-L-valyl-L-ornithyl-L-leucyl-D-phenylalanyl-L-prolyl-L-tryptophyl-D-tryptophyl)
Synonym  Source
cyclo-(D-Phe-Pro-Trp-D-Trp-Asn-Gln-Tyr-Val-Orn-Leu)ChEBI
Registry NumbersSources
Reaxys:506204Reaxys