EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:71948 - tyrocidine B

ChEBI IDCHEBI:71948
ChEBI Nametyrocidine B
Stars
DefinitionA homodetic cyclic decapeptide consisting of D-Phe, L-Pro, L-Trp, 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
SubmitterGareth Owen
DownloadsMolfile
FormulaC68H88N14O13
Net Charge0
Average Mass1309.537
Monoisotopic Mass1308.66553
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](Cc1cnc3ccccc13)NC2=O
InChIInChI=1S/C68H88N14O13/c1-38(2)31-49-61(88)80-54(34-41-17-9-6-10-18-41)68(95)82-30-14-22-55(82)66(93)79-52(35-43-37-72-46-20-12-11-19-45(43)46)63(90)77-50(32-40-15-7-5-8-16-40)62(89)78-53(36-57(71)85)64(91)73-48(27-28-56(70)84)60(87)76-51(33-42-23-25-44(83)26-24-42)65(92)81-58(39(3)4)67(94)74-47(21-13-29-69)59(86)75-49/h5-12,15-20,23-26,37-39,47-55,58,72,83H,13-14,21-22,27-36,69H2,1-4H3,(H2,70,84)(H2,71,85)(H,73,91)(H,74,94)(H,75,86)(H,76,87)(H,77,90)(H,78,89)(H,79,93)(H,80,88)(H,81,92)/t47-,48-,49-,50+,51-,52-,53-,54+,55-,58-/m0/s1
InChIKeyPUVWPDQSNYAMEH-UQHIYWQBSA-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 B (CHEBI:71948) has role antibacterial agent (CHEBI:33282)
tyrocidine B (CHEBI:71948) has role bacterial metabolite (CHEBI:76969)
tyrocidine B (CHEBI:71948) is a homodetic cyclic peptide (CHEBI:24613)
tyrocidine B (CHEBI:71948) is a macrocycle (CHEBI:51026)
tyrocidine B (CHEBI:71948) is a peptide antibiotic (CHEBI:25903)
Incoming Relation(s)
tyrocidine (CHEBI:71947) has part tyrocidine B (CHEBI:71948)
IUPAC Name 
cyclo(L-asparaginyl-L-glutaminyl-L-tyrosyl-L-valyl-L-ornithyl-L-leucyl-D-phenylalanyl-L-prolyl-L-tryptophyl-D-phenylalanyl)
Synonym  Source
cyclo-(D-Phe-Pro-Trp-D-Phe-Asn-Gln-Tyr-Val-Orn-Leu)ChEBI
Registry NumbersSources
Reaxys:505981Reaxys
Citations