CHEBI:71948 - tyrocidine B

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ChEBI Name tyrocidine B
ChEBI ID CHEBI:71948
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C68H88N14O13
Net Charge 0
Average Mass 1309.51230
Monoisotopic Mass 1308.66553
InChI InChI=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
InChIKey PUVWPDQSNYAMEH-UQHIYWQBSA-N
SMILES [H][C@@]1(Cc2ccc(O)cc2)NC(=O)[C@H](CCC(N)=O)NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)[C@]2([H])CCCN2C(=O)[C@@H](Cc2ccccc2)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CCCN)NC(=O)[C@@H](NC1=O)C(C)C
Metabolite of Species Details
Brevibacillus brevis (NCBI:txid1393) of strain ATCC 8185 See: PubMed
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): 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.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via peptide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 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 Number Type Source
505981 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
4987425 PubMed citation Europe PMC
5009436 PubMed citation Europe PMC
Last Modified
27 March 2015