CHEBI:75046 - phleomycin D1

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ChEBI Name phleomycin D1
ChEBI ID CHEBI:75046
ChEBI ASCII Name phleomycin D1
Definition A glycopeptide originally isolated from the bacterium Streptomyces verticillus which contains a (4'R)-4',5'-dihydro-2,4'-bi-1,3-thiazole-2',4-diyl moiety with a a 4-guanidylbutylaminocarbonyl group attached to the 4-position of the terminal thiazole ring. Like all phleomycins, phleomycin D1 can form complexes with redox-active metals such as Co, Cu, and Fe.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C55H86N20O21S2
Net Charge 0
Average Mass 1427.52300
Monoisotopic Mass 1426.57178
InChI InChI=1S/C55H86N20O21S2/c1-19-32(72-45(75-43(19)58)24(11-30(57)79)67-12-23(56)44(59)85)49(89)74-34(40(25-13-63-18-68-25)94-53-42(38(83)36(81)28(14-76)93-53)95-52-39(84)41(96-55(62)91)37(82)29(15-77)92-52)50(90)69-21(3)35(80)20(2)46(86)73-33(22(4)78)48(88)65-10-7-31-70-27(17-97-31)51-71-26(16-98-51)47(87)64-8-5-6-9-66-54(60)61/h13,16,18,20-24,27-29,33-42,52-53,67,76-78,80-84H,5-12,14-15,17,56H2,1-4H3,(H2,57,79)(H2,59,85)(H2,62,91)(H,63,68)(H,64,87)(H,65,88)(H,69,90)(H,73,86)(H,74,89)(H2,58,72,75)(H4,60,61,66)/t20-,21+,22+,23-,24-,27+,28-,29+,33-,34-,35-,36+,37+,38-,39-,40-,41-,42-,52+,53-/m0/s1
InChIKey CWCMIVBLVUHDHK-ZSNHEYEWSA-N
SMILES [H][C@](C)(NC(=O)[C@@]([H])(NC(=O)c1nc(nc(N)c1C)[C@H](CC(N)=O)NC[C@H](N)C(N)=O)[C@@]([H])(O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O[C@H]1O[C@H](CO)[C@@H](O)[C@H](OC(N)=O)[C@@H]1O)c1c[nH]cn1)[C@@H](O)[C@H](C)C(=O)N[C@@]([H])([C@@H](C)O)C(=O)NCCC1=N[C@]([H])(CS1)c1nc(cs1)C(=O)NCCCCNC(N)=N
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
chelator
A ligand with two or more separate binding sites that can bind to a single metallic central atom, forming a chelate.
(via chelate-forming peptide )
Biological Role(s): 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 )
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing phleomycin D1 (CHEBI:75046) has role antibacterial agent (CHEBI:33282)
phleomycin D1 (CHEBI:75046) has role antifungal agent (CHEBI:35718)
phleomycin D1 (CHEBI:75046) has role antimicrobial agent (CHEBI:33281)
phleomycin D1 (CHEBI:75046) has role antineoplastic agent (CHEBI:35610)
phleomycin D1 (CHEBI:75046) has role bacterial metabolite (CHEBI:76969)
phleomycin D1 (CHEBI:75046) is a bi-1,3-thiazole (CHEBI:48879)
phleomycin D1 (CHEBI:75046) is a chelate-forming peptide (CHEBI:23089)
phleomycin D1 (CHEBI:75046) is a disaccharide derivative (CHEBI:63353)
phleomycin D1 (CHEBI:75046) is a glycopeptide (CHEBI:24396)
phleomycin D1 (CHEBI:75046) is a guanidines (CHEBI:24436)
Incoming phleomycin (CHEBI:75044) has part phleomycin D1 (CHEBI:75046)
Manual Xref Database
Zeocin Wikipedia
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Registry Number Type Source
6800323 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
22500807 PubMed citation Europe PMC
6162468 PubMed citation Europe PMC
6180762 PubMed citation Europe PMC
6189587 PubMed citation Europe PMC
818624 PubMed citation Europe PMC
Last Modified
23 April 2015
General Comment
2015-04-23 Phleomycin D1 is a member of the class of glycopeptide antibiotics.