CHEBI:66067 - IC202C

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ChEBI Name IC202C
ChEBI ID CHEBI:66067
Definition An aldoxime isolated from Streptoalloteichus sp.1454-19. It is a siderophore which exhibits immunosuppressive activity on a mixed lymphocyte culture reaction (MLCR).
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C23H44N6O7
Net Charge 0
Average Mass 516.63150
Monoisotopic Mass 516.32715
InChI InChI=1S/C23H44N6O7/c24-14-4-1-8-18-28(35)22(32)12-11-21(31)26-16-6-3-9-19-29(36)23(33)13-10-20(30)25-15-5-2-7-17-27-34/h17,34-36H,1-16,18-19,24H2,(H,25,30)(H,26,31)
InChIKey RPHCJSPQKSVBSH-UHFFFAOYSA-N
SMILES [H]C(CCCCNC(=O)CCC(=O)N(O)CCCCCNC(=O)CCC(=O)N(O)CCCCCN)=NO
Metabolite of Species Details
Streptoalloteichus (NCBI:txid44103) of strain 1454-19 See: PubMed
Roles Classification
Chemical Role(s): siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
siderophore
Any of low-molecular-mass iron(3)-chelating compounds produced by microorganisms for the purpose of the transport and sequestration of iron.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): immunosuppressive agent
An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response.
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ChEBI Ontology
Outgoing IC202C (CHEBI:66067) has role antimicrobial agent (CHEBI:33281)
IC202C (CHEBI:66067) has role immunosuppressive agent (CHEBI:35705)
IC202C (CHEBI:66067) has role metabolite (CHEBI:25212)
IC202C (CHEBI:66067) has role siderophore (CHEBI:26672)
IC202C (CHEBI:66067) is a aliphatic aldoxime (CHEBI:82744)
IC202C (CHEBI:66067) is a hydroxamic acid (CHEBI:24650)
IC202C (CHEBI:66067) is a primary amino compound (CHEBI:50994)
IUPAC Name
N-(5-aminopentyl)-N-hydroxy-N'-{5-[hydroxy(4-{[5-(hydroxyimino)pentyl]amino}-4-oxobutanoyl)amino]pentyl}butanediamide
Registry Number Type Source
8461962 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
10726924 PubMed citation Europe PMC
11217808 PubMed citation Europe PMC
11592505 PubMed citation Europe PMC
Last Modified
28 October 2014