CHEBI:68741 - chetomin

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ChEBI Name chetomin
ChEBI ID CHEBI:68741
Definition An organic heteropentacyclic compound of the class of epipolythiodioxopiperazine. Isolated from Chaetomium globosum and Farrowia seminuda, it exhibits immunosuppressive activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H30N6O6S4
Net Charge 0
Average Mass 710.86700
Monoisotopic Mass 710.111
InChI InChI=1S/C31H30N6O6S4/c1-33-25(42)30(15-38)34(2)23(40)28(33,44-46-30)12-17-13-36(21-11-7-4-8-18(17)21)27-14-29-24(41)35(3)31(16-39,47-45-29)26(43)37(29)22(27)32-20-10-6-5-9-19(20)27/h4-11,13,22,32,38-39H,12,14-16H2,1-3H3
InChIKey ZRZWBWPDBOVIGQ-UHFFFAOYSA-N
SMILES CN1C(=O)C23CC4(C(Nc5ccccc45)N2C(=O)C1(CO)SS3)n1cc(CC23SSC(CO)(N(C)C2=O)C(=O)N3C)c2ccccc12
Metabolite of Species Details
Farrowia seminuda (NCBI:txid110149) See: PubMed
Chaetomium globosum (NCBI:txid38033) See: PubMed
Chaetomium tenuissium See: CiteXplore
Roles Classification
Biological Role(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.
Chaetomium metabolite
Any fungal metabolite produced during a metabolic reaction in the mould, Chaetomium.
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 chetomin (CHEBI:68741) has role Chaetomium metabolite (CHEBI:76960)
chetomin (CHEBI:68741) has role immunosuppressive agent (CHEBI:35705)
chetomin (CHEBI:68741) is a indoles (CHEBI:24828)
chetomin (CHEBI:68741) is a organic disulfide (CHEBI:35489)
chetomin (CHEBI:68741) is a organic heteropentacyclic compound (CHEBI:38164)
IUPAC Name
3-(hydroxymethyl)-10b-(3-{[4-(hydroxymethyl)-5,7-dimethyl-6,8-dioxo-2,3-dithia-5,7-diazabicyclo[2.2.2]oct-1-yl]methyl}-1H-indol-1-yl)-2-methyl-2,3,5a,6,10b,11-hexahydro-3,11a-epidithiopyrazino[1ʼ,2ʼ:1,5]pyrrolo[2,3-b]indole-1,4-dione
Manual Xref Database
2592 ChemSpider
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Registry Numbers Types Sources
1403-36-7 CAS Registry Number ChemIDplus
5722511 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
14738397 PubMed citation Europe PMC
Last Modified
13 January 2014