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CHEBI:5385 - gliotoxin
| Formula | C13H14N2O4S2 |
| Net Charge | 0 |
| Average Mass | 326.399 |
| Monoisotopic Mass | 326.03950 |
| SMILES | [H][C@]12C(=CC=C[C@@H]1O)C[C@]13SS[C@](CO)(C(=O)N21)N(C)C3=O |
| InChI | InChI=1S/C13H14N2O4S2/c1-14-10(18)12-5-7-3-2-4-8(17)9(7)15(12)11(19)13(14,6-16)21-20-12/h2-4,8-9,16-17H,5-6H2,1H3/t8-,9-,12+,13+/m0/s1 |
| InChIKey | FIVPIPIDMRVLAY-RBJBARPLSA-N |
| Wikipedia |
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| Roles Classification |
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| Chemical Role: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). |
| Biological Roles: | 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. EC 2.5.1.58 (protein farnesyltransferase) inhibitor An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of protein farnesyltransferase (EC 2.5.1.58), one of the three enzymes in the prenyltransferase group. antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. mycotoxin Poisonous substance produced by fungi. |
| Applications: | 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. proteasome inhibitor A drug that blocks the action of proteasomes, cellular complexes that break down proteins. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| gliotoxin (CHEBI:5385) has role antifungal agent (CHEBI:35718) |
| gliotoxin (CHEBI:5385) has role EC 2.5.1.58 (protein farnesyltransferase) inhibitor (CHEBI:64133) |
| gliotoxin (CHEBI:5385) has role immunosuppressive agent (CHEBI:35705) |
| gliotoxin (CHEBI:5385) has role mycotoxin (CHEBI:25442) |
| gliotoxin (CHEBI:5385) has role proteasome inhibitor (CHEBI:52726) |
| gliotoxin (CHEBI:5385) is a dipeptide (CHEBI:46761) |
| gliotoxin (CHEBI:5385) is a organic disulfide (CHEBI:35489) |
| gliotoxin (CHEBI:5385) is a organic heterotetracyclic compound (CHEBI:38163) |
| gliotoxin (CHEBI:5385) is a pyrazinoindole (CHEBI:64130) |
| IUPAC Name |
|---|
| (3R,5aS,6S,10aR)-6-hydroxy-3-(hydroxymethyl)-2-methyl-2,3,6,10-tetrahydro-5aH-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione |
| Synonym | Source |
|---|---|
| Aspergillin | ChemIDplus |
| Citations |
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