Trypanothione (BioCAD00000018967)

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Metabolite Card

Formula: C27H49N9O10S2 (723.3044)
SMILES: N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O)C(O)=O

Synonyms [en]

Reduced trypanothione; Trypanothione; N1,N8-Bis(glutathionyl)spermidine; BIS(GAMMA-glutamyl-cysteinyl-glycinyl)spermidine; N1,N8-Bis(gamma-L-glutamyl-L-cysteinyl-glycyl)spermidine; Trypanothion

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Trypanothione. 数据之源，洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000018967). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Leishmaniasis is a neglected disease caused by Leishmania, an intracellular protozoan parasite which possesses a unique thiol metabolism based on trypanothione. (PMID: 22928053) Trypanosomatids, the causative agents of several tropical diseases, rely on trypanothione as principal low molecular mass thiol, and their glutaredoxins readily react with the unique bis(glutathionyl) spermidine conjugate. (PMID: 22978520) Among the potential molecular target, Trypanothione reductase (TR) is considered an ideal enzyme since it is involved in the unique thiol-based metabolism observed in the Trypanosomatidae family and is a validated target for the search of antitrypanosomatidae drugs. (PMID: 23410156)

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 96304-42-6
  • PubChem: 449517
  • ChEBI: ChEBI:17842
  • HMDB: HMDB0060520
  • KEGG: C02090
  • Wikipedia: Trypanothione
  • DrugBank: DB03470
  • RefMet: RM0160415
  • Metlin: METLIN_63640
  • Coconut NaturalProduct: CNP0553271.1

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R03821 1.8.1.12 trypanathione:NADP+ oxidoreductase
KEGG:R03822 6.3.1.9 glutathionylspermidine:glutathione ligase (ADP-forming)
KEGG:R08350 3.5.1.- glutathione:glutathionylspermidine amidase
KEGG:R08358 C02090 + C05422<=>C03170 + C00072
KEGG:R08361 C02090 + C16664<=>C03170 + C16663
KEGG:R08362 1.11.1.- trypanothione:hydroperoxide oxidoreductase
KEGG:R08364 1.17.4.1 2'-deoxyribonucleoside-diphosphate:trypanothione-disulfide 2'-oxidoreductase
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:LEISH_PWY3IU-1025 trypanothione redox reactions
BioCyc:LEISH_TRYPANOSYN-PWY trypanothione biosynthesis
BioCyc:LEISH_PWY3IU-139 glyoxalase pathway
BioCyc:TRYPANO_TRYPANOSYN-PWY trypanothione biosynthesis
View All Pathways