Mycothione (BioCAD00000014330)

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Metabolite Card

Formula: C34H58N4O24S2 (970.2882)
SMILES: CC(=O)N[C@@H](CSSC[C@H](NC(C)=O)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O)C(=O)N[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](O)[C@H]1O

Synonyms [en]

Mycothione; MSSM; 2-acetylamino-3-[2-acetylamino-2-[[4,5-dihydroxy-6-(hydroxymethyl)-2-(2,3,4,5,6-pentahydroxycyclohexoxy)-tetrahydropyran-3-yl]carbamoyl]ethyl]disulfanyl-N-[4,5-dihydroxy-6-(hydroxymethyl)-2-(2,3,4,5,6-pentahydroxycyclohexoxy)-tetrahydropyran-3-yl]-propanamide; (2R,2'R)-3,3'-disulfanediylbis{2-(acetylamino)-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-{[(1S,2R,3R,4S,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy}tetrahydro-2H-pyran-3-yl]propanamide}; Mycothiol disulfide; (2R)-2-acetamido-3-[[(2R)-2-acetamido-3-[[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]amino]-3-oxopropyl]disulfanyl]-N-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-2-[(2R,3R,5S,6R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyoxan-3-yl]propanamide

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Mycothione. 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: BioCAD00000014330). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

The disulfide resulting from oxidative coupling of the thiol groups of two molecules of mycothiol." []

Entity Information

DBLinks

Other DBLinks
  • PubChem: 11320601
  • ChEBI: ChEBI:16086
  • KEGG: C11502
  • BioCyc: MYCOTHIONE
  • Metlin: METLIN_69077

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R05715 1.8.1.15 mycothiol:NAD+ oxidoreductase
KEGG:R05716 1.8.1.15 mycothiol:NADP+ oxidoreductase
Rhea:RHEA:12686 1.8.1.15 2 mycothiol + NADP+ => mycothione + NADPH + H+
Rhea:RHEA:12687 1.8.1.15 mycothione + NADPH + H+ => 2 mycothiol + NADP+
Rhea:RHEA:12688 1.8.1.15 2 mycothiol + NADP+ <=> mycothione + NADPH + H+
Rhea:RHEA:12690 1.8.1.15 2 mycothiol + NAD+ => mycothione + NADH + H+
Rhea:RHEA:12691 1.8.1.15 mycothione + NADH + H+ => 2 mycothiol + NAD+
Rhea:RHEA:12692 1.8.1.15 2 mycothiol + NAD+ <=> mycothione + NADH + H+
BioCyc:RXN1G-6 2 CPD1G-2 + HYDROGEN-PEROXIDE --> MYCOTHIONE + 2 WATER
BioCyc:RXN-11188 mycothiol:mycothiol-mycoredoxin disulfide mycothiol transferase
BioCyc:1.8.1.15-RXN 1.8.1.15 MYCOTHIONE + NADH-P-OR-NOP + PROTON --> 2 CPD1G-2 + NAD-P-OR-NOP
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Organism Source

Taxonomy Source

Pathway Synthetic

pathway id name
BioCyc:META_PWY-6421 arsenate detoxification III (mycothiol)
BioCyc:META_PWY1G-126 mycothiol oxidation
BioCyc:MTBH37RV_PWY1G-126 mycothiol oxidation
Reactome:R-HSA-9635486 Infection with Mycobacterium tuberculosis
Reactome:R-HSA-9824439 Bacterial Infection Pathways
Reactome:R-HSA-1643685 Disease
Reactome:R-HSA-1222538 Tolerance by Mtb to nitric oxide produced by macrophages
Reactome:R-MTU-870392 Mycobacterium tuberculosis biological processes
Reactome:R-HSA-1222499 Latent infection - Other responses of Mtb to phagocytosis
Reactome:R-MTU-870331 Mycothiol metabolism
Reactome:R-HSA-5663205 Infectious disease
View All Pathways