gliotoxin (Q413364)

participant

1 reference

Gene Ontology release 2019-11-16

gliotoxin catabolic process

reactant

1 reference

Gene Ontology release 2019-11-16

gliotoxin biosynthetic process

product

1 reference

Gene Ontology release 2020-05-02

chemical structure

Gliotoxin.png
1,143 × 691; 15 KB

1 reference

imported from Wikimedia project

German Wikipedia

mass

326.039 dalton

1 reference

Aspergillin (English)

(1R,7S,8R,11R)-7-hydroxy-11-(hydroxymethyl)-15-methyl-12,13-dithia-9,15-diazatetracyclo[9.2.2.01,9.03,8]pentadeca-3,5-diene-10,14-dione

5 October 2016

stereoisomer of

1 reference

based on heuristic

inferred from InChI

chemical formula

C₁₃H₁₄N₂O₄S₂

1 reference

Aspergillin (English)

20 November 2016

canonical SMILES

CN1C(=O)C23CC4=CC=CC(C4N2C(=O)C1(SS3)CO)O

1 reference

Aspergillin (English)

20 November 2016

isomeric SMILES

CN1C(=O)[C@]23CC4=CC=C[C@@H]([C@H]4N2C(=O)[C@]1(SS3)CO)O

1 reference

Aspergillin (English)

20 November 2016

found in taxon

Aspergillus fumigatus

4 references

The isolation and identification of a new metabolite from Aspergillus fumigatus related to gliotoxin

Production of Gliotoxin by Aspergillus fumigatus mut. helvola Yuill

Transannular disulfide formation in gliotoxin biosynthesis and its role in self-resistance of the human pathogen Aspergillus fumigatus

A new gliotoxin analogue from a marine-derived fungus Aspergillus fumigatus Fres

Aspergillus flavus

1 reference

An Inhibitor of Acetolactate Synthase from a Microbe

Aspergillus cejpii

1 reference

Production, mutagenicity, and immunotoxicity of gliotoxin

Trichoderma deliquescens

3 references

New piperazinedione metabolites of Gliocladium deliquescens

Inhibition of farnesyl-protein transferase by gliotoxin and acetylgliotoxin

Biosynthesis of bisdethiobis(methylthio)gliotoxin, a new metabolite of Gliocladium deliquescens

Gliocladium flavofuscum

2 references

Metabolites of Gliocladium flavofuscum

Two pyrones from Gliocladium vermoesenii

Trichoderma virens

4 references

New co-metabolites of gliotoxin in Gliocladium virens

Isolation and Localization of the Antibiotic Gliotoxin Produced byGliocladium virensfrom Alginate Prill in Soil and Soilless Media

Mutational Analysis of Gliotoxin Production by the Biocontrol FungusGliocladium virensin Relation to Suppression of Pythium Damping-off

Characterization of major secondary metabolites produced in soilless mix by a formulated strain of the biocontrol fungus Gliocladium virens

Penicillium glabrum

2 references

Gliotoxin-E: A New Biologically-Active Epipolythiodioxopiperazine Isolated From Penicillium terlikowskii

Studies of platelet activating factor (PAF) antagonists from microbial products. I. Bisdethiobis(methylthio)gliotoxin and its derivatives

Trichoderma viride

2 references

cyclo-(L-Phenylalanyl-L-seryl) as an intermediate in the biosynthesis of gliotoxin

The biosynthetic incorporation of [phenyl-3H]phenylalanine into gliotoxin

Streptomyces

1 reference

Julichrome derivatives and gliotoxin from a soil derived Streptomyces sp

Penicillium

2 references

Gliotoxin analogues from a marine-derived fungus, Penicillium sp., and their cytotoxic and histone methyltransferase inhibitory activities

Phenopyrrozin, a new radical scavenger produced by Penicillium sp. FO-2047

Dichotomomyces cejpii

1 reference

Production, mutagenicity, and immunotoxicity of gliotoxin

immunosuppressive drug

1 reference

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

Medical Subject Headings

15 March 2018

Gliotoxin

0 references

Identifiers

InChI

1 reference

Aspergillin (English)

FIVPIPIDMRVLAY-RBJBARPLSA-N

20 November 2016

InChIKey

2 references

Aspergillin (English)

20 November 2016

ChEBI release 2020-09-01

CAS Registry Number

67-99-2

2 references

Global Substance Registration System

UNII

5L648PH06K

FIVPIPIDMRVLAY-RBJBARPLSA-N

gliotoxin (English)

20 November 2016

9 April 2021

https://commonchemistry.cas.org/detail?cas_rn=67-99-2

1 reference

Gliotoxin (English)

20 November 2016

1 reference

Aspergillin (English)

20 November 2016

Reaxys registry number

50675

1 reference

gliotoxin (English)

5 October 2016

mapping relation type

1 reference

GLIOTOXIN (English)

20 November 2016

1 reference

DSSTOX compound identifier

GLIOTOXIN (English)

20 November 2016

1 reference

0 references

DTXCID701015261

0 references

EC number

636-170-3

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.163.992

27 December 2018

ECHA Substance Infocard ID

(3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione (English)

quotation

CAS no.: 67-99-2 (English)

100.163.992

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.163.992

27 December 2018

Global Substance Registration System

(3R,5aS,6S,10aR)-2,3,5a,6-Tetrahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-10H-3,10a-epidithiopyrazino[1,2-a]indole-1,4-dione (English)

quotation

CAS no.: 67-99-2 (English)

MeSH descriptor ID

D005912

subject named as

Gliotoxin

0 references

0 references

0 references

1 reference

UNII

5L648PH06K

gliotoxin (English)

20 November 2016

1 reference

Global Substance Registration System

gliotoxin (English)

5 October 2016

1 reference

UNII

5L648PH06K

gliotoxin (English)

20 November 2016

0 references

1 reference

https://docs.openalex.org/download-snapshot/snapshot-data-format

gliotoxin (English)

5 October 2016

1 reference

28 October 2013

Microsoft Academic ID

0 references

1 reference

26 January 2022

UMLS CUI

C0017641

1 reference

based on heuristic

inferred by common MeSH mappings on source and on Wikidata

UMLS 2023