ergothioneine

amino acid

DBpedia resource is: http://dbpedia.org/resource/Ergothioneine

Abstract is: Ergothioneine is a naturally occurring amino acid and is a thiourea derivative of histidine, containing a sulfur atom on the imidazole ring. This compound occurs in relatively few organisms, notably Actinomycetota, "Cyanobacteria", and certain fungi. Ergothioneine was discovered in 1909 and named after the ergot fungus from which it was first purified, with its structure being determined in 1911. In humans, ergothioneine is acquired exclusively through the diet and accumulates in erythrocytes, bone marrow, liver, kidney, seminal fluid, and eyes. Although the effect of ergothioneine in vivo is under preliminary research, its physiological role in humans is unknown. Ergothioneine is sold as a dietary supplement.

Wikimedia Commons category is Ergothioneine

C₉H₁₅N₃O₂S

ergothioneine is …
instance of (P31):
type of chemical entityQ113145171

sublass of (P279):
imidazole alkaloidQ84737692

External links are
P233canonical SMILESC[N+](C)(C)C(CC1=CNC(=S)N1)C(=O)[O-]
P231CAS Registry Number497-30-3
P683ChEBI ID4828
82707
P661ChemSpider ID4508619
P3073CosIng number56156
P9272DeCS ID4963
P715DrugBank IDDB17614
P3117DSSTox substance IDDTXSID901020082
P232EC number207-843-5
P2566ECHA Substance Infocard ID100.007.131
P1417Encyclopædia Britannica Online IDscience/ergothioneine
P646Freebase ID/m/05q74dt
P2057Human Metabolome Database IDHMDB0003045
P234InChIInChI=1S/C9H15N3O2S/c1-12(2,3)7(8(13)14)4-6-5-10-9(15)11-6/h5,7H,4H2,1-3H3,(H2-,10,11,13,14,15)/t7-/m0/s1
P235InChIKeySSISHJJTAXXQAX-ZETCQYMHSA-N
P2017isomeric SMILESC[N+](C)(C)[C@@H](CC1=CNC(=S)N1)C(=O)[O-]
P665KEGG IDC05570
P2064KNApSAcK IDC00053098
P6689MassBank accession IDMSBNK-UFZ-UA006001
P486MeSH descriptor IDD004880
P672MeSH tree codeD02.886.489.225
D12.125.072.329.269
P6366Microsoft Academic ID2777771644
P2840NSC number7175
P10283OpenAlex IDC2777771644
P11199Probes And Drugs IDPD018908
P662PubChem CID5351619
57509571
P1579Reaxys registry number5755696
P3345RxNorm ID1314350
P2877SureChEMBL IDSCHEMBL9985141
SCHEMBL188141
SCHEMBL188140
P2892UMLS CUIC0014713
P11089UniChem compound ID1096589
P652UNIIBDZ3DQM98W

P703found in taxonCaenorhabditis elegansQ91703
P2067mass229.088498
P361part ofergothioneine metabolic processQ22274961
ergothioneine biosynthetic processQ22274965
ergothioneine biosynthesis from N-alpha,N-alpha,N-alpha-trimethyl-L-histidineQ22274967
ergothioneine catabolic processQ22274972
P3364stereoisomer ofL-(+)-ErgothioneineQ72471043
P2868subject has roleantioxidantQ133948

Reverse relations

has part(s) (P527)
Q50299548SLC22A4 cotransports ERGT, Na+ from extracellular region to cytosol
Q22274967ergothioneine biosynthesis from N-alpha,N-alpha,N-alpha-trimethyl-L-histidine
Q22274965ergothioneine biosynthetic process
Q22274972ergothioneine catabolic process
Q22274961ergothioneine metabolic process

main subject (P921)
Q42965670A COLORIMETRIC MICRO-METHOD FOR THE DETERMINATION OF GLUTATHIONE
Q45036126A Safety Evaluation of a Nature-Identical l-Ergothioneine in Sprague Dawley Rats
Q53357013A mushroom-derived amino acid, ergothioneine, is a potential inhibitor of inflammation-related DNA halogenation.
Q41600221Amniotic fluid l-ergothioneine concentrations in pregnant sheep after natural mating and transfer of vitrified/thawed in-vitro produced embryos
Q76486368An ergothioneine-dependent oxidation of reduced pyridine neucleotides by methemoglobin and metmyglobin. Stimulation by thyroxine
Q34848103Antioxidative activity and antidiscoloration efficacy of ergothioneine in mushroom (Flammulina velutipes) extract added to beef and fish meats
Q64116113Application of metabolomics and molecular networking in investigating the chemical profile and antitrypanosomal activity of British bluebells (Hyacinthoides non-scripta)
Q50945965Aqueous solutions of some basic dyes--their use in the cytochemical detection of DNA
Q40248296BIOSYNTHESIS OF ERGOTHIONEINE AND HERCYNINE BY MYCOBACTERIA
Q76833297COMPOSITION AND CHEMICOPHYSICAL CHARACTERISTICS OF EQUINE SPERM
Q28538290Clinical and biochemical correlates of serum L-ergothioneine concentrations in community-dwelling middle-aged and older adults
Q40048041Complexing of copper ion by ergothioneine
Q33957481Consensus rank orderings of molecular fingerprints illustrate the most genuine similarities between marketed drugs and small endogenous human metabolites [...]
Q37433153DEGRADATION OF ERGOTHIONEINE BY CELL-FREE EXTRACTS OF ALCALIGENES FAECALIS. II. PRODUCTION OF GLUTAMIC ACID
Q76992721DETERMINATION OF ERYTHROCYTE GLUTATHIONE BY AN AROMATIC NITRO DISULFIDE: 5,5'-DITHIOBIS-(2-NITROBENZOIC) ACID
Q34646899Dietary sources and antioxidant effects of ergothioneine
Q115784055Dysregulation of Streptococcus pneumoniae zinc homeostasis breaks ampicillin resistance in a pneumonia infection model
Q38802915Ergothioneine Maintains Redox and Bioenergetic Homeostasis Essential for Drug Susceptibility and Virulence of Mycobacterium tuberculosis
Q59273889Ergothioneine levels in an elderly population decrease with age and incidence of cognitive decline; a risk factor for neurodegeneration?
Q39833061Ergothioneine oxidation in the protection against high-glucose induced endothelial senescence: Involvement of SIRT1 and SIRT6.
Q38698212Ergothioneine, an adaptive antioxidant for the protection of injured tissues? A hypothesis.
Q36830164Food-derived hydrophilic antioxidant ergothioneine is distributed to the brain and exerts antidepressant effect in mice.
Q34594964Functional characterization of ergothioneine transport by rat organic cation/carnitine transporter Octn1 (slc22a4).
Q52311187Genome-scale metabolic modeling of responses to polymyxins in Pseudomonas aeruginosa.
Q40796107Homologous copper(1)-(thiolate)2-chromophores in yeast copper thionein
Q28501829In vitro reconstitution of Mycobacterial ergothioneine biosynthesis
Q67233487Interaction of ergothioneine with metal ions and metalloenzymes
Q45296520L-Ergothioneine scavenges superoxide and singlet oxygen and suppresses TNF-alpha and MMP-1 expression in UV-irradiated human dermal fibroblasts
Q44805379L-ergothioneine modulates oxidative damage in the kidney and liver of rats in vivo: studies upon the profile of polyunsaturated fatty acids.
Q48565007L-ergothioneine supplementation during culture improves quality of bovine in vitro-produced embryos
Q40244113Liver ergothioneine accumulation in a guinea pig model of non-alcoholic fatty liver disease. A possible mechanism of defence?
Q35824616Mechanistic studies of a novel C-S lyase in ergothioneine biosynthesis: the involvement of a sulfenic acid intermediate
Q59335062Modeling Meets Metabolomics-The WormJam Consensus Model as Basis for Metabolic Studies in the Model Organism
Q43297582Mushroom intolerance: a novel diet-gene interaction in Crohn's disease
Q40257774Oxidation-reduction reactions of copper-thiolate centres in Cu-thionein
Q40162381Oxidative-stress detoxification and signalling in cyanobacteria: the crucial glutathione synthesis pathway supports the production of ergothioneine and ophthalmate.
Q113954134Phosphoproteomic and Metabolomic Profiling Uncovers the Roles of CcPmk1 in the Pathogenicity of Cytospora chrysosperma
Q34906980Plasma L-ergothioneine measurement by high-performance liquid chromatography and capillary electrophoresis after a pre-column derivatization with 5-iodoacetamidofluorescein (5-IAF) and fluorescence detection
Q41896390Production of ergothioneine by Methylobacterium species.
Q86392272Quantification of L-ergothioneine in human plasma and erythrocytes by liquid chromatography-tandem mass spectrometry
Q58294574Quantification of L-ergothioneine in whole blood by hydrophilic interaction ultra-performance liquid chromatography and UV-detection
Q60096157Radiation Protective Effect and Pharmacologically Changed Activity of the Reticulo-endothelial System
Q93162012Rapid metabolic shifts occur during the transition between hunger and satiety in Drosophila melanogaster
Q36281665Regulation of Ergothioneine Biosynthesis and Its Effect on Mycobacterium tuberculosis Growth and Infectivity
Q86863210Reproductive safety evaluation of L-Ergothioneine
Q64270070Serum Metabolomics Identifies Altered Bioenergetics, Signaling Cascades in Parallel with Exposome Markers in Crohn's Disease
Q76459877Some new compounds in the lens
Q27701026Structure of the Ergothioneine-Biosynthesis Amidohydrolase EgtC
Q41626709The role of dietary ergothioneine in the development of diabetes mellitus
Q34613774The unusual amino acid L-ergothioneine is a physiologic cytoprotectant
Q43322149Ultra-performance liquid chromatographic determination of L-ergothioneine in commercially available classes of cow milk
Q50466319Unexpected similarities between the Schizosaccharomyces and human blood metabolomes, and novel human metabolites.
Q51487878Validation of a HILIC Method for the Analysis of Ergothioneine in Fermentation Broth.
Q36817792Wide tolerance to amino acids substitutions in the OCTN1 ergothioneine transporter

Q72471043L-(+)-Ergothioneinestereoisomer ofP3364

The articles in Wikimedia projects and languages

      Category:Ergothioneinewikimedia
azbارقوتیونینwikipedia
      Ergothioneinewikipedia
      Ergotioneinawikipedia
Basque language (eu / Q8752)Ergotioneinawikipedia
Persian (fa / Q9168)ارگوتیونینwikipedia
      Ergothionéinewikipedia
      Ergotioneinawikipedia
      エルゴチオネインwikipedia
      Ergothioneïnewikipedia
      Ergotioneinawikipedia
Serbo-Croatian (sh / Q9301)Ergotioneinwikipedia
      Ergotioneinwikipedia
      Ergothioneinewikipedia

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