MiMeDB: Showing metabocard for Se-Methylselenocysteine (MMDBc0030225)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:59:05 UTC

Update Date

2024-10-06 18:56:15 UTC

Metabolite ID

MMDBc0030225

Metabolite Identification

Common Name

Se-Methylselenocysteine

Description

Se-Methylselenocysteine (SeMSC) is a naturally occurring seleno-amino acid that is synthesized by plants such as garlic, astragalus, onions and broccoli. SeMSC is an intermediate in selenoamino acid metabolism. Unlike selenomethionine, which is incorporated into proteins in place of methionine, SeMSC is not incorporated into any proteins, thereby being fully available for the synthesis of selenium-containing enzymes such as glutathione peroxidase.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
L-Methylselenocysteine	ChEBI
Methyl-L-selenocysteine	ChEBI
Methylselenocysteine	ChEBI
Se-methyl-seleno-L-cysteine	ChEBI
Se-methyl-selenocysteine	ChEBI
Selenium methyl cysteine	ChEBI
Selenium-methylselenocystine	ChEBI
Selenohomocysteine	ChEBI
Selenomethylselenocysteine	ChEBI
3-(Methylseleno)-L-alanine	HMDB
Se-methyl-L-selenocysteine	HMDB
L-Methyl-selenocysteine	HMDB
Methyl selenocysteine	HMDB
Selenomethylselenocysteine, (D,L)-isomer	HMDB
Selenomethylselenocysteine, (L)-isomer, 75Se-labeled	HMDB
SeMCys	HMDB
Selenomethylselenocysteine, (L)-isomer	HMDB
Methylseleno-L-cysteine	HMDB
Selenomethyl selenocysteine	HMDB
Se-Methylselenocysteine	HMDB

Molecular Formula

C₄H₉NO₂Se

Average Mass

182.08

Monoisotopic Mass

182.979850365

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

26046-90-2

SMILES

Not Available

InChI Identifier

InChI=1S/C4H9NO2Se/c1-8-2-3(5)4(6)7/h3H,2,5H2,1H3,(H,6,7)/t3-/m0/s1

InChI Key

XDSSPSLGNGIIHP-VKHMYHEASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Selenoether
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organoselenium compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:27812 )
Se-methylselenocysteine (CHEBI:27812 )
L-selenocysteine derivative (CHEBI:27812 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Not Available

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Prostate

Tissue Locations

Prostate

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192123	Kynurenine--oxoglutarate transaminase 1	Enzyme	Q16773	Homo sapiens
MMDBp0192366	Gamma-glutamyltranspeptidase 1	Enzyme	P19440	Homo sapiens
MMDBp0192367	Gamma-glutamyltransferase 7	Enzyme	Q9UJ14	Homo sapiens
MMDBp0193983	Selenocysteine lyase	Enzyme	Q96I15	Homo sapiens
MMDBp0194151	Gamma-glutamyltransferase 6	Enzyme	Q6P531	Homo sapiens
MMDBp0195726	Kynurenine--oxoglutarate transaminase 3	Enzyme	Q6YP21	Homo sapiens
MMDBp0196021	GGT7 protein	Enzyme	A0PJJ9	Homo sapiens
MMDBp0196022	Gamma-glutamyltransferase 5	Enzyme	P36269	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0010564	S-Adenosylhomocysteine	S-Adenosylmethionine	Not Available		VMH; KEGG	30371894
MMDBr0010565	Se-Methylselenocysteine	methylselenol	selenocysteine lyase		VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Prostate	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0004113

DrugBank ID

DB12697

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methylselenocysteine

METLIN ID

7019

PubChem Compound

147004

PDB ID

Not Available

ChEBI ID

27812

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Whanger PD: Selenium and its relationship to cancer: an update. Br J Nutr. 2004 Jan;91(1):11-28. doi: 10.1079/bjn20031015. [PubMed:14748935 ]
Yin MB, Li ZR, Cao S, Durrani FA, Azrak RG, Frank C, Rustum YM: Enhanced 7-ethyl-10-hydroxycamptothecin (SN-38) lethality by methylselenocysteine is associated with Chk2 phosphorylation at threonine-68 and down-regulation of Cdc6 expression. Mol Pharmacol. 2004 Jul;66(1):153-60. doi: 10.1124/mol.66.1.153. [PubMed:15213307 ]
Duke, James A. (1992). Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.. Boca Raton, FL. CRC Press..

Showing metabocard for Se-Methylselenocysteine (MMDBc0030225)

MOL for #<Metabolite:0x00007fdb4ce89bd8>

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3D PDB for #<Metabolite:0x00007fdb4ce89bd8>

SMILES for #<Metabolite:0x00007fdb4ce89bd8>

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Structure for #<Metabolite:0x00007fdb4ce89bd8>

3D Structure for #<Metabolite:0x00007fdb4ce89bd8>