MiMeDB: Showing metabocard for L-Selenocysteine (MMDBc0057152)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-11-09 19:17:03 UTC

Update Date

2025-10-07 16:09:52 UTC

Metabolite ID

MMDBc0057152

Metabolite Identification

Common Name

L-Selenocysteine

Description

L-Selenocysteine is a naturally occurring amino acid and a member of the chemical class of selenoamino acids. Its chemical structure features a selenium atom replacing the sulfur atom in cysteine, which allows it to participate in various biochemical pathways. L-Selenocysteine is crucial for the synthesis of selenoproteins, including glutathione peroxidase (GPX), a key antioxidant enzyme that protects cells from oxidative damage (PMID:31082108 ). It is involved in detoxification processes, as it helps restore biothiol levels and counteracts mercury (II) ion toxicity (PMID:39884041 ). Additionally, L-selenocysteine has been shown to influence biofilm formation in certain bacterial strains, demonstrating a regulatory effect at specific concentrations (PMID:38475877 ). It also plays a role in cardiovascular protection through its derivative, Se-methyl L-selenocysteine (PMID:38019326 ). Furthermore, studies indicate that L-selenocysteine can induce apoptosis in HepG-2 cells via reactive oxygen species-mediated signaling pathways, highlighting its potential anticancer properties (PMID:35716289 ). Overall, L-selenocysteine is a vital metabolite with diverse roles in both chemistry and biology.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Selenylalanine	MeSH
Selenocysteine, DL-isomer	MeSH
Selenocysteine, DL isomer	MeSH
3 Selenylalanine	MeSH
3-Selenyl- L-alanine	MeSH
L Alanine, 3 selenyl	MeSH

Molecular Formula

C₃H₆NO₂Se

Average Mass

167.057

Monoisotopic Mass

167.956375

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

Not Available

InChI Identifier

Not Available

InChI Key

FDKWRPBBCBCIGA-REOHCLBHSA-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
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organoselenium compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Carbonyl group
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Not Available

Predicted Properties

Not Available

Spectra

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	385.5
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	184.1
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	97.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	331.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	279.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	374.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	777.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	494.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	865.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	235.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	306.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	249.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	75.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	356.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	757.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	72.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	285.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	891.5
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	659.8

Retention Indices

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6326983

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for L-Selenocysteine (MMDBc0057152)

MOL for #<Metabolite:0x00007f9ac4e21538>

3D MOL for #<Metabolite:0x00007f9ac4e21538>

3D SDF for #<Metabolite:0x00007f9ac4e21538>

3D-SDF for #<Metabolite:0x00007f9ac4e21538>

PDB for #<Metabolite:0x00007f9ac4e21538>

3D PDB for #<Metabolite:0x00007f9ac4e21538>

SMILES for #<Metabolite:0x00007f9ac4e21538>

INCHI for #<Metabolite:0x00007f9ac4e21538>

Structure for #<Metabolite:0x00007f9ac4e21538>

3D Structure for #<Metabolite:0x00007f9ac4e21538>