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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H11NO2Se
Molecular Weight 196.11
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SELENOMETHIONINE

SMILES

C[Se]CC[C@H](N)C(O)=O

InChI

InChIKey=RJFAYQIBOAGBLC-BYPYZUCNSA-N
InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1

HIDE SMILES / InChI

Molecular Formula C5H11NO2Se
Molecular Weight 196.11
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/12656658 | https://examine.com/supplements/selenium

L-isomer of selenomethionine (Se-met) is a major natural food-form of selenium, synthetic L-Se-met or enriched food sources thereof such as selenium yeast are appropriate supplemental forms of Se for humans; for animals, DL-Se-met is acceptable. Ingested Se-met is either metabolized directly to reactive forms of selenium or stored in place of methionine in body proteins. Se-met metabolism is closely linked to protein turnover. Selenium, which is nutritionally essential for humans, is a constituent of more than two dozen selenoproteins that play critical roles in reproduction, thyroid hormone metabolism, DNA synthesis, and protection from oxidative damage and infection.

CNS Activity

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Preventing
Selenium (selenomethionine)

Approved Use

Selenium (selenomethionine) is a natural antioxidant that delays the oxidation of polyunsaturated fatty acids and preserves the elasticity of tissue. Selenium is required for the production of certain prostaglandins, which promote healthy blood flow. In synergy with vitamin E, selenium promotes healthy growth and fertility, and improves the function of certain energy producing cells. Selenium also provides support for the immune system
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Selenium-containing compounds attenuate peroxynitrite-mediated NF-kappaB and AP-1 activation and interleukin-8 gene and protein expression in human leukocytes.
2003 Nov 1
Interaction of selenium compounds with zinc finger proteins involved in DNA repair.
2004 Aug
Comparative effects of 2 antioxidants, selenomethionine and epigallocatechin-gallate, on catabolic and anabolic gene expression of articular chondrocytes.
2005 Oct
Selenium metabolites in human urine after ingestion of selenite, L-selenomethionine, or DL-selenomethionine: a quantitative case study by HPLC/ICPMS.
2005 Sep
Selenomethionine inhibits ultraviolet radiation-induced p53 transactivation.
2006 Dec
Molecular mechanisms of the chemopreventive effect on hepatocellular carcinoma development in Mdr2 knockout mice.
2007 Apr
Seleno-L-methionine protects against beta-amyloid and iron/hydrogen peroxide-mediated neuron death.
2007 Apr
Effects of naturally occurring and synthetic organoselenium compounds on protein profiling in androgen responsive and androgen independent human prostate cancer cells.
2008
Selenite reactivates silenced genes by modifying DNA methylation and histones in prostate cancer cells.
2008 Nov
Characteristics of transport of selenoamino acids by epithelial amino acid transporters.
2009 Feb 12
Selenomethionine stimulates expression of glutathione peroxidase 1 and 3 and growth of bovine mammary epithelial cells in primary culture.
2009 Jun
Regulation of cellular glutathione peroxidase by different forms and concentrations of selenium in primary cultured bovine hepatocytes.
2010 Feb
Chronic exposure to dietary selenomethionine increases gonadal steroidogenesis in female rainbow trout.
2011 Oct
Induction of oxidative stress by selenomethionine in isolated hepatocytes of rainbow trout (Oncorhynchus mykiss).
2012 Jun
Major differences among chemopreventive organoselenocompounds in the sustained elevation of cytoprotective genes.
2012 Sep
Effects of chronic dietary selenomethionine exposure on repeat swimming performance, aerobic metabolism and methionine catabolism in adult zebrafish (Danio rerio).
2013 Apr 15
Patents

Sample Use Guides

200 ug daily
Route of Administration: Oral
10 or 50 uM selenomethionine protects against cadmium toxicity in cultured K-562 cells.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:46:32 GMT 2023
Edited
by admin
on Fri Dec 15 16:46:32 GMT 2023
Record UNII
964MRK2PEL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SELENOMETHIONINE
HSDB   MART.   MI   WHO-DD  
Systematic Name English
NSC-760370
Code English
(S)-2-AMINO-4-(METHYLSELENO)BUTANOIC ACID
Systematic Name English
L-SELENOMETHIONINE [FCC]
Common Name English
BUTANOIC ACID, 2-AMINO-4-(METHYLSELENO)-, (S)-
Common Name English
L-SELENOMETHIONINE
FCC  
Systematic Name English
SELENOMETHIONINE [USP-RS]
Common Name English
.ALPHA.-AMINO-.GAMMA.-(METHYLSELENO)BUTYRIC ACID
Systematic Name English
(2S)-2-AMINO-4-(METHYLSELENO)BUTANOIC ACID
Systematic Name English
SELENOMETHIONINE [MI]
Common Name English
BUTYRIC ACID, 2-AMINO-4-(METHYLSELENYL)-, L-
Common Name English
SELENOMETHIONINE, L-
Systematic Name English
SELENO-L-METHIONINE
Systematic Name English
SELENOMETHIONINE [MART.]
Common Name English
Selenomethionine [WHO-DD]
Common Name English
SELENOMETHIONINE [HSDB]
Common Name English
Classification Tree Code System Code
DSLD 2384 (Number of products:20)
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
DSLD 2033 (Number of products:7)
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
NCI_THESAURUS C275
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
EU-Orphan Drug EU/3/16/1782
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
Code System Code Type Description
WIKIPEDIA
SELENOMETHIONINE
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
CHEBI
62621
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
NCI_THESAURUS
C2833
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
ChEMBL
CHEMBL113178
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
MESH
D012645
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
EPA CompTox
DTXSID8046824
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
DAILYMED
964MRK2PEL
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
CHEBI
30021
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
DRUG CENTRAL
3544
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
DRUG BANK
DB11142
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
PUBCHEM
105024
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
RS_ITEM_NUM
1611955
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
FDA UNII
964MRK2PEL
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
CAS
3211-76-5
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
SMS_ID
100000128771
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
EVMPD
SUB36255
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
RXCUI
9644
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY RxNorm
MERCK INDEX
m9848
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY Merck Index
HSDB
3211-76-5
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
NSC
760370
Created by admin on Fri Dec 15 16:46:32 GMT 2023 , Edited by admin on Fri Dec 15 16:46:32 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY