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3211-76-5 molecular structure
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(2S)-2-amino-4-(methylselanyl)butanoic acid

ChemBase ID: 133348
Molecular Formular: C5H11NO2Se
Molecular Mass: 196.10634
Monoisotopic Mass: 196.9954996
SMILES and InChIs

SMILES:
C[Se]CC[C@@H](C(=O)O)N
Canonical SMILES:
C[Se]CC[C@@H](C(=O)O)N
InChI:
InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChIKey:
RJFAYQIBOAGBLC-BYPYZUCNSA-N

Cite this record

CBID:133348 http://www.chembase.cn/molecule-133348.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-amino-4-(methylselanyl)butanoic acid
IUPAC Traditional name
L-selenomethionine
Synonyms
(S)-2-Amino-4-(methylseleno)butyric acid
Seleno-L-methionine
(S)-2-AMino-4-(Methylselanyl)butanoic acid
CAS Number
3211-76-5
MDL Number
MFCD00037210
PubChem SID
162227625
24899544
PubChem CID
105024

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 105024 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 1.5595214  H Acceptors
H Donor LogD (pH = 5.5) -3.3019404 
LogD (pH = 7.4) -3.304805  Log P -3.301995 
Molar Refractivity 42.9074 cm3 Polarizability 12.301538 Å3
Polar Surface Area 63.32 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble50 mg/mL expand Show data source
Apperance
white to off-white powder expand Show data source
RTECS
EK7713840 expand Show data source
European Hazard Symbols
Nature polluting Nature polluting (N) expand Show data source
Toxic Toxic (T) expand Show data source
UN Number
3283 expand Show data source
German water hazard class
3 expand Show data source
Hazard Class
6.1 expand Show data source
Packing Group
2 expand Show data source
Risk Statements
23/25-33-50/53 expand Show data source
Safety Statements
20/21-28-45-60-61 expand Show data source
GHS Pictograms
GHS06 expand Show data source
GHS08 expand Show data source
GHS09 expand Show data source
GHS Signal Word
Danger expand Show data source
GHS Hazard statements
H301-H331-H373-H410 expand Show data source
GHS Precautionary statements
P261-P273-P301 + P310-P311-P501 expand Show data source
RID/ADR
UN 3283 6.1/PG 2 expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
≥98% (TLC) expand Show data source
97% expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - S3132 external link
Biochem/physiol Actions
Selenomethionine displays antioxidant activity1 and has been shown to increase the activity of glutathione peroxidase in endothelial cells.2 Glutathione peroxidase protects cells from oxidative damage, such as DNA strand breaks, mutations and interference with protein tyrosine-based signaling and other protein functions due to formation of 3-nitrotyrosine, caused by excessive peroxynitrite.3,4 Selenomethionine administration to cancer cell lines (MCF-7/S breast carcinoma, DU-145 prostate cancer cells and UACC-375 melanoma) results in apoptotic cell death and aberrant mitosis. These human tumor cell lines exhibited dose-dependent growth inhibition by selenomethionine in the micromolar range (45 to 130 μM), while growth inhibition of normal fibroblasts required 1 mM selenomethionine.5
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. S3132.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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