Basic information
- CAS
3211-76-5- Standard SMILES
C[Se]CC[C@H](N)C(=O)O- InChIKey
RJFAYQIBOAGBLC-BYPYZUCNSA-N- Molecular formula
- C5H11NO2Se
- Average molar mass
- 196.12 g/mol
- Monoisotopic mass
- 196.99549989
Overview
L-selenomethionine is the L-enantiomer of selenomethionine. It is an enantiomer of a D-selenomethionine. It is a tautomer of a L-selenomethionine zwitterion.
Names & identifiers
- Preferred name
- L-Selenomethionine
- IUPAC
- (2S)-2-amino-4-methylselanylbutanoic acid
- English name
- L-Selenomethionine
- Molecular formula
- C5H11NO2Se
- Molecular weight
- 196.11
Names & synonyms
L-selenomethionine3211-76-5Seleno-L-methionineSeMet(2S)-2-amino-4-methylselanylbutanoic acid(2S)-2-amino-4-(methylseleno)butanoic acidCHEBI:30021NSC724226Selenomethionine-LRefChem:1088270(2S)-2-azaniumyl-4-methylselanylbutanoateL-(+)-Selenomethionine
Show more names
-SeLenomethionineS-SelenomethionineL-SELENOMETHINONINEL-SELENIUMETHIONINE
Selenium-L-methionineL-Selenomethioninum(S)-2-Amino-4-(methylselanyl)butanoic acid(S)-2-Amino-4-(methylseleno)butanoic acid(S)-2-Amino-4-(methylseleno)butyric acidMFCD00037210(2s)-2-amino-4-(methylselanyl)butanoic acidC5H11NO2Se
Database identifiers
- CAS
3211-76-5- PubChem CID
- 105024
- DTXSID
DTXSID8046824- ChEBI
CHEBI:30021- UNII
- 964MRK2PEL
- EC Number
- 608-705-0
Properties
Computed structural properties
- Topological polar surface area
- 63.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 4
- Heavy atoms
- 9
- Formal charge
- 0
- Complexity
- 97
Experimental & physicochemical properties
Chemical ClassesBiological Agents -> Amino Acids and Derivatives
Melting Point275 °C
Physical Description
Solid; [Merck Index] Powder; [Sigma-Aldrich MSDS]
Solid
Collision Cross Section
137.67 Ų [M+H]+ [CCS Type: DT; Method: stepped-field]
135.4 Ų [M+H]+
Physicochemical properties
- Melting point
- 265 °C · 265 °C
- alpha
- 18 · 18 º (c=1, 1N HCl)
- Boiling point
- 320.8 · 320.8±37.0 °C(Predicted)
- refractive index
- 18 ° · 18 ° (C=0.5, 2mol/L HCl)
- storage temp.
- -20 °C · -20°C
- solubility
- 2 O: · H2O: 50 mg/mL
- form
- powder
- pka
- 2.26 · 2.26±0.10(Predicted)
Safety & regulation
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P260, P261, P264, P270, P271, P273, P301+P316, P304+P340, P316, P319, P321, P330, P391, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 96 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Regulation (EC) No 1831/2003 (amended)
Selenomethionine: Does not have an individual approval but may be used under an appropriate group standard
Hazards Summary
Causes effects on food intake and maternal reproductive effects (menstrual cycle changes or disorders) in 30-day intermittent oral studies of monkeys; Causes other liver changes and multiple enzyme effects in 7-day intermittent oral studies of mice; [RTECS] May cause irritation; Toxic by ingestion and inhalation; Prolonged or repeated exposure may cause organ injury; Targets the eyes, liver, kidney, blood, spleen, and nerves; Reproductive toxicity observed in experimental animals; [Sigma-Aldrich MSDS] See Methionine.
Hazard Classes and CategoriesAcute Tox. 3 (100%)
Safety data
- F
- 10
- wgk
- 3
- rtecs
- EK7713840
- ridadr
- UN 3283 6.1/PG 2
- hs_code
- 29309090
- risk_code
- 23/25-33-50/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS08,GHS09
Chemistry & industry
Pharmacology
Tissue LocationsFibroblasts
Cellular LocationsCytoplasm
Metabolite PathwaysSelenocompound metabolism
Uses & manufacturing
UsesAn analog of methionine containing selenium; [Merck Index]
Applications
UsesA compound shown to increase expression of glutathione peroxidase
UsesL-Selenomethionine has been used: in toxicity studies in Japanese Medaka embryos to study its effects on selenium status indicators in pregnant long-tailed macaques (Macaca Fascicularis) to label proteins for single wavelength anomalous dispersion (SAD) phasing
General DescriptionSeleno-L-Methionine (SeMet), an organic form of selenium is found in Cupriavidus metallidurans.
Upstream & downstream products
Upstream raw materials
Related reactions
1 records
Compound notes
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