Selenomethionine
PubChem CID: 15103
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| Compound Synonyms | Selenomethionine, DL-Selenomethionine, 1464-42-2, Seleno-DL-methionine, 2578-28-1, Butanoic acid, 2-amino-4-(methylseleno)-, 2-amino-4-(methylselanyl)butanoic acid, (+-)-Selenomethionine, 2-amino-4-methylselanylbutanoic acid, Methionine, seleno, SELENIUM METHIONINE, Selenomethionine (van), 2-amino-4-(methylseleno)butanoic acid, 2-Amino-4-(methylselenyl)butyric acid, Butyric acid, 2-amino-4-(methylselenyl)-, 2-Amino-4-(methylseleno)butyric Acid, J9V40V4PKZ, Selenomethionine [USAN], DTXSID7040609, CHEBI:27585, NCGC00159438-02, Selenomethionine[75Se], CCRIS 3970, (R)-2-Amino-4-(methylselanyl)butanoic acid, HSDB 3564, EINECS 215-977-0, MFCD00063089, UNII-J9V40V4PKZ, Seleno-DL-methionine, DL-Selenomethionine, (S)-2-Amino-4-(methylselenyl)butyric acid, bmse000291, SCHEMBL63321, SELENOMETHIONINE, DL-, SELENOMETHIONINE DL-FORM, (+,-)-SELENOMETHIONINE, (+/-)-SELENOMETHIONINE, CHEMBL1474517, DTXCID5020609, RJFAYQIBOAGBLC-UHFFFAOYSA-N, DL-SELENOMETHIONINE [HSDB], BCP24111, HY-B1000, Tox21_111668, DL-SELENOMETHIONINE [WHO-DD], NSC172801, NSC724226, 2-amino-4-(methylseleno)-butanoicaci, SELENOMETHIONINE DL-FORM [MI], AKOS015854582, CS-4494, NSC-172801, NSC-724226, Seleno-DL-methionine, >=99% (TLC), NCGC00159438-03, DA-67523, CAS-1464-42-2, D92258, (s)-(+)-2-amino-4-(methylseleno)butanoic acid, Q415925, BRD-A18774709-001-01-9, Seleno-DL-methionine, certified reference material, TraceCERT(R) |
|---|---|
| Topological Polar Surface Area | 63.3 |
| Hydrogen Bond Donor Count | 2.0 |
| Inchi Key | RJFAYQIBOAGBLC-UHFFFAOYSA-N |
| Rotatable Bond Count | 4.0 |
| State | Solid |
| Substituent Name | Alpha-amino acid, Amino fatty acid, Fatty acyl, Fatty acid, Selenoether, Monocarboxylic acid or derivatives, Carboxylic acid, Hydrocarbon derivative, Primary amine, Organoselenium compound, Organooxygen compound, Organonitrogen compound, Primary aliphatic amine, Carbonyl group, Amine, Aliphatic acyclic compound |
| Synonyms | (+-)-Selenomethionine, (2S)-2-amino-4-(methylseleno)Butanoate, (2S)-2-amino-4-(methylseleno)Butanoic acid, (S)-2-amino-4-(methylseleno)-Butanoate, (S)-2-amino-4-(methylseleno)-Butanoic acid, (S)-2-amino-4-(methylseleno)Butanoate, (S)-2-amino-4-(methylseleno)Butanoic acid, (S)-2-amino-4-(methylseleno)Butyric acid, 2-amino-4-(methylseleno)Butanoate, 2-amino-4-(methylseleno)Butanoic acid, 2-amino-4-(Methylselenyl)butyrate, 2-amino-4-(Methylselenyl)butyric acid, DL-Selenomethionine, L-2-amino-4-(Methylselenyl)-butyric acid, L-Selenomethioninum, L(+)-Selenomethionine, MSE, Selenium methionine, Selenium-L-methionine, Seleno-D,L-methionine, Seleno-DL-methionine, Seleno-L-methionine, Selenomethionine se 75, Selenomethionine, L-form, SeMet, Sethotope, 2-Amino-4-(methylseleno)butanoic acid, 9CI, 2-Amino-4-(methylselenyl)butyric acid, 8CI |
| Heavy Atom Count | 9.0 |
| Pathway Kegg Map Id | map00450 |
| Compound Name | Selenomethionine |
| Kingdom | Organic compounds |
| Description | Found in onion, cabbage, coco de mono (Lecythis elliptica), Brazil nuts (Bertholletia excelsa), wheat grains and other plants. Dietary supplement for avoidance of Se deficiency in humans and ruminants It has been suggested that selenomethionine, which is an organic form of selenium, is easier for the human body to absorb than selenite, which is an inorganic form. It was determined in a clinical trial that selenomethionine is absorbed 19% better than selenite., Selenomethionine is an amino acid containing selenium that cannot be synthesized by higher animals, but can be obtained from plant material. Selenomethionine is the major seleno-compound in cereal grains (wheat grain, maize and rice), soybeans and enriched yeast. Seleno-compounds present in plants may have a profound effect upon the health of animals and human subjects. It is now known that the total Se content cannot be used as an indication of its efficacy, but knowledge of individual selenocompounds is necessary to fully assess the significance. Thus, speciation of the seleno-compounds has moved to the forefront. Since animals and man are dependent upon plants for their nutritional requirements, this makes the types of seleno-compounds in plants even more critical. Se enters the food chain through incorporation into plant proteins, mostly as selenocysteine and selenomethionine at normal Se levels. There are two possible pathways for the catabolism of selenomethionine. One is the transsulfuration pathway via selenocystathionine to produce selenocysteine, which in turn is degraded to H2Se by the enzyme b-lyase. The other pathway is the transamination-decarboxylation pathway. It was estimated that 90% of methionine is metabolized through this pathway and thus could be also the major route for selenomethionine catabolism. (PMID: 14748935, Br J Nutr. 2004 Jan, 91(1):11-28.), Selenomethionine is an amino acid containing selenium. The L-isomer of selenomethionine, known as Se-met and Sem, is a common natural food source of selenium. In vivo, selenomethionine is randomly incorporated instead of methionine and is readily oxidized. Its antioxidant activity arises from its ability to deplete reactive species. Selenium and sulfur are chalcogen elements that share many chemical properties and the substitution of methionine to selenomethionine may have no effect on protein structure and function. However, the incorporation of selenomethionine into tissue proteins and keratin in horses causes alkali disease. Alkali disease is characterized by emaciation, loss of hair, deformation and shedding of hooves, loss of vitality and erosion of the joints of long bones. |
| Exact Mass | 196.995 |
| Formal Charge | 0.0 |
| Monoisotopic Mass | 196.995 |
| Isotope Atom Count | 0.0 |
| Molecular Complexity | 97.0 |
| Hydrogen Bond Acceptor Count | 3.0 |
| Molecular Weight | 196.12 |
| Database Name | fooddb_chem_all;pubchem |
| Covalent Unit Count | 1.0 |
| Enzyme Uniprot Id | P32929, P56192, Q96GW9 |
| Defined Atom Stereocenter Count | 0.0 |
| Iupac Name | 2-amino-4-methylselanylbutanoic acid |
| Total Atom Stereocenter Count | 1.0 |
| Total Bond Stereocenter Count | 0.0 |
| Class | Carboxylic acids and derivatives |
| Inchi | InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8) |
| Smiles | C[Se]CCC(C(=O)O)N |
| Superclass | Organic acids and derivatives |
| Defined Bond Stereocenter Count | 0.0 |
| Subclass | Amino acids, peptides, and analogues |
| Molecular Formula | C5H11NO2Se |
- 1. Outgoing r'ship
FOUND_INto/from Allium Cepa (Plant) Rel Props:Source_db:fooddb_chem_all