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Showing metabocard for Selenomethionine (HMDB0003966)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (7) Show 7 proteinsXML
enzymes (7) Show 7 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-08-13 08:10:37 UTC
Update Date2023-02-21 17:16:51 UTC
HMDB IDHMDB0003966
Secondary Accession Numbers
  • HMDB03966
Metabolite Identification
Common NameSelenomethionine
DescriptionSelenomethionine (CAS: 1464-42-2) 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 on 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 into H2Se by the enzyme beta-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 ).
Structure
Data?1676999811
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0003966 (Selenomethionine)

 
  Mrv1652309042000302D          

  9  8  0  0  1  0            999 V2000
   31.2511  -25.1991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.9622  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4982  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2511  -26.0357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6733  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7871  -25.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4982  -23.9442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262  -24.7808    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
   34.1338  -25.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
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3D MOL for HMDB0003966 (Selenomethionine)

HMDB0003966
     RDKit          3D
Selenomethionine
 20 19  0  0  0  0  0  0  0  0999 V2000
    3.7621   -0.3677   -1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754    0.0488    0.1446 Se  0  0  0  0  0  2  0  0  0  0  0  0
    0.6973   -0.1232   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356    0.2581    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6143    0.1763    0.5209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9949   -1.1570    0.1535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    1.1876   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8630    2.4057   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848    0.7320   -1.5654 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -0.7984   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    0.5911   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027   -1.0715   -2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -1.1748   -0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535    0.5222   -1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906   -0.4328    1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233    1.2732    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1258    0.4136    1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.5106    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -1.8551    0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7939    0.8824   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  9 20  1  0
M  END
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3D SDF for HMDB0003966 (Selenomethionine)

 
  Mrv1652309042000302D          

  9  8  0  0  1  0            999 V2000
   31.2511  -25.1991    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   31.9622  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.4982  -24.7808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2511  -26.0357    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.6733  -25.1991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.7871  -25.1991    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4982  -23.9442    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262  -24.7808    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
   34.1338  -25.2050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003966

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1

> <INCHI_KEY>
RJFAYQIBOAGBLC-BYPYZUCNSA-N

> <FORMULA>
C5H11NO2Se

> <MOLECULAR_WEIGHT>
196.11

> <EXACT_MASS>
196.995500429

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
14.638357525870418

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-(methylselanyl)butanoic acid

> <ALOGPS_LOGP>
-2.46

> <JCHEM_LOGP>
-3.3019949587229283

> <ALOGPS_LOGS>
-0.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5595213885250407

> <JCHEM_PKA_STRONGEST_BASIC>
9.502319448582847

> <JCHEM_POLAR_SURFACE_AREA>
63.31999999999999

> <JCHEM_REFRACTIVITY>
42.90740000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-selenomethionine

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0003966 (Selenomethionine)

HMDB0003966
     RDKit          3D
Selenomethionine
 20 19  0  0  0  0  0  0  0  0999 V2000
    3.7621   -0.3677   -1.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5754    0.0488    0.1446 Se  0  0  0  0  0  2  0  0  0  0  0  0
    0.6973   -0.1232   -0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1356    0.2581    0.7879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6143    0.1763    0.5209 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9949   -1.1570    0.1535 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0749    1.1876   -0.4629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8630    2.4057   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7848    0.7320   -1.5654 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7285   -0.7984   -0.9647 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0408    0.5911   -1.8404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3027   -1.0715   -2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5549   -1.1748   -0.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5535    0.5222   -1.2701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0906   -0.4328    1.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233    1.2732    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1258    0.4136    1.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8095   -1.5106    0.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2324   -1.8551    0.2790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7939    0.8824   -1.6595 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  1 10  1  0
  1 11  1  0
  1 12  1  0
  3 13  1  0
  3 14  1  0
  4 15  1  0
  4 16  1  0
  5 17  1  1
  6 18  1  0
  6 19  1  0
  9 20  1  0
M  END
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PDB for HMDB0003966 (Selenomethionine)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0      58.335 -47.038   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      59.663 -46.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      56.930 -46.257   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      58.335 -48.600   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      60.990 -47.038   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      55.603 -47.038   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      56.930 -44.696   0.000  0.00  0.00           O+0
HETATM    8 Se   UNK     0      62.396 -46.257   0.000  0.00  0.00          Se+0
HETATM    9  C   UNK     0      63.716 -47.049   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    3                                                            
CONECT    7    3                                                            
CONECT    8    5    9                                                       
CONECT    9    8                                                            
MASTER        0    0    0    0    0    0    0    0    9    0   16    0
END
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3D PDB for HMDB0003966 (Selenomethionine)

COMPND    HMDB0003966
HETATM    1  C1  UNL     1       3.762  -0.368  -1.321  1.00  0.00           C  
HETATM    2 SE1  UNL     1       2.575   0.049   0.145  1.00  0.00          SE  
HETATM    3  C2  UNL     1       0.697  -0.123  -0.409  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.136   0.258   0.788  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.614   0.176   0.521  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.995  -1.157   0.154  1.00  0.00           N  
HETATM    7  C5  UNL     1      -2.075   1.188  -0.463  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.863   2.406  -0.356  1.00  0.00           O  
HETATM    9  O2  UNL     1      -2.785   0.732  -1.565  1.00  0.00           O  
HETATM   10  H1  UNL     1       4.728  -0.798  -0.965  1.00  0.00           H  
HETATM   11  H2  UNL     1       4.041   0.591  -1.840  1.00  0.00           H  
HETATM   12  H3  UNL     1       3.303  -1.072  -2.059  1.00  0.00           H  
HETATM   13  H4  UNL     1       0.555  -1.175  -0.679  1.00  0.00           H  
HETATM   14  H5  UNL     1       0.554   0.522  -1.270  1.00  0.00           H  
HETATM   15  H6  UNL     1       0.091  -0.433   1.620  1.00  0.00           H  
HETATM   16  H7  UNL     1       0.123   1.273   1.121  1.00  0.00           H  
HETATM   17  H8  UNL     1      -2.126   0.414   1.482  1.00  0.00           H  
HETATM   18  H9  UNL     1      -2.809  -1.511   0.705  1.00  0.00           H  
HETATM   19  H10 UNL     1      -1.232  -1.855   0.279  1.00  0.00           H  
HETATM   20  H11 UNL     1      -3.794   0.882  -1.659  1.00  0.00           H  
CONECT    1    2   10   11   12
CONECT    2    3
CONECT    3    4   13   14
CONECT    4    5   15   16
CONECT    5    6    7   17
CONECT    6   18   19
CONECT    7    8    8    9
CONECT    9   20
END
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SMILES for HMDB0003966 (Selenomethionine)

C[Se]CC[C@H](N)C(O)=O
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INCHI for HMDB0003966 (Selenomethionine)

InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
Selenomethionine, (+,-)-isomerHMDB
Selenomethionine se 75HMDB
RadioselenomethionineHMDB
Selenomethionine, (S)-isomerHMDB
SethotopeHMDB
Se 75, selenomethionineHMDB
Selenomethionine hydrochloride, (S)-isomerHMDB
(2S)-2-Amino-4-(methylseleno)butanoic acidHMDB
(2S)-2-Azaniumyl-4-methylselanylbutanoateHMDB
L-SelenomethionineHMDB
Seleno-L-methionineHMDB
2-Amino-4-(methylseleno)butanoic acidHMDB
2-Amino-4-(methylseleno)butyric acidHMDB
2-Amino-4-(methylselenyl)butyric acidHMDB
Selenium methionineHMDB
SelenomethionineMeSH
Chemical FormulaC5H11NO2Se
Average Molecular Weight196.11
Monoisotopic Molecular Weight196.995500429
IUPAC Name(2S)-2-amino-4-(methylselanyl)butanoic acid
Traditional NameL-selenomethionine
CAS Registry Number3211-76-5
SMILES
C[Se]CC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C5H11NO2Se/c1-9-3-2-4(6)5(7)8/h4H,2-3,6H2,1H3,(H,7,8)/t4-/m0/s1
InChI KeyRJFAYQIBOAGBLC-BYPYZUCNSA-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Fatty acid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Selenoether
  • Amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Organoselenium compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
Role
Industrial application
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point275 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility109 g/LALOGPS
logP-2.5ALOGPS
logP-3.3ChemAxon
logS-0.25ALOGPS
pKa (Strongest Acidic)1.56ChemAxon
pKa (Strongest Basic)9.5ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity42.91 m³·mol⁻¹ChemAxon
Polarizability14.64 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+131.51630932474
DeepCCS[M-H]-127.7630932474
DeepCCS[M-2H]-165.14930932474
DeepCCS[M+Na]+140.34230932474
AllCCS[M+H]+139.632859911
AllCCS[M+H-H2O]+136.032859911
AllCCS[M+NH4]+143.032859911
AllCCS[M+Na]+144.032859911
AllCCS[M-H]-144.532859911
AllCCS[M+Na-2H]-147.332859911
AllCCS[M+HCOO]-150.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
SelenomethionineC[Se]CC[C@H](N)C(O)=O2007.2Standard polar33892256
SelenomethionineC[Se]CC[C@H](N)C(O)=O1392.4Standard non polar33892256
SelenomethionineC[Se]CC[C@H](N)C(O)=O2026.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Selenomethionine,1TMS,isomer #1C[Se]CC[C@H](N)C(=O)O[Si](C)(C)C1467.1Semi standard non polar33892256
Selenomethionine,1TMS,isomer #2C[Se]CC[C@H](N[Si](C)(C)C)C(=O)O1524.4Semi standard non polar33892256
Selenomethionine,2TMS,isomer #1C[Se]CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1560.2Semi standard non polar33892256
Selenomethionine,2TMS,isomer #1C[Se]CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1433.4Standard non polar33892256
Selenomethionine,2TMS,isomer #1C[Se]CC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1511.8Standard polar33892256
Selenomethionine,2TMS,isomer #2C[Se]CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1685.7Semi standard non polar33892256
Selenomethionine,2TMS,isomer #2C[Se]CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1475.7Standard non polar33892256
Selenomethionine,2TMS,isomer #2C[Se]CC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1675.7Standard polar33892256
Selenomethionine,3TMS,isomer #1C[Se]CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1738.9Semi standard non polar33892256
Selenomethionine,3TMS,isomer #1C[Se]CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1556.1Standard non polar33892256
Selenomethionine,3TMS,isomer #1C[Se]CC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1484.3Standard polar33892256
Selenomethionine,1TBDMS,isomer #1C[Se]CC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C1708.2Semi standard non polar33892256
Selenomethionine,1TBDMS,isomer #2C[Se]CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O1768.3Semi standard non polar33892256
Selenomethionine,2TBDMS,isomer #1C[Se]CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2030.0Semi standard non polar33892256
Selenomethionine,2TBDMS,isomer #1C[Se]CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1841.5Standard non polar33892256
Selenomethionine,2TBDMS,isomer #1C[Se]CC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C1788.1Standard polar33892256
Selenomethionine,2TBDMS,isomer #2C[Se]CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2129.0Semi standard non polar33892256
Selenomethionine,2TBDMS,isomer #2C[Se]CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1898.5Standard non polar33892256
Selenomethionine,2TBDMS,isomer #2C[Se]CC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1865.7Standard polar33892256
Selenomethionine,3TBDMS,isomer #1C[Se]CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2403.2Semi standard non polar33892256
Selenomethionine,3TBDMS,isomer #1C[Se]CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2150.5Standard non polar33892256
Selenomethionine,3TBDMS,isomer #1C[Se]CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1897.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Selenomethionine GC-MS (1 TMS)splash10-0pc0-2910000000-c7140386a1899064bb792014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Selenomethionine GC-MS (2 TMS)splash10-00b9-0950000000-05c9f3aa6ccd780878562014-06-16HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Selenomethionine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine Quattro_QQQ 10V, Positive-QTOF (Annotated)splash10-0f89-0900000000-4949659ad5c41236a0702020-03-10HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine Quattro_QQQ 25V, Positive-QTOF (Annotated)splash10-0a4i-9500000000-dbac3b4e6e034ebd38552020-03-10HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine Quattro_QQQ 40V, Positive-QTOF (Annotated)splash10-0a4i-9200000000-d58c983bc06091b8dd742020-03-10HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine , positive-QTOFsplash10-0kai-2900000000-86628c3188ed75c0a1e62020-03-10HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 35V, Negative-QTOFsplash10-0006-9000000000-177c9b324903fd3e8d242021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 10V, Positive-QTOFsplash10-0kai-2900000000-c78bec4d8caa8d16c0512021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 20V, Positive-QTOFsplash10-0a4i-9700000000-20cf34caac47550586a12021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 40V, Positive-QTOFsplash10-0a4i-9500000000-76fe5651b983cac7009a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 10V, Positive-QTOFsplash10-0kai-2900000000-4a553db248ff377f5b2d2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 20V, Positive-QTOFsplash10-0a4i-9600000000-8cd75528c9e54bd6d31a2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 40V, Positive-QTOFsplash10-0a4i-9100000000-94daf4b2f125f3a08fc72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Selenomethionine 35V, Positive-QTOFsplash10-0kai-2900000000-821aeeb1835bf094beb82021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 10V, Positive-QTOFsplash10-0f6t-1900000000-4c7499267ca09c35d1fc2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 20V, Positive-QTOFsplash10-0udj-1900000000-c8febb206f8338bc01032016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 40V, Positive-QTOFsplash10-00di-8900000000-ed5cee25f7460f6dee632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 10V, Negative-QTOFsplash10-0007-7900000000-d4ba86036408b67076522016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 20V, Negative-QTOFsplash10-0f6w-5900000000-98925ed00d83d0cb75d22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 40V, Negative-QTOFsplash10-006x-9200000000-a9e17e100c4c545040732016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 10V, Positive-QTOFsplash10-0uea-0900000000-f1f33c2d1c43e09835ec2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 20V, Positive-QTOFsplash10-0a4i-5900000000-c0032d5daf3b2b7fe72a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 40V, Positive-QTOFsplash10-0a4i-5900000000-92d483635221139105e72021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 10V, Negative-QTOFsplash10-0006-9000000000-f9689d19a8a4fb34dc2c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 20V, Negative-QTOFsplash10-0006-9000000000-f9689d19a8a4fb34dc2c2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Selenomethionine 40V, Negative-QTOFsplash10-0006-9000000000-f9689d19a8a4fb34dc2c2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Experimental 2D NMR[1H, 13C]-HSQC NMR Spectrum (2D, 600 MHz, H2O, experimental)2020-03-10Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Urine
Tissue Locations
  • Fibroblasts
  • Kidney
  • Pancreas
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.69 (0.56 - 0.82) uMAdult (>18 years old)Not Specified
Normal		 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected and Quantified0 - 0.002 umol/mmol creatinineAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified0.303 +/- 0.099 uMAdult (>18 years old)Not SpecifiedProstate cancer details
Associated Disorders and Diseases
Disease References
Prostate cancer
  1. Nyman DW, Suzanne Stratton M, Kopplin MJ, Dalkin BL, Nagle RB, Jay Gandolfi A: Selenium and selenomethionine levels in prostate cancer patients. Cancer Detect Prev. 2004;28(1):8-16. [PubMed:15041072 ]
Associated OMIM IDs
DrugBank IDDB11142
Phenol Explorer Compound IDNot Available
FooDB IDFDB012156
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC05335
BioCyc IDSELENOMETHIONINE
BiGG IDNot Available
Wikipedia LinkSelenomethionine
METLIN IDNot Available
PubChem Compound105024
PDB IDNot Available
ChEBI ID30021
Food Biomarker OntologyNot Available
VMH IDSELMETH
MarkerDB IDMDB00000436
Good Scents IDNot Available
References
Synthesis ReferenceJakubke, Hans D.; Fischer, J.; Jost, Karel; Rudinger, Josef. Amino acids and peptides. LXXXVI. Synthesis of L-selenomethionine, L-selenoethionine, and their tert-butoxy-carbonyl derivatives. Collection of Czechoslovak Chemical Communications (1968), 33(11), 3910-12.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Greenwald P, Milner JA, Anderson DE, McDonald SS: Micronutrients in cancer chemoprevention. Cancer Metastasis Rev. 2002;21(3-4):217-30. [PubMed:12549762 ]
  2. Pointner H, Kinast H, Flegel U: 75Se-selenomethionine excretion in bile and pancreatic juice. Digestion. 1975;12(1):61-4. [PubMed:1175867 ]
  3. Seo YR, Sweeney C, Smith ML: Selenomethionine induction of DNA repair response in human fibroblasts. Oncogene. 2002 May 23;21(23):3663-9. [PubMed:12032834 ]
  4. Yang X, Tian Y, Ha P, Gu L: [Determination of the selenomethionine content in grain and human blood]. Wei Sheng Yan Jiu. 1997 Mar;26(2):113-6. [PubMed:10325615 ]
  5. Hoang TT, Chen Y, May SW, Browner RF: Analysis of organoselenium compounds in human urine using active carbon and chemically modified silica sol-gel surface-assisted laser desorption/ionization high-resolution time-of-flight mass spectrometry. Anal Chem. 2004 Apr 1;76(7):2062-70. [PubMed:15053672 ]
  6. Dorea JG: Selenium and breast-feeding. Br J Nutr. 2002 Nov;88(5):443-61. [PubMed:12425725 ]
  7. Wally J, Halbrooks PJ, Vonrhein C, Rould MA, Everse SJ, Mason AB, Buchanan SK: The crystal structure of iron-free human serum transferrin provides insight into inter-lobe communication and receptor binding. J Biol Chem. 2006 Aug 25;281(34):24934-44. Epub 2006 Jun 22. [PubMed:16793765 ]
  8. Cabanero AI, Madrid Y, Camara C: Selenium long-term administration and its effect on mercury toxicity. J Agric Food Chem. 2006 Jun 14;54(12):4461-8. [PubMed:16756381 ]
  9. Wan XS, Zhou Z, Kennedy AR, Kopelovich L: In vitro evaluation of chemopreventive agents using cultured human prostate epithelial cells. Oncol Rep. 2003 Nov-Dec;10(6):2009-14. [PubMed:14534735 ]
  10. Nakanishi F, Kasuga T, Kobayashi T, Miyabayashi H, Yano K: [Method of analysis of regional dynamics of the pancreas with 75Se-selenomethionine]. Kaku Igaku. 1977 Apr;14(2):223-32. [PubMed:559835 ]
  11. Agnew JE, McCarthy DM, Melmed RNBOUCHIER IA: Count rate analysis as an adjunct to the 75Se-selenomethionine pancreas scan. Br J Radiol. 1969 Oct;42(502):762-9. [PubMed:5345341 ]
  12. Kuehnelt D, Kienzl N, Traar P, Le NH, Francesconi KA, Ochi T: Selenium metabolites in human urine after ingestion of selenite, L-selenomethionine, or DL-selenomethionine: a quantitative case study by HPLC/ICPMS. Anal Bioanal Chem. 2005 Sep;383(2):235-46. Epub 2005 Oct 12. [PubMed:16132136 ]
  13. Whanger PD: Selenium and its relationship to cancer: an update. Br J Nutr. 2004 Jan;91(1):11-28. [PubMed:14748935 ]

Enzymes

Enzyme Details
1. Methionine synthase
General function:
Involved in cobalamin binding
Specific function:
Catalyzes the transfer of a methyl group from methyl-cobalamin to homocysteine, yielding enzyme-bound cob(I)alamin and methionine. Subsequently, remethylates the cofactor using methyltetrahydrofolate (By similarity).
Gene Name:
MTR
Uniprot ID:
Q99707
Molecular weight:
140525.91
Reactions
Selenohomocysteine + 5-Methyltetrahydropteroyltri-L-glutamic acid → Selenomethionine + Tetrahydropteroyltri-L-glutamic aciddetails
Enzyme Details
2. S-adenosylmethionine synthase isoform type-2
General function:
Involved in methionine adenosyltransferase activity
Specific function:
Catalyzes the formation of S-adenosylmethionine from methionine and ATP.
Gene Name:
MAT2A
Uniprot ID:
P31153
Molecular weight:
43660.37
Reactions
Adenosine triphosphate + Selenomethionine + Water → Phosphate + Pyrophosphate + Se-Adenosylselenomethioninedetails
Enzyme Details
3. S-adenosylmethionine synthase isoform type-1
General function:
Involved in methionine adenosyltransferase activity
Specific function:
Catalyzes the formation of S-adenosylmethionine from methionine and ATP.
Gene Name:
MAT1A
Uniprot ID:
Q00266
Molecular weight:
43647.6
Reactions
Adenosine triphosphate + Selenomethionine + Water → Phosphate + Pyrophosphate + Se-Adenosylselenomethioninedetails
Enzyme Details
4. Cystathionine gamma-lyase
General function:
Involved in pyridoxal phosphate binding
Specific function:
Catalyzes the last step in the trans-sulfuration pathway from methionine to cysteine. Has broad substrate specificity. Converts cystathionine to cysteine, ammonia and 2-oxobutanoate. Converts two cysteine molecules to lanthionine and hydrogen sulfide. Can also accept homocysteine as substrate. Specificity depends on the levels of the endogenous substrates. Generates the endogenous signaling molecule hydrogen sulfide (H2S), and so contributes to the regulation of blood pressure. Acts as a cysteine-protein sulfhydrase by mediating sulfhydration of target proteins: sulfhydration consists of converting -SH groups into -SSH on specific cysteine residues of target proteins such as GAPDH, PTPN1 and NF-kappa-B subunit RELA, thereby regulating their function.
Gene Name:
CTH
Uniprot ID:
P32929
Molecular weight:
41259.91
Reactions
Selenomethionine + Water → Methaneselenol + Ammonia + 2-Ketobutyric aciddetails
Enzyme Details
5. Methionine--tRNA ligase, cytoplasmic
General function:
Involved in nucleotide binding
Specific function:
Not Available
Gene Name:
MARS
Uniprot ID:
P56192
Molecular weight:
101114.925
Reactions
Adenosine triphosphate + Selenomethionine + tRNA(Met) → Adenosine monophosphate + Pyrophosphate + Selenomethionyl-tRNA(Met)details
Enzyme Details
6. Methionine adenosyltransferase 2 subunit beta
General function:
Involved in dTDP-4-dehydrorhamnose reductase activity
Specific function:
Non-catalytic regulatory subunit of S-adenosylmethionine synthetase 2 (MAT2A), an enzyme that catalyzes the formation of S-adenosylmethionine from methionine and ATP. Regulates the activity of S-adenosylmethionine synthetase 2 by changing its kinetic properties, rendering the enzyme more susceptible to S-adenosylmethionine inhibition.
Gene Name:
MAT2B
Uniprot ID:
Q9NZL9
Molecular weight:
Not Available
Reactions
Adenosine triphosphate + Selenomethionine + Water → Phosphate + Pyrophosphate + Se-Adenosylselenomethioninedetails
Enzyme Details
7. Methionine--tRNA ligase, mitochondrial
General function:
Involved in nucleotide binding
Specific function:
Not Available
Gene Name:
MARS2
Uniprot ID:
Q96GW9
Molecular weight:
66590.29
Reactions
Adenosine triphosphate + Selenomethionine + tRNA(Met) → Adenosine monophosphate + Pyrophosphate + Selenomethionyl-tRNA(Met)details