Cannabis Compound Database: Showing Compound Card for Selenomethionine (CDB004967)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (7) Show 11 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 18:55:28 UTC

Updated at

2020-11-18 16:39:07 UTC

CannabisDB ID

CDB004967

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Selenomethionine

Description

Selenomethionine, also known as sethotope, 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. Selenomethionine is a very strong basic compound (based on its pKa). selenomethionine can be converted into se-adenosylselenomethionine and phosphoric acid through its interaction with the enzyme S-adenosylmethionine synthase. In humans, selenomethionine is involved in selenoamino acid metabolism. The L-enantiomer of selenomethionine. Selenomethionine is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Selenomethionine, (+,-)-isomer	HMDB
Selenomethionine se 75	HMDB
Radioselenomethionine	HMDB
Selenomethionine, (S)-isomer	HMDB
Sethotope	HMDB
Se 75, selenomethionine	HMDB
Selenomethionine hydrochloride, (S)-isomer	HMDB
(2S)-2-Amino-4-(methylseleno)butanoic acid	HMDB
(2S)-2-Azaniumyl-4-methylselanylbutanoate	HMDB
L-Selenomethionine	HMDB
Seleno-L-methionine	HMDB
2-Amino-4-(methylseleno)butanoic acid	HMDB
2-Amino-4-(methylseleno)butyric acid	HMDB
2-Amino-4-(methylselenyl)butyric acid	HMDB
Selenium methionine	HMDB
Selenomethionine	MeSH

Chemical Formula

C₅H₁₁NO₂Se

Average Molecular Weight

196.11

Monoisotopic Molecular Weight

196.9955

IUPAC Name

(2S)-2-amino-4-(methylselanyl)butanoic acid

Traditional Name

L-selenomethionine

CAS Registry Number

3211-76-5

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 Key

RJFAYQIBOAGBLC-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.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-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 Framework

Aliphatic acyclic compounds

External Descriptors

amino acid zwitterion (CHEBI:62621 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Biological location:

Organ and components:

Cell and elements:

Cell:

Fibroblast

Subcellular:

Cytoplasm

Biofluid and excreta:

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	275 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-3.3	ChemAxon
logS	-0.25	ALOGPS
pKa (Strongest Acidic)	1.56	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	42.91 m³·mol⁻¹	ChemAxon
Polarizability	14.64 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Selenomethionine, 1 TMS, GC-MS Spectrum	splash10-0pc0-2910000000-c7140386a1899064bb79	Spectrum
GC-MS	Selenomethionine, 2 TMS, GC-MS Spectrum	splash10-00b9-0950000000-05c9f3aa6ccd78087856	Spectrum
Predicted GC-MS	Selenomethionine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0f89-0900000000-4949659ad5c41236a070	2020-03-10	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0a4i-9500000000-dbac3b4e6e034ebd3855	2020-03-10	View Spectrum
MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-0a4i-9200000000-d58c983bc06091b8dd74	2020-03-10	View Spectrum
MS/MS	LC-MS/MS Spectrum - , positive	splash10-0kai-2900000000-86628c3188ed75c0a1e6	2020-03-10	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-0006-9000000000-177c9b324903fd3e8d24	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0kai-2900000000-c78bec4d8caa8d16c051	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9700000000-20cf34caac47550586a1	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9500000000-76fe5651b983cac7009a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-0kai-2900000000-4a553db248ff377f5b2d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9600000000-8cd75528c9e54bd6d31a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9100000000-94daf4b2f125f3a08fc7	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0kai-2900000000-821aeeb1835bf094beb8	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f6t-1900000000-4c7499267ca09c35d1fc	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udj-1900000000-c8febb206f8338bc0103	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-8900000000-ed5cee25f7460f6dee63	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0007-7900000000-d4ba86036408b6707652	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6w-5900000000-98925ed00d83d0cb75d2	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-006x-9200000000-a9e17e100c4c54504073	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uea-0900000000-f1f33c2d1c43e09835ec	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-5900000000-c0032d5daf3b2b7fe72a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-5900000000-92d483635221139105e7	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-9000000000-f9689d19a8a4fb34dc2c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9000000000-f9689d19a8a4fb34dc2c	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-f9689d19a8a4fb34dc2c	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Spectrum

Pathways

Name	SMPDB/Pathwhiz	KEGG
Selenoamino Acid Metabolism

Protein Targets

Enzymes

Protein Name	Gene Name	Locus	Uniprot ID	Details
Methionine synthase	MTR	1q43	Q99707	details
S-adenosylmethionine synthase isoform type-2	MAT2A	2p11.2	P31153	details
S-adenosylmethionine synthase isoform type-1	MAT1A	10q22	Q00266	details
Cystathionine gamma-lyase	CTH	1p31.1	P32929	details
Methionine--tRNA ligase, cytoplasmic	MARS	12q13	P56192	details
Methionine adenosyltransferase 2 subunit beta	MAT2B		Q9NZL9	details
Methionine--tRNA ligase, mitochondrial	MARS2	2q33.1	Q96GW9	details

Transporters

Not Available

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Methionine synthase	MTR	1q43	Q99707	details
S-adenosylmethionine synthase isoform type-2	MAT2A	2p11.2	P31153	details
S-adenosylmethionine synthase isoform type-1	MAT1A	10q22	Q00266	details

Receptors

Not Available

Transcriptional Factors

Protein Name	Gene Name	Locus	Uniprot ID	Details
Cystathionine gamma-lyase	CTH	1p31.1	P32929	details

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0003966

DrugBank ID

DB11142

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB012156

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05335

BioCyc ID

SELENOMETHIONINE

BiGG ID

Not Available

Wikipedia Link

Selenomethionine

METLIN ID

Not Available

PubChem Compound

105024

PDB ID

Not Available

ChEBI ID

30021

References

General References

Not Available

Only showing the first 10 proteins. There are 11 proteins in total.

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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

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

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

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

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

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

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

Only showing the first 10 proteins. There are 11 proteins in total.

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Showing Compound Card for Selenomethionine (CDB004967)

Structure for CDB004967 (Selenomethionine)

Enzymes