Cannabis Compound Database: Showing Compound Card for Selenohomocysteine (CDB004968)

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Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References enzymes (5)transporters (1) Show 8 proteins XML

Record Information

Version

1.0

Created at

2020-04-17 18:55:35 UTC

Updated at

2020-11-18 16:39:07 UTC

CannabisDB ID

CDB004968

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Selenohomocysteine

Description

Selenohomocysteine 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. Selenohomocysteine is a very strong basic compound (based on its pKa). Within humans, selenohomocysteine participates in a number of enzymatic reactions. In particular, L-serine and selenohomocysteine can be converted into selenocystathionine; which is catalyzed by the enzyme cystathionine beta-synthase. In addition, selenohomocysteine and adenosine can be biosynthesized from se-adenosylselenohomocysteine; which is mediated by the enzyme adenosylhomocysteinase. In humans, selenohomocysteine is involved in selenoamino acid metabolism. A selenoamino acid that is the selenium analogue of L-homocysteine. Selenohomocysteine 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
Seleno-L-homocysteine	ChEBI
(2S)-2-Amino-4-selanylbutanoic acid	HMDB
(2S)-2-Amino-4-selenylbutanoic acid	HMDB
2-Amino-4-selenobutanoic acid	HMDB
L-Selenohomocysteine	HMDB
Selenohomocysteine	ChEBI

Chemical Formula

C₄H₉NO₂Se

Average Molecular Weight

182.09

Monoisotopic Molecular Weight

182.9799

IUPAC Name

(2S)-2-amino-4-selanylbutanoic acid

Traditional Name

(2S)-2-amino-4-selanylbutanoic acid

CAS Registry Number

29475-60-3

SMILES

N[C@@H](CC[SeH])C(O)=O

InChI Identifier

InChI=1S/C4H9NO2Se/c5-3(1-2-8)4(6)7/h3,8H,1-2,5H2,(H,6,7)/t3-/m0/s1

InChI Key

RCWCGLALNCIQNM-VKHMYHEASA-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
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Selenol
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

L-alpha-amino acid zwitterion (CHEBI:84850 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Animal

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	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	-3.1	ALOGPS
logP	-3.9	ChemAxon
logS	0.06	ALOGPS
pKa (Strongest Acidic)	1.41	ChemAxon
pKa (Strongest Basic)	9.41	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	38.16 m³·mol⁻¹	ChemAxon
Polarizability	12.66 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
Predicted GC-MS	Selenohomocysteine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Selenohomocysteine, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Selenohomocysteine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Selenohomocysteine, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Selenohomocysteine, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Selenohomocysteine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Selenohomocysteine, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2020-06-30	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001r-0900000000-318a72e0640a3bf0c621	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-4900000000-96055a094d8a50c4f6b6	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9200000000-5dc39097afe4e4bed135	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-0c45ce9a6badcd1b332d	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-c45bdeb4f1096aae7a04	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-005c-3900000000-af999ad987893e7056d3	2021-09-24	View Spectrum

NMR

Not Available

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
Putative adenosylhomocysteinase 3	AHCYL2	7q32.1	Q96HN2	details
Adenosylhomocysteinase	AHCY	20q11.22	P23526	details
Putative adenosylhomocysteinase 2	AHCYL1	1p13.2	O43865	details
Cystathionine beta-synthase	CBS	21q22.3	P35520	details

Transporters

Protein Name	Gene Name	Locus	Uniprot ID	Details
Putative adenosylhomocysteinase 2	AHCYL1	1p13.2	O43865	details

Metal Bindings

Protein Name	Gene Name	Locus	Uniprot ID	Details
Methionine synthase	MTR	1q43	Q99707	details
Cystathionine beta-synthase	CBS	21q22.3	P35520	details

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0004119

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023315

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C05698

BioCyc ID

SELENOHOMOCYSTEINE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49787004

PDB ID

Not Available

ChEBI ID

9096

References

General References

Not Available

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. Putative adenosylhomocysteinase 3

General function:: Involved in adenosylhomocysteinase activity
Specific function:: Not Available
Gene Name:: AHCYL2
Uniprot ID:: Q96HN2
Molecular weight:: 66592.445

Enzyme Details

3. Adenosylhomocysteinase

General function:: Involved in adenosylhomocysteinase activity
Specific function:: Adenosylhomocysteine is a competitive inhibitor of S-adenosyl-L-methionine-dependent methyl transferase reactions; therefore adenosylhomocysteinase may play a key role in the control of methylations via regulation of the intracellular concentration of adenosylhomocysteine.
Gene Name:: AHCY
Uniprot ID:: P23526
Molecular weight:: 47715.715

Enzyme Details

4. Putative adenosylhomocysteinase 2

General function:: Involved in adenosylhomocysteinase activity
Specific function:: Not Available
Gene Name:: AHCYL1
Uniprot ID:: O43865
Molecular weight:: 53753.0

Enzyme Details

5. Cystathionine beta-synthase

General function:: Involved in cysteine biosynthetic process from serine
Specific function:: Only known pyridoxal phosphate-dependent enzyme that contains heme. Important regulator of hydrogen sulfide, especially in the brain, utilizing cysteine instead of serine to catalyze the formation of hydrogen sulfide. Hydrogen sulfide is a gastratransmitter with signaling and cytoprotective effects such as acting as a neuromodulator in the brain to protect neurons against hypoxic injury (By similarity).
Gene Name:: CBS
Uniprot ID:: P35520
Molecular weight:: 60586.05

Transporters

Enzyme Details

1. Putative adenosylhomocysteinase 2

General function:: Involved in adenosylhomocysteinase activity
Specific function:: Not Available
Gene Name:: AHCYL1
Uniprot ID:: O43865
Molecular weight:: 53753.0

Showing Compound Card for Selenohomocysteine (CDB004968)

Structure for CDB004968 (Selenohomocysteine)

Enzymes

Transporters