NP-MRD: Showing NP-Card for L-Selenocystathionine (NP0050686)

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Record Information

Version

2.0

Created at

2022-04-27 22:02:00 UTC

Updated at

2022-04-27 22:02:00 UTC

NP-MRD ID

NP0050686

Secondary Accession Numbers

None

Natural Product Identification

Common Name

L-Selenocystathionine

Description

L-Selenocystathionine 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. L-Selenocystathionine is found in Aspergillus fumigatus, Aspergillus terreus , Astragalus pectinatus, Astragalus praelongus, Brassica oleracea capitata , Lecythis ollaria, Morinda reticulata, Neptunia amplexicaulis, Penicillium chrysogenum and Stanleya pinnata. L-Selenocystathionine was first documented in 2011 (PMID: 20387001). L-Selenocystathionine is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305082020022D          

 14 13  0  0  0  0            999 V2000
10000.502510002.0690    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.217410002.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.787710002.4810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.502510001.2436    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.932110002.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.073010002.0690    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.787710003.3059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.646310002.4810    0.0000 Se  0  0  0  0  0  0  0  0  0  0  0  0
10003.361810002.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.077510002.4810    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10004.791010002.0690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.077510003.3059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10005.506510002.4810    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.791010001.2436    0.0000 O   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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  6  0  0  0
 11 13  1  0  0  0  0
 11 14  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0050686

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1

> <INCHI_KEY>
ZNWYDQPOUQRDLY-WHFBIAKZSA-N

> <FORMULA>
C7H14N2O4Se

> <MOLECULAR_WEIGHT>
269.17

> <EXACT_MASS>
270.011879

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
28

> <JCHEM_AVERAGE_POLARIZABILITY>
20.661307828475575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]selanyl}butanoic acid

> <ALOGPS_LOGP>
-3.99

> <JCHEM_LOGP>
-7.430536159693446

> <ALOGPS_LOGS>
-0.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.9009368083323284

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1989938422458568

> <JCHEM_PKA_STRONGEST_BASIC>
9.535051728649085

> <JCHEM_POLAR_SURFACE_AREA>
126.64000000000001

> <JCHEM_REFRACTIVITY>
56.8903

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.68e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-selenocystathionine

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-MAY-20         0                                  
HETATM    1  C   UNK     0    8667.6058670.529   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.9398671.298   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.2708671.298   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8667.6058668.988   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8670.2738670.529   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8664.9368670.529   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8666.2708672.838   0.000  0.00  0.00           O+0
HETATM    8 Se   UNK     0    8671.6068671.298   0.000  0.00  0.00          Se+0
HETATM    9  C   UNK     0    8672.9428670.529   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8674.2788671.298   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8675.6108670.529   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8674.2788672.838   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0    8676.9468671.298   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8675.6108668.988   0.000  0.00  0.00           O+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   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10   13   14                                                  
CONECT   12   10                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol

Synonyms

Value	Source
L,L-Selenocystathionine	ChEBI
(2S)-2-Amino-4-[[(2R)-2-amino-2-carboxyethyl]seleno]butanoic acid	HMDB
2-Amino-4-[(2-amino-2-carboxyethyl)seleno]butanoic acid	HMDB
L-Selenocystathionine	HMDB
Selenocystathionine	HMDB
SeCysta	HMDB

Chemical Formula

C₇H₁₄N₂O₄Se

Average Mass

269.1700 Da

Monoisotopic Mass

270.01188 Da

IUPAC Name

(2S)-2-amino-4-{[(2R)-2-amino-2-carboxyethyl]selanyl}butanoic acid

Traditional Name

L-selenocystathionine

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C7H14N2O4Se/c8-4(6(10)11)1-2-14-3-5(9)7(12)13/h4-5H,1-3,8-9H2,(H,10,11)(H,12,13)/t4-,5-/m0/s1

InChI Key

ZNWYDQPOUQRDLY-WHFBIAKZSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Aspergillus fumigatus	Fungi	KNApSAcK
Aspergillus terreus	Fungi	KNApSAcK
Astragalus pectinatus	Plant	KNApSAcK
Astragalus praelongus	Plant	KNApSAcK
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Brassica oleracea capitata	Plant	KNApSAcK
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Lecythis ollaria	Plant	KNApSAcK
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Morinda reticulata	Plant	KNApSAcK
Neptunia amplexicaulis	Plant	KNApSAcK
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Penicillium chrysogenum	Fungi	KNApSAcK
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Stanleya pinnata	Plant	KNApSAcK
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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
Dicarboxylic acid or derivatives
Fatty acid
Amino acid
Carboxylic acid
Selenoether
Amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Primary amine
Organoselenium compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

selenocystathionine (CHEBI:27760 )

Physical Properties

State

Not Available

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	-4	ALOGPS
logP	-7.4	ChemAxon
logS	-0.49	ALOGPS
pKa (Strongest Acidic)	1.2	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	126.64 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	56.89 m³·mol⁻¹	ChemAxon
Polarizability	20.66 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

External Links

HMDB ID

HMDB0006343

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

441455

PDB ID

Not Available

ChEBI ID

27760

Good Scents ID

Not Available

References

General References

Liao SF, Brown KR, Stromberg AJ, Burris WR, Boling JA, Matthews JC: Dietary supplementation of selenium in inorganic and organic forms differentially and commonly alters blood and liver selenium concentrations and liver gene expression profiles of growing beef heifers. Biol Trace Elem Res. 2011 May;140(2):151-69. doi: 10.1007/s12011-010-8685-2. Epub 2010 Apr 13. [PubMed:20387001 ]

Showing NP-Card for L-Selenocystathionine (NP0050686)

MOL for NP0050686 (L-Selenocystathionine)

3D MOL for NP0050686 (L-Selenocystathionine)

3D SDF for NP0050686 (L-Selenocystathionine)

3D-SDF for NP0050686 (L-Selenocystathionine)

PDB for NP0050686 (L-Selenocystathionine)

3D PDB for NP0050686 (L-Selenocystathionine)

SMILES for NP0050686 (L-Selenocystathionine)

INCHI for NP0050686 (L-Selenocystathionine)

Structure for NP0050686 (L-Selenocystathionine)

3D Structure for NP0050686 (L-Selenocystathionine)