NP-MRD: Showing NP-Card for Threonylglutamic acid (NP0136645)

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Record Information

Version

2.0

Created at

2022-05-12 15:19:52 UTC

Updated at

2022-05-12 15:19:52 UTC

NP-MRD ID

NP0136645

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Threonylglutamic acid

Description

Thr-Glu, also known as TE or L-THR-L-glu, belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Thr-Glu is a very strong basic compound (based on its pKa). A dipeptide formed from L-threonine and L-glutamic acid residues.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.2103    1.4491    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0874    0.8862   -0.0943 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3142    1.8995   -0.6090 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2749   -0.1016    0.7072 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6358    0.5714    1.8108 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2811   -0.7898   -0.1444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6563   -1.4060   -1.1701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878   -0.7391    0.2179 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0588   -1.4127   -0.6279 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.9654   -0.3663   -1.2307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6883    0.3709   -0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5968    1.4121   -0.6821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1431    2.3062   -1.4264 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9492    1.4297   -0.3740 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7848   -2.3682    0.2212 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5281   -2.5381    1.4310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8049   -3.1180   -0.3486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5735    0.6786    1.4053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9977    1.7920    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8256    2.2813    1.3289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339    0.3035   -0.9305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1206    2.6254    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9470   -0.8648    1.1693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6340    0.0184    2.6941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0156    1.5276    1.9549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3520   -0.2275    1.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5288   -1.9615   -1.4556 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3105    0.2850   -1.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7146   -0.9138   -1.8707 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3071   -0.3369    0.4349 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9756    0.8133    0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4908    0.6100   -0.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8217   -4.1157   -0.4256 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
  9 15  1  0
 15 17  1  0
 15 16  2  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  4 23  1  1
  5 24  1  0
  5 25  1  0
  8 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END


  Mrv1652304062014142D          

 17 16  0  0  0  0            999 V2000
10047.066710047.2380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10047.783810047.6498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110047.2380    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10049.212410047.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.926910047.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10049.212410048.4745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10046.353410047.6498    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10045.638010047.2380    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10044.924610047.6498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10045.638010046.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10046.353410048.4745    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10047.066710046.4130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110046.4130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.214210045.9995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10049.214210045.1726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10048.498110044.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10049.930410044.7592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  8 10  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0136645

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H16N2O6/c1-4(12)7(10)8(15)11-5(9(16)17)2-3-6(13)14/h4-5,7,12H,2-3,10H2,1H3,(H,11,15)(H,13,14)(H,16,17)/t4-,5+,7+/m1/s1

> <INCHI_KEY>
BECPPKYKPSRKCP-ZDLURKLDSA-N

> <FORMULA>
C9H16N2O6

> <MOLECULAR_WEIGHT>
248.235

> <EXACT_MASS>
248.100836243

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.101533365753994

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]pentanedioic acid

> <ALOGPS_LOGP>
-3.46

> <JCHEM_LOGP>
-4.6584877845569705

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.057063571104075

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.232284305786176

> <JCHEM_PKA_STRONGEST_BASIC>
7.922197501613934

> <JCHEM_POLAR_SURFACE_AREA>
149.95

> <JCHEM_REFRACTIVITY>
54.54760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8754.5258754.844   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8755.8638755.613   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8757.1968754.844   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8758.5308755.613   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8759.8648754.844   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8758.5308757.152   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8753.1938755.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8751.8588754.844   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8750.5268755.613   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8751.8588753.304   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8753.1938757.152   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8754.5258753.304   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8757.1968753.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8758.5338752.532   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8758.5338750.989   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8757.1968750.217   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8759.8708750.217   0.000  0.00  0.00           O+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1                                                            
CONECT   13    3   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

View in JSmol

Synonyms

Value	Source
L-THR-L-Glu	ChEBI
TE	ChEBI
Threoninyl-glutamate	ChEBI
Threonylglutamic acid	ChEBI
Threoninyl-glutamic acid	Generator
Threonylglutamate	Generator
L-Threoninyl-L-glutamate	HMDB
L-Threoninyl-L-glutamic acid	HMDB
L-Threonyl-L-glutamate	HMDB
L-Threonyl-L-glutamic acid	HMDB
N-L-Threoninyl-L-glutamate	HMDB
N-L-Threoninyl-L-glutamic acid	HMDB
N-L-Threonyl-L-glutamate	HMDB
N-L-Threonyl-L-glutamic acid	HMDB
N-Threoninylglutamate	HMDB
N-Threoninylglutamic acid	HMDB
N-Threonylglutamate	HMDB
N-Threonylglutamic acid	HMDB
T-E dipeptide	HMDB
TE dipeptide	HMDB
Thr-Glu	HMDB
Threonine glutamate dipeptide	HMDB
Threonine glutamic acid dipeptide	HMDB
Threonine-glutamate dipeptide	HMDB
Threonine-glutamic acid dipeptide	HMDB
Threoninylglutamate	HMDB
Threoninylglutamic acid	HMDB
Threonyl-glutamate	HMDB
Threonyl-glutamic acid	HMDB

Chemical Formula

C₉H₁₆N₂O₆

Average Mass

248.2350 Da

Monoisotopic Mass

248.10084 Da

IUPAC Name

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]pentanedioic acid

Traditional Name

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]pentanedioic acid

CAS Registry Number

Not Available

SMILES

C[C@@H](O)[C@H](N)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H16N2O6/c1-4(12)7(10)8(15)11-5(9(16)17)2-3-6(13)14/h4-5,7,12H,2-3,10H2,1H3,(H,11,15)(H,13,14)(H,16,17)/t4-,5+,7+/m1/s1

InChI Key

BECPPKYKPSRKCP-ZDLURKLDSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid
Hydrocarbon derivative
Organic nitrogen compound
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Primary amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:74857 )

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	-3.5	ALOGPS
logP	-4.7	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	7.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	54.55 m³·mol⁻¹	ChemAxon
Polarizability	23.1 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

HMDB0029060

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5383120

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7020163

PDB ID

Not Available

ChEBI ID

74857

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Threonylglutamic acid (NP0136645)

MOL for NP0136645 (Threonylglutamic acid)

3D MOL for NP0136645 (Threonylglutamic acid)

3D SDF for NP0136645 (Threonylglutamic acid)

3D-SDF for NP0136645 (Threonylglutamic acid)

PDB for NP0136645 (Threonylglutamic acid)

3D PDB for NP0136645 (Threonylglutamic acid)

SMILES for NP0136645 (Threonylglutamic acid)

INCHI for NP0136645 (Threonylglutamic acid)

Structure for NP0136645 (Threonylglutamic acid)

3D Structure for NP0136645 (Threonylglutamic acid)