NP-MRD: Showing NP-Card for Isoleucyl-Aspartate (NP0136512)

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Record Information

Version

2.0

Created at

2022-05-12 15:16:26 UTC

Updated at

2022-05-12 15:16:27 UTC

NP-MRD ID

NP0136512

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Isoleucyl-Aspartate

Description

Isoleucyl-Aspartate, also known as i-D dipeptide or ile-asp, 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. Isoleucyl-Aspartate is a very strong basic compound (based on its pKa). Isoleucyl-Aspartate is a dipeptide composed of isoleucine and aspartate. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 34  0  0  0  0  0  0  0  0999 V2000
   -1.4137    1.6285   -0.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5058    0.6828    0.1350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455   -0.6104   -0.5925 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8270   -1.3178   -0.0558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4042   -1.5526   -0.3046 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7253   -2.7338   -1.1543 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0859   -1.0586   -0.6031 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4483   -1.2501   -1.7518 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7027   -0.3541    0.3297 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0454    0.1237    0.0452 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1021    1.6056    0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4656    2.1301   -0.0185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9125    3.1000    0.6258 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2318    1.5378   -0.9951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9877   -0.6070    0.9371 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434   -1.4769    1.7728 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3367   -0.3097    0.8416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231    2.6174   -0.4763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7554    1.9234    0.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8297    1.3598   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4095    0.4686    1.2545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5128    1.2102    0.1037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061   -0.4774   -1.6811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7178   -0.9492   -0.5835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7270   -2.4140   -0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9518   -1.0706    1.0172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5265   -1.9222    0.7337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1279   -2.4161   -2.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9111   -3.3532   -1.2364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3121   -0.1631    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2932   -0.1696   -0.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3704    2.0448   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7251    1.9153    1.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2346    1.6128   -0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7947    0.2458    1.5555 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 14  1  0
 12 13  2  0
 10 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  0
  2 22  1  0
  3 23  1  6
  4 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  1
  6 28  1  0
  6 29  1  0
  9 30  1  0
 10 31  1  6
 11 32  1  0
 11 33  1  0
 14 34  1  0
 17 35  1  0
M  END


  Mrv1652304062013512D          

 17 16  0  0  0  0            999 V2000
    2.2836    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.3184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0136512

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)C(N)C(=O)NC(CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H18N2O5/c1-3-5(2)8(11)9(15)12-6(10(16)17)4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)

> <INCHI_KEY>
WKXVAXOSIPTXEC-UHFFFAOYSA-N

> <FORMULA>
C10H18N2O5

> <MOLECULAR_WEIGHT>
246.2603

> <EXACT_MASS>
246.121571696

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.34805696377848

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-amino-3-methylpentanamido)butanedioic acid

> <ALOGPS_LOGP>
-2.70

> <JCHEM_LOGP>
-2.804800622065545

> <ALOGPS_LOGS>
-1.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
5.432272220289726

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5493861344337394

> <JCHEM_PKA_STRONGEST_BASIC>
8.506967014276482

> <JCHEM_POLAR_SURFACE_AREA>
129.72

> <JCHEM_REFRACTIVITY>
57.426700000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-amino-3-methylpentanamido)butanedioic 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  O   UNK     0       4.263   4.001   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.596   6.311   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.597   4.001   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      12.265   2.461   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.598   6.311   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.266   4.771   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.264   6.311   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       9.597   7.081   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.930   7.081   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13                                                            
CONECT   15    5   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
Isoleucyl-aspartic acid	Generator
I-D dipeptide	HMDB
ID dipeptide	HMDB
Ile-asp	HMDB
Isoleucine aspartate dipeptide	HMDB
Isoleucine-aspartate dipeptide	HMDB
Isoleucylaspartate	HMDB
L-Isoleucyl-L-aspartate	HMDB
2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]butanedioate	Generator

Chemical Formula

C₁₀H₁₈N₂O₅

Average Mass

246.2603 Da

Monoisotopic Mass

246.12157 Da

IUPAC Name

2-(2-amino-3-methylpentanamido)butanedioic acid

Traditional Name

2-(2-amino-3-methylpentanamido)butanedioic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N)C(=O)NC(CC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C10H18N2O5/c1-3-5(2)8(11)9(15)12-6(10(16)17)4-7(13)14/h5-6,8H,3-4,11H2,1-2H3,(H,12,15)(H,13,14)(H,16,17)

InChI Key

WKXVAXOSIPTXEC-UHFFFAOYSA-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
Isoleucine or derivatives
Aspartic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Acyl-homoserine
Alpha-amino acid amide
Alpha-amino acid or derivatives
Branched fatty acid
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Secondary carboxylic acid amide
Carboxamide group
Amino acid or derivatives
Amino acid
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organonitrogen compound
Organooxygen compound
Primary amine
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	-2.7	ALOGPS
logP	-2.8	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	3.55	ChemAxon
pKa (Strongest Basic)	8.51	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	57.43 m³·mol⁻¹	ChemAxon
Polarizability	24.35 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

HMDB0028903

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14304554

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Isoleucyl-Aspartate (NP0136512)

MOL for NP0136512 (Isoleucyl-Aspartate)

3D MOL for NP0136512 (Isoleucyl-Aspartate)

3D SDF for NP0136512 (Isoleucyl-Aspartate)

3D-SDF for NP0136512 (Isoleucyl-Aspartate)

PDB for NP0136512 (Isoleucyl-Aspartate)

3D PDB for NP0136512 (Isoleucyl-Aspartate)

SMILES for NP0136512 (Isoleucyl-Aspartate)

INCHI for NP0136512 (Isoleucyl-Aspartate)

Structure for NP0136512 (Isoleucyl-Aspartate)

3D Structure for NP0136512 (Isoleucyl-Aspartate)