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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 20:12:39 UTC

Update Date

2022-09-22 18:34:45 UTC

HMDB ID

HMDB0341290

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Asp-His-Lys

Description

Asp-His-Lys belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. Based on a literature review very few articles have been published on Asp-His-Lys.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092222502D          

 31 31  0  0  1  0            999 V2000
   -2.8799   -6.5809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4674   -5.8665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0549   -6.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -6.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -6.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -7.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -5.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4674   -4.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -5.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -4.4375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4049   -5.1520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0076   -4.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201   -3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -2.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -2.4173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2406   -3.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -3.7231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -3.0086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -2.2941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6424   -3.0086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -2.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4674   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -0.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.8652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -0.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0076   -1.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  4  0  0  0
  8 10  2  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  4  0  0  0
 19 21  2  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
M  END


  Mrv1652309092222502D          

 31 31  0  0  1  0            999 V2000
   -2.8799   -6.5809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4674   -5.8665    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0549   -6.5809    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -5.8665    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -6.5809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -6.5809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -7.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -5.1520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4674   -4.4375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -5.1520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -4.4375    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4049   -5.1520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0076   -4.4375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4201   -3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0846   -2.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -2.4173    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4121   -2.8298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2406   -3.6368    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -3.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -3.7231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -3.0086    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -2.2941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6424   -3.0086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0549   -2.2941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4674   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2924   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7049   -0.8652    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5299   -0.8652    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8174   -1.5796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2299   -0.8652    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0076   -1.5796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  1  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  1  4  0  0  0
  8 10  2  0  0  0  0
 11 10  1  6  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 14 18  1  0  0  0  0
 11 19  1  0  0  0  0
 19 20  1  4  0  0  0
 19 21  2  0  0  0  0
 22 21  1  1  0  0  0
 22 23  1  6  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 22 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341290

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](N)(CC(O)=O)C(O)=N[C@@]([H])(CC1=CN=CN1)C(O)=N[C@@]([H])(CCCCN)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H26N6O6/c17-4-2-1-3-11(16(27)28)21-15(26)12(5-9-7-19-8-20-9)22-14(25)10(18)6-13(23)24/h7-8,10-12H,1-6,17-18H2,(H,19,20)(H,21,26)(H,22,25)(H,23,24)(H,27,28)/t10-,11-,12-/m0/s1

> <INCHI_KEY>
ODNWIBOCFGMRTP-SRVKXCTJSA-N

> <FORMULA>
C16H26N6O6

> <MOLECULAR_WEIGHT>
398.42

> <EXACT_MASS>
398.191382581

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.72991957793144

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}hexanoic acid

> <JCHEM_LOGP>
-7.204541220818444

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
3.2831408102772404

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.6788291154097803

> <JCHEM_PKA_STRONGEST_BASIC>
10.32325053289581

> <JCHEM_POLAR_SURFACE_AREA>
220.5

> <JCHEM_REFRACTIVITY>
97.04479999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-(3H-imidazol-4-yl)propylidene]amino}hexanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  H   UNK     0      -5.376 -12.284   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -4.606 -10.951   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -3.836 -12.284   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -6.146 -10.951   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.916 -12.284   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -8.456 -12.284   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -6.146 -13.618   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.836  -9.617   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.606  -8.283   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0      -2.296  -9.617   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -1.526  -8.283   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      -0.756  -9.617   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       0.014  -8.283   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.784  -6.950   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.158  -5.543   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       1.302  -4.512   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.636  -5.282   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.316  -6.789   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      -2.296  -6.950   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -3.836  -6.950   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      -1.526  -5.616   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -2.296  -4.282   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0      -3.066  -5.616   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0      -3.836  -4.282   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.606  -2.949   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.146  -2.949   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -6.916  -1.615   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      -8.456  -1.615   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      -1.526  -2.949   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -2.296  -1.615   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.014  -2.949   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    8                                             
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   19                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   14                                                       
CONECT   19   11   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23   24   29                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   22   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   62    0
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₂₆N₆O₆

Average Molecular Weight

398.42

Monoisotopic Molecular Weight

398.191382581

IUPAC Name

(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-(1H-imidazol-5-yl)propylidene]amino}hexanoic acid

Traditional Name

(2S)-6-amino-2-{[(2S)-2-{[(2S)-2-amino-3-carboxy-1-hydroxypropylidene]amino}-1-hydroxy-3-(3H-imidazol-4-yl)propylidene]amino}hexanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CC(O)=O)C(O)=N[C@@]([H])(CC1=CN=CN1)C(O)=N[C@@]([H])(CCCCN)C(O)=O

InChI Identifier

InChI=1S/C16H26N6O6/c17-4-2-1-3-11(16(27)28)21-15(26)12(5-9-7-19-8-20-9)22-14(25)10(18)6-13(23)24/h7-8,10-12H,1-6,17-18H2,(H,19,20)(H,21,26)(H,22,25)(H,23,24)(H,27,28)/t10-,11-,12-/m0/s1

InChI Key

ODNWIBOCFGMRTP-SRVKXCTJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Histidine or derivatives
Aspartic 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
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Medium-chain fatty acid
Amino fatty acid
Heterocyclic fatty acid
N-acyl-amine
Fatty amide
Dicarboxylic acid or derivatives
Fatty acyl
Fatty acid
Imidazole
Azole
Heteroaromatic compound
Amino acid or derivatives
Secondary carboxylic acid amide
Amino acid
Carboxamide group
Azacycle
Organoheterocyclic compound
Carboxylic acid
Primary amine
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-7.2	ChemAxon
pKa (Strongest Acidic)	2.68	ChemAxon
pKa (Strongest Basic)	10.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	220.5 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	97.04 m³·mol⁻¹	ChemAxon
Polarizability	39.73 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Retention Times

Not Available

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB 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

71737383

PDB ID

Not Available

ChEBI ID

160611

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simon-Manso Y, Marupaka R, Yan X, Liang Y, Telu KH, Mirokhin Y, Stein SE: Mass Spectrometry Fingerprints of Small-Molecule Metabolites in Biofluids: Building a Spectral Library of Recurrent Spectra for Urine Analysis. Anal Chem. 2019 Sep 17;91(18):12021-12029. doi: 10.1021/acs.analchem.9b02977. Epub 2019 Aug 30. [PubMed:31424920 ]

Showing metabocard for Asp-His-Lys (HMDB0341290)

MOL for HMDB0341290 (Asp-His-Lys)

3D MOL for HMDB0341290 (Asp-His-Lys)

3D SDF for HMDB0341290 (Asp-His-Lys)

3D-SDF for HMDB0341290 (Asp-His-Lys)

PDB for HMDB0341290 (Asp-His-Lys)

3D PDB for HMDB0341290 (Asp-His-Lys)

SMILES for HMDB0341290 (Asp-His-Lys)

INCHI for HMDB0341290 (Asp-His-Lys)

Structure for HMDB0341290 (Asp-His-Lys)

3D Structure for HMDB0341290 (Asp-His-Lys)

Predicted Retention Times

Predicted Kovats Retention Indices