Showing NP-Card for 2-Aminomuconic acid (NP0054987)

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Record Information
Version2.0
Created at2022-04-28 01:10:19 UTC
Updated at2022-04-28 01:10:19 UTC
NP-MRD IDNP0054987
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Aminomuconic acid
Description2-Aminomuconic acid, also known as 2-aminomuconate, belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). 2-Aminomuconic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 2-Aminomuconic acid exists in all living organisms, ranging from bacteria to humans. Within humans, 2-aminomuconic acid participates in a number of enzymatic reactions. In particular, 2-aminomuconic acid can be biosynthesized from 2-aminomuconic acid semialdehyde; which is catalyzed by the enzyme 2-aminomuconate-semialdehyde dehydrogenase. In addition, 2-aminomuconic acid can be converted into (3E)-2-oxohex-3-enedioate and ammonium; which is catalyzed by the enzyme 2-aminomuconate deaminase. 2-Aminomuconic acid is found in Pseudomonas pseudoalcaligenes. In humans, 2-aminomuconic acid is involved in the metabolic disorder called 2-amino-3-carboxymuconate semialdehyde degradation.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0054987 (2-Aminomuconic acid)

  Mrv0541 02231219002D          

 11 10  0  0  0  0            999 V2000
    6.3203   -5.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3203   -6.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405   -7.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7536   -6.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7536   -5.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405   -5.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -7.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6218   -6.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2001   -6.5487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3107   -6.5487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3109   -5.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  3  7  2  0  0  0  0
  1  2  2  0  0  0  0
  3  8  1  0  0  0  0
  2  3  1  0  0  0  0
  4  9  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  2  0  0  0  0
  5  6  2  0  0  0  0
  5 11  1  0  0  0  0
M  END
Download

3D MOL for NP0054987 (2-Aminomuconic acid)

     RDKit          3D

 18 17  0  0  0  0  0  0  0  0999 V2000
   -1.6036    2.1991   -1.0046 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3253    0.8226   -0.5891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0705    0.5183   -0.3354 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3565   -0.7871    0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5949   -1.1294    0.3427 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6860   -0.1948    0.2342 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292    0.9885   -0.0982 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9978   -0.6401    0.5343 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4166   -0.0987   -0.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6048    0.3442   -0.7669 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3681   -1.4218   -0.1144 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0400    2.9646   -0.5917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3430    2.3677   -1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6358    1.3539   -0.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -1.6250    0.2152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8199   -2.1658    0.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4220   -1.3922    0.0383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0220   -2.1040   -0.4826 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  8  1  0
  6  7  2  0
  2  9  1  0
  9 11  1  0
  9 10  2  0
  1 12  1  0
  1 13  1  0
  3 14  1  0
  4 15  1  0
  5 16  1  0
  8 17  1  0
 11 18  1  0
M  END
Download

3D SDF for NP0054987 (2-Aminomuconic acid)

  Mrv0541 02231219002D          

 11 10  0  0  0  0            999 V2000
    6.3203   -5.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3203   -6.5979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405   -7.0127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7536   -6.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7536   -5.7719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0405   -5.3571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0387   -7.6557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6218   -6.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2001   -6.5487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3107   -6.5487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3109   -5.4525    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  3  7  2  0  0  0  0
  1  2  2  0  0  0  0
  3  8  1  0  0  0  0
  2  3  1  0  0  0  0
  4  9  1  0  0  0  0
  4  5  1  0  0  0  0
  4 10  2  0  0  0  0
  5  6  2  0  0  0  0
  5 11  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054987

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N\C(=C\C=C/C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H7NO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,7H2,(H,8,9)(H,10,11)/b3-1-,4-2+

> <INCHI_KEY>
ZRHONLCTYUYMIQ-HSFFGMMNSA-N

> <FORMULA>
C6H7NO4

> <MOLECULAR_WEIGHT>
157.1241

> <EXACT_MASS>
157.037507717

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
14.022617900204356

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2Z,4E)-5-aminohexa-2,4-dienedioic acid

> <ALOGPS_LOGP>
-0.05

> <JCHEM_LOGP>
-3.0764525983312816

> <ALOGPS_LOGS>
-1.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.8858930807360514

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5823469052998527

> <JCHEM_PKA_STRONGEST_BASIC>
8.370806500114028

> <JCHEM_POLAR_SURFACE_AREA>
100.61999999999999

> <JCHEM_REFRACTIVITY>
38.5505

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminomuconate semialdehyde

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0054987 (2-Aminomuconic acid)

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PDB for NP0054987 (2-Aminomuconic acid)
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      11.798 -10.774   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.798 -12.316   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.142 -13.090   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.473 -11.627   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.473 -10.774   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.142 -10.000   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      13.139 -14.291   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      14.227 -12.593   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      13.440 -12.224   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      15.513 -12.224   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      15.514 -10.178   0.000  0.00  0.00           N+0
CONECT    1    6    2                                                       
CONECT    2    1    3                                                       
CONECT    3    7    8    2                                                  
CONECT    4    9    5   10                                                  
CONECT    5    4    6   11                                                  
CONECT    6    1    5                                                       
CONECT    7    3                                                            
CONECT    8    3                                                            
CONECT    9    4                                                            
CONECT   10    4                                                            
CONECT   11    5                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0054987 (2-Aminomuconic acid)
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SMILES for NP0054987 (2-Aminomuconic acid)
N\C(=C\C=C/C(O)=O)C(O)=O
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INCHI for NP0054987 (2-Aminomuconic acid)
InChI=1S/C6H7NO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,7H2,(H,8,9)(H,10,11)/b3-1-,4-2+
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View in JSmol
Synonyms
ValueSource
2-AminomuconateGenerator
2-Aminohexa-2,4-dienedioateHMDB
2-Aminohexa-2,4-dienedioic acidHMDB
O-AminomuconateHMDB
2-Amino-muconateHMDB
Chemical FormulaC6H7NO4
Average Mass157.1241 Da
Monoisotopic Mass157.03751 Da
IUPAC Name(2Z,4E)-5-aminohexa-2,4-dienedioic acid
Traditional Name2-aminomuconate semialdehyde
CAS Registry NumberNot Available
SMILES
N\C(=C\C=C/C(O)=O)C(O)=O
InChI Identifier
InChI=1S/C6H7NO4/c7-4(6(10)11)2-1-3-5(8)9/h1-3H,7H2,(H,8,9)(H,10,11)/b3-1-,4-2+
InChI KeyZRHONLCTYUYMIQ-HSFFGMMNSA-N
Experimental Spectra
Not Available
Predicted Spectra
Chemical Shift Submissions
Not Available
Species
Species of Origin
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentAlpha amino acids  
Alternative Parents
Substituents
  • Alpha-amino acid
    • 

  • Medium-chain fatty acid
    • 

  • Amino fatty acid
    • 

  • Dicarboxylic acid or derivatives
    • 

  • Fatty acyl
    • 

  • Fatty acid
    • 

  • Unsaturated fatty acid
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Enamine
    • 

  • Organic nitrogen compound
    • 

  • Primary amine
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Primary aliphatic amine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-0.05ALOGPS
logP-3.1ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)2.58ChemAxon
pKa (Strongest Basic)8.37ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area100.62 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.55 m³·mol⁻¹ChemAxon
Polarizability14.02 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0001241  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB022507  
KNApSAcK IDNot Available
Chemspider ID4444139  
KEGG Compound IDC02220  
BioCyc IDNot Available
BiGG ID1445654  
Wikipedia Link2-Aminomuconic acid  
METLIN ID321  
PubChem Compound5280499  
PDB IDNot Available
ChEBI ID15745  
Good Scents IDNot Available
References
General ReferencesNot Available