MiMeDB: Showing metabocard for 4-(2-Aminophenyl)-2,4-dioxobutanoic acid (MMDBc0031990)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 01:57:44 UTC

Update Date

2022-08-31 18:27:12 UTC

Metabolite ID

MMDBc0031990

Metabolite Identification

Common Name

4-(2-Aminophenyl)-2,4-dioxobutanoic acid

Description

NULL

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652302102019012D          

 15 15  0  0  0  0            999 V2000
 9999.623010000.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3373 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.053410000.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.7673 9999.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.481310000.4126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.7673 9999.1756    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.053410001.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.623010001.2380    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.193410001.2380    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.907910000.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.193510000.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.478910000.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.4789 9999.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1934 9998.7626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9079 9999.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  2  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  1 10  1  0  0  0  0
 11  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031990

> <DATABASE_NAME>
MIME

> <SMILES>
NC1=C(C=CC=C1)C(=O)CC(=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H9NO4/c11-7-4-2-1-3-6(7)8(12)5-9(13)10(14)15/h1-4H,5,11H2,(H,14,15)

> <INCHI_KEY>
CAOVWYZQMPNAFJ-UHFFFAOYSA-N

> <FORMULA>
C10H9NO4

> <MOLECULAR_WEIGHT>
207.1828

> <EXACT_MASS>
207.053157781

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
19.32241758340649

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(2-aminophenyl)-2,4-dioxobutanoic acid

> <ALOGPS_LOGP>
0.91

> <JCHEM_LOGP>
0.9954513136686617

> <ALOGPS_LOGS>
-2.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
9.780542359456446

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9621909659133543

> <JCHEM_PKA_STRONGEST_BASIC>
3.335078673400071

> <JCHEM_POLAR_SURFACE_AREA>
97.46000000000001

> <JCHEM_REFRACTIVITY>
52.8513

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.62e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(2-aminophenyl)-2,4-dioxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 10-FEB-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-FEB-20         0                                  
HETATM    1  C   UNK     0    8665.9638667.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8667.2968666.666   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8668.6338667.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8669.9668666.666   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8671.2988667.437   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8669.9668665.128   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8668.6338668.978   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8665.9638668.978   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8663.2948668.978   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0    8664.6288666.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8663.2958667.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8661.9618666.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.9618665.127   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.2948664.357   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.6288665.127   0.000  0.00  0.00           C+0
CONECT    1    2    8   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1                                                            
CONECT    9   11                                                            
CONECT   10   11   15    1                                                  
CONECT   11   10   12    9                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

Synonyms

Value	Source
4-(2-Aminophenyl)-2,4-dioxobutanoate	ChEBI
4-(2-Aminophenyl)-2,4-dioxo-butanoate	HMDB
4-(2-Aminophenyl)-2,4-dioxo-butanoic acid	HMDB
2-Amino-alpha,gamma-dioxobenzenebutanoic acid	HMDB
2-Amino-α,γ-dioxobenzenebutanoic acid	HMDB
4-(2-Aminophenyl)-2,4-dioxobutanoic acid	HMDB

Molecular Formula

C₁₀H₉NO₄

Average Mass

207.1828

Monoisotopic Mass

207.053157781

IUPAC Name

4-(2-aminophenyl)-2,4-dioxobutanoic acid

Traditional Name

4-(2-aminophenyl)-2,4-dioxobutanoic acid

CAS Registry Number

Not Available

SMILES

NC1=C(C=CC=C1)C(=O)CC(=O)C(O)=O

InChI Identifier

InChI=1S/C10H9NO4/c11-7-4-2-1-3-6(7)8(12)5-9(13)10(14)15/h1-4H,5,11H2,(H,14,15)

InChI Key

CAOVWYZQMPNAFJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Butyrophenone
Benzoyl
Gamma-keto acid
Aryl alkyl ketone
Aniline or substituted anilines
1,3-diketone
Monocyclic benzene moiety
Alpha-keto acid
Keto acid
1,3-dicarbonyl compound
Benzenoid
Alpha-hydroxy ketone
Vinylogous amide
Amino acid
Amino acid or derivatives
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Primary amine
Organonitrogen compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

substituted aniline (CHEBI:17442 )
2-oxo monocarboxylic acid (CHEBI:17442 )
aromatic ketone (CHEBI:17442 )
4-oxo monocarboxylic acid (CHEBI:17442 )
dioxo monocarboxylic acid (CHEBI:17442 )
beta-diketone (CHEBI:17442 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.56 g/L	ALOGPS
logP	0.91	ALOGPS
logP	1	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	1.96	ChemAxon
pKa (Strongest Basic)	3.34	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	97.46 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	52.85 m³·mol⁻¹	ChemAxon
Polarizability	19.32 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-02ml-9600000000-9ee4bc222cfbefcf7167	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-6940000000-0a58537f3d042b452b9a	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0ab9-0950000000-f6e0367966abff1dc873	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0900000000-a2c601ca3bb3e2f03be2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-9500000000-7dd33609488e64596836	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-1490000000-82e91d56bdce0e09cb73	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-08fr-4930000000-4e754ee43c0a1b217738	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9400000000-ff4da0a8b66f352cf30d	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-3920000000-ed3ee349719d21882219	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9200000000-5a28b87fef7bde9d37c8	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-5761d11f372a2a30748f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-08mi-2930000000-680696b189e40364b3e1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-2900000000-e522d34ea0481d109d3e	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-ee62e52b5df8d4bab6ff	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191954	Aspartate aminotransferase, mitochondrial	Enzyme	P00505	Homo sapiens
MMDBp0192045	Kynurenine/alpha-aminoadipate aminotransferase, mitochondrial	Enzyme	Q8N5Z0	Homo sapiens
MMDBp0192123	Kynurenine--oxoglutarate transaminase 1	Enzyme	Q16773	Homo sapiens
MMDBp0193784	Aminoadipate aminotransferase, isoform CRA_b	Enzyme	Q4W5N8	Homo sapiens
MMDBp0195726	Kynurenine--oxoglutarate transaminase 3	Enzyme	Q6YP21	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001534	Oxoglutaric acid	4-(2-Aminophenyl)-2,4-dioxobutanoic acid	aminoadipate aminotransferase		VMH	15016471
MMDBr0001535	4-(2-Aminophenyl)-2,4-dioxobutanoic acid	Kynurenic acid	Not Available		VMH	15016471 16008534

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0000978

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022348

KNApSAcK ID

Not Available

Chemspider ID

459

KEGG Compound ID

C01252

BioCyc ID

Not Available

BiGG ID

37199

Wikipedia Link

Not Available

METLIN ID

5916

PubChem Compound

472

PDB ID

Not Available

ChEBI ID

17442

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Cooper AJ: The role of glutamine transaminase K (GTK) in sulfur and alpha-keto acid metabolism in the brain, and in the possible bioactivation of neurotoxicants. Neurochem Int. 2004 Jun;44(8):557-77. doi: 10.1016/j.neuint.2003.12.002. [PubMed:15016471 ]

Showing metabocard for 4-(2-Aminophenyl)-2,4-dioxobutanoic acid (MMDBc0031990)

MOL for #<Metabolite:0x0000556b6abc6968>

3D MOL for #<Metabolite:0x0000556b6abc6968>

3D SDF for #<Metabolite:0x0000556b6abc6968>

3D-SDF for #<Metabolite:0x0000556b6abc6968>

PDB for #<Metabolite:0x0000556b6abc6968>

3D PDB for #<Metabolite:0x0000556b6abc6968>

SMILES for #<Metabolite:0x0000556b6abc6968>

INCHI for #<Metabolite:0x0000556b6abc6968>

Structure for #<Metabolite:0x0000556b6abc6968>

3D Structure for #<Metabolite:0x0000556b6abc6968>