MiMeDB: Showing metabocard for N-Formylanthranilic acid (MMDBc0033137)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:36:14 UTC

Update Date

2024-10-17 04:34:48 UTC

Metabolite ID

MMDBc0033137

Metabolite Identification

Common Name

N-Formylanthranilic acid

Description

Formylanthranilic acid is a polar acid metabolite of anthranilic acid, occasionally found in human urine. (PMID 7320161 ).

Structure

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

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  O   UNK     0      27.227 -23.930   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      33.895 -21.620   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      31.228 -21.620   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      28.561 -23.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.562 -20.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.894 -20.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.561 -21.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      29.894 -19.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.227 -20.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      28.561 -18.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.227 -19.310   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      29.894 -23.930   0.000  0.00  0.00           O+0
CONECT    1    4                                                            
CONECT    2    5                                                            
CONECT    3    5    6                                                       
CONECT    4    1    7   12                                                  
CONECT    5    2    3                                                       
CONECT    6    3    7    8                                                  
CONECT    7    4    6    9                                                  
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   11                                                       
CONECT   11    9   10                                                       
CONECT   12    4                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END

Synonyms

Value	Source
2-(Formylamino)-benzoic acid	ChEBI
2-(Formylamino)benzoic acid	ChEBI
N-Formylanthranilate	Kegg
2-(Formylamino)-benzoate	Generator
2-(Formylamino)benzoate	Generator
N-Formylanthranilic acid	Generator
Formylanthranilate	Generator
2-Formamidobenzoate	HMDB
2-Formamidobenzoic acid	HMDB

Molecular Formula

C₈H₇NO₃

Average Mass

165.1461

Monoisotopic Mass

165.042593095

IUPAC Name

2-formamidobenzoic acid

Traditional Name

formylanthranilic acid

CAS Registry Number

3342-77-6

SMILES

OC(=O)C1=CC=CC=C1NC=O

InChI Identifier

InChI=1S/C8H7NO3/c10-5-9-7-4-2-1-3-6(7)8(11)12/h1-5H,(H,9,10)(H,11,12)

InChI Key

LLLPDUXGHXIXIW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acids. These are organic Compounds containing a benzene ring which bears at least one carboxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids

Alternative Parents

Substituents

Benzoic acid
Benzoyl
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

amidobenzoic acid (CHEBI:36575 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.33 g/L	ALOGPS
logP	0.28	ALOGPS
logP	1.47	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.57	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	43.69 m³·mol⁻¹	ChemAxon
Polarizability	15.48 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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	splash10-01bj-3900000000-9359f0773784c94dc776	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-7960000000-dd39f16e2a1279ad2b63	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 (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00kr-0900000000-f402423360f439c1a1fc	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0079-1900000000-a6897d7febc033f7e74b	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udu-9500000000-1ebc617a67faf6913fe6	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03mi-4900000000-47ee6a3d468446d91b57	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006x-8900000000-5bd0ef099bf7ad040444	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002f-9200000000-9a2518d529a9a3e06c4d	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-e0f009f502e6b92e8df9	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dj-0900000000-b0db1c60ca5f43e28739	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00di-5900000000-cf160a89115b4a28e6e8	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-3900000000-6bdc8d3e8e4d7dce8972	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-9300000000-55e89d8092accc947316	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-2acafd816eca326aee0b	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		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
MMDBp0191994	Kynureninase	Unknown	Q16719	Homo sapiens
MMDBp0194173	Kynurenine formamidase	Unknown	Q63HM1	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001563	N'-Formylkynurenine	L-Alanine	kynureninase		VMH	30371894
MMDBr0002492	N-Formylanthranilic acid	2-Aminobenzoic acid	arylformamidase		VMH	4140137 4190298

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
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

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

HMDB0004089

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023309

KNApSAcK ID

Not Available

Chemspider ID

91624

KEGG Compound ID

C05653

BioCyc ID

Not Available

BiGG ID

46205

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101399

PDB ID

Not Available

ChEBI ID

36575

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Grupe A, Spiteller G: New polar acid metabolites in human urine. J Chromatogr. 1981 Dec 11;226(2):301-14. doi: 10.1016/s0378-4347(00)86064-8. [PubMed:7320161 ]

Showing metabocard for N-Formylanthranilic acid (MMDBc0033137)

MOL for #<Metabolite:0x00007fdb0d9703e8>

3D MOL for #<Metabolite:0x00007fdb0d9703e8>

3D SDF for #<Metabolite:0x00007fdb0d9703e8>

3D-SDF for #<Metabolite:0x00007fdb0d9703e8>

PDB for #<Metabolite:0x00007fdb0d9703e8>

3D PDB for #<Metabolite:0x00007fdb0d9703e8>

SMILES for #<Metabolite:0x00007fdb0d9703e8>

INCHI for #<Metabolite:0x00007fdb0d9703e8>

Structure for #<Metabolite:0x00007fdb0d9703e8>

3D Structure for #<Metabolite:0x00007fdb0d9703e8>