MiMeDB: Showing metabocard for N-Acetylanthranilate (MMDBc0030323)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:03:29 UTC

Update Date

2022-08-31 17:43:42 UTC

Metabolite ID

MMDBc0030323

Metabolite Identification

Common Name

N-Acetylanthranilate

Description

N-acetylanthranilate is a member of the chemical class known as Benzoic Acid and Derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Structure

MOL SDF PDB SMILES InChI

HEADER    PROTEIN                                 10-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-12         0                                  
HETATM    1  C   UNK     0      25.884 -15.706   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      25.884 -17.252   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      24.543 -14.936   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.218 -14.936   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.543 -18.015   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      27.218 -18.015   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      23.216 -15.706   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      28.552 -15.700   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      27.224 -13.391   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      23.216 -17.252   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      27.224 -19.554   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.552 -20.317   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      25.897 -20.324   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8    9                                                  
CONECT    5    2   10                                                       
CONECT    6    2   11                                                       
CONECT    7    3   10                                                       
CONECT    8    4                                                            
CONECT    9    4                                                            
CONECT   10    5    7                                                       
CONECT   11    6   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

Synonyms

Value	Source
2-(Acetylamino)-benzoic acid	ChEBI
2-(Acetylamino)benzoic acid	ChEBI
2-Carboxyacetanilide	ChEBI
O-Acetamidobenzoic acid	ChEBI
O-Acetoaminobenzoic acid	ChEBI
N-Acetylanthranilic acid	Kegg
2-(Acetylamino)-benzoate	Generator
2-(Acetylamino)benzoate	Generator
O-Acetamidobenzoate	Generator
O-Acetoaminobenzoate	Generator
N-Acetylanthranilic acid, sodium salt	MeSH

Molecular Formula

C₉H₉NO₃

Average Mass

179.1727

Monoisotopic Mass

179.058243159

IUPAC Name

2-acetamidobenzoic acid

Traditional Name

N-acetylanthranilic acid

CAS Registry Number

89-52-1

SMILES

CC(=O)NC1=CC=CC=C1C(O)=O

InChI Identifier

InChI=1S/C9H9NO3/c1-6(11)10-8-5-3-2-4-7(8)9(12)13/h2-5H,1H3,(H,10,11)(H,12,13)

InChI Key

QSACCXVHEVWNMX-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:36555 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	1.47 g/L	ALOGPS
logP	1	ALOGPS
logP	1.52	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.56	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	48.18 m³·mol⁻¹	ChemAxon
Polarizability	17.48 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 (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01q9-0900000000-98ecbac41865fa873e57	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03ki-0900000000-db32b3840a223e368fe8	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00dl-7900000000-9440ccd1677d1a6f3061	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-003r-0900000000-2d418f1358ec334ff2f5	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001l-3900000000-cb2cef9c79532f5ea86f	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9600000000-757e96390d01e77d17dc	2015-09-15	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Bacteria	Actinobacteria	1

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

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

C06332

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

N-Acetylanthranilic acid

METLIN ID

Not Available

PubChem Compound

6971

PDB ID

Not Available

ChEBI ID

36555

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for N-Acetylanthranilate (MMDBc0030323)

MOL for #<Metabolite:0x00007fdb3775b790>

3D MOL for #<Metabolite:0x00007fdb3775b790>

3D SDF for #<Metabolite:0x00007fdb3775b790>

3D-SDF for #<Metabolite:0x00007fdb3775b790>

PDB for #<Metabolite:0x00007fdb3775b790>

3D PDB for #<Metabolite:0x00007fdb3775b790>

SMILES for #<Metabolite:0x00007fdb3775b790>

INCHI for #<Metabolite:0x00007fdb3775b790>

Structure for #<Metabolite:0x00007fdb3775b790>

3D Structure for #<Metabolite:0x00007fdb3775b790>