Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:36 UTC

Update Date

2023-02-21 17:22:03 UTC

HMDB ID

HMDB0032398

Secondary Accession Numbers

HMDB32398

Metabolite Identification

Common Name

Methyl n-formylanthranilate

Description

Methyl n-formylanthranilate, also known as methyl 2-(formylamino)benzoate, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on Methyl n-formylanthranilate.

Structure

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

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.334   3.850   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.334   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -2.667   1.540   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8    4   10                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl N-formylanthranilic acid	Generator
Benzoic acid, 2-(formylamino)-, methyl ester	HMDB
Methyl 2-(formylamino)benzoate	HMDB
Methyl 2-formylaminobenzoate	HMDB
N-[2-(Methoxycarbonyl)phenyl]carboximidate	HMDB

Chemical Formula

C₉H₉NO₃

Average Molecular Weight

179.1727

Monoisotopic Molecular Weight

179.058243159

IUPAC Name

methyl 2-formamidobenzoate

Traditional Name

methyl 2-formamidobenzoate

CAS Registry Number

41270-80-8

SMILES

COC(=O)C1=CC=CC=C1NC=O

InChI Identifier

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

InChI Key

HRNPZFOYXWWMFL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
Benzoate ester
Anilide
Benzoyl
N-arylamide
Vinylogous amide
Methyl ester
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organonitrogen compound
Organic nitrogen compound
Organic oxide
Organopnictogen compound
Carbonyl group
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032398)
Cytoplasm (HMDB: HMDB0032398)

Source

Endogenous

Endogenous (HMDB: HMDB0032398)

Exogenous

Food

Food (HMDB: HMDB0032398)

Process

Not Available

Role

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
Water Solubility	1.4 g/L	ALOGPS
logP	1.09	ALOGPS
logP	1.82	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	13.11	ChemAxon
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.4 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.46 m³·mol⁻¹	ChemAxon
Polarizability	17.7 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	138.756	31661259
DarkChem	[M-H]-	136.348	31661259
DeepCCS	[M+H]+	136.198	30932474
DeepCCS	[M-H]-	133.553	30932474
DeepCCS	[M-2H]-	169.528	30932474
DeepCCS	[M+Na]+	144.935	30932474
AllCCS	[M+H]+	138.9	32859911
AllCCS	[M+H-H2O]+	134.7	32859911
AllCCS	[M+NH4]+	142.9	32859911
AllCCS	[M+Na]+	144.0	32859911
AllCCS	[M-H]-	137.0	32859911
AllCCS	[M+Na-2H]-	137.8	32859911
AllCCS	[M+HCOO]-	138.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl n-formylanthranilate	COC(=O)C1=CC=CC=C1NC=O	2444.9	Standard polar	33892256
Methyl n-formylanthranilate	COC(=O)C1=CC=CC=C1NC=O	1654.9	Standard non polar	33892256
Methyl n-formylanthranilate	COC(=O)C1=CC=CC=C1NC=O	1613.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methyl n-formylanthranilate,1TMS,isomer #1	COC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C	1575.2	Semi standard non polar	33892256
Methyl n-formylanthranilate,1TMS,isomer #1	COC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C	1708.0	Standard non polar	33892256
Methyl n-formylanthranilate,1TBDMS,isomer #1	COC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	1803.8	Semi standard non polar	33892256
Methyl n-formylanthranilate,1TBDMS,isomer #1	COC(=O)C1=CC=CC=C1N(C=O)[Si](C)(C)C(C)(C)C	1883.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl n-formylanthranilate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fdk-3900000000-4b841b27fcda5f8943f3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl n-formylanthranilate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl n-formylanthranilate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 10V, Positive-QTOF	splash10-0ue9-0900000000-ef947bd066c80d104c06	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 20V, Positive-QTOF	splash10-0udi-0900000000-1d6748cc3f84c24bbf11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 40V, Positive-QTOF	splash10-0uk9-5900000000-a24c357d0930ce0ca68e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 10V, Negative-QTOF	splash10-004i-4900000000-307e57327a480184dab3	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 20V, Negative-QTOF	splash10-002b-1900000000-168d497db42899427b4c	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 40V, Negative-QTOF	splash10-00os-8900000000-d6da88250001abbaf4f6	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 10V, Negative-QTOF	splash10-0gdi-1900000000-1f3c89e42b898ae13e10	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 20V, Negative-QTOF	splash10-0006-9500000000-26be23fa54ba212e0c88	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 40V, Negative-QTOF	splash10-0006-9100000000-8603020f97db87e45961	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 10V, Positive-QTOF	splash10-00di-0900000000-53d7970735835744d0c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 20V, Positive-QTOF	splash10-00dj-0900000000-4fd34803d33d28e4769a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl n-formylanthranilate 40V, Positive-QTOF	splash10-00xr-6900000000-1e45526addedffb7151b	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

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

FDB009830

KNApSAcK ID

Not Available

Chemspider ID

142638

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162458

PDB ID

Not Available

ChEBI ID

Not Available

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

(). EAFUS: Everything Added to Food in the United States.. .

Showing metabocard for Methyl n-formylanthranilate (HMDB0032398)

MOL for HMDB0032398 (Methyl n-formylanthranilate)

3D MOL for HMDB0032398 (Methyl n-formylanthranilate)

3D SDF for HMDB0032398 (Methyl n-formylanthranilate)

3D-SDF for HMDB0032398 (Methyl n-formylanthranilate)

PDB for HMDB0032398 (Methyl n-formylanthranilate)

3D PDB for HMDB0032398 (Methyl n-formylanthranilate)

SMILES for HMDB0032398 (Methyl n-formylanthranilate)

INCHI for HMDB0032398 (Methyl n-formylanthranilate)

Structure for HMDB0032398 (Methyl n-formylanthranilate)

3D Structure for HMDB0032398 (Methyl n-formylanthranilate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra