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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:19:45 UTC

Update Date

2021-09-26 22:55:18 UTC

HMDB ID

HMDB0246300

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-(Aminomethyl)benzoic acid

Description

Aminomethylbenzoic acid, also known as p-aminomethylbenzoate or gumbix, 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. Based on a literature review a significant number of articles have been published on Aminomethylbenzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-(aminomethyl)benzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-(Aminomethyl)benzoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
p-Aminomethylbenzoic acid	Kegg
Gumbix	Kegg
p-Aminomethylbenzoate	Generator
Aminomethylbenzoate	Generator
4-Aminomethylbenzoic acid	MeSH
PAMBA	MeSH
Para-aminomethylbenzoic acid	MeSH
4-(Aminomethyl)benzoate	Generator

Chemical Formula

C₈H₉NO₂

Average Molecular Weight

151.1626

Monoisotopic Molecular Weight

151.063328537

IUPAC Name

4-(aminomethyl)benzoic acid

Traditional Name

pamba

CAS Registry Number

Not Available

SMILES

NCC1=CC=C(C=C1)C(O)=O

InChI Identifier

InChI=1S/C8H9NO2/c9-5-6-1-3-7(4-2-6)8(10)11/h1-4H,5,9H2,(H,10,11)

InChI Key

QCTBMLYLENLHLA-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
Benzylamine
Phenylmethylamine
Aralkylamine
Amino acid or derivatives
Amino acid
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Amine
Organonitrogen compound
Organooxygen compound
Primary aliphatic amine
Primary amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	-2	ALOGPS
logP	-1.5	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	9.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	63.32 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.79 m³·mol⁻¹	ChemAxon
Polarizability	15.53 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	129.62	30932474
DeepCCS	[M-H]-	125.826	30932474
DeepCCS	[M-2H]-	163.049	30932474
DeepCCS	[M+Na]+	138.319	30932474
AllCCS	[M+H]+	135.9	32859911
AllCCS	[M+H-H2O]+	131.7	32859911
AllCCS	[M+NH4]+	139.8	32859911
AllCCS	[M+Na]+	141.0	32859911
AllCCS	[M-H]-	131.1	32859911
AllCCS	[M+Na-2H]-	132.7	32859911
AllCCS	[M+HCOO]-	134.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-(Aminomethyl)benzoic acid	NCC1=CC=C(C=C1)C(O)=O	2744.0	Standard polar	33892256
4-(Aminomethyl)benzoic acid	NCC1=CC=C(C=C1)C(O)=O	1544.8	Standard non polar	33892256
4-(Aminomethyl)benzoic acid	NCC1=CC=C(C=C1)C(O)=O	1639.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-(Aminomethyl)benzoic acid,2TMS,isomer #1	C[Si](C)(C)NCC1=CC=C(C(=O)O[Si](C)(C)C)C=C1	1788.1	Semi standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TMS,isomer #1	C[Si](C)(C)NCC1=CC=C(C(=O)O[Si](C)(C)C)C=C1	1835.3	Standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TMS,isomer #1	C[Si](C)(C)NCC1=CC=C(C(=O)O[Si](C)(C)C)C=C1	1923.2	Standard polar	33892256
4-(Aminomethyl)benzoic acid,2TMS,isomer #2	C[Si](C)(C)N(CC1=CC=C(C(=O)O)C=C1)[Si](C)(C)C	1991.5	Semi standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TMS,isomer #2	C[Si](C)(C)N(CC1=CC=C(C(=O)O)C=C1)[Si](C)(C)C	1969.1	Standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TMS,isomer #2	C[Si](C)(C)N(CC1=CC=C(C(=O)O)C=C1)[Si](C)(C)C	2076.6	Standard polar	33892256
4-(Aminomethyl)benzoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(CN([Si](C)(C)C)[Si](C)(C)C)C=C1	1963.4	Semi standard non polar	33892256
4-(Aminomethyl)benzoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(CN([Si](C)(C)C)[Si](C)(C)C)C=C1	1971.1	Standard non polar	33892256
4-(Aminomethyl)benzoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1=CC=C(CN([Si](C)(C)C)[Si](C)(C)C)C=C1	1894.3	Standard polar	33892256
4-(Aminomethyl)benzoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2307.9	Semi standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2275.4	Standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NCC1=CC=C(C(=O)O[Si](C)(C)C(C)(C)C)C=C1	2199.3	Standard polar	33892256
4-(Aminomethyl)benzoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)O)C=C1)[Si](C)(C)C(C)(C)C	2459.6	Semi standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)O)C=C1)[Si](C)(C)C(C)(C)C	2371.7	Standard non polar	33892256
4-(Aminomethyl)benzoic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(CC1=CC=C(C(=O)O)C=C1)[Si](C)(C)C(C)(C)C	2245.7	Standard polar	33892256
4-(Aminomethyl)benzoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2668.1	Semi standard non polar	33892256
4-(Aminomethyl)benzoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2575.6	Standard non polar	33892256
4-(Aminomethyl)benzoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1=CC=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C=C1	2264.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Aminomethyl)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kai-3900000000-872e3e1d32767d397b8d	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Aminomethyl)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Aminomethyl)benzoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Aminomethyl)benzoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Aminomethyl)benzoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-(Aminomethyl)benzoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 4-(Aminomethyl)benzoic acid 10V, Negative-QTOF	splash10-0udi-0900000000-62ca4e10db54c7a063d6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 20V, Negative-QTOF	splash10-0pb9-1900000000-c7789c0a94471f5794fa	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 40V, Negative-QTOF	splash10-056r-9700000000-2ed5b304115e6ace81f8	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 10V, Negative-QTOF	splash10-0udi-0900000000-c294e68376c4342ea785	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 20V, Negative-QTOF	splash10-004i-9700000000-b4f7511166df9737a01a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 40V, Negative-QTOF	splash10-004i-9300000000-158c26d0002b2ae71243	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 10V, Positive-QTOF	splash10-0ue9-0900000000-76df5e043ec12a5c09ea	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 20V, Positive-QTOF	splash10-053r-0900000000-d4a02e42dbe3a741998a	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 40V, Positive-QTOF	splash10-0pc3-9600000000-fcad81f1720400236e10	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 10V, Positive-QTOF	splash10-000l-4900000000-20eec2b7ea0c38287b2f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 20V, Positive-QTOF	splash10-000f-5900000000-469c23fae3f99e1b2963	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-(Aminomethyl)benzoic acid 40V, Positive-QTOF	splash10-0udi-9100000000-06ce5d11c881938ee9e3	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB13244

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58971

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aminomethylbenzoic acid

METLIN ID

Not Available

PubChem Compound

65526

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 4-(Aminomethyl)benzoic acid (HMDB0246300)

MOL for HMDB0246300 (4-(Aminomethyl)benzoic acid)

3D MOL for HMDB0246300 (4-(Aminomethyl)benzoic acid)

3D SDF for HMDB0246300 (4-(Aminomethyl)benzoic acid)

3D-SDF for HMDB0246300 (4-(Aminomethyl)benzoic acid)

PDB for HMDB0246300 (4-(Aminomethyl)benzoic acid)

3D PDB for HMDB0246300 (4-(Aminomethyl)benzoic acid)

SMILES for HMDB0246300 (4-(Aminomethyl)benzoic acid)

INCHI for HMDB0246300 (4-(Aminomethyl)benzoic acid)

Structure for HMDB0246300 (4-(Aminomethyl)benzoic acid)

3D Structure for HMDB0246300 (4-(Aminomethyl)benzoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra