Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:43:43 UTC

Update Date

2021-09-26 23:09:44 UTC

HMDB ID

HMDB0255153

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Hydroxybenzamide

Description

Benzhydroxamic Acid, also known as benzhydroxamate, belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring. Benzhydroxamic Acid is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). N-hydroxybenzamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Hydroxybenzamide 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
Benzhydroxamate	Generator
N-Hydroxybenzamide	ChEMBL
Benzoyl hydroxamic acid	ChEMBL
Benzoyl hydroxamate	Generator
Benzohydroxamic acid	MeSH
Benzhydroxamic acid, monopotassium salt	MeSH
Benzhydroxamic acid, monosodium salt	MeSH
Benzhydroxamic acid, calcium salt (2:1)	MeSH
Benzhydroxamic acid	MeSH
N-Hydroxybenzenecarboximidate	Generator

Chemical Formula

C₇H₇NO₂

Average Molecular Weight

137.136

Monoisotopic Molecular Weight

137.047678473

IUPAC Name

N-hydroxybenzamide

Traditional Name

benzhydroxamic acid

CAS Registry Number

Not Available

SMILES

ONC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C7H7NO2/c9-7(8-10)6-4-2-1-3-5-6/h1-5,10H,(H,8,9)

InChI Key

VDEUYMSGMPQMIK-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acids and derivatives. These are organic compounds containing a carboxylic acid substituent attached to a benzene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acids and derivatives

Alternative Parents

Substituents

Benzoic acid or derivatives
Benzoyl
Hydroxamic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	0.17	ALOGPS
logP	0.82	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	-5.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.33 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	36.9 m³·mol⁻¹	ChemAxon
Polarizability	13.33 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]+	126.018	30932474
DeepCCS	[M-H]-	122.651	30932474
DeepCCS	[M-2H]-	159.781	30932474
DeepCCS	[M+Na]+	135.061	30932474
AllCCS	[M+H]+	129.5	32859911
AllCCS	[M+H-H2O]+	124.8	32859911
AllCCS	[M+NH4]+	133.9	32859911
AllCCS	[M+Na]+	135.1	32859911
AllCCS	[M-H]-	125.9	32859911
AllCCS	[M+Na-2H]-	127.6	32859911
AllCCS	[M+HCOO]-	129.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Hydroxybenzamide	ONC(=O)C1=CC=CC=C1	2129.5	Standard polar	33892256
N-Hydroxybenzamide	ONC(=O)C1=CC=CC=C1	1480.3	Standard non polar	33892256
N-Hydroxybenzamide	ONC(=O)C1=CC=CC=C1	1412.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Hydroxybenzamide,1TMS,isomer #1	C[Si](C)(C)N(O)C(=O)C1=CC=CC=C1	1464.8	Semi standard non polar	33892256
N-Hydroxybenzamide,1TMS,isomer #1	C[Si](C)(C)N(O)C(=O)C1=CC=CC=C1	1474.2	Standard non polar	33892256
N-Hydroxybenzamide,1TMS,isomer #1	C[Si](C)(C)N(O)C(=O)C1=CC=CC=C1	1916.7	Standard polar	33892256
N-Hydroxybenzamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(O)C(=O)C1=CC=CC=C1	1694.7	Semi standard non polar	33892256
N-Hydroxybenzamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(O)C(=O)C1=CC=CC=C1	1651.3	Standard non polar	33892256
N-Hydroxybenzamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(O)C(=O)C1=CC=CC=C1	2052.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Hydroxybenzamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0900000000-70a2beb6261fa0e693b6	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Hydroxybenzamide 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Hydroxybenzamide 15V, Negative-QTOF	splash10-0006-9000000000-9b90743c050de05380b8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Hydroxybenzamide 30V, Negative-QTOF	splash10-0006-9000000000-dedf4bb4ae8995cc867e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Hydroxybenzamide 60V, Negative-QTOF	splash10-0006-9000000000-307d4e92a005fa9b3dca	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Hydroxybenzamide 45V, Negative-QTOF	splash10-0006-9000000000-fa1f8f0f472ff063e5f7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Hydroxybenzamide 90V, Negative-QTOF	splash10-0006-9000000000-d031f13cbcf4bec1ec09	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Hydroxybenzamide 75V, Negative-QTOF	splash10-0006-9000000000-123ed6f0f4679b9938dd	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Hydroxybenzamide 10V, Positive-QTOF	splash10-000i-0900000000-407445c5e8eea6046c79	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Hydroxybenzamide 20V, Positive-QTOF	splash10-0a4i-2900000000-87651d08fbf7fb32b97a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Hydroxybenzamide 40V, Positive-QTOF	splash10-0kdi-9300000000-29597bdf85a20add3eca	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Hydroxybenzamide 10V, Negative-QTOF	splash10-000i-0900000000-43f6706fb6b81cd3d494	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Hydroxybenzamide 20V, Negative-QTOF	splash10-052r-5900000000-363b30c4a22b0eadb73b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Hydroxybenzamide 40V, Negative-QTOF	splash10-0a6r-9100000000-9f9f4fb8d1f40694d286	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-25	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

DB01924

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10313

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 N-Hydroxybenzamide (HMDB0255153)

MOL for HMDB0255153 (N-Hydroxybenzamide)

3D MOL for HMDB0255153 (N-Hydroxybenzamide)

3D SDF for HMDB0255153 (N-Hydroxybenzamide)

3D-SDF for HMDB0255153 (N-Hydroxybenzamide)

PDB for HMDB0255153 (N-Hydroxybenzamide)

3D PDB for HMDB0255153 (N-Hydroxybenzamide)

SMILES for HMDB0255153 (N-Hydroxybenzamide)

INCHI for HMDB0255153 (N-Hydroxybenzamide)

Structure for HMDB0255153 (N-Hydroxybenzamide)

3D Structure for HMDB0255153 (N-Hydroxybenzamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra