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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:26:05 UTC

Update Date

2021-09-26 22:59:33 UTC

HMDB ID

HMDB0248970

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzamidine

Description

benzamidine belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. Based on a literature review very few articles have been published on benzamidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzamidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzamidine 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
Phenylamidine	ChEBI
Benzenecarboxamidine	Kegg
Benzamidine hydrochloride	MeSH

Chemical Formula

C₇H₈N₂

Average Molecular Weight

120.1518

Monoisotopic Molecular Weight

120.068748266

IUPAC Name

benzenecarboximidamide

Traditional Name

benzamidine

CAS Registry Number

Not Available

SMILES

NC(=N)C1=CC=CC=C1

InChI Identifier

InChI=1S/C7H8N2/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H3,8,9)

InChI Key

PXXJHWLDUBFPOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Not Available

Direct Parent

Benzene and substituted derivatives

Alternative Parents

Substituents

Monocyclic benzene moiety
Carboximidamide
Carboxylic acid amidine
Amidine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

carboxamidine (CHEBI:41033 )
benzenes (CHEBI:41033 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0248970)

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	0.28	ALOGPS
logP	0.89	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Basic)	11.53	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	49.87 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.73 m³·mol⁻¹	ChemAxon
Polarizability	12.92 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]+	125.469	30932474
DeepCCS	[M-H]-	122.086	30932474
DeepCCS	[M-2H]-	159.204	30932474
DeepCCS	[M+Na]+	134.324	30932474
AllCCS	[M+H]+	125.3	32859911
AllCCS	[M+H-H2O]+	120.4	32859911
AllCCS	[M+NH4]+	129.8	32859911
AllCCS	[M+Na]+	131.1	32859911
AllCCS	[M-H]-	122.2	32859911
AllCCS	[M+Na-2H]-	124.3	32859911
AllCCS	[M+HCOO]-	126.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzamidine	NC(=N)C1=CC=CC=C1	2422.5	Standard polar	33892256
Benzamidine	NC(=N)C1=CC=CC=C1	1295.9	Standard non polar	33892256
Benzamidine	NC(=N)C1=CC=CC=C1	1360.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzamidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=CC=C1	1531.9	Semi standard non polar	33892256
Benzamidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=CC=C1	1366.0	Standard non polar	33892256
Benzamidine,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=CC=C1	1914.9	Standard polar	33892256
Benzamidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=CC=C1	1489.3	Semi standard non polar	33892256
Benzamidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=CC=C1	1342.4	Standard non polar	33892256
Benzamidine,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=CC=C1	1995.7	Standard polar	33892256
Benzamidine,2TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=CC=C1)[Si](C)(C)C	1559.2	Semi standard non polar	33892256
Benzamidine,2TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=CC=C1)[Si](C)(C)C	1545.7	Standard non polar	33892256
Benzamidine,2TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=CC=C1)[Si](C)(C)C	1958.3	Standard polar	33892256
Benzamidine,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=CC=C1	1488.3	Semi standard non polar	33892256
Benzamidine,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=CC=C1	1502.3	Standard non polar	33892256
Benzamidine,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=CC=C1	1884.6	Standard polar	33892256
Benzamidine,3TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1539.1	Semi standard non polar	33892256
Benzamidine,3TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1670.3	Standard non polar	33892256
Benzamidine,3TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	1776.7	Standard polar	33892256
Benzamidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=CC=C1	1769.8	Semi standard non polar	33892256
Benzamidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=CC=C1	1583.0	Standard non polar	33892256
Benzamidine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=CC=C1	2053.0	Standard polar	33892256
Benzamidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=CC=C1	1697.4	Semi standard non polar	33892256
Benzamidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=CC=C1	1547.7	Standard non polar	33892256
Benzamidine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=CC=C1	2147.9	Standard polar	33892256
Benzamidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2014.9	Semi standard non polar	33892256
Benzamidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	1952.9	Standard non polar	33892256
Benzamidine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2115.0	Standard polar	33892256
Benzamidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	1958.9	Semi standard non polar	33892256
Benzamidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	1924.8	Standard non polar	33892256
Benzamidine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=CC=C1	2081.5	Standard polar	33892256
Benzamidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(C1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2221.3	Semi standard non polar	33892256
Benzamidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(C1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2279.5	Standard non polar	33892256
Benzamidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(C1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2128.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Benzamidine GC-MS (Non-derivatized)	splash10-0fi0-5900000000-536332ea2efb19739330	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzamidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-4900000000-3703aaacde3f1fc089bf	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzamidine 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 - Benzamidine 20V, Positive-QTOF	splash10-00di-0900000000-8056cdf5274142ae2172	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzamidine 10V, Positive-QTOF	splash10-00di-0900000000-3b985e699f8b6e7124cd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzamidine 20V, Positive-QTOF	splash10-00di-0900000000-2182e2c64d185f622d6d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzamidine 30V, Positive-QTOF	splash10-00di-0900000000-8f70dcfe9a10113988b2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzamidine 10V, Positive-QTOF	splash10-00di-0900000000-861a00ffa00d39c81057	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 10V, Positive-QTOF	splash10-00di-0900000000-474dab450e126a7d48ae	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 20V, Positive-QTOF	splash10-00di-0900000000-69f840140e160e73e11c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 40V, Positive-QTOF	splash10-0udi-5900000000-22e0adc576588fbb7d3b	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 10V, Negative-QTOF	splash10-014i-0900000000-36c4b002dabf0855f5b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 20V, Negative-QTOF	splash10-014i-1900000000-047fd000abeec174d602	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 40V, Negative-QTOF	splash10-00mo-9300000000-bbde50794f38adc09ac9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 10V, Positive-QTOF	splash10-0udi-0900000000-14124c18b03be592c1eb	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 20V, Positive-QTOF	splash10-0udi-2900000000-65a1df902257f915d294	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 40V, Positive-QTOF	splash10-0ufr-9400000000-6ace171f3eefc036249c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 10V, Negative-QTOF	splash10-016r-6900000000-08569ad29fe51f8bdff0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 20V, Negative-QTOF	splash10-00or-9400000000-20105569c7871cd3ae96	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzamidine 40V, Negative-QTOF	splash10-0006-9000000000-1c8520c5f7efb1187e43	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

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

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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00025469

Chemspider ID

2242

KEGG Compound ID

C01784

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benzamidine

METLIN ID

Not Available

PubChem Compound

2332

PDB ID

Not Available

ChEBI ID

41033

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 ]

Enzymes

Enzyme Details

1. Gamma-aminobutyric acid receptor subunit beta-3

General function:: Involved in ion transport
Specific function:: GABA, the major inhibitory neurotransmitter in the vertebrate brain, mediates neuronal inhibition by binding to the GABA/benzodiazepine receptor and opening an integral chloride channel
Gene Name:: GABRB3
Uniprot ID:: P28472
Molecular weight:: 54115.0

Showing metabocard for Benzamidine (HMDB0248970)

MOL for HMDB0248970 (Benzamidine)

3D MOL for HMDB0248970 (Benzamidine)

3D SDF for HMDB0248970 (Benzamidine)

3D-SDF for HMDB0248970 (Benzamidine)

PDB for HMDB0248970 (Benzamidine)

3D PDB for HMDB0248970 (Benzamidine)

SMILES for HMDB0248970 (Benzamidine)

INCHI for HMDB0248970 (Benzamidine)

Structure for HMDB0248970 (Benzamidine)

3D Structure for HMDB0248970 (Benzamidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes