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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:14:07 UTC

Update Date

2021-09-26 22:53:24 UTC

HMDB ID

HMDB0245133

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Furamide

Description

2-Furamide, also known as diloxanide or entamide furoate, belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group. Based on a literature review very few articles have been published on 2-Furamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-furamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-Furamide 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
2,2-Dichloro-4'-hydroxy-N-methylacetanilide 2-furoate	HMDB
Diloxanide	HMDB
Furamide	HMDB
Entamide furoate	HMDB
Diloxanide furoate	HMDB

Chemical Formula

C₅H₅NO₂

Average Molecular Weight

111.1

Monoisotopic Molecular Weight

111.032028405

IUPAC Name

furan-2-carboxamide

Traditional Name

furamide

CAS Registry Number

Not Available

SMILES

NC(=O)C1=CC=CO1

InChI Identifier

InChI=1S/C5H5NO2/c6-5(7)4-2-1-3-8-4/h1-3H,(H2,6,7)

InChI Key

TVFIYRKPCACCNL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-heteroaryl carboxamides. 2-Heteroaryl carboxamides are compounds containing a heteroaromatic ring that carries a carboxamide group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

2-heteroaryl carboxamides

Alternative Parents

Substituents

2-heteroaryl carboxamide
Furoic acid or derivatives
Heteroaromatic compound
Furan
Primary carboxylic acid amide
Oxacycle
Organoheterocyclic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.07	ALOGPS
logP	-0.12	ChemAxon
logS	-0.6	ALOGPS
pKa (Strongest Acidic)	13.56	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	27.53 m³·mol⁻¹	ChemAxon
Polarizability	10.22 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]+	126.057	30932474
DeepCCS	[M-H]-	124.014	30932474
DeepCCS	[M-2H]-	159.573	30932474
DeepCCS	[M+Na]+	134.153	30932474
AllCCS	[M+H]+	127.1	32859911
AllCCS	[M+H-H2O]+	122.4	32859911
AllCCS	[M+NH4]+	131.5	32859911
AllCCS	[M+Na]+	132.7	32859911
AllCCS	[M-H]-	118.2	32859911
AllCCS	[M+Na-2H]-	120.9	32859911
AllCCS	[M+HCOO]-	124.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Furamide	NC(=O)C1=CC=CO1	2223.3	Standard polar	33892256
2-Furamide	NC(=O)C1=CC=CO1	1088.6	Standard non polar	33892256
2-Furamide	NC(=O)C1=CC=CO1	1121.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Furamide,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=CO1	1250.5	Semi standard non polar	33892256
2-Furamide,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=CO1	1215.9	Standard non polar	33892256
2-Furamide,1TMS,isomer #1	C[Si](C)(C)NC(=O)C1=CC=CO1	1686.6	Standard polar	33892256
2-Furamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CO1)[Si](C)(C)C	1349.7	Semi standard non polar	33892256
2-Furamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CO1)[Si](C)(C)C	1356.4	Standard non polar	33892256
2-Furamide,2TMS,isomer #1	C[Si](C)(C)N(C(=O)C1=CC=CO1)[Si](C)(C)C	1562.7	Standard polar	33892256
2-Furamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CO1	1466.4	Semi standard non polar	33892256
2-Furamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CO1	1403.5	Standard non polar	33892256
2-Furamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)C1=CC=CO1	1834.2	Standard polar	33892256
2-Furamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CO1)[Si](C)(C)C(C)(C)C	1792.6	Semi standard non polar	33892256
2-Furamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CO1)[Si](C)(C)C(C)(C)C	1721.1	Standard non polar	33892256
2-Furamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=O)C1=CC=CO1)[Si](C)(C)C(C)(C)C	1785.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Furamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-01p7-9200000000-1216af653af442c2790b	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Furamide 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 - 2-Furamide 10V, Positive-QTOF	splash10-01ow-9300000000-2e418f9a58702b6c1912	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furamide 20V, Positive-QTOF	splash10-0007-9000000000-25a46ba07c495d9a2374	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furamide 40V, Positive-QTOF	splash10-002u-9000000000-13ad0450c35a53d792a5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furamide 10V, Negative-QTOF	splash10-014i-9200000000-908976a5ec78443fa8c3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furamide 20V, Negative-QTOF	splash10-0006-9000000000-b29438fd759bd387f633	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Furamide 40V, Negative-QTOF	splash10-0006-9000000000-481ac4c87871699831b0	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)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

Not Available

Chemspider ID

62325

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Diloxanide

METLIN ID

Not Available

PubChem Compound

69108

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 2-Furamide (HMDB0245133)

MOL for HMDB0245133 (2-Furamide)

3D MOL for HMDB0245133 (2-Furamide)

3D SDF for HMDB0245133 (2-Furamide)

3D-SDF for HMDB0245133 (2-Furamide)

PDB for HMDB0245133 (2-Furamide)

3D PDB for HMDB0245133 (2-Furamide)

SMILES for HMDB0245133 (2-Furamide)

INCHI for HMDB0245133 (2-Furamide)

Structure for HMDB0245133 (2-Furamide)

3D Structure for HMDB0245133 (2-Furamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra