Record Information
Version1.0
Creation date2010-04-08 22:04:46 UTC
Update date2020-04-21 18:02:08 UTC
Primary IDFDB000951
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Furancarboxylic acid
DescriptionIsolated from roots of Phaseolus vulgaris (kidney bean) Furoic acid is a metabolite that appears in the urine of workers occupationally exposed to furfural and is marker of exposure to this compound. Furfural is a heterocyclic aldehyde that is commonly used as a solvent in industry. It is readily absorbed into the body via the lungs and has significant skin absorption. Furfural is an irritant of the eyes, mucous membranes, and skin and is a central nervous system depressant. Furfural as a confirmed animal carcinogen with unknown relevance to humans (It has been suggested that is a substance that produces hepatic cirrhosis). Once in the body, furfural is metabolized rapidly via oxidation to the metabolite furoic acid, which is then conjugated with glycine and excreted in the urine in both free and conjugated forms. (PMID: 3751566, 4630229, 12587683). Furoic acid is a biomarker for the consumption of beer.
CAS Number88-14-2
Structure
Thumb
Synonyms
SynonymSource
2-CarboxyfuranChEBI
2-Furancarboxylic acidChEBI
2-Furanoic acidChEBI
Acide 2-furoiqueChEBI
Acido 2-furoicoChEBI
alpha-Furancarboxylic acidChEBI
alpha-Furoic acidChEBI
Furan-2-carbonsaeureChEBI
Pyromucic acidChEBI
2-FurancarboxylateGenerator
2-FuranoateGenerator
a-FurancarboxylateGenerator
a-Furancarboxylic acidGenerator
alpha-FurancarboxylateGenerator
Α-furancarboxylateGenerator
Α-furancarboxylic acidGenerator
a-FuroateGenerator
a-Furoic acidGenerator
alpha-FuroateGenerator
Α-furoateGenerator
Α-furoic acidGenerator
PyromucateGenerator
2-FuroateGenerator
b-FurancarboxylateHMDB
b-Furancarboxylic acidHMDB
b-FuroateHMDB
b-Furoic acidHMDB
beta-FurancarboxylateHMDB
beta-Furancarboxylic acidHMDB
beta-FuroateHMDB
beta-Furoic acidHMDB
FurancarboxylateHMDB
Furancarboxylic acidHMDB
FuroateHMDB
Furoic acidHMDB
Furan-3-carboxylicHMDB
2-Furoic acid, sodium saltHMDB
Furan-2-ylacetateHMDB
Furan-2-carboxylateHMDB
2-Furoic acidKEGG
Furan-2-carboxylic acidPhytoBank
α-furancarboxylic acidbiospider
α-furoic acidbiospider
2-furancarboxilic acidbiospider
2-Furoic acid [per EINECS]biospider
2-Furoic acid, 8CIdb_source
2-FUROIC ACID, PRACTbiospider
A-furancarboxylatebiospider
A-furancarboxylic acidbiospider
A-furoatebiospider
Alpha-furancarboxylatebiospider
Alpha-furancarboxylic acidbiospider
Alpha-furoatebiospider
Alpha-furoic acidbiospider
B-furancarboxylatebiospider
B-furancarboxylic acidbiospider
B-furoatebiospider
B-furoic acidbiospider
Beta-furancarboxylatebiospider
Beta-furancarboxylic acidbiospider
Beta-furoatebiospider
Beta-furoic acidbiospider
FOAbiospider
Furancarboxylic acid-(2)biospider
Furoicabiospider
α-furancarboxylateGenerator
α-furancarboxylic acidGenerator
α-furoateGenerator
α-furoic acidGenerator
Predicted Properties
PropertyValueSource
Water Solubility27.1 g/LALOGPS
logP0.98ALOGPS
logP0.69ChemAxon
logS-0.62ALOGPS
pKa (Strongest Acidic)-6.5ChemAxon
pKa (Strongest Basic)6.41ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area50.44 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity25.71 m³·mol⁻¹ChemAxon
Polarizability9.8 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC5H4O3
IUPAC namefuran-2-carboxylic acid
InChI IdentifierInChI=1S/C5H4O3/c6-5(7)4-2-1-3-8-4/h1-3H,(H,6,7)
InChI KeySMNDYUVBFMFKNZ-UHFFFAOYSA-N
Isomeric SMILESOC(=O)C1=CC=CO1
Average Molecular Weight112.0835
Monoisotopic Molecular Weight112.016043994
Classification
Description Belongs to the class of organic compounds known as furoic acids. These are organic compounds containing a furoic acid moiety, with a structure characterized by a furan ring bearing a carboxylic acid group at the C2 or C3 carbon atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurans
Sub ClassFuroic acid and derivatives
Direct ParentFuroic acids
Alternative Parents
Substituents
  • Furoic acid
  • Heteroaromatic compound
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
OntologyNo ontology term
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 53.58%; H 3.60%; O 42.82%DFC
Melting PointMp 133-134°DFC
Boiling PointBp20 141-144°DFC
Experimental Water Solubility37.1 mg/mL at 15 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP0.64POMONA (1987)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Furancarboxylic acid, 1 TMS, GC-MS Spectrumsplash10-004i-2900000000-0a68833fc4193e1f8cedSpectrum
GC-MS2-Furancarboxylic acid, non-derivatized, GC-MS Spectrumsplash10-004i-2900000000-0a68833fc4193e1f8cedSpectrum
GC-MS2-Furancarboxylic acid, non-derivatized, GC-MS Spectrumsplash10-004j-4900000000-ea5ecbab959d0d5c46f2Spectrum
Predicted GC-MS2-Furancarboxylic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01p6-9200000000-29936ed9a6e09458beebSpectrum
Predicted GC-MS2-Furancarboxylic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00ds-9200000000-deea8b11e937a3c9a0b6Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)splash10-014i-9000000000-29104923ddd1637492b6Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)splash10-014i-9000000000-f5839ae3e2498c8ed422Spectrum
MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)splash10-014m-9000000000-add36932dee552c27460Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-03di-3900000000-1400c95fd6fa180f3477Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-014i-9000000000-3ef00380e59fd05e13d7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-014i-9000000000-793fd8d927620ba879c4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-00kb-9000000000-41d0eb8e5d92a9c18133Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-0002-9000000000-b316782c64a0bd01cfa4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-03di-3900000000-1400c95fd6fa180f3477Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-9000000000-3ef00380e59fd05e13d7Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-9000000000-793fd8d927620ba879c4Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-00kb-9000000000-41d0eb8e5d92a9c18133Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0002-9000000000-b316782c64a0bd01cfa4Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 4V, positivesplash10-03di-0900000000-e56f9404be174f693636Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 8V, positivesplash10-03di-4900000000-d5a109e334b699d07fd4Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 12V, positivesplash10-0002-9200000000-5ffc1a1c60bdd1e1607fSpectrum
MS/MSLC-MS/MS Spectrum - QqQ 16V, positivesplash10-0002-9000000000-c8b314b1b859572c9810Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 20V, positivesplash10-0002-9000000000-557bd61baaf69da1bbf3Spectrum
MS/MSLC-MS/MS Spectrum - QqQ 12V, positivesplash10-0002-9000000000-dc124ecf6a6750677b10Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dj-8900000000-0e807897f25b2ae739ecSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01ot-9400000000-a38fb6802bc09c6a697fSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uy1-9000000000-88ac4d1b946f0141be71Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-1900000000-23013259dcdc1acd4316Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03xr-9600000000-197797d0dbb1a04c891cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kr-9000000000-b09281ae3a89c2ed52edSpectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider ID10251740
ChEMBL IDCHEMBL1232797
KEGG Compound IDC01546
Pubchem Compound ID6919
Pubchem Substance IDNot Available
ChEBI ID16739
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB00617
CRC / DFC (Dictionary of Food Compounds) IDBNJ06-U:BNJ06-U
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDC00000151
HET IDFOA
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1040161
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference