Record Information
Version1.0
Creation date2011-09-21 00:23:08 UTC
Update date2015-07-21 06:57:28 UTC
Primary IDFDB023004
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameSumiki's acid
DescriptionSumiki's acid is a naturally occurring human metabolite. (PMID: 949837) Sumiki's acid was first identified in the urine of a leukemic patient who was excreting an abnormal amount of its glycine derivative. (PMID: 5043270) Sumiki's acid was found to be excreted by normal subjects after a Phenylalanine loading, while heterozygotes for phenylketonuria don't excrete it (instead, they excrete 2-Hydroxybenzeneacetic acid). (PMID: 4708049) Patients receiving furan-containing sugar solutions i.v. convert 50% of the 5-hydroxymethyl-2-furfural into Sumiki's acid. (PMID: 4202014) [HMDB]
CAS Number6338-41-6
Structure
Thumb
Synonyms
SynonymSource
5-(Hydroxymethyl)-2-furoic acidChEBI
5-Hydroxymethyl-2-furancarboxylic acidChEBI
5-Hydroxymethyl-furan-2-carboxylic acidChEBI
5-Hydroxymethylfuran-2-carboxylic acidChEBI
5-Hydroxymethylfuranoic acidChEBI
5-Hydroxymethylfuroic acidChEBI
5-Hydroxymethyl-2-furoic acidKegg
5-(Hydroxymethyl)-2-furoateGenerator
5-Hydroxymethyl-2-furancarboxylateGenerator
5-Hydroxymethyl-furan-2-carboxylateGenerator
5-Hydroxymethylfuran-2-carboxylateGenerator
5-HydroxymethylfuranoateGenerator
5-HydroxymethylfuroateGenerator
5-Hydroxymethyl-2-furoateGenerator
5-(Hydroxymethyl)- 2-furancarboxylateHMDB
HMFA compoundMeSH, HMDB
Sumiki's acidChEBI
2-(Hydroxymethyl)furan-5-carboxylic acidHMDB
5-(Hydroxymethyl)-2-furancarboxylic acidHMDB
5-Hydroxymethyl-2-furanoateHMDB
5-Hydroxymethyl-2-furanoic acidHMDB
Sumikis' acidHMDB
Sumikis’ acidHMDB
Sumiki’s acidHMDB
5-(hydroxymethyl)- 2-Furancarboxylatehmdb
5-(hydroxymethyl)-2-Furoatehmdb
5-(hydroxymethyl)-2-Furoic acidhmdb
5-hydroxymethylfuranoatehmdb
5-hydroxymethylfuranoic acidhmdb
5-hydroxymethylfuroatehmdb
5-hydroxymethylfuroic acidhmdb
Predicted Properties
PropertyValueSource
Water Solubility30.9 g/LALOGPS
logP0.11ALOGPS
logP-0.16ChemAxon
logS-0.66ALOGPS
pKa (Strongest Acidic)-6.6ChemAxon
pKa (Strongest Basic)6.42ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area70.67 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity32.4 m³·mol⁻¹ChemAxon
Polarizability13.01 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H6O4
IUPAC name5-(hydroxymethyl)furan-2-carboxylic acid
InChI IdentifierInChI=1S/C6H6O4/c7-3-4-1-2-5(10-4)6(8)9/h1-2,7H,3H2,(H,8,9)
InChI KeyPCSKKIUURRTAEM-UHFFFAOYSA-N
Isomeric SMILESOCC1=CC=C(O1)C(O)=O
Average Molecular Weight142.1094
Monoisotopic Molecular Weight142.02660868
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
  • Aromatic alcohol
  • Primary alcohol
  • Organooxygen compound
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
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
Predicted GC-MSSumiki's acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00vm-9500000000-b2d1e3aaf404151d4d9dSpectrum
Predicted GC-MSSumiki's acid, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00dj-9840000000-336219774bf0ad330848Spectrum
Predicted GC-MSSumiki's acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-0006-0900000000-e5e4c9ab22ecc0c03127Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-0006-1900000000-f0510b9694865db5b8a9Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-0006-2900000000-2b9147f983aabe5f4bceSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, negativesplash10-0006-3900000000-5edfe3cceba737b695bbSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-0006-5900000000-2bbe5a106406837f9715Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-0007-9700000000-4860ecd2a9e902ab9019Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-0005-9500000000-9a092fe26e7cb22bb011Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 1V, negativesplash10-0005-9400000000-2ce66457ed8632da68ebSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-0002-9200000000-fa8f72b72bb2d33bae17Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 2V, negativesplash10-00kb-9000000000-14d9ae43c6246fb6bef6Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 3V, negativesplash10-00kb-9000000000-eba6fe49d9507453bd44Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 4V, negativesplash10-014j-9000000000-9eaaaaf4c5e8684ba8c8Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 5V, negativesplash10-014j-9000000000-2990c55614ca2d807fb8Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 6V, negativesplash10-014i-9000000000-b488c1f5e67f424a4c6eSpectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, negativesplash10-0002-9000000000-381873a57e49d091f23dSpectrum
MS/MSLC-MS/MS Spectrum - n/a 9V, negativesplash10-014i-9000000000-8694c521db85b08bb718Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-0006-0900000000-878e80e3d21462667d81Spectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-002f-0900000000-2fc219c3ceb2b4b888adSpectrum
MS/MSLC-MS/MS Spectrum - Orbitrap 0V, positivesplash10-004l-0900000000-87a331e5b1cada010f1bSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0900000000-08804dfdee64d8fdccb2Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-4900000000-0c060367d722922909bfSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0api-9100000000-d9e22985d8ab441a9070Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-1900000000-f7fb16cac73dc48ebe68Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00dm-8900000000-0798d45e72bf3baf92a0Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0gi0-9000000000-9c924e2e07dc848090b6Spectrum
NMRNot Available
ChemSpider ID72827
ChEMBL IDCHEMBL468037
KEGG Compound IDC20448
Pubchem Compound ID80642
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB02432
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference