Record Information
Version1.0
Creation date2010-04-08 22:12:06 UTC
Update date2015-07-20 23:22:59 UTC
Primary IDFDB015870
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Propenyl 2-furancarboxylate
Description2-Propenyl 2-furancarboxylate, also known as 2-furoic acid, allyl ester or 2-propen-1-yl 2-furoate, belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid. 2-Propenyl 2-furancarboxylate is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Propenyl 2-furancarboxylate is a caramel, fruity, and jam tasting compound.
CAS Number4208-49-5
Structure
Thumb
Synonyms
SynonymSource
2-Propenyl 2-furancarboxylic acidGenerator
-Furancarboxylic acid, allyl esterHMDB
2-Furancarboxylic acid, 2-propen-1-yl esterHMDB
2-Furancarboxylic acid, 2-propenyl esterHMDB
2-Furancarboxylic acid, allyl esterHMDB
2-Furoic acid, allyl esterHMDB
2-Furoic acid, allyl ester (8ci)HMDB
2-Propen-1-yl 2-furoateHMDB
2-Propen-1-yl furan-2-carboxylateHMDB
Allyl 2-furancarboxylateHMDB
Allyl 2-furoateHMDB
Allyl furoateHMDB
Allyl pyromucateHMDB
Prop-2-en-1-yl furan-2-carboxylic acidGenerator
-furancarboxylic acid, allyl esterbiospider
2-Furoic acid, allyl ester (8CI)biospider
2-Propenyl 2-furancarboxylatedb_source
FEMA 2030db_source
Predicted Properties
PropertyValueSource
Water Solubility2.21 g/LALOGPS
logP1.68ALOGPS
logP1.77ChemAxon
logS-1.8ALOGPS
pKa (Strongest Basic)-4.6ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area39.44 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity39.64 m³·mol⁻¹ChemAxon
Polarizability15.16 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC8H8O3
IUPAC nameprop-2-en-1-yl furan-2-carboxylate
InChI IdentifierInChI=1S/C8H8O3/c1-2-5-11-8(9)7-4-3-6-10-7/h2-4,6H,1,5H2
InChI KeySJRQTHAMRUOPBJ-UHFFFAOYSA-N
Isomeric SMILESC=CCOC(=O)C1=CC=CO1
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
Classification
Description Belongs to the class of organic compounds known as furoic acid esters. These are ester derivatives of furoic acid.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassFurans
Sub ClassFuroic acid and derivatives
Direct ParentFuroic acid esters
Alternative Parents
Substituents
  • Furoic acid ester
  • Heteroaromatic compound
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
Melting PointNot Available
Boiling PointBp 214-216°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
Densityd25 1.18DFC
Refractive Indexn20D 1.4945DFC
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MS2-Propenyl 2-furancarboxylate, non-derivatized, GC-MS Spectrumsplash10-0002-9200000000-0a49295e1de60a5daa89Spectrum
GC-MS2-Propenyl 2-furancarboxylate, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-1ca056e42ef08abc1140Spectrum
GC-MS2-Propenyl 2-furancarboxylate, non-derivatized, GC-MS Spectrumsplash10-0002-9200000000-0a49295e1de60a5daa89Spectrum
GC-MS2-Propenyl 2-furancarboxylate, non-derivatized, GC-MS Spectrumsplash10-0002-9000000000-1ca056e42ef08abc1140Spectrum
Predicted GC-MS2-Propenyl 2-furancarboxylate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0005-9000000000-ceb6399b617b8d935166Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-4900000000-161a10e797d4795a5690Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9100000000-2eda81497bfc720ad60dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9000000000-f31aaad18b19edfe2fdeSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-1900000000-fe39144845ab9f128b92Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-4900000000-b6c8cb76d447a7318ffcSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9100000000-633101fd8c89a956c3aeSpectrum
NMRNot Available
ChemSpider ID55273
ChEMBL IDCHEMBL2268884
KEGG Compound IDNot Available
Pubchem Compound ID61337
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36907
CRC / DFC (Dictionary of Food Compounds) IDBNJ06-U:KKD15-S
EAFUS ID107
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1004881
SuperScent ID61337
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
caramel
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fruity
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
jam
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference