Record Information
Version1.0
Creation date2017-01-17 14:15:14 UTC
Update date2017-01-17 14:15:14 UTC
FoodComEx IDPC001038
FoodDB RecordNot Available
Chemical Information
Name(R)-5-(3,5-dihydroxybenzyl)dihydrofuran-2(3H)-one
DescriptionPhenyl-γ-valerolactones are the main compounds derived from the metabolism of flavan-3-ol monomers (i.e. catechins) and oligomers (i.e. proanthocyanidins). This metabolite has microbial origin.
CAS Number358374-45-5 for (4R)
Structure
Thumb
Synonyms
SynonymSource
5(3,5-dihydroxyphenyl)-g-valerolactone (M6')FoodComEx
Chemical FormulaC11H12O4
IUPAC name(5R)-5-[(3,5-dihydroxyphenyl)methyl]oxolan-2-one
InChI IdentifierInChI=1S/C11H12O4/c12-8-3-7(4-9(13)6-8)5-10-1-2-11(14)15-10/h3-4,6,10,12-13H,1-2,5H2/t10-/m1/s1
InChI KeyWAKFBGOXOFLZLZ-SNVBAGLBSA-N
Isomeric SMILESOC1=CC(C[C@H]2CCC(=O)O2)=CC(O)=C1
Average Molecular Weight208.213
Monoisotopic Molecular Weight208.073558866
Chemical Taxonomy
ClassFlavonoid
FamilyFlavan-3-ol
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water Solubility96%FoodComEx
Melting Point­11.8 (C. 0,4 g/100 mL, MeOH)FoodComEx
Foods of Origin
Produced after consumption of green tea, among other sources of (epi)gallocatechins.
Production Data
Production Methodchemical synthesis
Production Method ReferenceCurti, C.; Del Rio,D. et al. Adv. Synth. Catal. 2015
Production Method Reference FileNot Available
Quantity Available5 to 10 mg
Delivery TimeNot Available
Storage Formamorphous solid
Storage Conditions4°C
StabilityNot Available
Purity>95%
Spectra
Spectral Data Upon Request1H NMR, 13C NMR, ESI-MS
Provider Information
Contact NameContact InstitutionContact Email
Claudio CurtiUniversity of Parma, Department of Food and Drug, Parco Area delle Scienze 27A, Parma, IT, 43124 claudio.curti@unipr.it
Daniele Del RioUniversity of Parma/ University of Cambridge, Department of Food Science, via Università, 12, Parma, IT, 43121daniele.delrio@unipr.it
Pedro MenaUniversity of Parma, Department of Food & Drug, Via Volturno 39, Palazzina C, Parma, IT, 43125pedromiguel.menaparreno@unipr.it
Nicoletta BrindaniUniversity of Parma, Department of Pharmacy / Department of Food Science, Parco Area delle Scienze 27A, Parma, IT, 43124nicoletta.brindani@studenti.unipr.it