Record Information
Version1.0
Creation date2018-05-02 10:17:15 UTC
Update date2018-05-04 14:28:46 UTC
FoodComEx IDPC001143
FoodDB RecordFDB002760
Chemical Information
Name(+)-Pinoresinol
Description(+)-pinoresinol is a member of the class of compounds known as furanoid lignans. Furanoid lignans are lignans with a structure that contains either a tetrahydrofuran ring, a furan ring, or a furofuan ring system, that arises from the joining of the two phenylpropanoid units (+)-pinoresinol is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). (+)-pinoresinol can be found in a number of food items such as chanterelle, pecan nut, pine nut, and common hazelnut, which makes (+)-pinoresinol a potential biomarker for the consumption of these food products.
CAS Number487-36-5
Structure
Thumb
Synonyms
SynonymSource
Pinoresinolbiospider
Chemical FormulaC20H22O6
IUPAC name4-[4-(4-hydroxy-3-methoxyphenyl)-hexahydrofuro[3,4-c]furan-1-yl]-2-methoxyphenol
InChI IdentifierInChI=1S/C20H22O6/c1-23-17-7-11(3-5-15(17)21)19-13-9-26-20(14(13)10-25-19)12-4-6-16(22)18(8-12)24-2/h3-8,13-14,19-22H,9-10H2,1-2H3
InChI KeyHGXBRUKMWQGOIE-UHFFFAOYSA-N
Isomeric SMILESCOC1=CC(=CC=C1O)C1OCC2C1COC2C1=CC=C(O)C(OC)=C1
Average Molecular Weight358.3851
Monoisotopic Molecular Weight358.141638436
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as furofuran lignans. These are lignans with a structure based on 1,4-diphenyl-hexahydrofuro[3,4-c]furan skeleton.
KingdomOrganic compounds
Super ClassLignans, neolignans and related compounds
ClassFuranoid lignans
Sub ClassFurofuran lignans
Direct ParentFurofuran lignans
Alternative Parents
Substituents
  • Furofuran lignan skeleton
  • Methoxyphenol
  • Methoxybenzene
  • Phenol ether
  • Furofuran
  • Anisole
  • Phenol
  • Alkyl aryl ether
  • Benzenoid
  • Monocyclic benzene moiety
  • Tetrahydrofuran
  • Oxolane
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Dialkyl ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 122°DFC
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 2 mg
Delivery Time2 weeks
Storage Formpowder
Storage ConditionsRT
StabilityNot Available
Purityunknown
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Augustin ScalbertInternational Agency for Research on Cancer (IARC), Biomarkers Group, 150 cours Albert Thomas, Lyon, FR, 69372scalberta@iarc.fr
Commercial Vendors
AKSci W1856
Toronto Research Chemicals P468890