Record Information
Version1.0
Creation date2018-05-02 12:33:10 UTC
Update date2018-05-04 14:22:43 UTC
FoodComEx IDPC001199
FoodDB RecordFDB000604
Chemical Information
NameIsorhamnetin
DescriptionIsorhamnetin, also known as 3-methylquercetin, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, isorhamnetin is considered to be a flavonoid lipid molecule. A monomethoxyflavone that is quercetin in which the hydroxy group at position 3' is replaced by a methoxy group. Isorhamnetin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Isorhamnetin exists in all eukaryotes, ranging from yeast to humans. Isorhamnetin is a bitter tasting compound. Outside of the human body, Isorhamnetin is found, on average, in the highest concentration within a few different foods, such as parsley, green bell peppers, and dills and in a lower concentration in romaine lettuces, chinese cabbages, and pears. Isorhamnetin has also been detected, but not quantified in, several different foods, such as lemons, agars, chickpea, apples, and cucurbita. This could make isorhamnetin a potential biomarker for the consumption of these foods.
CAS Number480-19-3
Structure
Thumb
Synonyms
SynonymSource
3-MethylquercetinChEBI
3-MethylquercetineHMDB
3,4',5,7-Tetrahydroxy-3'-methoxy-flavoneHMDB
3,4',5,7-Tetrahydroxy-3'-methoxyflavoneHMDB
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one, 9CIdb_source
3,5,7-Trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-benzopyran-4-oneChEBI
3,5,7,4'-Tetrahydroxy-3'-methoxyflavonebiospider
3'-Methoxy-3,4',5,7-tetrahydroxyflavonebiospider
3'-MethoxyquercetinHMDB
3'-Methylquercetinbiospider
3'-O-Methylquercetinbiospider
4'-MethoxyquercetinHMDB
4'-MethylquercetinHMDB
4',5,7-Trihydroxy-3'-methoxyflavonoldb_source
Isorhamnetindb_source
Isorhamnetoldb_source
Quercetin 3'-methyl etherdb_source
Chemical FormulaC16H12O7
IUPAC name3,5,7-trihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-chromen-4-one
InChI IdentifierInChI=1S/C16H12O7/c1-22-11-4-7(2-3-9(11)18)16-15(21)14(20)13-10(19)5-8(17)6-12(13)23-16/h2-6,17-19,21H,1H3
InChI KeyIZQSVPBOUDKVDZ-UHFFFAOYSA-N
Isomeric SMILESCOC1=C(O)C=CC(=C1)C1=C(O)C(=O)C2=C(O)C=C(O)C=C2O1
Average Molecular Weight316.2623
Monoisotopic Molecular Weight316.058302738
Chemical Taxonomy
Description belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassFlavones
Direct ParentFlavonols
Alternative Parents
Substituents
  • 3p-methoxyflavonoid-skeleton
  • 3-hydroxyflavone
  • 3-hydroxyflavonoid
  • 4'-hydroxyflavonoid
  • 5-hydroxyflavonoid
  • 7-hydroxyflavonoid
  • Hydroxyflavonoid
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Methoxyphenol
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Phenol
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Polyol
  • Organic oxygen compound
  • Organooxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 305° dec.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 O276
Cayman Chemical 16496
Glentham GP5169
Toronto Research Chemicals M326575