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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:37:30 UTC
Update Date2018-03-12 21:58:41 UTC
HMDB IDHMDB0030539
Secondary Accession Numbers
  • HMDB30539
Metabolite Identification
Common NameTangeritin
DescriptionTangeretin, also known as ponkanetin or tangeretin (6ci), belongs to the class of organic compounds known as 8-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C8 atom of the flavonoid backbone. Thus, tangeretin is considered to be a flavonoid lipid molecule. Tangeretin exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, tangeretin is primarily located in the membrane (predicted from logP). Tangeretin can be converted into gardenin b. Tangeretin is a bitter tasting compound that can be found in a number of food items such as broccoli, tea, apple, and parsley. This makes tangeretin a potential biomarker for the consumption of these food products.
Structure
Thumb
Synonyms
ValueSource
4',5,6,7,8-PentamethoxyflavoneChEBI
5,6,7,8,4'-PentamethoxyflavoneChEBI
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneChEBI
TangeritinChEBI
4',5,6,7,8-Pentamethoxy-flavoneHMDB
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4-benzopyroneHMDB
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one, 9ciHMDB
5,6,7,8-Tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-oneHMDB
Flavone, 4',5,6,7,8-pentamethoxy- (7ci,8ci)HMDB
Flavone, 5,6,7,8,4'-pentamethoxyHMDB
PentamethoxyflavoneHMDB
PonkanetinHMDB
Tangeretin (6ci)HMDB
Chemical FormulaC20H20O7
Average Molecular Weight372.3686
Monoisotopic Molecular Weight372.120902994
IUPAC Name5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Nametangeretin
CAS Registry Number481-53-8
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C(OC)=C2O1
InChI Identifier
InChI=1S/C20H20O7/c1-22-12-8-6-11(7-9-12)14-10-13(21)15-16(23-2)18(24-3)20(26-5)19(25-4)17(15)27-14/h6-10H,1-5H3
InChI KeyULSUXBXHSYSGDT-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as 7-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C7 atom of the flavonoid backbone.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent7-O-methylated flavonoids
Alternative Parents
Substituents
  • 8-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • 1-benzopyran
  • Benzopyran
  • Hydroxyquinol derivative
  • Methoxybenzene
  • Phenol ether
  • Anisole
  • Pyranone
  • Alkyl aryl ether
  • Benzenoid
  • Pyran
  • Monocyclic benzene moiety
  • Heteroaromatic compound
  • Vinylogous ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point154 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0093 g/LALOGPS
logP2.88ALOGPS
logP2.18ChemAxon
logS-4.6ALOGPS
pKa (Strongest Acidic)15.26ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area72.45 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity99.29 m³·mol⁻¹ChemAxon
Polarizability38.8 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-0229000000-e6e9ad7413b10f4d2f60View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0009000000-ee2b46e43857d53e36eaView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0ue9-0958000000-95f79379a8770cf234f4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0952000000-385e0c59e575279d1929View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0962000000-4ce20f8bebfb893364c7View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0950000000-e79b83fbcdc12ca4342bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0972000000-83a368b34c5d8037313dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0f6t-0092000000-92f00f21de9842c77822View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-a7c011cb08d063f98b3fView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-a7c8c2980e91305fecf4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-5acd0f1ad174af992dfbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000t-0009000000-35763dc54f1cba9960fdView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-557dbb4d489762f5c6c4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-e5388c8cb4caef8a8398View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-052f-0009000000-59afa2bdabbf2a62b6eeView in MoNA
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-8f99cd4efaf456f16bd1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-0579000000-a6a3232db05025b3a8ecView in MoNA
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-0359000000-37d7e88884dbac30de10View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-af49c5c40b1713ce986aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0009000000-ed0776ee5a241620324cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-0249000000-1ea96f27298b5874e53bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-297810d36d9613c636c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0009000000-f9cba6ad31aa4a2c1f91View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-1269000000-2c95b789a68359ce6e70View in MoNA
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound ID238
FoodDB IDFDB002412
KNApSAcK IDC00001105
Chemspider ID61389
KEGG Compound IDC10190
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound68077
PDB IDNot Available
ChEBI ID9400
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .