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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:37:30 UTC
Update Date2019-07-23 06:06:41 UTC
HMDB IDHMDB0030539
Secondary Accession Numbers
  • HMDB30539
Metabolite Identification
Common NameTangeritin
DescriptionTangeritin, 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, tangeritin is considered to be a flavonoid lipid molecule. A Tangeritin flavone with methoxy groups at positions 4', 5, 6 , 7 and 8. Tangeritin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Tangeritin is a bitter tasting compound. Outside of the human body, Tangeritin is found, on average, in the highest concentration within sweet oranges. Tangeritin has also been detected, but not quantified in, several different foods, such as sweet bay, fruits, grapefruits, parsley, and citrus. This could make tangeritin a potential biomarker for the consumption of these foods.
Structure
Data?1563862001
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
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
TangeritinChEBI
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
Description 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.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassFlavonoids
Sub ClassO-methylated flavonoids
Direct Parent8-O-methylated flavonoids
Alternative Parents
Substituents
  • 4p-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • 8-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • Alkyl aryl ether
  • Pyranone
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Organoheterocyclic compound
  • Ether
  • Oxacycle
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Organic oxygen 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
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-052f-0229000000-e6e9ad7413b10f4d2f602017-09-01View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0udi-0009000000-ee2b46e43857d53e36ea2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0ue9-0958000000-95f79379a8770cf234f42017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0952000000-385e0c59e575279d19292017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0962000000-4ce20f8bebfb893364c72017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0950000000-e79b83fbcdc12ca4342b2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-001i-0972000000-83a368b34c5d8037313d2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , negativesplash10-0f6t-0092000000-92f00f21de9842c778222017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-a7c011cb08d063f98b3f2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-a7c8c2980e91305fecf42017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-5acd0f1ad174af992dfb2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-000t-0009000000-35763dc54f1cba9960fd2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-557dbb4d489762f5c6c42017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-e5388c8cb4caef8a83982017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-052f-0009000000-59afa2bdabbf2a62b6ee2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - Linear Ion Trap , positivesplash10-0a4l-0009000000-8f99cd4efaf456f16bd12017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-0579000000-a6a3232db05025b3a8ec2017-09-14View Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-0006-0359000000-37d7e88884dbac30de102017-09-14View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0009000000-af49c5c40b1713ce986a2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-0009000000-ed0776ee5a241620324c2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-0249000000-1ea96f27298b5874e53b2015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-297810d36d9613c636c82015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00di-0009000000-f9cba6ad31aa4a2c1f912015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-1269000000-2c95b789a68359ce6e702015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-0009000000-cef598d38b8dbae9b6612021-09-08View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-05i0-0009000000-1823329a31f792e4776b2021-09-08View Spectrum
MSMass Spectrum (Electron Ionization)splash10-052f-0229000000-e6e9ad7413b10f4d2f602021-09-05View Spectrum
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
FooDB IDFDB002412
KNApSAcK IDC00001105
Chemspider ID61389
KEGG Compound IDC10190
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTangeritin
METLIN IDNot Available
PubChem Compound68077
PDB IDNot Available
ChEBI ID9400
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
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.. .