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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:37:43 UTC
Update Date2022-03-07 02:52:36 UTC
HMDB IDHMDB0030575
Secondary Accession Numbers
  • HMDB30575
Metabolite Identification
Common NameTetramethylscutellarein
DescriptionTetramethylscutellarein, also known as 4',5,6,7-tetramethoxyflavone or 5-methoxysalvigenin, 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. Thus, tetramethylscutellarein is considered to be a flavonoid lipid molecule. Tetramethylscutellarein is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, tetramethylscutellarein is found, on average, in the highest concentration within sweet oranges. Tetramethylscutellarein has also been detected, but not quantified, in herbs, spices, tea. This could make tetramethylscutellarein a potential biomarker for the consumption of these foods. Tetramethylscutellarein is isolated from Salvia officinalis (sage) leaves.
Structure
Data?1586274200
Synonyms
ValueSource
Tetra-O-methylscutellareinChEBI
4', 5,6,7-TetramethoxyflavoneHMDB
4',5,6,7-Tetramethoxy-flavoneHMDB
5,6,7,4'-TetramethoxyflavoneHMDB
5,6,7-Trimethoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-oneHMDB
5,6,7-Trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-oneHMDB
Flavone, 4',5,6,7-tetramethoxy- (8ci)HMDB
Flavone, 5,6,7,4'-tetramethoxyHMDB
Scutellarein 5,6,7,4'-tetramethyl etherHMDB
Scutellarein tetramethyl etherHMDB
Scutellarein tetramethyletherHMDB
Tetramethyl-O-scutellarinHMDB
TetramethylscutellareinHMDB
4',5,6,7-TetramethoxyflavoneMeSH
4’,5,6,7-TetramethoxyflavoneHMDB
5,6,7,4’-TetramethoxyflavoneHMDB
5-MethoxysalvigeninHMDB
Pectolinarigenin dimethyl etherHMDB
Chemical FormulaC19H18O6
Average Molecular Weight342.3426
Monoisotopic Molecular Weight342.110338308
IUPAC Name5,6,7-trimethoxy-2-(4-methoxyphenyl)-4H-chromen-4-one
Traditional Name4',5,6,7-tetramethoxyflavone
CAS Registry Number1168-42-9
SMILES
COC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O1
InChI Identifier
InChI=1S/C19H18O6/c1-21-12-7-5-11(6-8-12)14-9-13(20)17-15(25-14)10-16(22-2)18(23-3)19(17)24-4/h5-10H,1-4H3
InChI KeyURSUMOWUGDXZHU-UHFFFAOYSA-N
Chemical Taxonomy
Description 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
  • 4p-methoxyflavonoid-skeleton
  • 5-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • Flavone
  • Chromone
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Methoxybenzene
  • Anisole
  • Phenol ether
  • Pyranone
  • Alkyl aryl ether
  • Monocyclic benzene moiety
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Oxacycle
  • Organoheterocyclic compound
  • Ether
  • Organic oxide
  • Organic oxygen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point166 - 167 °CNot Available
Boiling Point525.70 °C. @ 760.00 mm Hg (est)The Good Scents Company Information System
Water Solubility15.52 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.260 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.01 g/LALOGPS
logP3.17ALOGPS
logP2.34ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)15.41ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area63.22 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity92.82 m³·mol⁻¹ChemAxon
Polarizability36.03 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+181.431661259
DarkChem[M-H]-183.04931661259
DeepCCS[M+H]+176.92430932474
DeepCCS[M-H]-174.56630932474
DeepCCS[M-2H]-208.43130932474
DeepCCS[M+Na]+183.65930932474
AllCCS[M+H]+180.732859911
AllCCS[M+H-H2O]+177.332859911
AllCCS[M+NH4]+183.832859911
AllCCS[M+Na]+184.732859911
AllCCS[M-H]-184.232859911
AllCCS[M+Na-2H]-184.032859911
AllCCS[M+HCOO]-183.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
TetramethylscutellareinCOC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O14442.5Standard polar33892256
TetramethylscutellareinCOC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O13073.1Standard non polar33892256
TetramethylscutellareinCOC1=CC=C(C=C1)C1=CC(=O)C2=C(OC)C(OC)=C(OC)C=C2O13212.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tetramethylscutellarein GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-0549000000-36230e769480442bc7e02017-07-27Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetramethylscutellarein GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Tetramethylscutellarein LC-ESI-qTof , Positive-QTOFsplash10-00di-0901000000-92a507468e91bbb0f99f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tetramethylscutellarein , positive-QTOFsplash10-03ea-0696000000-2a2036cf1aa52e1450232017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Tetramethylscutellarein , positive-QTOFsplash10-01ox-0369000000-38efb629b1fb86a82bb82017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Positive-QTOFsplash10-0006-0009000000-378d17496375ca581aa02016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Positive-QTOFsplash10-0006-0009000000-1c1bec467a48241098682016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 40V, Positive-QTOFsplash10-03e9-1494000000-282dead7c6482eb9cf132016-08-02Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Negative-QTOFsplash10-0006-0009000000-ccd544873ea637418bc52016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Negative-QTOFsplash10-0006-0009000000-498bca5d53bf1812d46a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 40V, Negative-QTOFsplash10-057i-1391000000-d2ee0102f8e8757b6f0a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Negative-QTOFsplash10-0006-0009000000-c092851bf08ad86bb4d52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Negative-QTOFsplash10-002g-0049000000-72cca8335478dc91539f2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 10V, Positive-QTOFsplash10-0006-0009000000-64ce196904b844e805632021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 20V, Positive-QTOFsplash10-0006-0009000000-b218ce495b244b76557b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetramethylscutellarein 40V, Positive-QTOFsplash10-0ufs-0369000000-3a05341a85bcb9bd88912021-09-24Wishart LabView 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 ID244
FooDB IDFDB002465
KNApSAcK IDC00003841
Chemspider ID86762
KEGG Compound IDC14472
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound96118
PDB IDNot Available
ChEBI ID34357
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1698851
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.. .