Np mrd loader

Record Information
Version2.0
Created at2022-03-17 21:03:12 UTC
Updated at2022-03-17 21:03:12 UTC
NP-MRD IDNP0048852
Secondary Accession NumbersNone
Natural Product Identification
Common Name6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether
Description6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether, also known as HTMF or 5-hydroxy-3',4',6,7-tetramethoxyflavone, 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, 6-hydroxyluteolin 6,7,3',4'-tetramethyl ether is considered to be a flavonoid lipid molecule. 6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether has been detected, but not quantified in, several different foods, such as common buckwheats, common wheats, ryes, barley, and sorghums. 6-Hydroxyluteolin 6,7,3',4'-tetramethyl ether is found in Achillea conferta, Achillea millefolium, Achillea santolina , Ageratina pichinchensis, Artemisia argyi , Artemisia assoana, Artemisia austriaca, Artemisia giraldii, Artemisia mesatlantica, Artemisia mongolica, Artemisia sieversiana , Artemisia verlotiorum, Baccharis genistelloides, Brickellia scoparia, Centaurea aggregata, Centaurea arenaria, Centaurea cadmea, Centaurea cineraria, Centaurea decipiens, Centaurea granata, Centaurea macrocephala, Centaurea napifolia, Centaurea sulphurea, Centaurea tougourensis, Chromolaena arnottiana, Citrus japonica, Citrus sinensis, Citrus tangerina , Cunila angustifolia, Cunila incana, Eupatorium altissimum, Eupatorium microphyllum, Iris domestica, Isodon leucophyllus, Lagophylla glandulosa, Liatris aspera, Lippia dulcis TREV., Mentha longifolia , Mentha piperita, Mentha piperita L.var.kubamskaya , Mentha pulegium , Merrillia caloxylon, Micromeria albanica, Ocimum americanum var. americanum , Orthosiphon aristatus , Orthosiphon stamineus , Otanthus maritimus, Parthenium incanum, Phyla dulcis, Salvia dominica, Salvia macrosiphon, Salvia mirzayani, Salvia mirzayanii, Salvia sclarea, Salvia syriaca, Salvia thymoides, Salvia tomentosa, Schkuhria schkuhrioides, Sideritis angustifolia, Sideritis soluta, Tanacetum santolinioides, Teucrium alyssifolium, Teucrium botrys, Teucrium pseudochamaepitys, Vitex negundo and Ziziphora hispanica . This could make 6-hydroxyluteolin 6,7,3',4'-tetramethyl ether a potential biomarker for the consumption of these foods.
Structure
Thumb
Synonyms
ValueSource
HTMFMeSH
5-Hydroxy-3',4',6,7-tetramethoxyflavoneMeSH
5-DemethylsinensetinChEMBL
Chemical FormulaC19H18O7
Average Mass358.3420 Da
Monoisotopic Mass358.10525 Da
IUPAC Name2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7-dimethoxy-4H-chromen-4-one
Traditional Name2-(3,4-dimethoxyphenyl)-5-hydroxy-6,7-dimethoxychromen-4-one
CAS Registry Number21763-80-4
SMILES
COC1=C(OC)C=C(C=C1)C1=CC(=O)C2=C(O)C(OC)=C(OC)C=C2O1
InChI Identifier
InChI=1S/C19H18O7/c1-22-12-6-5-10(7-14(12)23-2)13-8-11(20)17-15(26-13)9-16(24-3)19(25-4)18(17)21/h5-9,21H,1-4H3
InChI KeyQEWSAPKRFOFQIU-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Achillea confertaPlant
Achillea millefoliumLOTUS Database
Achillea santolinaPlant
Ageratina pichinchensisPlant
Artemisia argyiPlant
Artemisia assoanaLOTUS Database
Artemisia austriacaPlant
Artemisia giraldiiPlant
Artemisia mesatlanticaLOTUS Database
Artemisia mongolicaPlant
Artemisia sieversianaPlant
Artemisia verlotiorumPlant
Baccharis genistelloidesLOTUS Database
Brickellia scopariaPlant
Centaurea aggregataLOTUS Database
Centaurea arenariaLOTUS Database
Centaurea cadmeaLOTUS Database
Centaurea cinerariaLOTUS Database
Centaurea decipiensLOTUS Database
Centaurea granataPlant
Centaurea macrocephalaPlant
Centaurea napifoliaLOTUS Database
Centaurea sulphureaLOTUS Database
Centaurea tougourensisLOTUS Database
Chromolaena arnottianaPlant
Citrus japonicaLOTUS Database
Citrus reticulataFooDB
Citrus sinensisLOTUS Database
Citrus tangerinaPlant
Cunila angustifoliaPlant
Cunila incanaPlant
Eupatorium altissimumPlant
Eupatorium microphyllumPlant
Iris domesticaLOTUS Database
Isodon leucophyllusPlant
Lagophylla glandulosaPlant
Liatris asperaLOTUS Database
Lippia dulcis TREV.Plant
Mentha longifoliaPlant
Mentha piperitaLOTUS Database
Mentha piperita L.var.kubamskayaPlant
Mentha pulegiumPlant
Mentha spicataFooDB
Merrillia caloxylonPlant
Micromeria albanicaPlant
Ocimum americanum var. americanumPlant
Orthosiphon aristatusPlant
Orthosiphon stamineusPlant
Otanthus maritimusLOTUS Database
Parthenium incanumPlant
Phyla dulcisLOTUS Database
Salvia dominicaPlant
Salvia macrosiphonPlant
Salvia mirzayaniPlant
Salvia mirzayaniiLOTUS Database
Salvia sclareaLOTUS Database
Salvia syriacaPlant
Salvia thymoidesLOTUS Database
Salvia tomentosaPlant
Schkuhria schkuhrioidesLOTUS Database
Sideritis angustifoliaPlant
Sideritis solutaPlant
Tanacetum santolinioidesPlant
Teucrium alyssifoliumPlant
Teucrium botrysPlant
Teucrium pseudochamaepitysPlant
Vitex negundoLOTUS Database
Ziziphora hispanicaPlant
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
  • 3p-methoxyflavonoid-skeleton
  • 4p-methoxyflavonoid-skeleton
  • 6-methoxyflavonoid-skeleton
  • 7-methoxyflavonoid-skeleton
  • 5-hydroxyflavonoid
  • Flavone
  • Hydroxyflavonoid
  • Chromone
  • O-dimethoxybenzene
  • Dimethoxybenzene
  • Benzopyran
  • 1-benzopyran
  • Phenoxy compound
  • Anisole
  • Methoxybenzene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • Alkyl aryl ether
  • Pyranone
  • Benzenoid
  • Monocyclic benzene moiety
  • Pyran
  • Vinylogous acid
  • Heteroaromatic compound
  • Ether
  • Organoheterocyclic compound
  • Oxacycle
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organic oxide
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP3.03ALOGPS
logP2.68ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)7.94ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area83.45 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity94.8 m³·mol⁻¹ChemAxon
Polarizability36.95 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0150796
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB016703
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound152430
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available