NP-MRD: Showing NP-Card for 6-Methylscutellarein (NP0045581)

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Record Information

Version

2.0

Created at

2022-03-17 19:32:13 UTC

Updated at

2022-03-17 19:32:13 UTC

NP-MRD ID

NP0045581

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6-Methylscutellarein

Description

5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one, also known as dinatin or scutellarein 6-methyl ether, belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one is considered to be a flavonoid lipid molecule. 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one is found, on average, in the highest concentration within a few different foods, such as mexican oregano, italian oregano, and lemon verbena and in a lower concentration in common thymes, common sages, and rosemaries. 5,7-Dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one has also been detected, but not quantified in, sunflowers and tarragons. This could make 5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one a potential biomarker for the consumption of these foods. 6-Methylscutellarein is found in Abronia latifolia, Abrus precatorius, Achillea ageratum, Achillea millefolium, Achillea nobilis, Achillea setacea, Adenothamnus validus, Ageratina calophylla, Ageratina tomentella, Agnorhiza elata, Aloysia citrodora, Ambrosia hispida , Anvillea garcinii, Arctotis argentea, Arnica acaulis, Arnica latifolia, Arnica longifolia, Arnica montana, Arnica montana cv.ARBO , Arnica viscosa, Fridericia platyphylla, Artemisia argyi, Artemisia austriaca, Artemisia campestris, Artemisia cina, Artemisia fragrans, Artemisia frigida, Artemisia herba-alba, Artemisia lindleyana, Artemisia ludoviciana, Artemisia mongolica, Artemisia vestita , Asanthus solidaginifolius, Baccharis flabellata, Baccharis gaudichaudiana DC, Baccharis genistelloides, Baccharis halimifolia, Bahiopsis subincisa, Balsamorhiza deltoidea, Bejaranoa balansae, Berlandiera texana, Betula nigra, Brickellia baccharidea, Calanticaria greggii, Carphochaete bigelovii, Centaurea africana, Centaurea aspera, Centaurea bracteata, Centaurea bracteata Scop., Centaurea clementei, Centaurea collina, Centaurea cyanus, Centaurea hierapolitana, Centaurea jacea, Centaurea napifolia, Centaurea phrygia, Centaurea pseudoscabiosa, Centaurea pseudoscabiosa subsp.pseudoscabiosa Boiss.et aBuhse, Centaurea scoparia, Centaurea virgata, Cheirolophus intybaceus, Cheirolophus teydis, Dysphania botrys, Cirsium carolinianum, Cirsium japonicum, Cirsium oligophyllum, Citrus sudachi , Clerodendrum indicum, Clerodendrum phlomidis , Dendroviguiera adenophylla, Digitalis ferruginea, Digitalis lanata , Digitalis orientalis, Digitalis trojana, Dittrichia graveolens, Inula viscosa , Dubautia arborea, Eriocaulon buergerianum, Eriocephalus punctulatus, Eriodictyon californicum, Eriodictyon sessilifolium, Eupatorium cannabinum, Eupatorium perfoliatum, Euphorbia larica, Flourensia cernua, Gaillardia aestivalis, Gaillardia powellii, Gardenia sootepensis, Gardenia tubifera, Geigeria burkei, Gochnatia argentina, Helenium amarum, Helenium autumnale, Helenium virginicum, Helianthus annuus, Helianthus floridanus, Helianthus grosseserratus, Heterotheca subaxillaris, Inula germanica, Inula oculus-christi, Belamcanda chinensis , Iris pseudacorus, Iva frutescens, Jasonia tuberosa , Lantana camara, Lantana camera L., Lantana montevidensis, Layia hieracioides, Leucosceptrum canum, Lippia graveolens, Lycopus asper, Mentha pulegium, Millingtonia hortensis, Monticalia vaccinioides, Ononis leiosperma, Ononis spinosa , Onopordum acaulon, Pedalium murex, Inula montana, Phyllospadix iwatensis, Phyllospadix japonicus, Plantago major, Plummera ambigens, Plummera floribunda, Ratibida columnaris, Ratibida latipalearis, Salvia farinacea, Salvia fruticosa, Salvia lavandulaefolia, Salvia lavandulifolia , Salvia plebeia , Salvia sahendica, Saussurea elegans, Schkuhria schkuhrioides, Schoenia cassiniana, Scoparia dulcis, Scutellaria alpina, Scutellaria irzewalskii, Scutellaria orientalis, Scutellaria ovata, Scutellaria przewalskii, Scutellaria repens, Stevia origanoides, Stizolophus coronopifolius, Tanacetum densum, Tanacetum parthenium, Tanacetum vulgare, Tanacetum vulgare L. , Tarchonanthus camphoratus, Tithonia diversifolia , Veronica officinalis , Veronica orchidea, Veronica teucrium, Viguiera hypargyrea and Warionia saharae. 6-Methylscutellarein was first documented in 2010 (PMID: 20117183). A monomethoxyflavone that is scutellarein methylated at position 6.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652309161706572D          

 22 24  0  0  0  0            999 V2000
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  2  2  0  0  0  0
  8  3  1  0  0  0  0
  9  4  2  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  2  0  0  0  0
 12  6  2  0  0  0  0
 12  8  1  0  0  0  0
 13  7  1  0  0  0  0
 14 10  1  0  0  0  0
 14 13  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  1  0  0  0  0
 18 10  2  0  0  0  0
 19 11  1  0  0  0  0
 20 15  1  0  0  0  0
 21  1  1  0  0  0  0
 21 16  1  0  0  0  0
 22 12  1  0  0  0  0
 22 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045581

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(O)C2=C(OC(=CC2=O)C2=CC=C(O)C=C2)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3

> <INCHI_KEY>
IHFBPDAQLQOCBX-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
29.8473689017132

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
2.5490178679999995

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.412233289612448

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.0910601456629445

> <JCHEM_PKA_STRONGEST_BASIC>
-4.811140617550584

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
79.37710000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hispidulin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-SEP-17         0                                  
HETATM    1  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.000   1.540   0.000  0.00  0.00           O+0
CONECT    1   21                                                            
CONECT    2    4    8                                                       
CONECT    3    5    8                                                       
CONECT    4    2    9                                                       
CONECT    5    3    9                                                       
CONECT    6   10   12                                                       
CONECT    7   11   13                                                       
CONECT    8    2    3   12                                                  
CONECT    9    4    5   17                                                  
CONECT   10    6   14   18                                                  
CONECT   11    7   16   19                                                  
CONECT   12    6    8   22                                                  
CONECT   13    7   14   22                                                  
CONECT   14   10   13   15                                                  
CONECT   15   14   16   20                                                  
CONECT   16   11   15   21                                                  
CONECT   17    9                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   15                                                            
CONECT   21    1   16                                                       
CONECT   22   12   13                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
4',5,7-Trihydroxy-6-methoxyflavone	ChEBI
Dinatin	ChEBI
NSC 122415	ChEBI
Scutellarein 6-methyl ether	ChEBI
4',5,7-Trihydroxy-6-methoxy-flavone	MeSH

Chemical Formula

C₁₆H₁₂O₆

Average Mass

300.2629 Da

Monoisotopic Mass

300.06339 Da

IUPAC Name

5,7-dihydroxy-2-(4-hydroxyphenyl)-6-methoxy-4H-chromen-4-one

Traditional Name

hispidulin

CAS Registry Number

1447-88-7

SMILES

COC1=C(O)C2=C(OC(=CC2=O)C2=CC=C(O)C=C2)C=C1O

InChI Identifier

InChI=1S/C16H12O6/c1-21-16-11(19)7-13-14(15(16)20)10(18)6-12(22-13)8-2-4-9(17)5-3-8/h2-7,17,19-20H,1H3

InChI Key

IHFBPDAQLQOCBX-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Abronia latifolia	LOTUS Database	35616633
Abrus precatorius	LOTUS Database	35616633
Achillea ageratum	LOTUS Database	35616633
Achillea millefolium	LOTUS Database	35616633
Achillea nobilis	LOTUS Database	35616633
Achillea setacea	LOTUS Database	35616633
Adenothamnus validus	LOTUS Database	35616633
Ageratina calophylla	LOTUS Database	35616633
Ageratina tomentella	Plant	KNApSAcK
Agnorhiza elata	LOTUS Database	35616633
Aloysia citrodora	LOTUS Database	35616633
Aloysia triphylla	FooDB	PHENOL EXPLORER
Ambrosia hispida	Plant	KNApSAcK
Anvillea garcinii	LOTUS Database	35616633
Arctotis argentea	LOTUS Database	35616633
Arnica acaulis	LOTUS Database	35616633
Arnica latifolia	LOTUS Database	35616633
Arnica longifolia	LOTUS Database	35616633
Arnica montana	LOTUS Database	35616633
Arnica montana cv.ARBO	Plant	KNApSAcK
Arnica viscosa	LOTUS Database	35616633
Arrabidaea brachypoda	LOTUS Database	35616633
Artemisia argyi	LOTUS Database	35616633
Artemisia austriaca	LOTUS Database	35616633
Artemisia campestris	LOTUS Database	35616633
Artemisia cina	LOTUS Database	35616633
Artemisia dracunculus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Artemisia fragrans	LOTUS Database	35616633
Artemisia frigida	LOTUS Database	35616633
Artemisia herba-alba	LOTUS Database	35616633
Artemisia lindleyana	LOTUS Database	35616633
Artemisia ludoviciana	LOTUS Database	35616633
Artemisia mongolica	LOTUS Database	35616633
Artemisia vestita	Plant	KNApSAcK
Asanthus solidaginifolius	LOTUS Database	35616633
Baccharis flabellata	LOTUS Database	35616633
Baccharis gaudichaudiana DC	Plant	KNApSAcK
Baccharis genistelloides	LOTUS Database	35616633
Baccharis halimifolia	LOTUS Database	35616633
Bahiopsis subincisa	LOTUS Database	35616633
Balsamorhiza deltoidea	LOTUS Database	35616633
Bejaranoa balansae	LOTUS Database	35616633
Berlandiera texana	LOTUS Database	35616633
Betula nigra	LOTUS Database	35616633
Brickellia baccharidea	LOTUS Database	35616633
Calanticaria greggii	LOTUS Database	35616633
Carphochaete bigelovii	LOTUS Database	35616633
Centaurea africana	LOTUS Database	35616633
Centaurea aspera	LOTUS Database	35616633
Centaurea bracteata	LOTUS Database	35616633
Centaurea bracteata Scop.	Plant	KNApSAcK
Centaurea clementei	Plant	KNApSAcK
Centaurea collina	LOTUS Database	35616633
Centaurea cyanus	LOTUS Database	35616633
Centaurea hierapolitana	Plant	KNApSAcK
Centaurea jacea	LOTUS Database	35616633
Centaurea napifolia	LOTUS Database	35616633
Centaurea phrygia	LOTUS Database	35616633
Centaurea pseudoscabiosa	LOTUS Database	35616633
Centaurea pseudoscabiosa subsp.pseudoscabiosa Boiss.et aBuhse	Plant	KNApSAcK
Centaurea scoparia	LOTUS Database	35616633
Centaurea virgata	LOTUS Database	35616633
Cheirolophus intybaceus	LOTUS Database	35616633
Cheirolophus teydis	LOTUS Database	35616633
Chenopodium botrys	LOTUS Database	35616633
Cirsium carolinianum	LOTUS Database	35616633
Cirsium japonicum	LOTUS Database	35616633
Cirsium oligophyllum	Plant	KNApSAcK
Citrus sudachi	Plant	KNApSAcK
Clerodendrum indicum	LOTUS Database	35616633
Clerodendrum phlomidis	Plant	KNApSAcK
Dendroviguiera adenophylla	LOTUS Database	35616633
Digitalis ferruginea	LOTUS Database	35616633
Digitalis lanata	Plant	KNApSAcK
Digitalis orientalis	Plant	KNApSAcK
Digitalis trojana	LOTUS Database	35616633
Dittrichia graveolens	LOTUS Database	35616633
Dittrichia viscosa	Plant	KNApSAcK
Dubautia arborea	LOTUS Database	35616633
Eriocaulon buergerianum	Plant	KNApSAcK
Eriocephalus punctulatus	Plant	KNApSAcK
Eriodictyon californicum	LOTUS Database	35616633
Eriodictyon sessilifolium	LOTUS Database	35616633
Eupatorium cannabinum	LOTUS Database	35616633
Eupatorium perfoliatum	LOTUS Database	35616633
Euphorbia larica	Plant	KNApSAcK
Flourensia cernua	LOTUS Database	35616633
Gaillardia aestivalis	LOTUS Database	35616633
Gaillardia powellii	LOTUS Database	35616633
Gardenia sootepensis	LOTUS Database	35616633
Gardenia tubifera	LOTUS Database	35616633
Geigeria burkei	LOTUS Database	35616633
Gochnatia argentina	LOTUS Database	35616633
Helenium amarum	LOTUS Database	35616633
Helenium autumnale	LOTUS Database	35616633
Helenium virginicum	LOTUS Database	35616633
Helianthus annuus	LOTUS Database	35616633
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Helianthus floridanus	LOTUS Database	35616633
Helianthus grosseserratus	LOTUS Database	35616633
Heterotheca subaxillaris	LOTUS Database	35616633
Inula germanica	LOTUS Database	35616633
Inula oculus-christi	LOTUS Database	35616633
Iris domestica	Plant	KNApSAcK
Iris pseudacorus	LOTUS Database	35616633
Iva frutescens	Plant	KNApSAcK
Jasonia tuberosa	Plant	KNApSAcK
Lantana camara	LOTUS Database	35616633
Lantana camera L.	Plant	KNApSAcK
Lantana montevidensis	LOTUS Database	35616633
Layia hieracioides	LOTUS Database	35616633
Leucosceptrum canum	LOTUS Database	35616633
Lippia graveolens	LOTUS Database	35616633
Lycopus asper	LOTUS Database	35616633
Mentha pulegium	LOTUS Database	35616633
Millingtonia hortensis	LOTUS Database	35616633
Monticalia vaccinioides	LOTUS Database	35616633
Ononis leiosperma	Plant	KNApSAcK
Ononis spinosa	Plant	KNApSAcK
Onopordum acaulon	LOTUS Database	35616633
Origanum X majoricum	FooDB	PHENOL EXPLORER
Pedalium murex	LOTUS Database	35616633
Pentanema montanum	LOTUS Database	35616633
Phyllospadix iwatensis	Plant	KNApSAcK
Phyllospadix japonicus	Plant	KNApSAcK
Plantago major	LOTUS Database	35616633
Plummera ambigens	Plant	KNApSAcK
Plummera floribunda	Plant	KNApSAcK
Ratibida columnaris	Plant	KNApSAcK
Ratibida latipalearis	LOTUS Database	35616633
Salvia farinacea	LOTUS Database	35616633
Salvia fruticosa	LOTUS Database	35616633
Salvia lavandulaefolia	Plant	KNApSAcK
Salvia lavandulifolia	Plant	KNApSAcK
Salvia officinalis	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia plebeia	Plant	KNApSAcK
Salvia rosmarinus	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Salvia sahendica	LOTUS Database	35616633
Saussurea elegans	LOTUS Database	35616633
Schkuhria schkuhrioides	LOTUS Database	35616633
Schoenia cassiniana	LOTUS Database	35616633
Scoparia dulcis	LOTUS Database	35616633
Scutellaria alpina	LOTUS Database	35616633
Scutellaria irzewalskii	Plant	KNApSAcK
Scutellaria orientalis	LOTUS Database	35616633
Scutellaria ovata	LOTUS Database	35616633
Scutellaria przewalskii	LOTUS Database	35616633
Scutellaria repens	LOTUS Database	35616633
Stevia origanoides	LOTUS Database	35616633
Stizolophus coronopifolius	LOTUS Database	35616633
Tanacetum densum	LOTUS Database	35616633
Tanacetum parthenium	LOTUS Database	35616633
Tanacetum vulgare	LOTUS Database	35616633
Tanacetum vulgare L.	Plant	KNApSAcK
Tarchonanthus camphoratus	LOTUS Database	35616633
Thymus vulgaris	FooDB	PHENOL EXPLORER
Tithonia diversifolia	Plant	KNApSAcK
Veronica officinalis	Plant	KNApSAcK
Veronica orchidea	Plant	KNApSAcK
Veronica teucrium	Plant	KNApSAcK
Viguiera hypargyrea	LOTUS Database	35616633
Warionia saharae	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

6-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Organoheterocyclic compound
Oxacycle
Ether
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monomethoxyflavone (CHEBI:75902 )
trihydroxyflavone (CHEBI:75902 )
flavones (C10058 )
Flavones and Flavonols (C10058 )
Flavones and Flavonols (LMPK12111159 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	3.09	ALOGPS
logP	2.55	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.09	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.38 m³·mol⁻¹	ChemAxon
Polarizability	29.85 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0128581

DrugBank ID

Not Available

Phenol Explorer Compound ID

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Hispidulin

METLIN ID

Not Available

PubChem Compound

5281628

PDB ID

Not Available

ChEBI ID

75902

Good Scents ID

Not Available

References

General References

Marques MR, Stuker C, Kichik N, Tarrago T, Giralt E, Morel AF, Dalcol II: Flavonoids with prolyl oligopeptidase inhibitory activity isolated from Scutellaria racemosa Pers. Fitoterapia. 2010 Sep;81(6):552-6. doi: 10.1016/j.fitote.2010.01.018. Epub 2010 Feb 1. [PubMed:20117183 ]

Showing NP-Card for 6-Methylscutellarein (NP0045581)

MOL for NP0045581 (6-Methylscutellarein)

3D MOL for NP0045581 (6-Methylscutellarein)

3D SDF for NP0045581 (6-Methylscutellarein)

3D-SDF for NP0045581 (6-Methylscutellarein)

PDB for NP0045581 (6-Methylscutellarein)

3D PDB for NP0045581 (6-Methylscutellarein)

SMILES for NP0045581 (6-Methylscutellarein)

INCHI for NP0045581 (6-Methylscutellarein)

Structure for NP0045581 (6-Methylscutellarein)

3D Structure for NP0045581 (6-Methylscutellarein)