NP-MRD: Showing NP-Card for Patuletin (NP0046027)

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Record Information

Version

2.0

Created at

2022-03-17 19:47:12 UTC

Updated at

2022-03-17 19:47:12 UTC

NP-MRD ID

NP0046027

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Patuletin

Description

Patuletin belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, patuletin is considered to be a flavonoid lipid molecule. A trimethoxyflavone that is quercetagetin methylated at position 6. Patuletin is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, Patuletin has been detected, but not quantified in, a few different foods, such as german camomiles, herbs and spices, and spinachs. Patuletin is found in Achillea grandifolia, Achillea moschata, Actinocephalus polyanthus, Tagetes erecta, Ageratina areolaris, Allium obliquum , Anthemis cotula, Anthemis tinctoria , Arctotis argentea, Arnica acaulis, Arnica gracilis, Arnica latifolia, Arnica montana, Arnica sachalinensis, Arnica spp., Artemisia annua , Artemisia barrelieri, Artemisia monosperma, Balsamorhiza sagittata, Brickellia cylindracea, Brickellia secundiflora, Calycera sympaganthera, Centaurea collina L., Centaurea incana, Centella asiatica, Chiliadenus montanus, Chrysactinia mexicana, Deinandra increscens, Deinandra minthornii, Eriocaulon buergerianum, Eriocaulon cinereum, Eriocaulon spp., Eriophyllum confertiflorum, Eupatorium perfoliatum, Eupatorium spp., Fumaria capreolata , Fumaria officinalis , Fumaria schleicheri, Fumaria vaillantii , Gutierrezia wrightii, Hemizonia spp., Hymenoxys scaposa, Ipomopsis aggregata, Kalanchoe laciniata, Leucaena glauca , Loeseliastrum depressum, Matricaria chamomilla , Microliabum polymnioides, Paepalanthus polyanthus, Pallenis spinosa, Inula britannica , Prosopis cineraria, Rhaponticum carthamoides , Tagetes lucida, Tagetes minuta, Tagetes patula and Verbascum lychnitis. Patuletin was first documented in 1991 (PMID: 1843126). This could make patuletin a potential biomarker for the consumption of these foods (PMID: 10650074) (PMID: 11909694) (PMID: 18998399) (PMID: 21284510) (PMID: 21500799) (PMID: 23196154).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 05061305312D          

 24 26  0  0  0  0            999 V2000
   -2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    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
    0.0000    0.0000    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
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    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
    2.1434   -0.4125    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
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  6  2  1  0  0  0  0
  6  4  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  5  2  0  0  0  0
 10  5  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15  6  1  0  0  0  0
 15 14  2  0  0  0  0
 16  9  1  0  0  0  0
 16 13  2  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20 12  2  0  0  0  0
 21 13  1  0  0  0  0
 22 14  1  0  0  0  0
 23  1  1  0  0  0  0
 23 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0046027

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O8/c1-23-16-9(19)5-10-11(13(16)21)12(20)14(22)15(24-10)6-2-3-7(17)8(18)4-6/h2-5,17-19,21-22H,1H3

> <INCHI_KEY>
JMIFIYIEXODVTO-UHFFFAOYSA-N

> <FORMULA>
C16H12O8

> <MOLECULAR_WEIGHT>
332.2617

> <EXACT_MASS>
332.05321736

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
31.493583390060778

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
1.82

> <JCHEM_LOGP>
1.998628198333333

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.387166522441012

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.947215548984535

> <JCHEM_PKA_STRONGEST_BASIC>
-4.013407143613592

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
83.3254

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.46e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
patuletin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1   23                                                            
CONECT    2    3    6                                                       
CONECT    3    2    7                                                       
CONECT    4    6    8                                                       
CONECT    5    9   10                                                       
CONECT    6    2    4   15                                                  
CONECT    7    3    8   17                                                  
CONECT    8    4    7   18                                                  
CONECT    9    5   16   19                                                  
CONECT   10    5   11   24                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   14   20                                                  
CONECT   13   11   16   21                                                  
CONECT   14   12   15   22                                                  
CONECT   15    6   14   24                                                  
CONECT   16    9   13   23                                                  
CONECT   17    7                                                            
CONECT   18    8                                                            
CONECT   19    9                                                            
CONECT   20   12                                                            
CONECT   21   13                                                            
CONECT   22   14                                                            
CONECT   23    1   16                                                       
CONECT   24   10   15                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

View in JSmol

Synonyms

Value	Source
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4-benzopyrone	ChEBI
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one	ChEBI
3',4',5,7-Tetrahydroxy-6-methoxyflavonol	ChEBI
3,5,7,3',4'-Pentahydroxy-6-methoxyflavone	ChEBI
6-Methoxyquercetin	ChEBI
6-O-Methylquercetagetin	ChEBI
Quercetagetin 6-methyl ether	ChEBI
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-1-benzopyran-4-one, 9ci	HMDB
2-(3,4-Dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-chromen-4-one	MeSH

Chemical Formula

C₁₆H₁₂O₈

Average Mass

332.2617 Da

Monoisotopic Mass

332.05322 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)-3,5,7-trihydroxy-6-methoxy-4H-chromen-4-one

Traditional Name

patuletin

CAS Registry Number

519-96-0

SMILES

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

InChI Identifier

InChI=1S/C16H12O8/c1-23-16-9(19)5-10-11(13(16)21)12(20)14(22)15(24-10)6-2-3-7(17)8(18)4-6/h2-5,17-19,21-22H,1H3

InChI Key

JMIFIYIEXODVTO-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
Achillea grandifolia	LOTUS Database	35616633
Achillea moschata	Plant	KNApSAcK
Actinocephalus polyanthus	LOTUS Database	35616633
African marigold	LOTUS Database	35616633
Ageratina areolaris	LOTUS Database	35616633
Allium obliquum	Plant	KNApSAcK
Anthemis cotula	LOTUS Database	35616633
Anthemis tinctoria	Plant	KNApSAcK
Arctotis argentea	LOTUS Database	35616633
Arnica acaulis	LOTUS Database	35616633
Arnica gracilis	LOTUS Database	35616633
Arnica latifolia	LOTUS Database	35616633
Arnica montana	LOTUS Database	35616633
Arnica sachalinensis	LOTUS Database	35616633
Arnica spp.	Plant	KNApSAcK
Artemisia annua	Plant	KNApSAcK
Artemisia barrelieri	Plant	KNApSAcK
Artemisia monosperma	LOTUS Database	35616633
Balsamorhiza sagittata	LOTUS Database	35616633
Brickellia cylindracea	LOTUS Database	35616633
Brickellia secundiflora	LOTUS Database	35616633
Calycera sympaganthera	LOTUS Database	35616633
Centaurea collina L.	Plant	KNApSAcK
Centaurea incana	Plant	KNApSAcK
Centella asiatica	LOTUS Database	35616633
Chiliadenus montanus	LOTUS Database	35616633
Chrysactinia mexicana	Plant	KNApSAcK
Deinandra increscens	LOTUS Database	35616633
Deinandra minthornii	LOTUS Database	35616633
Eriocaulon buergerianum	Plant	KNApSAcK
Eriocaulon cinereum	LOTUS Database	35616633
Eriocaulon spp.	Plant	KNApSAcK
Eriophyllum confertiflorum	Plant	KNApSAcK
Eupatorium perfoliatum	LOTUS Database	35616633
Eupatorium spp.	Plant	KNApSAcK
Fumaria capreolata	Plant	KNApSAcK
Fumaria officinalis	Plant	KNApSAcK
Fumaria schleicheri	Plant	KNApSAcK
Fumaria vaillantii	Plant	KNApSAcK
Gutierrezia wrightii	Plant	KNApSAcK
Hemizonia spp.	Plant	KNApSAcK
Hymenoxys scaposa	Plant	KNApSAcK
Ipomopsis aggregata	LOTUS Database	35616633
Kalanchoe laciniata	LOTUS Database	35616633
Leucaena glauca	Plant	KNApSAcK
Loeseliastrum depressum	LOTUS Database	35616633
Matricaria chamomilla	Plant	KNApSAcK
Matricaria recutita	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Microliabum polymnioides	LOTUS Database	35616633
Paepalanthus polyanthus	Plant	KNApSAcK
Pallenis spinosa	Plant	KNApSAcK
Pentanema britannicum	Plant	KNApSAcK
Prosopis cineraria	LOTUS Database	35616633
Rhaponticum carthamoides	Plant	KNApSAcK
Spinacia oleracea	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tagetes lucida	LOTUS Database	35616633
Tagetes minuta	LOTUS Database	35616633
Tagetes patula	Plant	KNApSAcK
Verbascum lychnitis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monomethoxyflavone (CHEBI:75164 )
pentahydroxyflavone (CHEBI:75164 )
flavonols (CHEBI:75164 )
flavonols (C10118 )
Flavones and Flavonols (C10118 )
Flavones and Flavonols (LMPK12112986 )

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	1.82	ALOGPS
logP	2	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	6.95	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	83.33 m³·mol⁻¹	ChemAxon
Polarizability	31.49 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

HMDB0030802

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002744

KNApSAcK ID

C00004680

Chemspider ID

Not Available

KEGG Compound ID

C10118

BioCyc ID

CPD-14907

BiGG ID

Not Available

Wikipedia Link

Patuletin

METLIN ID

Not Available

PubChem Compound

5281678

PDB ID

Not Available

ChEBI ID

75164

Good Scents ID

Not Available

References

General References

Park EJ, Kim Y, Kim J: Acylated flavonol glycosides from the flower of Inula britannica. J Nat Prod. 2000 Jan;63(1):34-6. doi: 10.1021/np990271r. [PubMed:10650074 ]
Kim SR, Park MJ, Lee MK, Sung SH, Park EJ, Kim J, Kim SY, Oh TH, Markelonis GJ, Kim YC: Flavonoids of Inula britannica protect cultured cortical cells from necrotic cell death induced by glutamate. Free Radic Biol Med. 2002 Apr 1;32(7):596-604. doi: 10.1016/s0891-5849(02)00751-7. [PubMed:11909694 ]
Li S, Mao W, Cao X, Liang S, Ding Z, Li N: Inhibition of rat lens aldose reductase by quercetagetin and patuletin. Yan Ke Xue Bao. 1991 Mar;7(1):29-30, 33. [PubMed:1843126 ]
Schmeda-Hirschmann G, Tapia A, Theoduloz C, Rodriguez J, Lopez S, Feresin GE: Free radical scavengers and antioxidants from Tagetes mendocina. Z Naturforsch C J Biosci. 2004 May-Jun;59(5-6):345-53. doi: 10.1515/znc-2004-5-610. [PubMed:18998399 ]
Faizi S, Dar A, Siddiqi H, Naqvi S, Naz A, Bano S, Lubna: Bioassay-guided isolation of antioxidant agents with analgesic properties from flowers of Tagetes patula. Pharm Biol. 2011 May;49(5):516-25. doi: 10.3109/13880209.2010.523006. Epub 2011 Feb 1. [PubMed:21284510 ]
Negri G, Teixeira EW, Alves ML, Moreti AC, Otsuk IP, Borguini RG, Salatino A: Hydroxycinnamic acid amide derivatives, phenolic compounds and antioxidant activities of extracts of pollen samples from Southeast Brazil. J Agric Food Chem. 2011 May 25;59(10):5516-22. doi: 10.1021/jf200602k. Epub 2011 Apr 27. [PubMed:21500799 ]
Woerdenbag HJ, Merfort I, Schmidt TJ, Passreiter CM, Willuhn G, Van Uden W, Pras N, Konings AW: Decreased helenalin-induced cytotoxicity by flavonoids from Arnica as studied in a human lung carcinoma cell line. Phytomedicine. 1995 Oct;2(2):127-32. doi: 10.1016/S0944-7113(11)80057-7. [PubMed:23196154 ]

Showing NP-Card for Patuletin (NP0046027)

MOL for NP0046027 (Patuletin)

3D MOL for NP0046027 (Patuletin)

3D SDF for NP0046027 (Patuletin)

3D-SDF for NP0046027 (Patuletin)

PDB for NP0046027 (Patuletin)

3D PDB for NP0046027 (Patuletin)

SMILES for NP0046027 (Patuletin)

INCHI for NP0046027 (Patuletin)

Structure for NP0046027 (Patuletin)

3D Structure for NP0046027 (Patuletin)