NP-MRD: Showing NP-Card for isosakuranetin (NP0325822)

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Record Information

Version

2.0

Created at

2022-09-12 06:52:40 UTC

Updated at

2022-09-12 06:52:40 UTC

NP-MRD ID

NP0325822

Secondary Accession Numbers

None

Natural Product Identification

Common Name

isosakuranetin

Description

4'-Methoxy-5,7-dihydroxyflavanone, also known as 4'-methylnaringenin or isosakuranetin, belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone. Thus, 4'-methoxy-5,7-dihydroxyflavanone is considered to be a flavonoid lipid molecule. isosakuranetin is found in Artemisia campestris, Artemisia xanthochroa, Baccharis dracunculifolia, Baccharis glutinosa, Baccharis salicifolia, Chromolaena odorata, Citrus aurantium, Clinopodium umbrosum, Cyclotrichium niveum, Diplostephium cinereum, Dolichlasium lagascae, Eriodictyon californicum, Ageratina altissima, Hypenia salzmannii, Monticalia vaccinioides, Phrodus bridgesii, Piper crassinervium, Piper marginatum, Plazia daphnoides, Populus cathayana, Populus laurifolia, Populus maximowiczii, Populus tremuloides, Proustia cuneifolia, Prunus domestica, Prunus leveilleana, Vitex quinata, Wyethia angustifolia and Wyethia glabra. isosakuranetin was first documented in 1981 (PMID: 17401997). 4'-Methoxy-5,7-dihydroxyflavanone is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral (PMID: 17880032) (PMID: 21384439) (PMID: 21864313).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.0862    0.2791   -2.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4818   -0.7325   -1.2613 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3742   -0.4130   -0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7526   -1.3736    0.2812 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6399   -1.0454    1.0651 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1169    0.2228    1.1203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0526    0.6317    1.9328 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7337   -0.5170    2.5984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478   -1.2314    1.6345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8731   -2.4535    1.7119 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2971   -0.4787    0.5704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2775   -1.0527   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5979   -2.3798    0.0335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8927   -0.3409   -1.2435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5374    0.9682   -1.4664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1273    1.7449   -2.4765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5671    1.5260   -0.6634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9326    0.8258    0.3598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9656    1.3983    1.1523 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7766    1.1780    0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8692    0.8685   -0.4419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3797    1.0914   -1.3163 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4039    0.7067   -2.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0268   -0.0944   -2.4950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1286   -2.3867    0.2702 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1642   -1.8276    1.6549 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2912    1.3283    2.7489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4331   -0.1590    3.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0679   -1.2467    3.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3011   -2.8869   -0.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6476   -0.7861   -1.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9716    2.2769   -2.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2759    2.5491   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3566    2.1819    0.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3511    1.6285   -1.0355 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6 20  1  0
 20 21  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
 21  3  1  0
 19  7  1  0
 18 11  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
 20 34  1  0
 21 35  1  0
  7 27  1  1
  8 28  1  0
  8 29  1  0
 13 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

160481
  Mrv0541 02271202012D          

 21 23  0  0  1  0            999 V2000
    5.9369    0.7635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9369   -1.7115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3793   -1.7401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    2.0010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8492    0.7833    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2223    0.3510    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2223   -0.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    0.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -0.4740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9369   -0.8865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513    0.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3888   -0.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079    1.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    0.3510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3888    0.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363   -0.4912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1363    0.3681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7934    2.0010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.7635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    1.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    1.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1 11  1  0  0  0  0
  2 10  2  0  0  0  0
  3 12  1  0  0  0  0
  4 20  1  0  0  0  0
  4 21  1  0  0  0  0
  5 17  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  1  0  0  0
  7 10  1  0  0  0  0
  8 13  2  0  0  0  0
  8 14  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
  9 12  2  0  0  0  0
 11 15  2  0  0  0  0
 12 16  1  0  0  0  0
 13 18  1  0  0  0  0
 14 19  2  0  0  0  0
 15 17  1  0  0  0  0
 16 17  2  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0325822

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1

> <INCHI_KEY>
HMUJXQRRKBLVOO-AWEZNQCLSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.2794

> <EXACT_MASS>
286.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
28.516828278020487

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
2.9810021063333334

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.653156151363028

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.921833862556523

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8613196540494075

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
75.77210000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.79e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isosakuranetin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 160481                                            
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0      11.082   1.425   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      11.082  -3.195   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      13.775  -3.248   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       4.414   3.735   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      16.519   1.462   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       9.748   0.655   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.748  -0.885   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.415   1.425   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.416  -0.885   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.082  -1.655   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.416   0.655   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.792  -1.708   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.415   2.965   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   0.655   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.792   1.479   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.188  -0.917   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.188   0.687   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.081   3.735   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.747   1.425   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.747   2.965   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.080   2.965   0.000  0.00  0.00           C+0
CONECT    1    6   11                                                       
CONECT    2   10                                                            
CONECT    3   12                                                            
CONECT    4   20   21                                                       
CONECT    5   17                                                            
CONECT    6    1    7    8                                                  
CONECT    7    6   10                                                       
CONECT    8    6   13   14                                                  
CONECT    9   10   11   12                                                  
CONECT   10    2    7    9                                                  
CONECT   11    1    9   15                                                  
CONECT   12    3    9   16                                                  
CONECT   13    8   18                                                       
CONECT   14    8   19                                                       
CONECT   15   11   17                                                       
CONECT   16   12   17                                                       
CONECT   17    5   15   16                                                  
CONECT   18   13   20                                                       
CONECT   19   14   20                                                       
CONECT   20    4   18   19                                                  
CONECT   21    4                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

View in JSmol

Synonyms

Value	Source
(S)-2,3-Dihydro-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one	ChEBI
4'-Methylnaringenin	ChEBI
Isosakuranetin	ChEBI
Naringenin 4'-methyl ether	ChEBI
4'-Methoxy-5,7-dihydroxyflavonone	Kegg

Chemical Formula

C₁₆H₁₄O₅

Average Mass

286.2794 Da

Monoisotopic Mass

286.08412 Da

IUPAC Name

(2S)-5,7-dihydroxy-2-(4-methoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

isosakuranetin

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1)[C@@H]1CC(=O)C2=C(O)C=C(O)C=C2O1

InChI Identifier

InChI=1S/C16H14O5/c1-20-11-4-2-9(3-5-11)14-8-13(19)16-12(18)6-10(17)7-15(16)21-14/h2-7,14,17-18H,8H2,1H3/t14-/m0/s1

InChI Key

HMUJXQRRKBLVOO-AWEZNQCLSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Artemisia campestris	LOTUS Database	35616633
Artemisia xanthochroa	LOTUS Database	35616633
Baccharis dracunculifolia	LOTUS Database	35616633
Baccharis glutinosa	LOTUS Database	35616633
Baccharis salicifolia	LOTUS Database	35616633
Chromolaena odorata	LOTUS Database	35616633
Citrus aurantium	LOTUS Database	35616633
Clinopodium umbrosum	LOTUS Database	35616633
Cyclotrichium niveum	LOTUS Database	35616633
Diplostephium cinereum	LOTUS Database	35616633
Dolichlasium lagascae	LOTUS Database	35616633
Eriodictyon californicum	LOTUS Database	35616633
Eupatorium rugosum	LOTUS Database	35616633
Hypenia salzmannii	LOTUS Database	35616633
Monticalia vaccinioides	LOTUS Database	35616633
Phrodus bridgesii	LOTUS Database	35616633
Piper crassinervium	LOTUS Database	35616633
Piper marginatum	LOTUS Database	35616633
Plazia daphnoides	LOTUS Database	35616633
Populus cathayana	LOTUS Database	35616633
Populus laurifolia	LOTUS Database	35616633
Populus maximowiczii	LOTUS Database	35616633
Populus tremuloides	LOTUS Database	35616633
Proustia cuneifolia	LOTUS Database	35616633
Prunus domestica	LOTUS Database	35616633
Prunus leveilleana	LOTUS Database	35616633
Vitex quinata	LOTUS Database	35616633
Wyethia angustifolia	LOTUS Database	35616633
Wyethia glabra	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C4' atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

4'-O-methylated flavonoids

Alternative Parents

Substituents

4p-methoxyflavonoid-skeleton
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanone
Hydroxyflavonoid
Flavan
Chromone
Benzopyran
Chromane
1-benzopyran
Phenoxy compound
Methoxybenzene
Anisole
Phenol ether
Aryl ketone
Aryl alkyl ketone
Alkyl aryl ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Oxacycle
Organoheterocyclic compound
Ether
Organic oxide
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monomethoxyflavanone (CHEBI:27552 )
dihydroxyflavanone (CHEBI:27552 )
flavanones (C05334 )
Flavanones (LMPK12140355 )

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	2.95	ALOGPS
logP	2.98	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	7.92	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.99 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	75.77 m³·mol⁻¹	ChemAxon
Polarizability	28.52 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

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00000973

Chemspider ID

Not Available

KEGG Compound ID

C05334

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Isosakuranetin

METLIN ID

Not Available

PubChem Compound

160481

PDB ID

Not Available

ChEBI ID

27552

Good Scents ID

Not Available

References

General References

Metwally AM, Ekejiuba EC: Methoxylated flavonols and flavanones from Eupatorium odoratum. Planta Med. 1981 Aug;42(8):403-5. doi: 10.1055/s-2007-971663. [PubMed:17401997 ]
de Sousa JP, Bueno PC, Gregorio LE, da Silva Filho AA, Furtado NA, de Sousa ML, Bastos JK: A reliable quantitative method for the analysis of phenolic compounds in Brazilian propolis by reverse phase high performance liquid chromatography. J Sep Sci. 2007 Nov;30(16):2656-65. doi: 10.1002/jssc.200700228. [PubMed:17880032 ]
Vega-Villa KR, Remsberg CM, Takemoto JK, Ohgami Y, Yanez JA, Andrews PK, Davies NM: Stereospecific pharmacokinetics of racemic homoeriodictyol, isosakuranetin, and taxifolin in rats and their disposition in fruit. Chirality. 2011 Apr;23(4):339-48. doi: 10.1002/chir.20926. Epub 2010 Nov 10. [PubMed:21384439 ]
Swarnkar G, Sharan K, Siddiqui JA, Mishra JS, Khan K, Khan MP, Gupta V, Rawat P, Maurya R, Dwivedi AK, Sanyal S, Chattopadhyay N: A naturally occurring naringenin derivative exerts potent bone anabolic effects by mimicking oestrogen action on osteoblasts. Br J Pharmacol. 2012 Mar;165(5):1526-42. doi: 10.1111/j.1476-5381.2011.01637.x. [PubMed:21864313 ]
LOTUS database [Link]

Showing NP-Card for isosakuranetin (NP0325822)

MOL for NP0325822 (isosakuranetin)

3D MOL for NP0325822 (isosakuranetin)

3D SDF for NP0325822 (isosakuranetin)

3D-SDF for NP0325822 (isosakuranetin)

PDB for NP0325822 (isosakuranetin)

3D PDB for NP0325822 (isosakuranetin)

SMILES for NP0325822 (isosakuranetin)

INCHI for NP0325822 (isosakuranetin)

Structure for NP0325822 (isosakuranetin)

3D Structure for NP0325822 (isosakuranetin)