NP-MRD: Showing NP-Card for 7-O-methylnaringenin (Sakuranetin) (NP0026160)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

1.0

Created at

2021-06-19 18:05:34 UTC

Updated at

2021-08-20 00:00:09 UTC

NP-MRD ID

NP0026160

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-O-methylnaringenin (Sakuranetin)

Provided By

JEOL Database JEOL Logo

Description

Sakuranetin, also known as (2S)-sakuranetin, 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, sakuranetin is considered to be a flavonoid. Sakuranetin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 7-O-methylnaringenin (Sakuranetin) is found in Actinobole uliginosum, Ageratina havanensis, Artemisia monosperma, Artemisia xanthochroa, Baccharis aliena, Baccharis intermixta, Baccharis paniculata, Baccharis salicifolia, Baccharis tricuneata, Bahiopsis laciniata, Betula pubescens, Blumea fistulosa, Boesenbergia rotunda, Bonnetia paniculata, Brickellia vernicosa, Chromolaena odorata, Cistus laurifolius, Corymbia maculata, Cryptocarya obovata, Cunninghamella elegans, Dittrichia graveolens, Dodonaea viscosa, Dubautia arborea, Encelia ventorum, Eriodictyon angustifolium, Eriodictyon californicum, Ageratina altissima, Gochnatia vernonioides, Heliotropium chenopodiaceum, Heliotropium filifolium, Heliotropium glutinosum, Hyacinthoides non-scripta, Isodon oresbius, Larrea tridentata, Lippia origanoides, Mimosa tenuiflora, Origanum calcaratum, Origanum dictamnus , Origanum floribundum, Origanum majorana , Origanum microphyllum, Origanum onites , Origanum syriacum , Origanum vulgare subsp. Glandulosum , Origanum vulgare subsp. Hirtum , Oxytropis falcata, Phyla dulcis, Piper crassinervium Kunth, Piper marginatum, Pityrogramma ebenea, Plazia daphnoides, Poecilanthe parviflora, Populus grandidentata, Populus suaveolens, Populus szechuanica, Populus tomentosa, Populus tremuloides, Porophyllum scoparium, Proustia cuneifolia, Prunus maximowiczii, Pyracantha coccinea, Rhamnus davurica, Santolina chamaecyparissus, Smallanthus fruticosus, Streptomyces avermitilis, Terminalia fagifolia, Teucrium stocksianum, Veronica cupressoides, Xanthorrhoea glauca, Xanthorrhoea hastilis and Xerochrysum bracteatum. It was first documented in 2021 (PMID: 34237787). Based on a literature review a significant number of articles have been published on Sakuranetin (PMID: 34234397) (PMID: 34227310) (PMID: 34124691) (PMID: 33745166).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100253D          

 35 37  0  0  0  0            999 V2000
    5.7830   -2.2208    3.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676   -1.5377    2.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041   -1.6097    2.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -2.2955    3.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -2.2772    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -2.9559    3.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -1.5841    1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709   -0.9180    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -0.9182    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4150   -0.2201   -0.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -0.6792   -0.5147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3033    0.1822   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811   -0.4010   -2.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    0.3824   -3.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    1.7504   -3.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    2.4759   -4.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    2.3527   -2.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    1.5692   -1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -0.6251    0.6012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4230   -1.5007    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -2.0888    2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -2.0641    3.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5979   -3.2986    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -1.8115    4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -2.8450    4.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.8459    3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019   -0.3853    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672   -1.7103   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795   -1.4704   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -0.0735   -4.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.4048   -4.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177    3.4210   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409    2.0485   -0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    0.3884    0.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -0.9946    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
  9  8  2  0  0  0  0
 20 21  2  0  0  0  0
  8  7  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  7  5  2  0  0  0  0
  5  6  1  0  0  0  0
  4  3  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3  9  1  0  0  0  0
 13 14  1  0  0  0  0
  8 10  1  0  0  0  0
 14 15  2  0  0  0  0
  7 20  1  0  0  0  0
 15 17  1  0  0  0  0
 20 19  1  0  0  0  0
 17 18  2  0  0  0  0
 18 12  1  0  0  0  0
 19 11  1  0  0  0  0
 15 16  1  0  0  0  0
 11 28  1  6  0  0  0
  4 25  1  0  0  0  0
  9 27  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  6 26  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 17 32  1  0  0  0  0
 18 33  1  0  0  0  0
 16 31  1  0  0  0  0
M  END

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.7830   -2.2208    3.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676   -1.5377    2.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041   -1.6097    2.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -2.2955    3.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -2.2772    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -2.9559    3.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -1.5841    1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709   -0.9180    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -0.9182    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4150   -0.2201   -0.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -0.6792   -0.5147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3033    0.1822   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811   -0.4010   -2.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    0.3824   -3.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    1.7504   -3.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    2.4759   -4.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    2.3527   -2.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    1.5692   -1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -0.6251    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230   -1.5007    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -2.0888    2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -2.0641    3.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5979   -3.2986    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -1.8115    4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -2.8450    4.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.8459    3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019   -0.3853    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672   -1.7103   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795   -1.4704   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -0.0735   -4.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.4048   -4.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177    3.4210   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409    2.0485   -0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    0.3884    0.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -0.9946    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  9  8  2  0
 20 21  2  0
  8  7  1  0
  3  2  1  0
  5  4  1  0
  2  1  1  0
  7  5  2  0
  5  6  1  0
  4  3  2  0
 11 12  1  0
 12 13  2  0
  3  9  1  0
 13 14  1  0
  8 10  1  0
 14 15  2  0
  7 20  1  0
 15 17  1  0
 20 19  1  0
 17 18  2  0
 18 12  1  0
 19 11  1  0
 15 16  1  0
 11 28  1  6
  4 25  1  0
  9 27  1  0
 19 34  1  0
 19 35  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 26  1  0
 13 29  1  0
 14 30  1  0
 17 32  1  0
 18 33  1  0
 16 31  1  0
M  END


  Mrv1652306202100253D          

 35 37  0  0  0  0            999 V2000
    5.7830   -2.2208    3.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676   -1.5377    2.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041   -1.6097    2.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -2.2955    3.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -2.2772    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -2.9559    3.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -1.5841    1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709   -0.9180    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -0.9182    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4150   -0.2201   -0.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -0.6792   -0.5147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3033    0.1822   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811   -0.4010   -2.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    0.3824   -3.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    1.7504   -3.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    2.4759   -4.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    2.3527   -2.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    1.5692   -1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -0.6251    0.6012 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4230   -1.5007    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -2.0888    2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -2.0641    3.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5979   -3.2986    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -1.8115    4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -2.8450    4.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.8459    3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019   -0.3853    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672   -1.7103   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795   -1.4704   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -0.0735   -4.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.4048   -4.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177    3.4210   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409    2.0485   -0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    0.3884    0.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -0.9946    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0  0  0  0
  9  8  2  0  0  0  0
 20 21  2  0  0  0  0
  8  7  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  2  1  1  0  0  0  0
  7  5  2  0  0  0  0
  5  6  1  0  0  0  0
  4  3  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  3  9  1  0  0  0  0
 13 14  1  0  0  0  0
  8 10  1  0  0  0  0
 14 15  2  0  0  0  0
  7 20  1  0  0  0  0
 15 17  1  0  0  0  0
 20 19  1  0  0  0  0
 17 18  2  0  0  0  0
 18 12  1  0  0  0  0
 19 11  1  0  0  0  0
 15 16  1  0  0  0  0
 11 28  1  6  0  0  0
  4 25  1  0  0  0  0
  9 27  1  0  0  0  0
 19 34  1  0  0  0  0
 19 35  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  6 26  1  0  0  0  0
 13 29  1  0  0  0  0
 14 30  1  0  0  0  0
 17 32  1  0  0  0  0
 18 33  1  0  0  0  0
 16 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026160

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C([H])C(OC([H])([H])[H])=C([H])C(O[H])=C2C(=O)C1([H])[H]

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

> <INCHI_KEY>
DJOJDHGQRNZXQQ-AWEZNQCLSA-N

> <FORMULA>
C16H14O5

> <MOLECULAR_WEIGHT>
286.2794

> <EXACT_MASS>
286.084123558

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
29.408587431441507

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.86

> <JCHEM_LOGP>
2.9810021063333334

> <ALOGPS_LOGS>
-3.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.5381887748914

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.624010049566934

> <JCHEM_PKA_STRONGEST_BASIC>
-4.601141020848354

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
75.77210000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.83e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sakuranetin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 35 37  0  0  0  0  0  0  0  0999 V2000
    5.7830   -2.2208    3.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676   -1.5377    2.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041   -1.6097    2.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -2.2955    3.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -2.2772    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -2.9559    3.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -1.5841    1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709   -0.9180    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -0.9182    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4150   -0.2201   -0.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -0.6792   -0.5147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3033    0.1822   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811   -0.4010   -2.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    0.3824   -3.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    1.7504   -3.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    2.4759   -4.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    2.3527   -2.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    1.5692   -1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -0.6251    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230   -1.5007    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -2.0888    2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -2.0641    3.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5979   -3.2986    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -1.8115    4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -2.8450    4.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.8459    3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019   -0.3853    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672   -1.7103   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795   -1.4704   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -0.0735   -4.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.4048   -4.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177    3.4210   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409    2.0485   -0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    0.3884    0.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -0.9946    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  9  8  2  0
 20 21  2  0
  8  7  1  0
  3  2  1  0
  5  4  1  0
  2  1  1  0
  7  5  2  0
  5  6  1  0
  4  3  2  0
 11 12  1  0
 12 13  2  0
  3  9  1  0
 13 14  1  0
  8 10  1  0
 14 15  2  0
  7 20  1  0
 15 17  1  0
 20 19  1  0
 17 18  2  0
 18 12  1  0
 19 11  1  0
 15 16  1  0
 11 28  1  6
  4 25  1  0
  9 27  1  0
 19 34  1  0
 19 35  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 26  1  0
 13 29  1  0
 14 30  1  0
 17 32  1  0
 18 33  1  0
 16 31  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       5.783  -2.221   3.500  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.168  -1.538   2.414  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.804  -1.610   2.331  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.965  -2.296   3.211  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.584  -2.277   3.012  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.823  -2.956   3.926  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.034  -1.584   1.931  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.871  -0.918   1.038  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.250  -0.918   1.248  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.415  -0.220  -0.050  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.134  -0.679  -0.515  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.303   0.182  -1.686  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.981  -0.401  -2.769  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.412   0.382  -3.841  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.173   1.750  -3.836  0.00  0.00           C+0
HETATM   16  O   UNK     0      -1.611   2.476  -4.903  0.00  0.00           O+0
HETATM   17  C   UNK     0      -0.509   2.353  -2.773  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.078   1.569  -1.699  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.900  -0.625   0.601  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.423  -1.501   1.723  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.186  -2.089   2.487  0.00  0.00           O+0
HETATM   22  H   UNK     0       6.863  -2.064   3.424  0.00  0.00           H+0
HETATM   23  H   UNK     0       5.598  -3.299   3.444  0.00  0.00           H+0
HETATM   24  H   UNK     0       5.454  -1.812   4.461  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.350  -2.845   4.064  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.124  -2.846   3.680  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.902  -0.385   0.560  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.267  -1.710  -0.874  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.180  -1.470  -2.789  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.934  -0.074  -4.678  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.361   3.405  -4.770  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.318   3.421  -2.760  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.441   2.049  -0.871  0.00  0.00           H+0
HETATM   34  H   UNK     0      -1.028   0.388   0.999  0.00  0.00           H+0
HETATM   35  H   UNK     0      -1.870  -0.995   0.249  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    2    4    9                                                  
CONECT    4    5    3   25                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   26                                                       
CONECT    7    8    5   20                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8    3   27                                                  
CONECT   10   11    8                                                       
CONECT   11   10   12   19   28                                             
CONECT   12   11   13   18                                                  
CONECT   13   12   14   29                                                  
CONECT   14   13   15   30                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   31                                                       
CONECT   17   15   18   32                                                  
CONECT   18   17   12   33                                                  
CONECT   19   20   11   34   35                                             
CONECT   20   21    7   19                                                  
CONECT   21   20                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    9                                                            
CONECT   28   11                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   19                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   74    0
END

RDKit          3D

35 37  0  0  0  0  0  0  0  0999 V2000
    5.7830   -2.2208    3.5000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1676   -1.5377    2.4140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8041   -1.6097    2.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -2.2955    3.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5839   -2.2772    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8225   -2.9559    3.9261 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0339   -1.5841    1.9306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8709   -0.9180    1.0375 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2496   -0.9182    1.2480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4150   -0.2201   -0.0498 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1342   -0.6792   -0.5147 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3033    0.1822   -1.6857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9811   -0.4010   -2.7686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4122    0.3824   -3.8407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1725    1.7504   -3.8355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6105    2.4759   -4.9034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5089    2.3527   -2.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0784    1.5692   -1.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9004   -0.6251    0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4230   -1.5007    1.7231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1855   -2.0888    2.4866 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8633   -2.0641    3.4238 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5979   -3.2986    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4540   -1.8115    4.4609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3497   -2.8450    4.0639 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1242   -2.8459    3.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9019   -0.3853    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2672   -1.7103   -0.8743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1795   -1.4704   -2.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9335   -0.0735   -4.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3608    3.4048   -4.7696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3177    3.4210   -2.7601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4409    2.0485   -0.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0282    0.3884    0.9988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8699   -0.9946    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 10  1  0
  9  8  2  0
 20 21  2  0
  8  7  1  0
  3  2  1  0
  5  4  1  0
  2  1  1  0
  7  5  2  0
  5  6  1  0
  4  3  2  0
 11 12  1  0
 12 13  2  0
  3  9  1  0
 13 14  1  0
  8 10  1  0
 14 15  2  0
  7 20  1  0
 15 17  1  0
 20 19  1  0
 17 18  2  0
 18 12  1  0
 19 11  1  0
 15 16  1  0
 11 28  1  6
  4 25  1  0
  9 27  1  0
 19 34  1  0
 19 35  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  6 26  1  0
 13 29  1  0
 14 30  1  0
 17 32  1  0
 18 33  1  0
 16 31  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S)-Sakuranetin	ChEBI
(S)-(-)-4',5-Dihydroxy-7-methoxyflavanone	ChEBI
(S)-2,3-Dihydro-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-1-benzopyran-4-one	ChEBI
4',5-Dihydroxy-7-methoxyflavanone	ChEBI
Naringenin 7-methyl ether	ChEBI
5,4'-Dihydroxy-7-methoxyflavanone	HMDB
7-O-Methylnaringenin	HMDB

Chemical Formula

C₁₆H₁₄O₅

Average Mass

286.2794 Da

Monoisotopic Mass

286.08412 Da

IUPAC Name

(2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

sakuranetin

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])[C@@]1([H])OC2=C([H])C(OC([H])([H])[H])=C([H])C(O[H])=C2C(=O)C1([H])[H]

InChI Identifier

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

InChI Key

DJOJDHGQRNZXQQ-AWEZNQCLSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Actinobole uliginosum	LOTUS Database	35616633
Ageratina havanensis	Plant	KNApSAcK
Artemisia campestris	KNApSAcK Database	22123792
Artemisia monosperma	LOTUS Database	35616633
Artemisia xanthochroa	LOTUS Database	35616633
Baccharis aliena	LOTUS Database	35616633
Baccharis intermixta	LOTUS Database	35616633
Baccharis paniculata	LOTUS Database	35616633
Baccharis salicifolia	LOTUS Database	35616633
Baccharis spp.	KNApSAcK Database	22123792
Baccharis tricuneata	LOTUS Database	35616633
Bahiopsis laciniata	LOTUS Database	35616633
Betula pubescens	LOTUS Database	35616633
Betula spp.	KNApSAcK Database	22123792
Blumea fistulosa	LOTUS Database	35616633
Boesenbergia rotunda	LOTUS Database	35616633
Boesenbergia rotunda (L.) Mansf.Kulturpfl.	KNApSAcK Database	22123792
Bonnetia paniculata	LOTUS Database	35616633
Brickellia vernicosa	LOTUS Database	35616633
Chromolaena odorata	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Corymbia maculata	LOTUS Database	35616633
Cryptocarya obovata	LOTUS Database	35616633
Cunninghamella elegans	JEOL database	Ibrahim, A.-R. S., et al, Chem. Pharm. Bull. 51, 203 (2003)
Dittrichia graveolens	LOTUS Database	35616633
Dodonaea viscosa	LOTUS Database	35616633
Dubautia arborea	LOTUS Database	35616633
Encelia ventorum	LOTUS Database	35616633
Eriodictyon angustifolium	LOTUS Database	35616633
Eriodictyon californicum	LOTUS Database	35616633
Eupatorium rugosum	LOTUS Database	35616633
Gochnatia vernonioides	LOTUS Database	35616633
Heliotropium chenopodiaceum	LOTUS Database	35616633
Heliotropium filifolium	Plant	KNApSAcK
Heliotropium glutinosum	Plant	KNApSAcK
Hyacinthoides non-scripta	LOTUS Database	35616633
Isodon oresbius	LOTUS Database	35616633
Juglans spp.	KNApSAcK Database	22123792
Larrea tridentata	LOTUS Database	35616633
Lippia origanoides	LOTUS Database	35616633
Microtropis japonica	KNApSAcK Database	22123792
Mimosa hostilis	KNApSAcK Database	22123792
Mimosa tenuiflora	LOTUS Database	35616633
Origanum calcaratum	Plant	KNApSAcK
Origanum dictamnus	Plant	KNApSAcK
Origanum floribundum	Plant	KNApSAcK
Origanum majorana	Plant	KNApSAcK
Origanum microphyllum	Plant	KNApSAcK
Origanum onites	Plant	KNApSAcK
Origanum syriacum	Plant	KNApSAcK
Origanum vulgare subsp. Glandulosum	Plant	KNApSAcK
Origanum vulgare subsp. Hirtum	Plant	KNApSAcK
Oryza sativa	KNApSAcK Database	22123792
Oxytropis falcata	LOTUS Database	35616633
Phyla dulcis	LOTUS Database	35616633
Piper crassinervium	Plant	KNApSAcK
Piper crassinervium Kunth	KNApSAcK Database	22123792
Piper lhotzkyanum	KNApSAcK Database	22123792
Piper marginatum	LOTUS Database	35616633
Pityrogramma ebenea	LOTUS Database	35616633
Plazia daphnoides	LOTUS Database	35616633
Poecilanthe parviflora	LOTUS Database	35616633
Polymnia fruticosa	KNApSAcK Database	22123792
Populus grandidentata	LOTUS Database	35616633
Populus suaveolens	LOTUS Database	35616633
Populus szechuanica	LOTUS Database	35616633
Populus tomentosa	LOTUS Database	35616633
Populus tremuloides	LOTUS Database	35616633
Porophyllum scoparium	LOTUS Database	35616633
Proustia cuneifolia	LOTUS Database	35616633
Prunus avium	KNApSAcK Database	22123792
Prunus cerasus	KNApSAcK Database	22123792
Prunus maximowiczii	LOTUS Database	35616633
Prunus spp.	KNApSAcK Database	22123792
Pyracantha coccinea	LOTUS Database	35616633
Rhamnus davurica	Plant	KNApSAcK
Santolina chamaecyparissus	LOTUS Database	35616633
Smallanthus fruticosus	LOTUS Database	35616633
Streptomyces avermitilis	LOTUS Database	35616633
Terminalia fagifolia	Plant	KNApSAcK
Teucrium stocksianum	LOTUS Database	35616633
Veronica cupressoides	LOTUS Database	35616633
Xanthorrhoea glauca	LOTUS Database	35616633
Xanthorrhoea hastilis	KNApSAcK Database	22123792
Xanthorrhoea resinosa	Plant	KNApSAcK
Xerochrysum bracteatum	LOTUS Database	35616633

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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

7-O-methylated flavonoids

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	152.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	555.90 °C. @ 760.00 mm Hg (est)	The Good Scents Company Information System
Water Solubility	109.2 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.370 (est)	The Good Scents Company Information System

Predicted Properties

Property	Value	Source
logP	2.86	ALOGPS
logP	2.98	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	8.62	ChemAxon
pKa (Strongest Basic)	-4.6	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	29.41 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

HMDB0030090

DrugBank ID

DB08517

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Sakuranetin

METLIN ID

Not Available

PubChem Compound

PDB ID

ChEBI ID

Good Scents ID

References

General References

Nachtergael A, Lanterbecq D, Spanoghe M, Belayew A, Duez P: Effects of Chemopreventive Natural Compounds on the Accuracy of 8-oxo-7,8-dihydro-2'-deoxyguanosine Translesion Synthesis. Planta Med. 2021 Jul 8. doi: 10.1055/a-1527-1435. [PubMed:34237787 ]
Prathap L, Jayaraman S, Roy A, Santhakumar P, Jeevitha M: Molecular docking analysis of stachydrine and sakuranetin with IL-6 and TNF-alpha in the context of inflammation. Bioinformation. 2021 Feb 28;17(2):363-368. doi: 10.6026/97320630017363. eCollection 2021. [PubMed:34234397 ]
Shen S, Yang Y, Wang J, Chen X, Liu T, Zhuo Q: [Analysis of differences between unifloral honeys from different botanical origins based on non-targeted metabolomics by ultra-high performance liquid chromatography-quadrupole time-of-flight mass spectrometry]. Se Pu. 2021 Mar;39(3):291-300. doi: 10.3724/SP.J.1123.2020.06029. [PubMed:34227310 ]
Shehata MG, Awad TS, Asker D, El Sohaimy SA, Abd El-Aziz NM, Youssef MM: Antioxidant and antimicrobial activities and UPLC-ESI-MS/MS polyphenolic profile of sweet orange peel extracts. Curr Res Food Sci. 2021 May 26;4:326-335. doi: 10.1016/j.crfs.2021.05.001. eCollection 2021. [PubMed:34124691 ]
Yang Z, Li N, Kitano T, Li P, Spindel JE, Wang L, Bai G, Xiao Y, McCouch SR, Ishihara A, Zhang J, Yang X, Chen Z, Wei J, Ge H, Jander G, Yan J: Genetic mapping identifies a rice naringenin O-glucosyltransferase that influences insect resistance. Plant J. 2021 Jun;106(5):1401-1413. doi: 10.1111/tpj.15244. Epub 2021 Apr 17. [PubMed:33745166 ]
Ibrahim, A.-R. S., et al. (2003). Ibrahim, A.-R. S., et al, Chem. Pharm. Bull. 51, 203 (2003). Chem. Pharm. Bull..

Showing NP-Card for 7-O-methylnaringenin (Sakuranetin) (NP0026160)

MOL for NP0026160 (7-O-methylnaringenin (Sakuranetin))

3D MOL for NP0026160 (7-O-methylnaringenin (Sakuranetin))

3D SDF for NP0026160 (7-O-methylnaringenin (Sakuranetin))

3D-SDF for NP0026160 (7-O-methylnaringenin (Sakuranetin))

PDB for NP0026160 (7-O-methylnaringenin (Sakuranetin))

3D PDB for NP0026160 (7-O-methylnaringenin (Sakuranetin))

SMILES for NP0026160 (7-O-methylnaringenin (Sakuranetin))

INCHI for NP0026160 (7-O-methylnaringenin (Sakuranetin))

Structure for NP0026160 (7-O-methylnaringenin (Sakuranetin))

3D Structure for NP0026160 (7-O-methylnaringenin (Sakuranetin))