NP-MRD: Showing NP-Card for 5,4'-dihydroxy-7-methoxyflavone (NP0024985)

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Record Information

Version

2.0

Created at

2021-06-19 17:13:31 UTC

Updated at

2021-06-29 23:49:39 UTC

NP-MRD ID

NP0024985

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,4'-dihydroxy-7-methoxyflavone

Provided By

JEOL Database JEOL Logo

Description

Genkwanin, also known as 7-methylapigenin, 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, genkwanin is considered to be a flavonoid. Genkwanin is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 5,4'-dihydroxy-7-methoxyflavone is found in Actinobole uliginosum, Ageratina pichinchensis, Alnus alnobetula, Aquilaria sinensis, Aquilegia oxysepala, Arnica cordifolia, Arnica venosa, Artemisia afra, Artemisia diffusa, Artemisia gmelinii, Artemisia oliveriana, Artemisia pontica, Artemisia princeps, Artemisia transiliensis, Baccharis genistelloides, Baccharis trinervis, Bahiopsis triangularis, Ballota hirsuta, Brickellia cavanillesii, Brickellia vernicosa, Calibrachoa parviflora, Callicarpa americana, Campanula armena, Castanea sativa, Chromolaena odorata, Cinnamomum kotoense, Cistus inflatus, Cistus ladanifer, Cistus laurifolius, Cyclotrichium niveum, Daphne bholua, Daphne feddei, Daphne gnidium, Daphne laureola, Dracocephalum multicaule, Equisetum arvense, Ericameria laricifolia, Eriodictyon sessilifolium, Eupatorium capillifolium, Eupatorium serotinum, Frullania teneriffae, Gymnocarpium robertianum, Gyrinops walla, Isodon enanderianus, Isodon eriocalyx, Isodon scoparius, Isodon umbrosus, Kaempferia parviflora, Klasea flavescens, Lavandula dentata, Leonurus japonicus, Leonurus sibiricus, Leonurus turkestanicus, Lycopus europaeus, Lycopus virginicus, Mentha pulegium, Mimosa tenuiflora, Mirabilis viscosa, Monticalia vaccinioides, Nepeta septemcrenata, Notholaena greggii, Notholaena rosei, Notholaena sulphurea, Ocimum basilicum L. , Ocimum selloi, Origanum akhadarense, Origanum boissieri, Origanum calcaratum, Origanum dictamnus , Origanum floribundum, Origanum hypercifolium, Origanum intercedens, Origanum majorana , Origanum micranthum, Origanum microphyllum, Origanum onites , Origanum syriacum , Origanum vulgare , Origanum vulgare subsp. Glandulosum , Origanum vulgare subsp. Hirtum , Oroxylum indicum, Phlomis herba-venti, Pinus morrisonicola, Pityrogramma ebenea, Plazia daphnoides, Populus grandidentata, Populus laurifolia, Populus tremuloides, Prunus cerasoides, Prunus leveilleana, Prunus yedoensis, Pycnanthus angolensis, Salvia candelabrum, Salvia moorcroftiana, Rosmarinus officinalis , Salvia sapinea, Satureja cuneifolia, Solanum paludosum, Streptomyces avermitilis, Symphyopappus compressus, Syphopappus polystachyus, Thymus herba-barona, Thymus vulgaris, Tinospora crispa , Vachellia constricta, Vernonanthura nudiflora, Vernonia fasciculata, Veronica cupressoides, Wikstroemia canescens, Xanthorrhoea preissii, Xerochrysum bracteatum and Zinnia citrea. 5,4'-dihydroxy-7-methoxyflavone was first documented in 2011 (PMID: 22379361). Based on a literature review a small amount of articles have been published on Genkwanin (PMID: 23831487) (PMID: 24059652) (PMID: 34315132) (PMID: 34099770).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119133D          

 33 35  0  0  0  0            999 V2000
   -1.2635   -3.3064   -4.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -2.9081   -2.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -2.6752   -2.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -2.8009   -3.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -2.5307   -2.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -2.6752   -3.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1344   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7443   -1.8432   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288   -1.9390   -1.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -1.4331    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4242   -1.3410    1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -0.9452    2.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3193   -1.6200    3.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1308   -1.2564    5.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.2079    5.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210    0.1820    6.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    0.4810    4.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.1165    3.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.6262    0.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -2.0088   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0859   -2.2783   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203   -3.4471   -4.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679   -2.5288   -4.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -4.2619   -4.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -3.1060   -4.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -2.4558   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660   -1.2335    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349   -2.4431    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.7990    5.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.3785    7.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3562    1.3040    5.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889    0.6826    2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -2.1788   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 19  1  0  0  0  0
 20  7  1  0  0  0  0
  8  9  2  0  0  0  0
  3  4  2  0  0  0  0
 12 13  2  0  0  0  0
  3 21  1  0  0  0  0
 13 14  1  0  0  0  0
  4  5  1  0  0  0  0
 14 15  2  0  0  0  0
  5  7  2  0  0  0  0
 15 17  1  0  0  0  0
 20 21  2  0  0  0  0
 17 18  2  0  0  0  0
 18 12  1  0  0  0  0
 11 12  1  0  0  0  0
 20 19  1  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8 10  1  0  0  0  0
 15 16  1  0  0  0  0
 10 11  2  0  0  0  0
  5  6  1  0  0  0  0
  4 25  1  0  0  0  0
 21 33  1  0  0  0  0
 10 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
 17 31  1  0  0  0  0
 18 32  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
 16 30  1  0  0  0  0
  6 26  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.2635   -3.3064   -4.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -2.9081   -2.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -2.6752   -2.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -2.8009   -3.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -2.5307   -2.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -2.6752   -3.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1344   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7443   -1.8432   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288   -1.9390   -1.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -1.4331    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4242   -1.3410    1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -0.9452    2.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3193   -1.6200    3.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1308   -1.2564    5.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.2079    5.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210    0.1820    6.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    0.4810    4.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.1165    3.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.6262    0.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -2.0088   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0859   -2.2783   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203   -3.4471   -4.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679   -2.5288   -4.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -4.2619   -4.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -3.1060   -4.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -2.4558   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660   -1.2335    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349   -2.4431    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.7990    5.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.3785    7.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3562    1.3040    5.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889    0.6826    2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -2.1788   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 19  1  0
 20  7  1  0
  8  9  2  0
  3  4  2  0
 12 13  2  0
  3 21  1  0
 13 14  1  0
  4  5  1  0
 14 15  2  0
  5  7  2  0
 15 17  1  0
 20 21  2  0
 17 18  2  0
 18 12  1  0
 11 12  1  0
 20 19  1  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
  8 10  1  0
 15 16  1  0
 10 11  2  0
  5  6  1  0
  4 25  1  0
 21 33  1  0
 10 27  1  0
 13 28  1  0
 14 29  1  0
 17 31  1  0
 18 32  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 16 30  1  0
  6 26  1  0
M  END


  Mrv1652306192119133D          

 33 35  0  0  0  0            999 V2000
   -1.2635   -3.3064   -4.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -2.9081   -2.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -2.6752   -2.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -2.8009   -3.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -2.5307   -2.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -2.6752   -3.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1344   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7443   -1.8432   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288   -1.9390   -1.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -1.4331    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4242   -1.3410    1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -0.9452    2.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3193   -1.6200    3.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1308   -1.2564    5.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.2079    5.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210    0.1820    6.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    0.4810    4.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.1165    3.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.6262    0.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -2.0088   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0859   -2.2783   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203   -3.4471   -4.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679   -2.5288   -4.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -4.2619   -4.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -3.1060   -4.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -2.4558   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660   -1.2335    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349   -2.4431    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.7990    5.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.3785    7.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3562    1.3040    5.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889    0.6826    2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -2.1788   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 19  1  0  0  0  0
 20  7  1  0  0  0  0
  8  9  2  0  0  0  0
  3  4  2  0  0  0  0
 12 13  2  0  0  0  0
  3 21  1  0  0  0  0
 13 14  1  0  0  0  0
  4  5  1  0  0  0  0
 14 15  2  0  0  0  0
  5  7  2  0  0  0  0
 15 17  1  0  0  0  0
 20 21  2  0  0  0  0
 17 18  2  0  0  0  0
 18 12  1  0  0  0  0
 11 12  1  0  0  0  0
 20 19  1  0  0  0  0
  3  2  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8 10  1  0  0  0  0
 15 16  1  0  0  0  0
 10 11  2  0  0  0  0
  5  6  1  0  0  0  0
  4 25  1  0  0  0  0
 21 33  1  0  0  0  0
 10 27  1  0  0  0  0
 13 28  1  0  0  0  0
 14 29  1  0  0  0  0
 17 31  1  0  0  0  0
 18 32  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
 16 30  1  0  0  0  0
  6 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0024985

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

> <INCHI_KEY>
JPMYFOBNRRGFNO-UHFFFAOYSA-N

> <FORMULA>
C16H12O5

> <MOLECULAR_WEIGHT>
284.2635

> <EXACT_MASS>
284.068473494

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
29.229437347971732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.8525831896666665

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.743530760446257

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.3470972349614465

> <JCHEM_PKA_STRONGEST_BASIC>
-4.74548958574424

> <JCHEM_POLAR_SURFACE_AREA>
75.99000000000001

> <JCHEM_REFRACTIVITY>
77.39620000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
genkwanin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.2635   -3.3064   -4.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -2.9081   -2.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -2.6752   -2.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -2.8009   -3.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -2.5307   -2.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -2.6752   -3.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1344   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7443   -1.8432   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288   -1.9390   -1.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -1.4331    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4242   -1.3410    1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -0.9452    2.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3193   -1.6200    3.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1308   -1.2564    5.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.2079    5.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210    0.1820    6.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    0.4810    4.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.1165    3.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.6262    0.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -2.0088   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0859   -2.2783   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203   -3.4471   -4.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679   -2.5288   -4.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -4.2619   -4.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -3.1060   -4.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -2.4558   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660   -1.2335    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349   -2.4431    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.7990    5.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.3785    7.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3562    1.3040    5.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889    0.6826    2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -2.1788   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 19  1  0
 20  7  1  0
  8  9  2  0
  3  4  2  0
 12 13  2  0
  3 21  1  0
 13 14  1  0
  4  5  1  0
 14 15  2  0
  5  7  2  0
 15 17  1  0
 20 21  2  0
 17 18  2  0
 18 12  1  0
 11 12  1  0
 20 19  1  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
  8 10  1  0
 15 16  1  0
 10 11  2  0
  5  6  1  0
  4 25  1  0
 21 33  1  0
 10 27  1  0
 13 28  1  0
 14 29  1  0
 17 31  1  0
 18 32  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 16 30  1  0
  6 26  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.264  -3.306  -4.334  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.185  -2.908  -2.970  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.065  -2.675  -2.466  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.268  -2.801  -3.164  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.477  -2.531  -2.522  0.00  0.00           C+0
HETATM    6  O   UNK     0       3.616  -2.675  -3.269  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.492  -2.134  -1.183  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.744  -1.843  -0.476  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.829  -1.939  -1.040  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.639  -1.433   0.931  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.424  -1.341   1.492  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.250  -0.945   2.903  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.319  -1.620   3.710  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.131  -1.256   5.047  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.871  -0.208   5.580  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.721   0.182   6.877  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.790   0.481   4.800  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.977   0.117   3.464  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.238  -1.626   0.832  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.297  -2.009  -0.485  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.086  -2.278  -1.124  0.00  0.00           C+0
HETATM   22  H   UNK     0      -2.320  -3.447  -4.580  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.868  -2.529  -4.996  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.754  -4.262  -4.496  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.301  -3.106  -4.205  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.387  -2.456  -2.697  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.566  -1.234   1.453  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.735  -2.443   3.303  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.408  -1.799   5.648  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.047  -0.379   7.295  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.356   1.304   5.227  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.689   0.683   2.867  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.850  -2.179  -0.578  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1                                                       
CONECT    3    4   21    2                                                  
CONECT    4    3    5   25                                                  
CONECT    5    4    7    6                                                  
CONECT    6    5   26                                                       
CONECT    7   20    5    8                                                  
CONECT    8    9    7   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   27                                                  
CONECT   11   19   12   10                                                  
CONECT   12   13   18   11                                                  
CONECT   13   12   14   28                                                  
CONECT   14   13   15   29                                                  
CONECT   15   14   17   16                                                  
CONECT   16   15   30                                                       
CONECT   17   15   18   31                                                  
CONECT   18   17   12   32                                                  
CONECT   19   11   20                                                       
CONECT   20    7   21   19                                                  
CONECT   21    3   20   33                                                  
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27   10                                                            
CONECT   28   13                                                            
CONECT   29   14                                                            
CONECT   30   16                                                            
CONECT   31   17                                                            
CONECT   32   18                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
   -1.2635   -3.3064   -4.3340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1848   -2.9081   -2.9701 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0651   -2.6752   -2.4655 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2678   -2.8009   -3.1644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4769   -2.5307   -2.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6162   -2.6752   -3.2686 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4922   -2.1344   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7443   -1.8432   -0.4763 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8288   -1.9390   -1.0404 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391   -1.4331    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4242   -1.3410    1.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2498   -0.9452    2.9031 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3193   -1.6200    3.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1308   -1.2564    5.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711   -0.2079    5.5803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7210    0.1820    6.8774 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    0.4810    4.7997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9774    0.1165    3.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2378   -1.6262    0.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2966   -2.0088   -0.4846 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0859   -2.2783   -1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3203   -3.4471   -4.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8679   -2.5288   -4.9956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7536   -4.2619   -4.4957 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3005   -3.1060   -4.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3874   -2.4558   -2.6975 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5660   -1.2335    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7349   -2.4431    3.3033 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076   -1.7990    5.6479 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0468   -0.3785    7.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3562    1.3040    5.2270 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6889    0.6826    2.8672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -2.1788   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
 11 19  1  0
 20  7  1  0
  8  9  2  0
  3  4  2  0
 12 13  2  0
  3 21  1  0
 13 14  1  0
  4  5  1  0
 14 15  2  0
  5  7  2  0
 15 17  1  0
 20 21  2  0
 17 18  2  0
 18 12  1  0
 11 12  1  0
 20 19  1  0
  3  2  1  0
  7  8  1  0
  2  1  1  0
  8 10  1  0
 15 16  1  0
 10 11  2  0
  5  6  1  0
  4 25  1  0
 21 33  1  0
 10 27  1  0
 13 28  1  0
 14 29  1  0
 17 31  1  0
 18 32  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 16 30  1  0
  6 26  1  0
M  END

View in JSmol

Synonyms

Value	Source
5,4'-Dihydroxy-7-methoxyflavone	ChEBI
7-Methylapigenin	ChEBI
Apigenin 7-methyl ether	ChEBI
5,4'-Dihydroxy-7-methoxy-flavone	HMDB
Gengkwanin	HMDB

Chemical Formula

C₁₆H₁₂O₅

Average Mass

284.2635 Da

Monoisotopic Mass

284.06847 Da

IUPAC Name

5-hydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

Traditional Name

genkwanin

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1[H])C1=C([H])C(=O)C2=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C2O1

InChI Identifier

InChI=1S/C16H12O5/c1-20-11-6-12(18)16-13(19)8-14(21-15(16)7-11)9-2-4-10(17)5-3-9/h2-8,17-18H,1H3

InChI Key

JPMYFOBNRRGFNO-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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
Acacia constricta	KNApSAcK Database	22123792
Actinobole uliginosum	LOTUS Database	35616633
Ageratina pichinchensis	Plant	KNApSAcK
Alnus viridis	LOTUS Database	35616633
Aquilaria sinensis	LOTUS Database	35616633
Aquilegia oxysepala	LOTUS Database	35616633
Arnica cordifolia	LOTUS Database	35616633
Arnica venosa	LOTUS Database	35616633
Artemisia afra	LOTUS Database	35616633
Artemisia capillaris	KNApSAcK Database	22123792
Artemisia diffusa	LOTUS Database	35616633
Artemisia gmelinii	LOTUS Database	35616633
Artemisia oliveriana	LOTUS Database	35616633
Artemisia pontica	LOTUS Database	35616633
Artemisia princeps	LOTUS Database	35616633
Artemisia transiliensis	LOTUS Database	35616633
Baccharis genistelloides	LOTUS Database	35616633
Baccharis trinervis	LOTUS Database	35616633
Bahiopsis triangularis	LOTUS Database	35616633
Ballota hirsuta	LOTUS Database	35616633
Brickellia cavanillesii	LOTUS Database	35616633
Brickellia vernicosa	LOTUS Database	35616633
Calibrachoa parviflora	LOTUS Database	35616633
Callicarpa americana	LOTUS Database	35616633
Campanula armena	LOTUS Database	35616633
Castanea sativa	LOTUS Database	35616633
Cheilanthes albomarginata	KNApSAcK Database	22123792
Cheilanthes rufa	KNApSAcK Database	22123792
Chromolaena odorata	LOTUS Database	35616633
Cinnamomum kotoense	LOTUS Database	35616633
Cistus inflatus	LOTUS Database	35616633
Cistus ladanifer	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Cyclotrichium niveum	LOTUS Database	35616633
Daphne bholua	LOTUS Database	35616633
Daphne feddei	LOTUS Database	35616633
Daphne genkwa	KNApSAcK Database	22123792
Daphne gnidium	LOTUS Database	35616633
Daphne laureola	LOTUS Database	35616633
Dracocephalum multicaule	LOTUS Database	35616633
Equisetum arvense	LOTUS Database	35616633
Ericameria laricifolia	LOTUS Database	35616633
Eriodictyon sessilifolium	LOTUS Database	35616633
Eupatorium capillifolium	LOTUS Database	35616633
Eupatorium serotinum	LOTUS Database	35616633
Frullania teneriffae	LOTUS Database	35616633
Glycyrrhiza glabra	KNApSAcK Database	22123792
Glycyrrhiza inflata	KNApSAcK Database	22123792
Glycyrrhiza uralensis	KNApSAcK Database	22123792
Gymnocarpium robertianum	LOTUS Database	35616633
Gyrinops walla	LOTUS Database	35616633
Halophila stipulacea	KNApSAcK Database	22123792
Isodon enanderianus	LOTUS Database	35616633
Isodon eriocalyx	LOTUS Database	35616633
Isodon scoparius	LOTUS Database	35616633
Isodon umbrosus	LOTUS Database	35616633
Kaempferia parviflora	LOTUS Database	35616633
Klasea flavescens	LOTUS Database	35616633
Larrea divaricata	KNApSAcK Database	22123792
Larrea tridentata	KNApSAcK Database	22123792
Lavandula dentata	LOTUS Database	35616633
Leonurus japonicus	LOTUS Database	35616633
Leonurus sibiricus	LOTUS Database	35616633
Leonurus turkestanicus	LOTUS Database	35616633
Lycopus europaeus	LOTUS Database	35616633
Lycopus virginicus	LOTUS Database	35616633
Medicago polymorpha	KNApSAcK Database	22123792
Mentha pulegium	LOTUS Database	35616633
Mimosa hostilis	KNApSAcK Database	22123792
Mimosa tenuiflora	LOTUS Database	35616633
Mirabilis viscosa	LOTUS Database	35616633
Monticalia vaccinioides	LOTUS Database	35616633
Nepeta septemcrenata	LOTUS Database	35616633
Notholaena greggii	LOTUS Database	35616633
Notholaena rosei	LOTUS Database	35616633
Notholaena sulphurea	LOTUS Database	35616633
Ocimum americanum L.var.pilosum (Willd.) Paton	KNApSAcK Database	22123792
Ocimum basilicum	Plant	KNApSAcK
Ocimum basilicum L.	KNApSAcK Database	22123792
Ocimum kilimandscharicum L.	KNApSAcK Database	22123792
Ocimum selloi	LOTUS Database	35616633
Ocimum selloi Benth.	KNApSAcK Database	22123792
Ocimum x citriodorum Vis.	KNApSAcK Database	22123792
Origanum akhadarense	Plant	KNApSAcK
Origanum boissieri	Plant	KNApSAcK
Origanum calcaratum	Plant	KNApSAcK
Origanum dictamnus	Plant	KNApSAcK
Origanum floribundum	Plant	KNApSAcK
Origanum hypercifolium	Plant	KNApSAcK
Origanum intercedens	Plant	KNApSAcK
Origanum majorana	Plant	KNApSAcK
Origanum micranthum	Plant	KNApSAcK
Origanum microphyllum	Plant	KNApSAcK
Origanum onites	Plant	KNApSAcK
Origanum syriacum	Plant	KNApSAcK
Origanum vulgare	Plant	KNApSAcK
Origanum vulgare subsp. Glandulosum	Plant	KNApSAcK
Origanum vulgare subsp. Hirtum	Plant	KNApSAcK
Oroxylum indicum	LOTUS Database	35616633
Phlomis herba-venti	LOTUS Database	35616633
Pinus morrisonicola	LOTUS Database	35616633
Pityrogramma ebenea	LOTUS Database	35616633
Plazia daphnoides	LOTUS Database	35616633
Plectranthus fruticosus	KNApSAcK Database	22123792
Populus grandidentata	LOTUS Database	35616633
Populus laurifolia	LOTUS Database	35616633
Populus tremuloides	LOTUS Database	35616633
Prunus cerasoides	LOTUS Database	35616633
Prunus leveilleana	LOTUS Database	35616633
Prunus yedoensis	LOTUS Database	35616633
Pycnanthus angolensis	LOTUS Database	35616633
Rosmarinus officinalis	KNApSAcK Database	22123792
Salvia candelabrum	LOTUS Database	35616633
Salvia dorrii	KNApSAcK Database	22123792
Salvia glutinosa	KNApSAcK Database	22123792
Salvia lavandulaefolia	KNApSAcK Database	22123792
Salvia lavandulifolia	KNApSAcK Database	22123792
Salvia microsiphon	KNApSAcK Database	22123792
Salvia moorcroftiana	LOTUS Database	35616633
Salvia nicolsoniana	KNApSAcK Database	22123792
Salvia officinalis	KNApSAcK Database	22123792
Salvia palaestina	KNApSAcK Database	22123792
Salvia rosmarinus	Plant	KNApSAcK
Salvia sapinae	KNApSAcK Database	22123792
Salvia sapinea	LOTUS Database	35616633
Salvia stenophylla	KNApSAcK Database	22123792
Salvia yosgadensis	KNApSAcK Database	22123792
Satureja cuneifolia	LOTUS Database	35616633
Solanum paludosum	LOTUS Database	35616633
Streptomyces avermitilis	LOTUS Database	35616633
Symphyopappus compressus	LOTUS Database	35616633
Syphopappus polystachyus	-	KNApSAcK
Teucrium ramosissimum	KNApSAcK Database	22123792
Thymus herba-barona	LOTUS Database	35616633
Thymus vulgaris	LOTUS Database	35616633
Tinospora crispa	Plant	KNApSAcK
Vachellia constricta	LOTUS Database	35616633
Vernonanthura nudiflora	LOTUS Database	35616633
Vernonia fasciculata	LOTUS Database	35616633
Veronica cupressoides	LOTUS Database	35616633
Wikstroemia canescens	LOTUS Database	35616633
Xanthorrhoea preissii	LOTUS Database	35616633
Xerochrysum bracteatum	LOTUS Database	35616633
Zinnia citrea	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	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	3.39	ALOGPS
logP	2.85	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	7.35	ChemAxon
pKa (Strongest Basic)	-4.7	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	77.4 m³·mol⁻¹	ChemAxon
Polarizability	29.23 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

HMDB0252684

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Genkwanin

METLIN ID

Not Available

PubChem Compound

5281617

PDB ID

Not Available

ChEBI ID

75718

Good Scents ID

rw1588971

References

General References

Xie H, Liang Y, Ito Y, Wang X, Chen R, He J, Li H, Zhang T: PREPARATIVE ISOLATION AND PURIFICATION OF FOUR FLAVONOIDS FROM DAPHNE GENKWA SIEB. ET ZUCC. BY HIGH-SPEED COUNTERCURRENT CHROMATOGRAPHY. J Liq Chromatogr Relat Technol. 2011;34(19):2360-2372. doi: 10.1080/10826076.2011.589094. [PubMed:22379361 ]
Song Y, Zhang S, Liu H, Jin X: Determination of genkwanin in rat plasma by liquid chromatography-tandem mass spectrometry: application to a bioavailability study. J Pharm Biomed Anal. 2013 Oct;84:129-34. doi: 10.1016/j.jpba.2013.06.006. Epub 2013 Jun 20. [PubMed:23831487 ]
Li S, Chou G, Hseu Y, Yang H, Kwan H, Yu Z: Isolation of anticancer constituents from flos genkwa (Daphne genkwa Sieb.et Zucc.) through bioassay-guided procedures. Chem Cent J. 2013 Sep 23;7(1):159. doi: 10.1186/1752-153X-7-159. [PubMed:24059652 ]
Zeng P, Fang M, Zhao H, Guo J: A network pharmacology approach to uncover the key ingredients in Ginkgo Folium and their anti-Alzheimer's disease mechanisms. Aging (Albany NY). 2021 Jul 27;13(14):18993-19012. doi: 10.18632/aging.203348. Epub 2021 Jul 27. [PubMed:34315132 ]
Kim MK, Park SC, Park G, Choi E, Ji Y, Jang YP: Analytical quality by design methodology for botanical raw material analysis: a case study of flavonoids in Genkwa Flos. Sci Rep. 2021 Jun 7;11(1):11936. doi: 10.1038/s41598-021-91341-w. [PubMed:34099770 ]
Park, Y., et al. (2007). Park, Y., et al, Magn. Reson. Chem. 45, 1072 (2007). Mag. Reson. Chem..

Showing NP-Card for 5,4'-dihydroxy-7-methoxyflavone (NP0024985)

MOL for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

3D MOL for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

3D SDF for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

3D-SDF for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

PDB for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

3D PDB for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

SMILES for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

INCHI for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

Structure for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)

3D Structure for NP0024985 (5,4'-dihydroxy-7-methoxyflavone)