NP-MRD: Showing NP-Card for Rhamnocitrin (NP0044585)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-02-24 21:07:42 UTC

Updated at

2026-02-05 12:01:19 UTC

NP-MRD ID

NP0044585

Natural Product DOI

https://doi.org/10.57994/5416

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rhamnocitrin

Description

Rhamnocitrin is found in Aeonium leucoblepharum, Aeonium nobile, Ageratina ligustrina, Alomia myriadenia, Alpinia japonica, Alpinia tonkinensis, Ambrosia trifida, Aniba sp., Argyrochosma nivea, Artemisia annua , Artemisia campestris , Artemisia capillaris , Artemisia scoparia , Astragalus mongholicus, Baccharis chilco, Baccharis pilularis, Berteroa incana, Betula nigra , Calceolaria arachnoidea, Calceolaria irazeunsis, Capparicordis tweediana, Cheilanthes albomarginata , Cheilanthes rufa, Chromolaena odorata, Chrysobalanus icaco, Cistus laurifolius, Cistus monspeliensis, Cistus parviflorus, Inula viscosa , Empetrum nigrum, Entada phaseoloides, Ericameria laricifolia, Erysimum carniolicum, Eucalyptus citriodora , Eupatorium micranthum, Haplopappus schumannii, Heliotropium chenopodiaceum, Heliotropium chenopodiaceum var. ericoideum, Heliotropium filifolium, Heliotropium stenophyllum, Belamcanda chinensis , Madia elegans, Madia sativa , Meehania urticifolia, Mimulus cardinalis, Mirabilis viscosa, Monticalia vaccinioides, Nervilia fordii, Nothofagus cunninghamii, Notholaena neglecta, Notholaena nivea, Notholaena sulphurea, Osyris alba, Oxytropis ochrocephala, Ozothamnus expansifolius, Ozothamnus scutellifolius, Pityrogramma ebenea, Populus koreana, Populus nigra, Populus szechuanica, Populus tremula, Populus tremuloides, Rhamnus alaternus , Rhamnus cathartica , Rhamnus disperma, Rhamnus lycioides, Rhamnus pallasii, Rhamnus prinoides , Rhamnus saxatilis, Tupistra chinensis BAKER, Solanum paludosum , Stevia subpubescens, Tamarix aphylla, Tamarix hispida, Tetracera asiatica , Trixis inula, Viscum cruciatum , Vitex quinata and Zuccagnia punctata. Rhamnocitrin was first documented in 2012 (PMID: 22775441).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 34 36  0  0  0  0  0  0  0  0999 V2000
    5.4860    2.0249    0.8051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1039    2.1875    0.8600 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2528    1.1572    0.4847 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8010   -0.0217    0.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9708   -1.0824   -0.3266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5873   -2.2123   -0.7337 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6081   -0.9043   -0.2661 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7347   -1.9009   -0.6293 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1573   -3.0118   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6406   -1.6527   -0.5434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4492   -2.6863   -0.9198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -0.4638   -0.1146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5203   -0.1564   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5594   -0.9747   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9055   -0.6257   -0.1840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2148    0.6257    0.2680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5593    1.0241    0.4083 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2144    1.4986    0.5867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8989    1.1241    0.4550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2101    0.4532    0.2199 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625    0.2806    0.1611 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8727    1.3250    0.5414 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8721    1.6517   -0.1580 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8689    1.3469    1.6187 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9740    3.0112    0.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8684   -0.1177    0.0280 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3278   -3.0890   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0852   -3.5621   -1.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3987   -1.9641   -0.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6937   -1.3130   -0.4350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9617    1.4602   -0.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4874    2.4867    0.9435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    1.8127    0.7064 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4900    2.2682    0.8816 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
 12 20  1  0
 20 21  1  0
 21 22  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 22  3  1  0
 19 13  1  0
 21  7  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  6 27  1  0
 11 28  1  0
 22 34  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
M  END


  Mrv0541 02241221172D          

 22 24  0  0  0  0            999 V2000
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 11 14  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 18 21  1  0  0  0  0
  5 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0044585

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C2C(=O)C(O)=C(OC2=C1)C1=CC=C(O)C=C1

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

> <INCHI_KEY>
MQSZRBPYXNEFHF-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
29.69954373836079

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
2.34

> <JCHEM_LOGP>
2.6057588416666664

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.753755347396933

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.05331932150105

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8876054530339195

> <JCHEM_POLAR_SURFACE_AREA>
96.22000000000001

> <JCHEM_REFRACTIVITY>
79.3636

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.91e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rhamnocitrin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   22                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7    3                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   14                                                  
CONECT   12   11    6   13                                                  
CONECT   13   12                                                            
CONECT   14   11                                                            
CONECT   15   10   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   21                                                  
CONECT   19   18   20                                                       
CONECT   20   19   15                                                       
CONECT   21   18                                                            
CONECT   22    5                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

View in JSmol

Synonyms

Value	Source
3,4',5-Trihydroxy-7-methoxyflavone	ChEBI
7-Methylkaempferol	ChEBI
Kaempferol-7-methyl ether	MeSH

Chemical Formula

C₁₆H₁₂O₆

Average Mass

300.2629 Da

Monoisotopic Mass

300.06339 Da

IUPAC Name

3,5-dihydroxy-2-(4-hydroxyphenyl)-7-methoxy-4H-chromen-4-one

Traditional Name

rhamnocitrin

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C2C(=O)C(O)=C(OC2=C1)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

MQSZRBPYXNEFHF-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Dimethylsulfoxide-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

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

Chemical Shift Submissions

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 400.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.0, Dimethylsulfoxide-d6, simulated)	[email protected]	Not Available	Not Available	2026-02-05	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Aeonium leucoblepharum	Plant	KNApSAcK
Aeonium nobile	Plant	KNApSAcK
Ageratina ligustrina	LOTUS Database	35616633
Alomia myriadenia	Plant	KNApSAcK
Alpinia japonica	Plant	KNApSAcK
Alpinia tonkinensis	LOTUS Database	35616633
Ambrosia trifida	Plant	KNApSAcK
Aniba sp.	Plant	KNApSAcK
Argyrochosma nivea	LOTUS Database	35616633
Artemisia annua	Plant	KNApSAcK
Artemisia campestris	Plant	KNApSAcK
Artemisia capillaris	Plant	KNApSAcK
Artemisia scoparia	Plant	KNApSAcK
Astragalus mongholicus	LOTUS Database	35616633
Baccharis chilco	LOTUS Database	35616633
Baccharis pilularis	Plant	KNApSAcK
Berteroa incana	LOTUS Database	35616633
Betula nigra	Plant	KNApSAcK
Calceolaria arachnoidea	LOTUS Database	35616633
Calceolaria irazeunsis	Plant	KNApSAcK
Capparicordis tweedieana	LOTUS Database	35616633
Cheilanthes albomarginata	Plant	KNApSAcK
Cheilanthes rufa	Plant	KNApSAcK
Chromolaena odorata	LOTUS Database	35616633
Chrysobalanus icaco	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Cistus monspeliensis	LOTUS Database	35616633
Cistus parviflorus	LOTUS Database	35616633
Dittrichia viscosa	Plant	KNApSAcK
Empetrum nigrum	LOTUS Database	35616633
Entada phaseoloides	LOTUS Database	35616633
Ericameria laricifolia	LOTUS Database	35616633
Erysimum carniolicum	Plant	KNApSAcK
Eucalyptus citriodora	Plant	KNApSAcK
Eupatorium micranthum	Plant	KNApSAcK
Haplopappus schumannii	LOTUS Database	35616633
Heliotropium chenopodiaceum	LOTUS Database	35616633
Heliotropium chenopodiaceum var. ericoideum	Plant	KNApSAcK
Heliotropium filifolium	Plant	KNApSAcK
Heliotropium stenophyllum	Plant	KNApSAcK
Iris domestica	Plant	KNApSAcK
Madia elegans	Plant	KNApSAcK
Madia sativa	Plant	KNApSAcK
Meehania urticifolia	Plant	KNApSAcK
Melissa officinalis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Mimulus cardinalis	Plant	KNApSAcK
Mirabilis viscosa	Plant	KNApSAcK
Monticalia vaccinioides	LOTUS Database	35616633
Nervilia fordii	LOTUS Database	35616633
Nothofagus cunninghamii	Plant	KNApSAcK
Notholaena neglecta	LOTUS Database	35616633
Notholaena nivea	Plant	KNApSAcK
Notholaena sulphurea	LOTUS Database	35616633
Osyris alba	LOTUS Database	35616633
Oxytropis falcata		Not Available
Oxytropis falcata	Linington's dataset npmrd_submissions_20220207	22775441
Oxytropis ochrocephala	LOTUS Database	35616633
Ozothamnus expansifolius	Plant	KNApSAcK
Ozothamnus scutellifolius	Plant	KNApSAcK
Pityrogramma ebenea	LOTUS Database	35616633
Populus koreana	LOTUS Database	35616633
Populus nigra	LOTUS Database	35616633
Populus szechuanica	LOTUS Database	35616633
Populus tremula	LOTUS Database	35616633
Populus tremuloides	LOTUS Database	35616633
Rhamnus alaternus	Plant	KNApSAcK
Rhamnus cathartica	Plant	KNApSAcK
Rhamnus disperma	Plant	KNApSAcK
Rhamnus lycioides	LOTUS Database	35616633
Rhamnus pallasii	LOTUS Database	35616633
Rhamnus prinoides	Plant	KNApSAcK
Rhamnus saxatilis	Plant	KNApSAcK
Rohdea chinensis	Plant	KNApSAcK
Solanum paludosum	Plant	KNApSAcK
Stevia subpubescens	Plant	KNApSAcK
Syzygium aromaticum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tamarix aphylla	LOTUS Database	35616633
Tamarix hispida	Plant	KNApSAcK
Tetracera asiatica	Plant	KNApSAcK
Trixis inula	LOTUS Database	35616633
Viscum cruciatum	Plant	KNApSAcK
Vitex quinata	LOTUS Database	35616633
Zuccagnia punctata	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavonols

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monomethoxyflavone (CHEBI:80897 )
trihydroxyflavone (CHEBI:80897 )
flavonols (CHEBI:80897 )
Flavones and Flavonols (C17059 )
Flavones and Flavonols (LMPK12112589 )

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	2.34	ALOGPS
logP	2.61	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	8.05	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.36 m³·mol⁻¹	ChemAxon
Polarizability	29.7 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

FDB006019

KNApSAcK ID

C00004567

Chemspider ID

Not Available

KEGG Compound ID

C17059

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5320946

PDB ID

Not Available

ChEBI ID

80897

Good Scents ID

Not Available

References

General References

Li X, Zhang SD, Jin HZ, Dong F, Shan L, Zhang WD: A new flavonol from Oxytropis ochrocephala Bunge. Nat Prod Res. 2013;27(6):554-7. doi: 10.1080/14786419.2012.678350. Epub 2012 Apr 11. [PubMed:22494026 ]
Xie BB, Hou L, Guo BL, Huang WH, Yu JG: [The compounds from n-butanol fraction of Alpinia oxyphylla]. Yao Xue Xue Bao. 2014 Nov;49(11):1569-73. [PubMed:25757283 ]
Wang SS, Zhang XJ, Que S, Tu GZ, Wan D, Cheng W, Liang H, Ye J, Zhang QY: 3-Hydroxy-3-methylglutaryl flavonol glycosides from Oxytropis falcata. J Nat Prod. 2012 Jul 27;75(7):1359-64. doi: 10.1021/np300292f. Epub 2012 Jul 9. [PubMed:22775441 ]
Kondeva-Burdina M, Krasteva I, Mitcheva M: Effects of rhamnocitrin 4-beta-D-galactopyranoside, isolated from Astragalus hamosus on toxicity models in vitro. Pharmacogn Mag. 2014 Aug;10(Suppl 3):S487-93. doi: 10.4103/0973-1296.139778. [PubMed:25298664 ]
DOI: 10.1021/np300292f
PMID: 22775441

Showing NP-Card for Rhamnocitrin (NP0044585)

MOL for NP0044585 (Rhamnocitrin)

3D MOL for NP0044585 (Rhamnocitrin)

3D SDF for NP0044585 (Rhamnocitrin)

3D-SDF for NP0044585 (Rhamnocitrin)

PDB for NP0044585 (Rhamnocitrin)

3D PDB for NP0044585 (Rhamnocitrin)

SMILES for NP0044585 (Rhamnocitrin)

INCHI for NP0044585 (Rhamnocitrin)

Structure for NP0044585 (Rhamnocitrin)

3D Structure for NP0044585 (Rhamnocitrin)