NP-MRD: Showing NP-Card for Rhamnazin (NP0045952)

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Record Information

Version

2.0

Created at

2022-03-17 19:45:55 UTC

Updated at

2022-03-17 19:45:56 UTC

NP-MRD ID

NP0045952

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rhamnazin

Description

3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one, also known as 3',7-dimethylquercetin or 3,5,4'-trihydroxy-7,3'-dimethoxyflavone, belongs to the class of organic compounds known as flavonols. Flavonols are compounds that contain a flavone (2-phenyl-1-benzopyran-4-one) backbone carrying a hydroxyl group at the 3-position. Thus, 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one is considered to be a flavonoid lipid molecule. A dimethoxyflavone that is quercetin in which the hydroxy groups at the 3' and 7 positions have been replaced by methoxy groups. 3,5-Dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Outside of the human body, 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one has been detected, but not quantified in, lemon balms. Rhamnazin is found in Achyrocline alata, Achyrocline tomentosa, Aeonium spp., Aesculus hippocastanum , Alnus japonica, Ambrosia trifida, Ammi visnaga, Argyrochosma nivea, Artemisia campestris , Artemisia gmelinii, Artemisia monosperma, Blumea balsamifera, Callicarpa kwangtungensis, Capparicordis tweediana, Capparis tweediana , Cistus incanus, Cistus laurifolius, Cistus spp., Escallonia pulverulenta, Eucalyptus globulus, Eucryphia jinksii, Garcinia bracteata, Garcinia dulcis , Geranium macrorrhizum , Grindelia nana, Halocnemum strobilaceum, Hazardia squarrosa, Heliotropium stenophyllum, Heterotheca villosa, Kitaibela vitifolia, Laggera alata, Larrea cuneifolia , Madia elegans, Wedelia biflora , Miliusa horsfieldii, Mirabilis viscosa, Mutisia orbignyana, Myricaria alopecuroides, Nasturtium officinale, Nervilia fordii, Nothofagus cunninghamii, Notholaena neglecta, Notholaena nivea, Nymphoides geminata, Orthosiphon spicatus, Oxytropis sylvatica, Palhinhaea cernua, Passiflora palmeri, Pericome caudata, Persicaria hydropiper, Polanisia dodecandra, Polygonum polystachyum, Polygonum punctatum , Retama sphaerocarpa, Rhamnus alaternus , Rhamnus cathartica , Rhamnus disperma, Rhamnus lycioides, Rhamnus prinoides , Rhamnus saxatilis, Salpiglossis sinuata, Siegesbeckia jorullensis, Stevia subpubescens, Traversia baccharoides and Viscum cruciatum . Rhamnazin was first documented in 2001 (PMID: 11594002). This could make 3,5-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-7-methoxy-4H-chromen-4-one a potential biomarker for the consumption of these foods (PMID: 25704088) (PMID: 27025066).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652309181702022D          

 24 26  0  0  0  0            999 V2000
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    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
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -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
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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
    1.4289   -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
   -1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  8  3  1  0  0  0  0
  8  5  2  0  0  0  0
  9  6  2  0  0  0  0
  9  7  1  0  0  0  0
 10  4  1  0  0  0  0
 11  6  1  0  0  0  0
 12  5  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  2  0  0  0  0
 14 11  2  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17  8  1  0  0  0  0
 17 16  2  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 15  2  0  0  0  0
 21 16  1  0  0  0  0
 22  1  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  0  0  0  0
 23 12  1  0  0  0  0
 24 13  1  0  0  0  0
 24 17  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0045952

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-10(18)12(5-8)23-2/h3-7,18-19,21H,1-2H3

> <INCHI_KEY>
MYMGKIQXYXSRIJ-UHFFFAOYSA-N

> <FORMULA>
C17H14O7

> <MOLECULAR_WEIGHT>
330.2889

> <EXACT_MASS>
330.073952802

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
32.61934885321493

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.25

> <JCHEM_LOGP>
2.448087576

> <ALOGPS_LOGS>
-3.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.80580779155586

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.141766277956993

> <JCHEM_PKA_STRONGEST_BASIC>
-3.923501823054914

> <JCHEM_POLAR_SURFACE_AREA>
105.45000000000002

> <JCHEM_REFRACTIVITY>
85.8268

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.58e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rhamnazin

> <JCHEM_VEBER_RULE>
0

$$$$

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

View in JSmol

Synonyms

Value	Source
3',7-Dimethylquercetin	ChEBI
3,5,4'-Trihydroxy-7,3'-dimethoxyflavone	ChEBI
Rhamnazin	ChEBI
Quercetin 7,3'-dimethyl ether	HMDB

Chemical Formula

C₁₇H₁₄O₇

Average Mass

330.2889 Da

Monoisotopic Mass

330.07395 Da

IUPAC Name

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

Traditional Name

rhamnazin

CAS Registry Number

552-54-5

SMILES

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

InChI Identifier

InChI=1S/C17H14O7/c1-22-9-6-11(19)14-13(7-9)24-17(16(21)15(14)20)8-3-4-10(18)12(5-8)23-2/h3-7,18-19,21H,1-2H3

InChI Key

MYMGKIQXYXSRIJ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

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

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Achyrocline alata	LOTUS Database	35616633
Achyrocline tomentosa	LOTUS Database	35616633
Aeonium spp.	Plant	KNApSAcK
Aesculus hippocastanum	Plant	KNApSAcK
Alnus japonica	LOTUS Database	35616633
Ambrosia trifida	Plant	KNApSAcK
Ammi visnaga	LOTUS Database	35616633
Argyrochosma nivea	LOTUS Database	35616633
Artemisia campestris	Plant	KNApSAcK
Artemisia gmelinii	LOTUS Database	35616633
Artemisia monosperma	LOTUS Database	35616633
Blumea balsamifera	LOTUS Database	35616633
Callicarpa kwangtungensis	LOTUS Database	35616633
Capparicordis tweedieana	LOTUS Database	35616633
Capparis tweediana	Plant	KNApSAcK
Cistus incanus	LOTUS Database	35616633
Cistus laurifolius	LOTUS Database	35616633
Cistus spp.	Plant	KNApSAcK
Escallonia pulverulenta	Plant	KNApSAcK
Eucalyptus globulus	LOTUS Database	35616633
Eucryphia jinksii	Plant	KNApSAcK
Garcinia bracteata (nom. inval.)	Plant	KNApSAcK
Garcinia dulcis	Plant	KNApSAcK
Geranium macrorrhizum	Plant	KNApSAcK
Grindelia nana	Plant	KNApSAcK
Halocnemum strobilaceum	LOTUS Database	35616633
Hazardia squarrosa	LOTUS Database	35616633
Heliotropium stenophyllum	Plant	KNApSAcK
Heterotheca villosa	Plant	KNApSAcK
Kitaibela vitifolia	Plant	KNApSAcK
Laggera alata	LOTUS Database	35616633
Larrea cuneifolia	Plant	KNApSAcK
Madia elegans	Plant	KNApSAcK
Melanthera biflora	Plant	KNApSAcK
Melissa officinalis L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Miliusa horsfieldii	LOTUS Database	35616633
Mirabilis viscosa	Plant	KNApSAcK
Mutisia orbignyana	LOTUS Database	35616633
Myricaria alopecuroides	LOTUS Database	35616633
Nasturtium officinale	LOTUS Database	35616633
Nervilia fordii	LOTUS Database	35616633
Nothofagus cunninghamii	Plant	KNApSAcK
Notholaena neglecta	LOTUS Database	35616633
Notholaena nivea	Plant	KNApSAcK
Nymphoides geminata	LOTUS Database	35616633
Orthosiphon spicatus	Plant	KNApSAcK
Oxytropis sylvatica	LOTUS Database	35616633
Palhinhaea cernua	LOTUS Database	35616633
Passiflora palmeri	Plant	KNApSAcK
Pericome caudata	LOTUS Database	35616633
Persicaria hydropiper	LOTUS Database	35616633
Polanisia dodecandra	LOTUS Database	35616633
Polygonum polystachyum	Plant	KNApSAcK
Polygonum punctatum	Plant	KNApSAcK
Retama sphaerocarpa	LOTUS Database	35616633
Rhamnus alaternus	Plant	KNApSAcK
Rhamnus cathartica	Plant	KNApSAcK
Rhamnus disperma	Plant	KNApSAcK
Rhamnus lycioides	LOTUS Database	35616633
Rhamnus prinoides	Plant	KNApSAcK
Rhamnus saxatilis	Plant	KNApSAcK
Salpiglossis sinuata	Plant	KNApSAcK
Siegesbeckia jorullensis	-	KNApSAcK
Stevia subpubescens	Plant	KNApSAcK
Traversia baccharoides	LOTUS Database	35616633
Viscum cruciatum	Plant	KNApSAcK

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

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12112641 )

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	2.25	ALOGPS
logP	2.45	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.14	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.45 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	85.83 m³·mol⁻¹	ChemAxon
Polarizability	32.62 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

HMDB0133830

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB002473

KNApSAcK ID

Not Available

Chemspider ID

4478873

KEGG Compound ID

Not Available

BioCyc ID

CPD-14947

BiGG ID

Not Available

Wikipedia Link

Rhamnazin

METLIN ID

Not Available

PubChem Compound

5320945

PDB ID

Not Available

ChEBI ID

133721

Good Scents ID

Not Available

References

General References

Pande V: Antioxidant activity of rhamnazin-4'-O-beta-[apiosyl(1-->2)] glucoside in the brain of aged rats. Pharmazie. 2001 Sep;56(9):749-50. [PubMed:11594002 ]
Yu Y, Cai W, Pei CG, Shao Y: Rhamnazin, a novel inhibitor of VEGFR2 signaling with potent antiangiogenic activity and antitumor efficacy. Biochem Biophys Res Commun. 2015 Mar 20;458(4):913-9. doi: 10.1016/j.bbrc.2015.02.059. Epub 2015 Feb 19. [PubMed:25704088 ]
Philchenkov AA, Zavelevych MP: RHAMNAZIN INHIBITS PROLIFERATION AND INDUCES APOPTOSIS OF HUMAN JURKAT LEUKEMIA CELLS IN VITRO. Ukr Biochem J. 2015 Nov-Dec;87(6):122-8. doi: 10.15407/ubj87.06.122. [PubMed:27025066 ]

Showing NP-Card for Rhamnazin (NP0045952)

MOL for NP0045952 (Rhamnazin)

3D MOL for NP0045952 (Rhamnazin)

3D SDF for NP0045952 (Rhamnazin)

3D-SDF for NP0045952 (Rhamnazin)

PDB for NP0045952 (Rhamnazin)

3D PDB for NP0045952 (Rhamnazin)

SMILES for NP0045952 (Rhamnazin)

INCHI for NP0045952 (Rhamnazin)

Structure for NP0045952 (Rhamnazin)

3D Structure for NP0045952 (Rhamnazin)