NP-MRD: Showing NP-Card for Salvicine (NP0139364)

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Record Information

Version

2.0

Created at

2022-06-29 19:51:07 UTC

Updated at

2022-06-29 19:51:07 UTC

NP-MRD ID

NP0139364

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Salvicine

Description

Salvicine belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone). Salvicine was first documented in 2005 (PMID: 16483481). Based on a literature review a significant number of articles have been published on Salvicine (PMID: 30423952) (PMID: 32344256) (PMID: 32884211) (PMID: 25683888) (PMID: 35719997) (PMID: 33089727).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 50 51  0  0  0  0  0  0  0  0999 V2000
   -1.4081   -1.6228   -2.6551 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1011   -1.1726   -2.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0219   -1.2943   -2.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2059   -0.8777   -2.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2318   -0.3575   -1.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0783   -0.2337   -0.2529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1139   -0.6506   -0.7933 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3753   -0.5107   -0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0128    0.8549   -0.1328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781    0.9718    0.6798 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1149    0.7266    2.0290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4520    0.2062    0.1634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7571    0.7549    0.7597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4321   -1.2680    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6061    0.3977   -1.2284 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    0.3134    1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757    0.4301    1.8372 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5051    0.7157    1.5910 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5755    1.1790    2.7497 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503    0.5581    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9941    0.9626    1.1900 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0548    0.7611    0.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4216    0.1977    2.4248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5264    0.0641   -0.5033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1127   -0.7896   -2.7077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8010   -2.5057   -2.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2795   -1.9822   -3.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450   -1.7160   -3.8783 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1076   -0.9609   -2.9157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2727   -0.7714    0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1339   -1.2335   -0.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3195    1.6273    0.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3844    1.0463   -1.1966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6270    2.0709    0.6500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3824    1.2194    2.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1036    1.6412    0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6182    0.9590    1.8408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5371   -0.0337    0.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4424   -1.5543    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3934   -1.8893   -0.5192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6948   -1.5958    1.1836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1069    1.2237   -1.3906 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9910    2.0371    1.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8680    1.3285   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0440    1.0872    0.5710 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583   -0.3035   -0.1400 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8617   -0.7925    2.1438 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5873    0.0425    3.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2591    0.7838    2.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4068   -0.0443   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
 22 21  1  0
 21 23  1  0
 21 20  1  0
 20 24  2  0
 24  5  1  0
  5  6  2  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 12 15  1  0
  7  2  2  0
  2  1  1  0
  2  3  1  0
  3  4  2  0
 18 20  1  0
  4  5  1  0
 22 44  1  0
 22 45  1  0
 22 46  1  0
 21 43  1  0
 23 47  1  0
 23 48  1  0
 23 49  1  0
 24 50  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  1
 11 35  1  0
 13 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  3 28  1  0
  4 29  1  0
M  END


  Mrv1652306292221512D          

 24 25  0  0  0  0            999 V2000
   -1.4289   -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
    0.0000   -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
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    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
    2.1434   -1.2375    0.0000 C   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   -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   -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
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -4.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414   -3.4105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  4 12  1  0  0  0  0
 12 13  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
  3 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 19 24  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0139364

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(O)C(C)(C)O)=C(C)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O4/c1-11(2)15-10-13-7-6-12(3)14(17(13)19(23)18(15)22)8-9-16(21)20(4,5)24/h6-7,10-11,16,21,24H,8-9H2,1-5H3

> <INCHI_KEY>
NZIUPDOWWMGNCV-UHFFFAOYSA-N

> <FORMULA>
C20H26O4

> <MOLECULAR_WEIGHT>
330.424

> <EXACT_MASS>
330.183109317

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
37.28433003047683

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(3,4-dihydroxy-4-methylpentyl)-7-methyl-3-(propan-2-yl)-1,2-dihydronaphthalene-1,2-dione

> <ALOGPS_LOGP>
2.76

> <JCHEM_LOGP>
3.879555654333333

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.321178167692132

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.84200604310426

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0892739548687755

> <JCHEM_POLAR_SURFACE_AREA>
74.60000000000001

> <JCHEM_REFRACTIVITY>
95.9043

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-(3,4-dihydroxy-4-methylpentyl)-3-isopropyl-7-methylnaphthalene-1,2-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 29-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   29-JUN-22         0                                  
HETATM    1  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -3.080   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       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000  -0.000   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       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+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  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.668  -0.770   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       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.897  -9.034   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       3.437  -6.366   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000  -7.700   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5   12                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10    4   13                                                  
CONECT   13   12                                                            
CONECT   14    9   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    3   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   24                                                  
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
CONECT   24   19                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₂₆O₄

Average Mass

330.4240 Da

Monoisotopic Mass

330.18311 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)C1=CC2=C(C(=O)C1=O)C(CCC(O)C(C)(C)O)=C(C)C=C2

InChI Identifier

InChI=1S/C20H26O4/c1-11(2)15-10-13-7-6-12(3)14(17(13)19(23)18(15)22)8-9-16(21)20(4,5)24/h6-7,10-11,16,21,24H,8-9H2,1-5H3

InChI Key

NZIUPDOWWMGNCV-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthoquinones. Naphthoquinones are compounds containing a naphthohydroquinone moiety, which consists of a benzene ring linearly fused to a bezene-1,4-dione (quinone).

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Naphthoquinone
Aryl ketone
Quinone
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Ketone
1,2-diol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8534739

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10359290

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lichota A, Gwozdzinski K: Anticancer Activity of Natural Compounds from Plant and Marine Environment. Int J Mol Sci. 2018 Nov 9;19(11). pii: ijms19113533. doi: 10.3390/ijms19113533. [PubMed:30423952 ]
Kitdumrongthum S, Reabroi S, Suksen K, Tuchinda P, Munyoo B, Mahalapbutr P, Rungrotmongkol T, Ounjai P, Chairoungdua A: Inhibition of topoisomerase IIalpha and induction of DNA damage in cholangiocarcinoma cells by altholactone and its halogenated benzoate derivatives. Biomed Pharmacother. 2020 Jul;127:110149. doi: 10.1016/j.biopha.2020.110149. Epub 2020 Apr 25. [PubMed:32344256 ]
Kirubhanand C, Selvaraj J, Rekha UV, Vishnupriya V, Sivabalan V, Manikannan M, Nalini D, Vijayalakshmi P, Rajalakshmi M, Ponnulakshmi R: Molecular docking analysis of Bcl-2 with phyto-compounds. Bioinformation. 2020 Jun 30;16(6):468-473. doi: 10.6026/97320630016468. eCollection 2020. [PubMed:32884211 ]
Dwivedi UN, Tiwari S, Singh P, Singh S, Awasthi M, Pandey VP: Treponema pallidum putative novel drug target identification and validation: rethinking syphilis therapeutics with plant-derived terpenoids. OMICS. 2015 Feb;19(2):104-14. doi: 10.1089/omi.2014.0154. [PubMed:25683888 ]
Dey D, Hasan MM, Biswas P, Papadakos SP, Rayan RA, Tasnim S, Bilal M, Islam MJ, Arshe FA, Arshad EM, Farzana M, Rahaman TI, Baral SK, Paul P, Bibi S, Rahman MA, Kim B: Investigating the Anticancer Potential of Salvicine as a Modulator of Topoisomerase II and ROS Signaling Cascade. Front Oncol. 2022 Jun 1;12:899009. doi: 10.3389/fonc.2022.899009. eCollection 2022. [PubMed:35719997 ]
Verma K, Mahalapbutr P, Auepattanapong A, Khaikate O, Kuhakarn C, Takahashi K, Rungrotmongkol T: Molecular dynamics simulations of sulfone derivatives in complex with DNA topoisomerase IIalpha ATPase domain. J Biomol Struct Dyn. 2022 Mar;40(4):1692-1701. doi: 10.1080/07391102.2020.1831961. Epub 2020 Oct 22. [PubMed:33089727 ]
Gezici S, Sekeroglu N: Current Perspectives in the Application of Medicinal Plants Against Cancer: Novel Therapeutic Agents. Anticancer Agents Med Chem. 2019;19(1):101-111. doi: 10.2174/1871520619666181224121004. [PubMed:30582485 ]
Sangpheak K, Mueller M, Darai N, Wolschann P, Suwattanasophon C, Ruga R, Chavasiri W, Seetaha S, Choowongkomon K, Kungwan N, Rungnim C, Rungrotmongkol T: Computational screening of chalcones acting against topoisomerase IIalpha and their cytotoxicity towards cancer cell lines. J Enzyme Inhib Med Chem. 2019 Dec;34(1):134-143. doi: 10.1080/14756366.2018.1507029. [PubMed:30394113 ]
Zhang Y, Wang L, Chen Y, Qing C: Anti-angiogenic activity of salvicine. Pharm Biol. 2013 Aug;51(8):1061-5. doi: 10.3109/13880209.2013.776612. Epub 2013 Jun 10. [PubMed:23750780 ]
Cai YJ, Lu JJ, Zhu H, Xie H, Huang M, Lin LP, Zhang XW, Ding J: Salvicine triggers DNA double-strand breaks and apoptosis by GSH-depletion-driven H2O2 generation and topoisomerase II inhibition. Free Radic Biol Med. 2008 Sep 1;45(5):627-35. doi: 10.1016/j.freeradbiomed.2008.05.017. Epub 2008 May 28. [PubMed:18582559 ]
Zhou J, Chen Y, Lang JY, Lu JJ, Ding J: Salvicine inactivates beta 1 integrin and inhibits adhesion of MDA-MB-435 cells to fibronectin via reactive oxygen species signaling. Mol Cancer Res. 2008 Feb;6(2):194-204. doi: 10.1158/1541-7786.MCR-07-0197. [PubMed:18314480 ]
Cai Y, Lu J, Miao Z, Lin L, Ding J: Reactive oxygen species contribute to cell killing and P-glycoprotein downregulation by salvicine in multidrug resistant K562/A02 cells. Cancer Biol Ther. 2007 Nov;6(11):1794-9. doi: 10.4161/cbt.6.11.4860. Epub 2007 Aug 12. [PubMed:18032928 ]
Zhang YW, Zhang ZX, Miao ZH, Ding J: The telomeric protein TRF2 is critical for the protection of A549 cells from both telomere erosion and DNA double-strand breaks driven by salvicine. Mol Pharmacol. 2008 Mar;73(3):824-32. doi: 10.1124/mol.107.039081. Epub 2007 Nov 19. [PubMed:18025071 ]
Meng LH, Ding J: Salvicine, a novel topoisomerase II inhibitor, exerts its potent anticancer activity by ROS generation. Acta Pharmacol Sin. 2007 Sep;28(9):1460-5. doi: 10.1111/j.1745-7254.2007.00698.x. [PubMed:17723179 ]
Narayanan BA: Chemopreventive agents alters global gene expression pattern: predicting their mode of action and targets. Curr Cancer Drug Targets. 2006 Dec;6(8):711-27. doi: 10.2174/156800906779010218. [PubMed:17168675 ]
Hu CX, Zuo ZL, Xiong B, Ma JG, Geng MY, Lin LP, Jiang HL, Ding J: Salvicine functions as novel topoisomerase II poison by binding to ATP pocket. Mol Pharmacol. 2006 Nov;70(5):1593-601. doi: 10.1124/mol.106.027714. Epub 2006 Aug 16. [PubMed:16914642 ]
Yao J, Feng FY, Lin C, Zhang XY, Fu M, Liang X, Yang Y: [The mechanism of resistance to 2', 2'-difluorodeoxycytidine (gemcitabine) in a pancreatic cancer cell line]. Zhonghua Zhong Liu Za Zhi. 2005 Dec;27(12):721-6. [PubMed:16483481 ]
Lu HR, Zhu H, Huang M, Chen Y, Cai YJ, Miao ZH, Zhang JS, Ding J: Reactive oxygen species elicit apoptosis by concurrently disrupting topoisomerase II and DNA-dependent protein kinase. Mol Pharmacol. 2005 Oct;68(4):983-94. doi: 10.1124/mol.105.011544. Epub 2005 Jul 15. [PubMed:16024664 ]
Lang JY, Chen H, Zhou J, Zhang YX, Zhang XW, Li MH, Lin LP, Zhang JS, Waalkes MP, Ding J: Antimetastatic effect of salvicine on human breast cancer MDA-MB-435 orthotopic xenograft is closely related to Rho-dependent pathway. Clin Cancer Res. 2005 May 1;11(9):3455-64. doi: 10.1158/1078-0432.CCR-04-2026. [PubMed:15867248 ]
Lu HR, Meng LH, Huang M, Zhu H, Miao ZH, Ding J: DNA damage, c-myc suppression and apoptosis induced by the novel topoisomerase II inhibitor, salvicine, in human breast cancer MCF-7 cells. Cancer Chemother Pharmacol. 2005 Mar;55(3):286-94. doi: 10.1007/s00280-004-0877-z. Epub 2004 Nov 16. [PubMed:15592835 ]

Showing NP-Card for Salvicine (NP0139364)

MOL for NP0139364 (Salvicine)

3D MOL for NP0139364 (Salvicine)

3D SDF for NP0139364 (Salvicine)

3D-SDF for NP0139364 (Salvicine)

PDB for NP0139364 (Salvicine)

3D PDB for NP0139364 (Salvicine)

SMILES for NP0139364 (Salvicine)

INCHI for NP0139364 (Salvicine)

Structure for NP0139364 (Salvicine)

3D Structure for NP0139364 (Salvicine)