NP-MRD: Showing NP-Card for 3'-Hydroxy-3,4,4'5-tetramethoxystilbene (NP0061172)

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Record Information

Version

2.0

Created at

2022-04-28 06:03:40 UTC

Updated at

2022-04-28 06:03:40 UTC

NP-MRD ID

NP0061172

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3'-Hydroxy-3,4,4'5-tetramethoxystilbene

Description

Combretastatin A4, also known as CA4DP or CRC 87-09, belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. 3'-Hydroxy-3,4,4'5-tetramethoxystilbene is found in Combretum caffrum. 3'-Hydroxy-3,4,4'5-tetramethoxystilbene was first documented in 2021 (PMID: 34371485). Based on a literature review a significant number of articles have been published on Combretastatin A4 (PMID: 34342437) (PMID: 35139789) (PMID: 35104671) (PMID: 35026565) (PMID: 34970997) (PMID: 34959731).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 43 44  0  0  0  0  0  0  0  0999 V2000
    6.0499    1.2269   -0.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7720    1.4873   -0.1465 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8058    0.5227    0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0287   -0.8182   -0.1162 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -1.7511    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7773   -1.4243    0.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8930   -2.4942    0.9878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3917   -2.4973    0.9316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2137   -1.4304    0.4553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4724   -1.2613    1.0188 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3904   -0.3615    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6494   -0.1901    1.0810 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9941   -0.9653    2.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0675    0.4075   -0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0149    1.3221   -1.0732 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0407    2.6502   -0.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8353    0.2446   -1.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4790    0.9977   -2.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1999    0.8576   -2.8442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9115   -0.6666   -0.6268 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791   -0.0819    0.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5672    0.8779    0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3037    2.2276    0.8059 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597    0.4859   -1.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4264    2.1681   -1.1205 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7326    0.8862    0.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0119   -1.0834   -0.4929 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2494   -2.8115   -0.0426 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3372   -3.4611    1.3756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9283   -3.4484    1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7631   -1.8507    1.8855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0803   -2.0472    1.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1773   -0.8433    2.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9113   -0.5738    2.7141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1610    2.5696    0.5218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1113    3.1979   -0.7623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8841    3.1782   -1.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1009   -0.1685   -3.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0803    1.5642   -3.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5916    0.9645   -2.0720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506   -0.7819   -1.1659 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6398    0.2833    1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0279    2.8922    0.6160 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14 15  1  0
 15 16  1  0
 14 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  2  0
  6 21  1  0
 21 22  2  0
 22 23  1  0
 22  3  1  0
 20  9  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 13 32  1  0
 13 33  1  0
 13 34  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 20 41  1  0
 21 42  1  0
 23 43  1  0
M  END


  Mrv1652304282208032D          

 23 24  0  0  0  0            999 V2000
    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -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
    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
    0.7145   -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
    0.0000    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 O   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
    2.8579    0.8250    0.0000 O   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
  1  2  2  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
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 13 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
  3 18  1  0  0  0  0
 18 19  1  0  0  0  0
  2 20  1  0  0  0  0
 20 21  1  0  0  0  0
  1 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0061172

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(\C=C/C2=CC(OC)=C(OC)C(OC)=C2)C=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C18H20O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5-

> <INCHI_KEY>
HVXBOLULGPECHP-WAYWQWQTSA-N

> <FORMULA>
C18H20O5

> <MOLECULAR_WEIGHT>
316.353

> <EXACT_MASS>
316.131073744

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
33.497515180617505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol

> <ALOGPS_LOGP>
3.32

> <JCHEM_LOGP>
3.378836467

> <ALOGPS_LOGS>
-4.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.842875210517926

> <JCHEM_PKA_STRONGEST_BASIC>
-4.312434920114545

> <JCHEM_POLAR_SURFACE_AREA>
57.150000000000006

> <JCHEM_REFRACTIVITY>
89.34649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.77e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
combretastatin A-4

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334  -2.310   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       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.001   2.310   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -0.000   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
CONECT    1    2    6   22                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13    9                                                       
CONECT   15   13                                                            
CONECT   16   12   17                                                       
CONECT   17   16                                                            
CONECT   18    3   19                                                       
CONECT   19   18                                                            
CONECT   20    2   21                                                       
CONECT   21   20                                                            
CONECT   22    1   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

View in JSmol

Synonyms

Value	Source
1-(3,4,5-Trimethoxyphenyl)-2-(3'-hydroxy-4'-methoxyphenyl)ethene	MeSH
2-Methoxy-5-((Z)-2-(3,4,5-trimethoxyphenyl)vinyl)phenyl dihydrogen phosphate	MeSH
3,4,5-Trimethoxy-3'-hydroxy-4'-methoxystilbene	MeSH
CA4dp	MeSH
CRC 87-09	MeSH
CRC-98-09	MeSH
Combretastatin a-4	MeSH
Combretastatin a-4 disodium phosphate	MeSH
Combretastatin a4 phosphate	MeSH
Deoxycombretastatin a-4	MeSH
Fosbretabulin	MeSH
Isocombretastatin a-4	MeSH
Phenol, 2-methoxy-5-((1Z)-2-(3,4,5-trimethoxyphenyl)ethenyl)-,1-(dihydrogen phosphate)	MeSH
Phenol, 2-methoxy-5-((Z)-2-(3,4,5-trimethoxyphenyl)ethenyl)-, dihydrogen phosphate	MeSH

Chemical Formula

C₁₈H₂₀O₅

Average Mass

316.3530 Da

Monoisotopic Mass

316.13107 Da

IUPAC Name

2-methoxy-5-[(Z)-2-(3,4,5-trimethoxyphenyl)ethenyl]phenol

Traditional Name

combretastatin A-4

CAS Registry Number

Not Available

SMILES

COC1=CC=C(\C=C/C2=CC(OC)=C(OC)C(OC)=C2)C=C1O

InChI Identifier

InChI=1S/C18H20O5/c1-20-15-8-7-12(9-14(15)19)5-6-13-10-16(21-2)18(23-4)17(11-13)22-3/h5-11,19H,1-4H3/b6-5-

InChI Key

HVXBOLULGPECHP-WAYWQWQTSA-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
Combretum caffrum	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Methoxyphenol
Phenoxy compound
Anisole
Methoxybenzene
Styrene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Benzenoid
Monocyclic benzene moiety
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	3.32	ALOGPS
logP	3.38	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	9.84	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	57.15 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	89.35 m³·mol⁻¹	ChemAxon
Polarizability	33.5 Å³	ChemAxon
Number of Rings	2	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

Not Available

KNApSAcK ID

C00015429

Chemspider ID

4508364

KEGG Compound ID

C20268

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Combretastatin A-4

METLIN ID

Not Available

PubChem Compound

5351344

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Li YH, Lu JQ, Deng XW, Wang X, Jia F, Zhong SH, Cui XY, Pan ZA, Shao LH, Wu Y: Self-assembling Combretastatin A4 Incorporated Protamine/Nanodiamond Hybrids for Combined Anti-angiogenesis and Mild Photothermal Therapy in Liver Cancer. Nanotechnology. 2021 Aug 9. doi: 10.1088/1361-6528/ac1be0. [PubMed:34371485 ]
Schmidt C, Babu T, Kostrhunova H, Timm A, Basu U, Ott I, Gandin V, Brabec V, Gibson D: Are Pt(IV) Prodrugs That Release Combretastatin A4 True Multi-action Prodrugs? J Med Chem. 2021 Aug 12;64(15):11364-11378. doi: 10.1021/acs.jmedchem.1c00706. Epub 2021 Aug 3. [PubMed:34342437 ]
Cao Y, Ahmed AMQ, Du HH, Sun W, Lu X, Xu Z, Tao J, Cao QR: Combretastatin A4-loaded Poly (Lactic-co-glycolic Acid)/Soybean Lecithin Nanoparticles with Enhanced Drug Dissolution Rate and Antiproliferation Activity. Curr Drug Deliv. 2022 Aug 6;19(9):918-927. doi: 10.2174/1567201819666220209093443. [PubMed:35139789 ]
Poojari R, Mohanty B, Kadwad V, Suryawanshi D, Chaudhari P, Khade B, Srivastava R, Gupta S, Panda D: Combinatorial cetuximab targeted polymeric nanocomplexes reduce PRC1 level and abrogate growth of metastatic hepatocellular carcinoma in vivo with efficient radionuclide uptake. Nanomedicine. 2022 Apr;41:102529. doi: 10.1016/j.nano.2022.102529. Epub 2022 Jan 30. [PubMed:35104671 ]
Liu Y, Deng F, Zheng R, Chen X, Zhao L, Yu B, Chen A, Jiang X, Cheng H, Li S: Self-delivery nanomedicine for vascular disruption-supplemented chemo-photodynamic tumor therapy. J Colloid Interface Sci. 2022 Apr 15;612:562-571. doi: 10.1016/j.jcis.2021.12.128. Epub 2021 Dec 24. [PubMed:35026565 ]
Rahman KMM, Thapa P, Hurst R, Woo S, You Y: Singlet Oxygen Activatable Prodrugs of Paclitaxel, SN-38, MMC and CA4: Nonmitochondria-Targeted Prodrugs. Photochem Photobiol. 2022 Mar;98(2):389-399. doi: 10.1111/php.13589. Epub 2022 Jan 11. [PubMed:34970997 ]
Atanasov G, Rusew RI, Gelev VM, Chanev CD, Nikolova R, Shivachev BL, Petrov OI, Apostolova MD: New Heterocyclic Combretastatin A-4 Analogs: Synthesis and Biological Activity of Styryl-2(3H)-benzothiazolones. Pharmaceuticals (Basel). 2021 Dec 20;14(12):1331. doi: 10.3390/ph14121331. [PubMed:34959731 ]
Mirzavi F, Barati M, Vakili-Ghartavol R, Roshan MK, Mashreghi M, Soukhtanloo M, Jaafari MR: Pegylated liposomal encapsulation improves the antitumor efficacy of combretastatin A4 in murine 4T1 triple-negative breast cancer model. Int J Pharm. 2022 Feb 5;613:121396. doi: 10.1016/j.ijpharm.2021.121396. Epub 2021 Dec 20. [PubMed:34942328 ]
Paidakula S, Nerella S, Kankala S, Kankala RK: Recent Trends in Tubulin-Binding Combretastatin A-4 Analogs for Anticancer Drug Development. Curr Med Chem. 2022;29(21):3748-3773. doi: 10.2174/0929867328666211202101641. [PubMed:34856892 ]
Zhong Y, Zhang L, Sun S, Zhou Z, Ma Y, Hong H, Yang D: Sequential drug delivery by injectable macroporous hydrogels for combined photodynamic-chemotherapy. J Nanobiotechnology. 2021 Oct 23;19(1):333. doi: 10.1186/s12951-021-01066-1. [PubMed:34688292 ]
Yu X, Su Q, Chang X, Chen K, Yuan P, Liu T, Tian R, Bai Y, Zhang Y, Chen X: Multimodal obstruction of tumorigenic energy supply via bionic nanocarriers for effective tumor therapy. Biomaterials. 2021 Nov;278:121181. doi: 10.1016/j.biomaterials.2021.121181. Epub 2021 Oct 9. [PubMed:34653932 ]
Zhang R, Cheng G, Liu S, Lv H, Li J: A four-in-one pure nanomedicine for synergistic multi-target therapy against breast cancer. J Mater Chem B. 2021 Nov 3;9(42):8809-8822. doi: 10.1039/d1tb01820e. [PubMed:34633023 ]
Dai G, Zheng D, Liu G, Song Q: Synergistic Anticancer Effects of Cisplatin Combined with Combretastatin A4 Phosphate on Human Osteosarcoma-Xenografted Mice. Cells Tissues Organs. 2021;210(4):293-300. doi: 10.1159/000517446. Epub 2021 Aug 25. [PubMed:34433168 ]

Showing NP-Card for 3'-Hydroxy-3,4,4'5-tetramethoxystilbene (NP0061172)

MOL for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

3D MOL for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

3D SDF for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

3D-SDF for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

PDB for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

3D PDB for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

SMILES for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

INCHI for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

Structure for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)

3D Structure for NP0061172 (3'-Hydroxy-3,4,4'5-tetramethoxystilbene)