NP-MRD: Showing NP-Card for Rubone (NP0054686)

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Record Information

Version

2.0

Created at

2022-04-28 00:57:55 UTC

Updated at

2022-04-28 00:57:55 UTC

NP-MRD ID

NP0054686

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Rubone

Description

Rubone belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position. Thus, rubone is considered to be a flavonoid. Rubone is found in Derris obtusa. Rubone was first documented in 2014 (PMID: 25217526). Based on a literature review a small amount of articles have been published on Rubone (PMID: 30447399) (PMID: 28428276) (PMID: 27300477) (PMID: 27308410).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282202572D          

 27 28  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    2.1434   -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  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 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
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END

     RDKit          3D

 49 50  0  0  0  0  0  0  0  0999 V2000
    7.7817    0.0174    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6710   -0.2217   -0.2429 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3908   -0.0418    0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1534    0.3549    1.5426 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8692    0.5386    2.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7649    0.9331    3.3409 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7802    0.2882    1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4714    0.4776    1.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4578    0.8751    3.0158 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1253    0.3719    1.2999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    0.0548    0.2303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9920    0.0556    0.1456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8233    0.3905    1.1853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2190    0.3717    1.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0294    0.7158    2.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4340    1.0831    3.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7161    0.0034   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0968   -0.0174   -0.3352 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7192   -0.3817   -1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -0.3335   -1.2324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5215   -0.3171   -1.0981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6825   -0.6621   -2.1706 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2905   -1.0271   -3.3935 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0310   -0.1111   -0.0989 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0281   -0.3705   -1.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2956   -0.7776   -2.3104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3409   -0.2828   -0.5799 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8390    1.0898    0.8564 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6100   -0.5630    1.5425 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7244   -0.3185    0.1440 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0132    0.5351    2.1796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1592    1.1457    3.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    0.6471    2.1505 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0070   -0.2187   -0.6285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4380    0.6860    2.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7244    1.9376    3.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1622    1.4770    4.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8048    0.2708    3.7377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8117   -0.4070   -1.3900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3157   -1.2949   -1.9937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5271    0.4595   -2.2645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3128   -0.6244   -2.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0496   -1.8463   -3.2391 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8806   -0.1760   -3.8267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -1.4233   -4.1146 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8301   -1.7623   -2.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648   -0.0581   -2.8482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3508   -0.9418   -2.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4933   -0.6017   -1.6079 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  2  0
 11 12  1  0
 12 21  2  0
 21 22  1  0
 22 23  1  0
 21 20  1  0
 20 17  2  0
 17 18  1  0
 18 19  1  0
 17 14  1  0
 14 15  1  0
 15 16  1  0
 14 13  2  0
  7 24  1  0
 24 25  1  0
 25 26  1  0
 24 27  2  0
 27  3  1  0
 13 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  6 32  1  0
 10 33  1  0
 11 34  1  0
 23 43  1  0
 23 44  1  0
 23 45  1  0
 20 42  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 16 36  1  0
 16 37  1  0
 16 38  1  0
 13 35  1  0
 26 46  1  0
 26 47  1  0
 26 48  1  0
 27 49  1  0
M  END


  Mrv1652304282202572D          

 27 28  0  0  0  0            999 V2000
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 O   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
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    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
    2.1434   -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  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 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
 14 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
 13 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 14 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  0  0  0  0
  1 26  1  0  0  0  0
 26 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0054686

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(O)=C(C(=O)\C=C\C2=C(OC)C=C(OC)C(OC)=C2)C(OC)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O7/c1-23-13-9-15(22)20(19(10-13)27-5)14(21)7-6-12-8-17(25-3)18(26-4)11-16(12)24-2/h6-11,22H,1-5H3/b7-6+

> <INCHI_KEY>
VHCQVGQULWFQTM-VOTSOKGWSA-N

> <FORMULA>
C20H22O7

> <MOLECULAR_WEIGHT>
374.389

> <EXACT_MASS>
374.136553048

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
39.1423448658323

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one

> <ALOGPS_LOGP>
3.50

> <JCHEM_LOGP>
3.4484036590000002

> <ALOGPS_LOGS>
-4.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.465010701618827

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.1892622781270905

> <JCHEM_PKA_STRONGEST_BASIC>
-4.175845311668593

> <JCHEM_POLAR_SURFACE_AREA>
83.45000000000002

> <JCHEM_REFRACTIVITY>
101.1739

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.41e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
rubone

> <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  -4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667  -7.700   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       6.668 -10.010   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.001 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.001 -11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -1.334 -14.630   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       4.001 -14.630   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0       4.001 -16.170   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7                                                            
CONECT    9    4   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15   23                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17   13                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   16   22                                                       
CONECT   22   21                                                            
CONECT   23   14   24                                                       
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26    1   27                                                       
CONECT   27   26                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Value	Source
2'-Hydroxy-2,4,4',5,6'-pentamethylchalcone	MeSH

Chemical Formula

C₂₀H₂₂O₇

Average Mass

374.3890 Da

Monoisotopic Mass

374.13655 Da

IUPAC Name

(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(2,4,5-trimethoxyphenyl)prop-2-en-1-one

Traditional Name

rubone

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C(=O)\C=C\C2=C(OC)C=C(OC)C(OC)=C2)C(OC)=C1

InChI Identifier

InChI=1S/C20H22O7/c1-23-13-9-15(22)20(19(10-13)27-5)14(21)7-6-12-8-17(25-3)18(26-4)11-16(12)24-2/h6-11,22H,1-5H3/b7-6+

InChI Key

VHCQVGQULWFQTM-VOTSOKGWSA-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
Derris obtusa	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2'-hydroxychalcones. These are organic compounds containing chalcone skeleton that carries a hydroxyl group at the 2'-position.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

2'-Hydroxychalcones

Alternative Parents

Substituents

2'-hydroxychalcone
Cinnamylphenol
Cinnamic acid or derivatives
Methoxyphenol
Dimethoxybenzene
M-dimethoxybenzene
Benzoyl
Phenoxy compound
Phenol ether
Styrene
Aryl ketone
Anisole
Methoxybenzene
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Alpha,beta-unsaturated ketone
Acryloyl-group
Enone
Ketone
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120286 )

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	3.5	ALOGPS
logP	3.45	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	7.19	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	83.45 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	101.17 m³·mol⁻¹	ChemAxon
Polarizability	39.14 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

C00006987

Chemspider ID

4761004

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5951499

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lin F, Wen D, Wang X, Mahato RI: Dual responsive micelles capable of modulating miRNA-34a to combat taxane resistance in prostate cancer. Biomaterials. 2019 Feb;192:95-108. doi: 10.1016/j.biomaterials.2018.10.036. Epub 2018 Nov 3. [PubMed:30447399 ]
Wen D, Peng Y, Lin F, Singh RK, Mahato RI: Micellar Delivery of miR-34a Modulator Rubone and Paclitaxel in Resistant Prostate Cancer. Cancer Res. 2017 Jun 15;77(12):3244-3254. doi: 10.1158/0008-5472.CAN-16-2355. Epub 2017 Apr 20. [PubMed:28428276 ]
Deng X, Yin Z, Zhou Z, Wang Y, Zhang F, Hu Q, Yang Y, Lu J, Wu Y, Sheng W, Zeng Y: Carboxymethyl Dextran-Stabilized Polyethylenimine-Poly(epsilon-caprolactone) Nanoparticles-Mediated Modulation of MicroRNA-34a Expression via Small-Molecule Modulator for Hepatocellular Carcinoma Therapy. ACS Appl Mater Interfaces. 2016 Jul 13;8(27):17068-79. doi: 10.1021/acsami.6b03122. Epub 2016 Jun 27. [PubMed:27300477 ]
Xiao Z, Chen Y: Small molecule targeting miR-34a for cancer therapy. Mol Cell Oncol. 2015 Feb 24;2(1):e977160. doi: 10.4161/23723556.2014.977160. eCollection 2015 Jan-Mar. [PubMed:27308410 ]
Xiao Z, Li CH, Chan SL, Xu F, Feng L, Wang Y, Jiang JD, Sung JJ, Cheng CH, Chen Y: A small-molecule modulator of the tumor-suppressor miR34a inhibits the growth of hepatocellular carcinoma. Cancer Res. 2014 Nov 1;74(21):6236-47. doi: 10.1158/0008-5472.CAN-14-0855. Epub 2014 Sep 12. [PubMed:25217526 ]

Showing NP-Card for Rubone (NP0054686)

MOL for NP0054686 (Rubone)

3D MOL for NP0054686 (Rubone)

3D SDF for NP0054686 (Rubone)

3D-SDF for NP0054686 (Rubone)

PDB for NP0054686 (Rubone)

3D PDB for NP0054686 (Rubone)

SMILES for NP0054686 (Rubone)

INCHI for NP0054686 (Rubone)

Structure for NP0054686 (Rubone)

3D Structure for NP0054686 (Rubone)