NP-MRD: Showing NP-Card for 5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone (NP0056575)

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Record Information

Version

2.0

Created at

2022-04-28 02:18:21 UTC

Updated at

2022-04-28 02:18:21 UTC

NP-MRD ID

NP0056575

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone

Description

Caviunin belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone. Thus, caviunin is considered to be a flavonoid. 5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone is found in Dalbergia barretoana, Dalbergia inundata, Dalbergia lanceolaria, Dalbergia nigra, Dalbergia paniculata , Dalbergia riparia and Dalbergia sissoo. 5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone was first documented in 2014 (PMID: 25232676). Based on a literature review a small amount of articles have been published on Caviunin (PMID: 26749836) (PMID: 34116187) (PMID: 28948818) (PMID: 28591689).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282204182D          

 27 29  0  0  0  0            999 V2000
   -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 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   -1.6500    0.0000 C   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
    3.5724   -2.8875    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   -3.7125    0.0000 O   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
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
   -1.4289    0.0000    0.0000 O   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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END

     RDKit          3D

 45 47  0  0  0  0  0  0  0  0999 V2000
    6.1433   -1.1506    0.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3392   -0.0121    0.6387 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9909   -0.1237    0.3752 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4013   -1.3668    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0590   -1.5401    0.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4446   -2.7946    0.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -3.9292    0.3330 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3065   -0.3884   -0.1451 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1110   -0.5726   -0.4134 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6296   -1.5229   -1.2639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -1.6342   -1.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7618   -0.8411   -0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1117   -1.0208   -1.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0189   -0.2030   -0.4577 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3827   -0.3632   -0.6942 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6596    0.7897    0.4168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5835    1.6191    1.0576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9833    2.8464    0.4303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2939    0.9801    0.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9225    1.9530    1.5383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3666    0.1514    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052    0.2701    0.2411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5598    1.1343    1.0122 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8862    0.8520   -0.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417    1.0022    0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8696    2.2343    0.1578 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1393    3.4243   -0.0852 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1982   -0.8434    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1164   -1.8603    0.0481 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8065   -1.6997    1.7982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0003   -2.2668    0.5503 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5758   -4.8392    0.4920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8703   -4.2257   -0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8897   -3.8114    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1031   -2.1658   -1.7597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4154   -1.7964   -1.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6953   -1.0800   -1.3292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4675    2.6521   -0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6098    3.4490    1.1052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0617    3.4421    0.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1374    2.3331    1.9216 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2989    1.7646   -0.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7128    4.3192    0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8736    3.4674   -1.1476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2043    3.3673    0.5421 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
  6  7  1  0
  5  8  2  0
  8 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 25  3  1  0
 22  9  1  0
 21 12  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  4 31  1  0
  7 32  1  0
  7 33  1  0
  7 34  1  0
 24 42  1  0
 27 43  1  0
 27 44  1  0
 27 45  1  0
 10 35  1  0
 13 36  1  0
 15 37  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
M  END


  Mrv1652304282204182D          

 27 29  0  0  0  0            999 V2000
   -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 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   -1.6500    0.0000 C   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
    3.5724   -2.8875    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   -3.7125    0.0000 O   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
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 O   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
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    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
   -1.4289    0.0000    0.0000 O   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
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  4 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 15 20  1  0  0  0  0
 20 21  1  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
  3 24  1  0  0  0  0
  2 25  1  0  0  0  0
 25 26  1  0  0  0  0
  1 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056575

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC(OC)=C(C=C1OC)C1=COC2=CC(O)=C(OC)C(O)=C2C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O8/c1-23-12-7-14(25-3)13(24-2)5-9(12)10-8-27-15-6-11(20)19(26-4)18(22)16(15)17(10)21/h5-8,20,22H,1-4H3

> <INCHI_KEY>
SHONUJDWRZAHCQ-UHFFFAOYSA-N

> <FORMULA>
C19H18O8

> <MOLECULAR_WEIGHT>
374.345

> <EXACT_MASS>
374.10016754

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
37.373187618159946

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-6-methoxy-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
2.59

> <JCHEM_LOGP>
2.749752648666667

> <ALOGPS_LOGS>
-3.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.647053813502025

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.067050888332082

> <JCHEM_PKA_STRONGEST_BASIC>
-4.258022853591835

> <JCHEM_POLAR_SURFACE_AREA>
103.68

> <JCHEM_REFRACTIVITY>
95.55479999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.54e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
caviunin

> <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      -1.334  -0.770   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  O   UNK     0       2.667  -0.000   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   27                                                  
CONECT    2    1    3   25                                                  
CONECT    3    2    4   24                                                  
CONECT    4    3    5   10                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    4   11                                                  
CONECT   11   10                                                            
CONECT   12    9   13   17                                                  
CONECT   13   12   14   22                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   12                                                       
CONECT   18   16   19                                                       
CONECT   19   18                                                            
CONECT   20   15   21                                                       
CONECT   21   20                                                            
CONECT   22   13   23                                                       
CONECT   23   22                                                            
CONECT   24    3                                                            
CONECT   25    2   26                                                       
CONECT   26   25                                                            
CONECT   27    1                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   58    0
END

View in JSmol

Synonyms

Value	Source
7-O-(5-O-trans-p-Coumaroyl)-beta-D-apiofuranosyl-(1-6)-beta-D-glucopyranoside	MeSH

Chemical Formula

C₁₉H₁₈O₈

Average Mass

374.3450 Da

Monoisotopic Mass

374.10017 Da

IUPAC Name

5,7-dihydroxy-6-methoxy-3-(2,4,5-trimethoxyphenyl)-4H-chromen-4-one

Traditional Name

caviunin

CAS Registry Number

Not Available

SMILES

COC1=CC(OC)=C(C=C1OC)C1=COC2=CC(O)=C(OC)C(O)=C2C1=O

InChI Identifier

InChI=1S/C19H18O8/c1-23-12-7-14(25-3)13(24-2)5-9(12)10-8-27-15-6-11(20)19(26-4)18(22)16(15)17(10)21/h5-8,20,22H,1-4H3

InChI Key

SHONUJDWRZAHCQ-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
Dalbergia barretoana	Plant	KNApSAcK
Dalbergia inundata	Plant	KNApSAcK
Dalbergia lanceolaria	LOTUS Database	35616633
Dalbergia nigra	Plant	KNApSAcK
Dalbergia paniculata	Plant	KNApSAcK
Dalbergia riparia	Plant	KNApSAcK
Dalbergia sissoo	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylisoflavones. These are isoflavones with methoxy groups attached to the C4' atom of the isoflavone backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylisoflavones

Alternative Parents

Substituents

3p-methoxyisoflavone
4p-o-methylisoflavone
Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Organic oxygen compound
Organooxygen compound
Organic oxide
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050423 )

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	2.59	ALOGPS
logP	2.75	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	7.07	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	103.68 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	95.55 m³·mol⁻¹	ChemAxon
Polarizability	37.37 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

Not Available

KNApSAcK ID

C00009487

Chemspider ID

5140789

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6708635

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Radha R, Vasantha VS, Pitchumani K: A New Isoflavone Apioglucoside from the Roots of Dalbergia spinosa. Nat Prod Commun. 2015 Nov;10(11):1959-60. [PubMed:26749836 ]
Kothari P, Tripathi AK, Girme A, Rai D, Singh R, Sinha S, Choudhary D, Nagar GK, Maurya R, Hingorani L, Trivedi R: Caviunin glycoside (CAFG) from Dalbergia sissoo attenuates osteoarthritis by modulating chondrogenic and matrix regulating proteins. J Ethnopharmacol. 2022 Jan 10;282:114315. doi: 10.1016/j.jep.2021.114315. Epub 2021 Jun 8. [PubMed:34116187 ]
Zofkova I, Blahos J: New molecules modulating bone metabolism - new perspectives in the treatment of osteoporosis. Physiol Res. 2017 Sep 26;66(Suppl 3):S341-S347. doi: 10.33549/physiolres.933720. [PubMed:28948818 ]
Choudhary D, Adhikary S, Gautam J, Maurya P, Ahmad N, Kushwaha P, Khan MP, Kumar A, Barthwal M, Maurya R, Trivedi R: Detrimental effects of atherogenic and high fat diet on bone and aortic calcification rescued by an isoflavonoid Caviunin beta-d-glucopyranoside. Biomed Pharmacother. 2017 Aug;92:757-771. doi: 10.1016/j.biopha.2017.05.120. Epub 2017 Jun 4. [PubMed:28591689 ]
Kushwaha P, Khedgikar V, Gautam J, Dixit P, Chillara R, Verma A, Thakur R, Mishra DP, Singh D, Maurya R, Chattopadhyay N, Mishra PR, Trivedi R: A novel therapeutic approach with Caviunin-based isoflavonoid that en routes bone marrow cells to bone formation via BMP2/Wnt-beta-catenin signaling. Cell Death Dis. 2014 Sep 18;5:e1422. doi: 10.1038/cddis.2014.350. [PubMed:25232676 ]

Showing NP-Card for 5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone (NP0056575)

MOL for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

3D MOL for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

3D SDF for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

3D-SDF for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

PDB for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

3D PDB for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

SMILES for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

INCHI for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

Structure for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)

3D Structure for NP0056575 (5,7-Dihydroxy-6,2',4',5'-tetramethoxyisoflavone)