NP-MRD: Showing NP-Card for 5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone (NP0056890)

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Record Information

Version

2.0

Created at

2022-04-28 02:30:19 UTC

Updated at

2022-04-28 02:30:19 UTC

NP-MRD ID

NP0056890

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone

Description

Fremontin belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, fremontin is considered to be a flavonoid. 5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone is found in Psorothamnus arborescens and Psorothamnus fremontii. 5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone was first documented in 2006 (PMID: 16441066). Based on a literature review very few articles have been published on Fremontin (PMID: 34121536).

Structure

MOL 3D MOL SDF PDB SMILES InChI

  Mrv1652304282204302D          

 26 28  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
    2.1434   -2.8875    0.0000 O   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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    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    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
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 14 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
 23 24  2  0  0  0  0
  3 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END

     RDKit          3D

 44 46  0  0  0  0  0  0  0  0999 V2000
   -4.1294    1.8127    1.2163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1474    0.5829    1.7062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1393   -0.4581    1.4044 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8413   -1.8148    1.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2039   -0.5501    2.5909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4079   -0.1874    0.1510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0407   -0.0141    0.1080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3468    0.2456   -1.0752 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    0.4715   -1.0333 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6454    1.6163   -1.5395 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9328    1.8804   -1.4981 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7625    1.0174   -0.9430 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1229    1.2627   -0.8826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9787    0.3274   -0.2874 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3271    0.6002   -0.2422 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4845   -0.8403    0.2420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1257   -1.0770    0.1774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762   -2.2461    0.6999 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2688   -0.1386   -0.4192 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9439   -0.4453   -0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4889   -1.5168    0.0421 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0962    0.3214   -2.2229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4903    0.5672   -3.4453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4717    0.1480   -2.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1426   -0.1056   -1.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5333   -0.2765   -0.9976 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3115    2.0858    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8590    2.5612    1.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9921    0.3583    2.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8561   -1.7174    1.7656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2973   -2.5717    1.8651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9303   -2.1669    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5285   -1.4316    2.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5510    0.3365    2.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8462   -0.6787    3.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4473   -0.0753    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9688    2.3608   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4786    2.1901   -1.3079 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7571    1.4269   -0.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1081   -1.5879    0.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1945   -2.9196    1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5047    0.6566   -3.4876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439    0.2129   -3.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0868   -0.2231   -1.8233 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  4  1  6
  3  5  1  0
  3  2  1  0
  2  1  2  3
  3  6  1  0
  6 25  2  0
 25 26  1  0
 25 24  1  0
 24 22  2  0
 22 23  1  0
 22  8  1  0
  8  7  2  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
 17 19  2  0
 19 20  1  0
 20 21  2  0
  7  6  1  0
 20  9  1  0
 19 12  1  0
  4 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  5 35  1  0
  2 29  1  0
  1 27  1  0
  1 28  1  0
 26 44  1  0
 24 43  1  0
 23 42  1  0
  7 36  1  0
 10 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 18 41  1  0
M  END

  Mrv1652304282204302D          

 26 28  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
    2.1434   -2.8875    0.0000 O   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   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5888   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    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    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
 17 18  1  0  0  0  0
 15 19  1  0  0  0  0
 14 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
 23 24  2  0  0  0  0
  3 25  1  0  0  0  0
  1 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0056890

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H18O6/c1-4-20(2,3)13-7-11(14(22)8-15(13)23)12-9-26-17-6-10(21)5-16(24)18(17)19(12)25/h4-9,21-24H,1H2,2-3H3

> <INCHI_KEY>
XWUWFNSZQDCXCD-UHFFFAOYSA-N

> <FORMULA>
C20H18O6

> <MOLECULAR_WEIGHT>
354.358

> <EXACT_MASS>
354.1103383

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
36.41489217455751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
4.458944017333334

> <ALOGPS_LOGS>
-3.67

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.962441668056127

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.536830819796677

> <JCHEM_PKA_STRONGEST_BASIC>
-5.347047569568517

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
96.97480000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
fremontin

> <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       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.566  -0.976   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.106  -3.644   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    6   26                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   25                                                  
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                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   19                                                  
CONECT   16   15   17                                                       
CONECT   17   16   12   18                                                  
CONECT   18   17                                                            
CONECT   19   15                                                            
CONECT   20   14   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26    1                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   56    0
END

View in JSmol

Synonyms

Value	Source
5'-(alpha,alpha-Dimethylallyl)-5,7,2',4'-tetrahydroxyisoflavone	MeSH

Chemical Formula

C₂₀H₁₈O₆

Average Mass

354.3580 Da

Monoisotopic Mass

354.11034 Da

IUPAC Name

3-[2,4-dihydroxy-5-(2-methylbut-3-en-2-yl)phenyl]-5,7-dihydroxy-4H-chromen-4-one

Traditional Name

fremontin

CAS Registry Number

Not Available

SMILES

CC(C)(C=C)C1=C(O)C=C(O)C(=C1)C1=COC2=CC(O)=CC(O)=C2C1=O

InChI Identifier

InChI=1S/C20H18O6/c1-4-20(2,3)13-7-11(14(22)8-15(13)23)12-9-26-17-6-10(21)5-16(24)18(17)19(12)25/h4-9,21-24H,1H2,2-3H3

InChI Key

XWUWFNSZQDCXCD-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
Psorothamnus arborescens	LOTUS Database	35616633
Psorothamnus fremontii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Hydroxyisoflavonoid
Isoflavone
Chromone
Benzopyran
1-benzopyran
Phenylpropane
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous acid
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050294 )

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	3.76	ALOGPS
logP	4.46	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	6.54	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.97 m³·mol⁻¹	ChemAxon
Polarizability	36.41 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

C00009876

Chemspider ID

4589289

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5487268

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Salem MM, Werbovetz KA: Isoflavonoids and other compounds from Psorothamnus arborescens with antiprotozoal activities. J Nat Prod. 2006 Jan;69(1):43-9. doi: 10.1021/np0502600. [PubMed:16441066 ]
Kumarihamy M, Tripathi SK, Khan S, Muhammad I: Schottiin, a new prenylated isoflavones from Psorothamnus schottii and antibacterial synergism studies between methicillin and fremontone against methicillin-resistant Staphylococcus aureus ATCC 1708. Nat Prod Res. 2022 Jun;36(12):2984-2992. doi: 10.1080/14786419.2021.1937157. Epub 2021 Jun 14. [PubMed:34121536 ]

Showing NP-Card for 5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone (NP0056890)

MOL for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

3D MOL for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

3D SDF for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

3D-SDF for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

PDB for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

3D PDB for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

SMILES for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

INCHI for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

Structure for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)

3D Structure for NP0056890 (5,7,2',4'-Tetrahydroxy-5'-(1''',1'''-dimethylallyl)isoflavone)