NP-MRD: Showing NP-Card for 7-hydroxy-3',5'-dihydroxyisoflavone (NP0008803)

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Record Information

Version

2.0

Created at

2020-12-09 06:18:12 UTC

Updated at

2021-07-15 17:01:27 UTC

NP-MRD ID

NP0008803

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-hydroxy-3',5'-dihydroxyisoflavone

Provided By

NPAtlas

Description

3',5',7-Trihydroxyisoflavone 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. 7-hydroxy-3',5'-dihydroxyisoflavone is found in Streptomyces mirabilis. 7-hydroxy-3',5'-dihydroxyisoflavone was first documented in 2009 (PMID: 19818612). Based on a literature review very few articles have been published on 3',5',7-trihydroxyisoflavone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106303D          

 30 32  0  0  0  0            999 V2000
    0.0642   -1.4694   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5587   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    0.2872    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    0.1239    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425    0.1711    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    0.0205    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.0788    2.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -0.1894    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.2403   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -0.4485   -2.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.0852   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.2767    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    1.4079    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.6140    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.7800    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.0356   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    0.1481   -0.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0484   -1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -1.2434   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.4104   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    0.3351    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151   -0.0290    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954   -0.3116    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448    0.4041   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -0.1266   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    1.9569    1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5774    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693    0.7543   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.7007   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -2.0388   -1.6935 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  3 12  2  0  0  0  0
 12 13  1  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  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20  2  1  0  0  0  0
 11  4  1  0  0  0  0
 20 14  1  0  0  0  0
  5 21  1  0  0  0  0
  7 22  1  0  0  0  0
  8 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  0  0  0  0
 12 26  1  0  0  0  0
 15 27  1  0  0  0  0
 17 28  1  0  0  0  0
 18 29  1  0  0  0  0
 19 30  1  0  0  0  0
M  END

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    0.0642   -1.4694   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5587   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    0.2872    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    0.1239    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425    0.1711    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    0.0205    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.0788    2.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -0.1894    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.2403   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -0.4485   -2.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.0852   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.2767    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    1.4079    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.6140    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.7800    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.0356   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    0.1481   -0.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0484   -1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -1.2434   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.4104   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    0.3351    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151   -0.0290    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954   -0.3116    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448    0.4041   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -0.1266   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    1.9569    1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5774    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693    0.7543   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.7007   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -2.0388   -1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 11  4  1  0
 20 14  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END


  Mrv1652306242106303D          

 30 32  0  0  0  0            999 V2000
    0.0642   -1.4694   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5587   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    0.2872    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    0.1239    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425    0.1711    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    0.0205    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.0788    2.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -0.1894    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.2403   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -0.4485   -2.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.0852   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.2767    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    1.4079    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.6140    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.7800    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.0356   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    0.1481   -0.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0484   -1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -1.2434   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.4104   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    0.3351    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151   -0.0290    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954   -0.3116    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448    0.4041   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -0.1266   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    1.9569    1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5774    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693    0.7543   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.7007   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -2.0388   -1.6935 H   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  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  3 12  2  0  0  0  0
 12 13  1  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  1  0  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20  2  1  0  0  0  0
 11  4  1  0  0  0  0
 20 14  1  0  0  0  0
  5 21  1  0  0  0  0
  7 22  1  0  0  0  0
  8 23  1  0  0  0  0
 10 24  1  0  0  0  0
 11 25  1  0  0  0  0
 12 26  1  0  0  0  0
 15 27  1  0  0  0  0
 17 28  1  0  0  0  0
 18 29  1  0  0  0  0
 19 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008803

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C2C(=O)C(=C([H])OC2=C1[H])C1=C([H])C(O[H])=C([H])C(O[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c16-9-1-2-12-14(6-9)20-7-13(15(12)19)8-3-10(17)5-11(18)4-8/h1-7,16-18H

> <INCHI_KEY>
FQUUMQNYCLGCCK-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.24

> <EXACT_MASS>
270.052823422

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
27.007277304188186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(3,5-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.01

> <JCHEM_LOGP>
2.4268723896666664

> <ALOGPS_LOGS>
-3.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.507186415273747

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.473231836098928

> <JCHEM_PKA_STRONGEST_BASIC>
-5.336343681985531

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
71.68289999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(3,5-dihydroxyphenyl)-7-hydroxychromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 30 32  0  0  0  0  0  0  0  0999 V2000
    0.0642   -1.4694   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5587   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    0.2872    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    0.1239    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425    0.1711    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    0.0205    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.0788    2.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -0.1894    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.2403   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -0.4485   -2.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.0852   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.2767    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    1.4079    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.6140    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.7800    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.0356   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    0.1481   -0.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0484   -1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -1.2434   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.4104   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    0.3351    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151   -0.0290    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954   -0.3116    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448    0.4041   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -0.1266   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    1.9569    1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5774    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693    0.7543   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.7007   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -2.0388   -1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 11  4  1  0
 20 14  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  O   UNK     0       0.064  -1.469  -1.055  0.00  0.00           O+0
HETATM    2  C   UNK     0       0.596  -0.559  -0.379  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.225   0.287   0.357  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.683   0.124   0.347  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.442   0.171   1.490  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.812   0.021   1.505  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.520   0.079   2.694  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.420  -0.189   0.271  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.675  -0.240  -0.890  0.00  0.00           C+0
HETATM   10  O   UNK     0      -4.258  -0.449  -2.132  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.303  -0.085  -0.868  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.390   1.277   1.088  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.696   1.408   1.084  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.479   0.614   0.392  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.860   0.780   0.410  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.710  -0.036  -0.304  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.077   0.148  -0.272  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.157  -1.048  -1.059  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.776  -1.243  -1.099  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.956  -0.410  -0.374  0.00  0.00           C+0
HETATM   21  H   UNK     0      -1.953   0.335   2.439  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.515  -0.029   2.719  0.00  0.00           H+0
HETATM   23  H   UNK     0      -5.495  -0.312   0.249  0.00  0.00           H+0
HETATM   24  H   UNK     0      -4.545   0.404  -2.631  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.713  -0.127  -1.797  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.245   1.957   1.677  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.289   1.577   1.005  0.00  0.00           H+0
HETATM   28  H   UNK     0       6.569   0.754  -0.932  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.828  -1.701  -1.630  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.356  -2.039  -1.694  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3   20                                                  
CONECT    3    2    4   12                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6   21                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6   22                                                       
CONECT    8    6    9   23                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9   24                                                       
CONECT   11    9    4   25                                                  
CONECT   12    3   13   26                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   27                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16   28                                                       
CONECT   18   16   19   29                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19    2   14                                                  
CONECT   21    5                                                            
CONECT   22    7                                                            
CONECT   23    8                                                            
CONECT   24   10                                                            
CONECT   25   11                                                            
CONECT   26   12                                                            
CONECT   27   15                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
CONECT   30   19                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   64    0
END

RDKit          3D

30 32  0  0  0  0  0  0  0  0999 V2000
    0.0642   -1.4694   -1.0552 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5960   -0.5587   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2247    0.2872    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6828    0.1239    0.3473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4425    0.1711    1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8124    0.0205    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202    0.0788    2.6936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4199   -0.1894    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6745   -0.2403   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2581   -0.4485   -2.1322 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3032   -0.0852   -0.8675 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3902    1.2767    1.0877 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6964    1.4079    1.0841 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4795    0.6140    0.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8598    0.7800    0.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104   -0.0356   -0.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0767    0.1481   -0.2715 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1571   -1.0484   -1.0590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7760   -1.2434   -1.0995 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9558   -0.4104   -0.3740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9528    0.3351    2.4393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5151   -0.0290    2.7185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4954   -0.3116    0.2490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5448    0.4041   -2.6309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7126   -0.1266   -1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2454    1.9569    1.6774 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2892    1.5774    1.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693    0.7543   -0.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8278   -1.7007   -1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3562   -2.0388   -1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
  3 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
 20  2  1  0
 11  4  1  0
 20 14  1  0
  5 21  1  0
  7 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 15 27  1  0
 17 28  1  0
 18 29  1  0
 19 30  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
3'5'7-Trihydroxyisoflavone	ChEMBL

Chemical Formula

C₁₅H₁₀O₅

Average Mass

270.2400 Da

Monoisotopic Mass

270.05282 Da

IUPAC Name

3-(3,5-dihydroxyphenyl)-7-hydroxy-4H-chromen-4-one

Traditional Name

3-(3,5-dihydroxyphenyl)-7-hydroxychromen-4-one

CAS Registry Number

Not Available

SMILES

OC1=CC2=C(C=C1)C(=O)C(=CO2)C1=CC(O)=CC(O)=C1

InChI Identifier

InChI=1S/C15H10O5/c16-9-1-2-12-14(6-9)20-7-13(15(12)19)8-3-10(17)5-11(18)4-8/h1-7,16-18H

InChI Key

FQUUMQNYCLGCCK-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Methanol-d4, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

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
Streptomyces mirabilis	NPAtlas	19818612

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
Resorcinol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Pyranone
Phenol
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.01	ALOGPS
logP	2.43	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	6.47	ChemAxon
pKa (Strongest Basic)	-5.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	71.68 m³·mol⁻¹	ChemAxon
Polarizability	27.01 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

NPAtlas ID

NPA003776

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24641050

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25211269

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Ndejouong Ble S, Sattler I, Dahse HM, Kothe E, Hertweck C: Isoflavones with unusually modified B-rings and their evaluation as antiproliferative agents. Bioorg Med Chem Lett. 2009 Nov 15;19(22):6473-6. doi: 10.1016/j.bmcl.2009.08.084. Epub 2009 Aug 28. [PubMed:19818612 ]

Showing NP-Card for 7-hydroxy-3',5'-dihydroxyisoflavone (NP0008803)

MOL for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

3D MOL for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

3D SDF for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

3D-SDF for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

PDB for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

3D PDB for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

SMILES for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

INCHI for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

Structure for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)

3D Structure for NP0008803 (7-hydroxy-3',5'-dihydroxyisoflavone)