NP-MRD: Showing NP-Card for 3',4'-dihydroxyflavone (NP0031698)

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Record Information

Version

2.0

Created at

2021-06-19 22:42:33 UTC

Updated at

2021-06-30 00:00:26 UTC

NP-MRD ID

NP0031698

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3',4'-dihydroxyflavone

Provided By

JEOL Database JEOL Logo

Description

2-(3,4-Dihydroxyphenyl)-4H-chromen-4-one belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one). 3',4'-dihydroxyflavone was first documented in 2006 (Moon, B. -H., et al.). Based on a literature review very few articles have been published on 2-(3,4-dihydroxyphenyl)-4H-chromen-4-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100423D          

 29 31  0  0  0  0            999 V2000
    4.3060    0.9562   -1.4060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634    0.5849   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117   -0.8458   -1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -1.2311   -1.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6579   -1.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -2.9808   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -4.3057   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -5.3308   -1.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -6.6433   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -5.0382   -1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076   -6.0512   -1.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -3.7246   -1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.3281   -2.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119    1.0133   -2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    1.8808   -2.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.2591   -2.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    3.7701   -2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3107    2.9032   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0793    1.5250   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312   -1.5123   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -2.1954   -2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348   -4.5039   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271   -6.6853   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713   -6.8664   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -3.5700   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337    1.4868   -2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    3.9362   -2.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    4.8434   -2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045    3.2986   -1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4 13  1  0  0  0  0
 14 19  2  0  0  0  0
  4  5  1  0  0  0  0
 18 17  2  0  0  0  0
  5  6  2  0  0  0  0
 19 18  1  0  0  0  0
  6  7  1  0  0  0  0
 17 16  1  0  0  0  0
  7  8  2  0  0  0  0
  8 10  1  0  0  0  0
 16 15  2  0  0  0  0
 10 12  2  0  0  0  0
 12  5  1  0  0  0  0
 15 14  1  0  0  0  0
 10 11  1  0  0  0  0
 14 13  1  0  0  0  0
  8  9  1  0  0  0  0
 19  2  1  0  0  0  0
  2  1  2  0  0  0  0
 18 29  1  0  0  0  0
 17 28  1  0  0  0  0
 16 27  1  0  0  0  0
 15 26  1  0  0  0  0
  3 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  0  0  0  0
 12 25  1  0  0  0  0
 11 24  1  0  0  0  0
  9 23  1  0  0  0  0
M  END

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.3060    0.9562   -1.4060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634    0.5849   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117   -0.8458   -1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -1.2311   -1.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6579   -1.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -2.9808   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -4.3057   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -5.3308   -1.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -6.6433   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -5.0382   -1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076   -6.0512   -1.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -3.7246   -1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.3281   -2.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119    1.0133   -2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    1.8808   -2.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.2591   -2.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    3.7701   -2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3107    2.9032   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0793    1.5250   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312   -1.5123   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -2.1954   -2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348   -4.5039   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271   -6.6853   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713   -6.8664   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -3.5700   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337    1.4868   -2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    3.9362   -2.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    4.8434   -2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045    3.2986   -1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 13  1  0
 14 19  2  0
  4  5  1  0
 18 17  2  0
  5  6  2  0
 19 18  1  0
  6  7  1  0
 17 16  1  0
  7  8  2  0
  8 10  1  0
 16 15  2  0
 10 12  2  0
 12  5  1  0
 15 14  1  0
 10 11  1  0
 14 13  1  0
  8  9  1  0
 19  2  1  0
  2  1  2  0
 18 29  1  0
 17 28  1  0
 16 27  1  0
 15 26  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
 12 25  1  0
 11 24  1  0
  9 23  1  0
M  END


  Mrv1652306202100423D          

 29 31  0  0  0  0            999 V2000
    4.3060    0.9562   -1.4060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634    0.5849   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117   -0.8458   -1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -1.2311   -1.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6579   -1.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -2.9808   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -4.3057   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -5.3308   -1.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -6.6433   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -5.0382   -1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076   -6.0512   -1.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -3.7246   -1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.3281   -2.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119    1.0133   -2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    1.8808   -2.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.2591   -2.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    3.7701   -2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3107    2.9032   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0793    1.5250   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312   -1.5123   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -2.1954   -2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348   -4.5039   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271   -6.6853   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713   -6.8664   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -3.5700   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337    1.4868   -2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    3.9362   -2.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    4.8434   -2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045    3.2986   -1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4 13  1  0  0  0  0
 14 19  2  0  0  0  0
  4  5  1  0  0  0  0
 18 17  2  0  0  0  0
  5  6  2  0  0  0  0
 19 18  1  0  0  0  0
  6  7  1  0  0  0  0
 17 16  1  0  0  0  0
  7  8  2  0  0  0  0
  8 10  1  0  0  0  0
 16 15  2  0  0  0  0
 10 12  2  0  0  0  0
 12  5  1  0  0  0  0
 15 14  1  0  0  0  0
 10 11  1  0  0  0  0
 14 13  1  0  0  0  0
  8  9  1  0  0  0  0
 19  2  1  0  0  0  0
  2  1  2  0  0  0  0
 18 29  1  0  0  0  0
 17 28  1  0  0  0  0
 16 27  1  0  0  0  0
 15 26  1  0  0  0  0
  3 20  1  0  0  0  0
  6 21  1  0  0  0  0
  7 22  1  0  0  0  0
 12 25  1  0  0  0  0
 11 24  1  0  0  0  0
  9 23  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031698

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C(C([H])=C1O[H])C1=C([H])C(=O)C2=C(O1)C([H])=C([H])C([H])=C2[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O4/c16-11-6-5-9(7-13(11)18)15-8-12(17)10-3-1-2-4-14(10)19-15/h1-8,16,18H

> <INCHI_KEY>
SRNPMQHYWVKBAV-UHFFFAOYSA-N

> <FORMULA>
C15H10O4

> <MOLECULAR_WEIGHT>
254.2375

> <EXACT_MASS>
254.057908808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
26.037093372279678

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
3.39

> <JCHEM_LOGP>
2.360254455333333

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.159348462673783

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.703760211564338

> <JCHEM_PKA_STRONGEST_BASIC>
-5.361507948421529

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
70.933

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.71e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 29 31  0  0  0  0  0  0  0  0999 V2000
    4.3060    0.9562   -1.4060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634    0.5849   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117   -0.8458   -1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -1.2311   -1.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6579   -1.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -2.9808   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -4.3057   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -5.3308   -1.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -6.6433   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -5.0382   -1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076   -6.0512   -1.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -3.7246   -1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.3281   -2.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119    1.0133   -2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    1.8808   -2.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.2591   -2.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    3.7701   -2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3107    2.9032   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0793    1.5250   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312   -1.5123   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -2.1954   -2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348   -4.5039   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271   -6.6853   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713   -6.8664   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -3.5700   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337    1.4868   -2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    3.9362   -2.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    4.8434   -2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045    3.2986   -1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 13  1  0
 14 19  2  0
  4  5  1  0
 18 17  2  0
  5  6  2  0
 19 18  1  0
  6  7  1  0
 17 16  1  0
  7  8  2  0
  8 10  1  0
 16 15  2  0
 10 12  2  0
 12  5  1  0
 15 14  1  0
 10 11  1  0
 14 13  1  0
  8  9  1  0
 19  2  1  0
  2  1  2  0
 18 29  1  0
 17 28  1  0
 16 27  1  0
 15 26  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
 12 25  1  0
 11 24  1  0
  9 23  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  O   UNK     0       4.306   0.956  -1.406  0.00  0.00           O+0
HETATM    2  C   UNK     0       3.163   0.585  -1.640  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.812  -0.846  -1.628  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.552  -1.231  -1.887  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.113  -2.658  -1.895  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.233  -2.981  -2.178  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.691  -4.306  -2.196  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.201  -5.331  -1.929  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.178  -6.643  -1.931  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.529  -5.038  -1.649  0.00  0.00           C+0
HETATM   11  O   UNK     0       2.408  -6.051  -1.385  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.989  -3.725  -1.629  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.531  -0.328  -2.176  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.812   1.013  -2.198  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.241   1.881  -2.492  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.017   3.259  -2.529  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.258   3.770  -2.275  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.311   2.903  -1.981  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.079   1.525  -1.945  0.00  0.00           C+0
HETATM   20  H   UNK     0       3.631  -1.512  -1.400  0.00  0.00           H+0
HETATM   21  H   UNK     0      -0.956  -2.195  -2.391  0.00  0.00           H+0
HETATM   22  H   UNK     0      -1.735  -4.504  -2.419  0.00  0.00           H+0
HETATM   23  H   UNK     0      -1.127  -6.685  -2.142  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.871  -6.866  -1.454  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.039  -3.570  -1.402  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.234   1.487  -2.690  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.837   3.936  -2.758  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.430   4.843  -2.304  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.305   3.299  -1.782  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    3   19    1                                                  
CONECT    3    2    4   20                                                  
CONECT    4    3   13    5                                                  
CONECT    5    4    6   12                                                  
CONECT    6    5    7   21                                                  
CONECT    7    6    8   22                                                  
CONECT    8    7   10    9                                                  
CONECT    9    8   23                                                       
CONECT   10    8   12   11                                                  
CONECT   11   10   24                                                       
CONECT   12   10    5   25                                                  
CONECT   13    4   14                                                       
CONECT   14   19   15   13                                                  
CONECT   15   16   14   26                                                  
CONECT   16   17   15   27                                                  
CONECT   17   18   16   28                                                  
CONECT   18   17   19   29                                                  
CONECT   19   14   18    2                                                  
CONECT   20    3                                                            
CONECT   21    6                                                            
CONECT   22    7                                                            
CONECT   23    9                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   15                                                            
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   18                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

RDKit          3D

29 31  0  0  0  0  0  0  0  0999 V2000
    4.3060    0.9562   -1.4060 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1634    0.5849   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8117   -0.8458   -1.6276 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5515   -1.2311   -1.8874 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1133   -2.6579   -1.8948 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2331   -2.9808   -2.1776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6913   -4.3057   -2.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2005   -5.3308   -1.9293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1784   -6.6433   -1.9306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5290   -5.0382   -1.6485 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4076   -6.0512   -1.3855 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -3.7246   -1.6289 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5311   -0.3281   -2.1757 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119    1.0133   -2.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2406    1.8808   -2.4916 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0168    3.2591   -2.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2575    3.7701   -2.2746 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3107    2.9032   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0793    1.5250   -1.9451 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6312   -1.5123   -1.3998 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9564   -2.1954   -2.3910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7348   -4.5039   -2.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1271   -6.6853   -2.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713   -6.8664   -1.4542 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0389   -3.5700   -1.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2337    1.4868   -2.6904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8367    3.9362   -2.7579 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304    4.8434   -2.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045    3.2986   -1.7823 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
  3  4  2  0
  4 13  1  0
 14 19  2  0
  4  5  1  0
 18 17  2  0
  5  6  2  0
 19 18  1  0
  6  7  1  0
 17 16  1  0
  7  8  2  0
  8 10  1  0
 16 15  2  0
 10 12  2  0
 12  5  1  0
 15 14  1  0
 10 11  1  0
 14 13  1  0
  8  9  1  0
 19  2  1  0
  2  1  2  0
 18 29  1  0
 17 28  1  0
 16 27  1  0
 15 26  1  0
  3 20  1  0
  6 21  1  0
  7 22  1  0
 12 25  1  0
 11 24  1  0
  9 23  1  0
M  END

View in JSmol

Synonyms

Value	Source
3'4'-Dihydroxy flavone	ChEMBL
3'4'-Dihydroxyflavone	ChEMBL
3',4'-Dihydroxy-flavone	MeSH

Chemical Formula

C₁₅H₁₀O₄

Average Mass

254.2375 Da

Monoisotopic Mass

254.05791 Da

IUPAC Name

2-(3,4-dihydroxyphenyl)-4H-chromen-4-one

Traditional Name

2-(3,4-dihydroxyphenyl)chromen-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C(C([H])=C1O[H])C1=C([H])C(=O)C2=C(O1)C([H])=C([H])C([H])=C2[H]

InChI Identifier

InChI=1S/C15H10O4/c16-11-6-5-9(7-13(11)18)15-8-12(17)10-3-1-2-4-14(10)19-15/h1-8,16,18H

InChI Key

SRNPMQHYWVKBAV-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, DMSO-d6, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavones. These are flavonoids with a structure based on the backbone of 2-phenylchromen-4-one (2-phenyl-1-benzopyran-4-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavones

Direct Parent

Flavones

Alternative Parents

Substituents

3'-hydroxyflavonoid
4'-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
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	3.39	ALOGPS
logP	2.36	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	8.7	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	70.93 m³·mol⁻¹	ChemAxon
Polarizability	26.04 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

Not Available

Chemspider ID

128550

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Moon, B. -H., et al. (2006). Moon, B. -H., et al, Magn. Reson. Chem. 44, 99 (2006). Mag. Reson. Chem..

Showing NP-Card for 3',4'-dihydroxyflavone (NP0031698)

MOL for NP0031698 (3',4'-dihydroxyflavone)

3D MOL for NP0031698 (3',4'-dihydroxyflavone)

3D SDF for NP0031698 (3',4'-dihydroxyflavone)

3D-SDF for NP0031698 (3',4'-dihydroxyflavone)

PDB for NP0031698 (3',4'-dihydroxyflavone)

3D PDB for NP0031698 (3',4'-dihydroxyflavone)

SMILES for NP0031698 (3',4'-dihydroxyflavone)

INCHI for NP0031698 (3',4'-dihydroxyflavone)

Structure for NP0031698 (3',4'-dihydroxyflavone)

3D Structure for NP0031698 (3',4'-dihydroxyflavone)