NP-MRD: Showing NP-Card for 7-hydroxy-5-methoxy-6,8-dimethylisoflavone (NP0035537)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-06-20 18:57:21 UTC

Updated at

2021-06-30 00:06:34 UTC

NP-MRD ID

NP0035537

Secondary Accession Numbers

None

Natural Product Identification

Common Name

7-hydroxy-5-methoxy-6,8-dimethylisoflavone

Provided By

JEOL Database JEOL Logo

Description

7-Hydroxy-5-methoxy-6,8-dimethylisoflavone 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-5-methoxy-6,8-dimethylisoflavone is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. 7-hydroxy-5-methoxy-6,8-dimethylisoflavone is found in Cleistocalyx operculatus. 7-hydroxy-5-methoxy-6,8-dimethylisoflavone was first documented in 2010 (Dao, T.-T., et al.). Based on a literature review very few articles have been published on 7-hydroxy-5-methoxy-6,8-dimethylisoflavone.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202120573D          

 38 40  0  0  0  0            999 V2000
    0.3449   -2.8489   -3.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -1.4465   -3.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -1.0660   -2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986   -1.0012   -2.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5997   -1.3412   -4.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -0.6188   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4908   -0.5650   -1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2634   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372    0.1834    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2613    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.1623    1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.2196    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509   -0.1420    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.0117    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -0.5376    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -0.4008    3.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.2596    2.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    0.7793    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6137    0.6434    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -0.6441   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.0312   -1.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.6656   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -3.0657   -3.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -3.1682   -2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -3.4226   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7456   -1.4194   -4.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.2967   -4.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -0.5572   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483   -0.9106   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7935   -0.3226    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459   -0.0573    1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.2642    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.6170    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.0709    3.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5026   -0.8157    4.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2361    0.3623    2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.2856    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    1.0478   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0  0  0  0
 20 21  2  0  0  0  0
  8  9  1  0  0  0  0
  4  3  2  0  0  0  0
  6  7  1  0  0  0  0
  3 22  1  0  0  0  0
  4  5  1  0  0  0  0
  6  4  1  0  0  0  0
  3  2  1  0  0  0  0
 10  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  6  2  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 14 15  2  0  0  0  0
 22 20  1  0  0  0  0
 15 16  1  0  0  0  0
 20 13  1  0  0  0  0
 16 17  2  0  0  0  0
 13 12  2  0  0  0  0
 17 18  1  0  0  0  0
 12 11  1  0  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
 12 33  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  7 29  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 38  1  0  0  0  0
M  END

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    0.3449   -2.8489   -3.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -1.4465   -3.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -1.0660   -2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986   -1.0012   -2.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5997   -1.3412   -4.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -0.6188   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4908   -0.5650   -1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2634   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372    0.1834    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2613    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.1623    1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.2196    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509   -0.1420    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.0117    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -0.5376    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -0.4008    3.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.2596    2.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    0.7793    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6137    0.6434    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -0.6441   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.0312   -1.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.6656   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -3.0657   -3.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -3.1682   -2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -3.4226   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7456   -1.4194   -4.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.2967   -4.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -0.5572   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483   -0.9106   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7935   -0.3226    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459   -0.0573    1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.2642    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.6170    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.0709    3.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5026   -0.8157    4.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2361    0.3623    2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.2856    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    1.0478   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0
 20 21  2  0
  8  9  1  0
  4  3  2  0
  6  7  1  0
  3 22  1  0
  4  5  1  0
  6  4  1  0
  3  2  1  0
 10  8  1  0
  2  1  1  0
  8  6  2  0
 13 14  1  0
 10 11  1  0
 14 15  2  0
 22 20  1  0
 15 16  1  0
 20 13  1  0
 16 17  2  0
 13 12  2  0
 17 18  1  0
 12 11  1  0
 18 19  2  0
 19 14  1  0
 12 33  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  7 29  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
M  END


  Mrv1652306202120573D          

 38 40  0  0  0  0            999 V2000
    0.3449   -2.8489   -3.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -1.4465   -3.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -1.0660   -2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986   -1.0012   -2.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5997   -1.3412   -4.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -0.6188   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4908   -0.5650   -1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2634   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372    0.1834    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2613    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.1623    1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.2196    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509   -0.1420    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.0117    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -0.5376    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -0.4008    3.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.2596    2.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    0.7793    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6137    0.6434    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -0.6441   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.0312   -1.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.6656   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -3.0657   -3.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -3.1682   -2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -3.4226   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7456   -1.4194   -4.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.2967   -4.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -0.5572   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483   -0.9106   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7935   -0.3226    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459   -0.0573    1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.2642    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.6170    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.0709    3.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5026   -0.8157    4.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2361    0.3623    2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.2856    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    1.0478   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0  0  0  0
 20 21  2  0  0  0  0
  8  9  1  0  0  0  0
  4  3  2  0  0  0  0
  6  7  1  0  0  0  0
  3 22  1  0  0  0  0
  4  5  1  0  0  0  0
  6  4  1  0  0  0  0
  3  2  1  0  0  0  0
 10  8  1  0  0  0  0
  2  1  1  0  0  0  0
  8  6  2  0  0  0  0
 13 14  1  0  0  0  0
 10 11  1  0  0  0  0
 14 15  2  0  0  0  0
 22 20  1  0  0  0  0
 15 16  1  0  0  0  0
 20 13  1  0  0  0  0
 16 17  2  0  0  0  0
 13 12  2  0  0  0  0
 17 18  1  0  0  0  0
 12 11  1  0  0  0  0
 18 19  2  0  0  0  0
 19 14  1  0  0  0  0
 12 33  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
  9 32  1  0  0  0  0
  7 29  1  0  0  0  0
  5 26  1  0  0  0  0
  5 27  1  0  0  0  0
  5 28  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
 15 34  1  0  0  0  0
 16 35  1  0  0  0  0
 17 36  1  0  0  0  0
 18 37  1  0  0  0  0
 19 38  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0035537

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C2=C(C(=O)C(=C([H])O2)C2=C([H])C([H])=C([H])C([H])=C2[H])C(OC([H])([H])[H])=C1C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O4/c1-10-15(19)11(2)18-14(17(10)21-3)16(20)13(9-22-18)12-7-5-4-6-8-12/h4-9,19H,1-3H3

> <INCHI_KEY>
RJYIZTVVOPZJCP-UHFFFAOYSA-N

> <FORMULA>
C18H16O4

> <MOLECULAR_WEIGHT>
296.322

> <EXACT_MASS>
296.104858995

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.93556165171777

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-hydroxy-5-methoxy-6,8-dimethyl-3-phenyl-4H-chromen-4-one

> <ALOGPS_LOGP>
3.98

> <JCHEM_LOGP>
3.903174546

> <ALOGPS_LOGS>
-4.17

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.305901827875476

> <JCHEM_PKA_STRONGEST_BASIC>
-4.751277787192142

> <JCHEM_POLAR_SURFACE_AREA>
55.76

> <JCHEM_REFRACTIVITY>
84.2667

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-hydroxy-5-methoxy-6,8-dimethyl-3-phenylchromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 38 40  0  0  0  0  0  0  0  0999 V2000
    0.3449   -2.8489   -3.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -1.4465   -3.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -1.0660   -2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986   -1.0012   -2.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5997   -1.3412   -4.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -0.6188   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4908   -0.5650   -1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2634   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372    0.1834    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2613    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.1623    1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.2196    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509   -0.1420    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.0117    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -0.5376    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -0.4008    3.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.2596    2.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    0.7793    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6137    0.6434    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -0.6441   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.0312   -1.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.6656   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -3.0657   -3.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -3.1682   -2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -3.4226   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7456   -1.4194   -4.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.2967   -4.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -0.5572   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483   -0.9106   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7935   -0.3226    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459   -0.0573    1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.2642    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.6170    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.0709    3.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5026   -0.8157    4.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2361    0.3623    2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.2856    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    1.0478   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0
 20 21  2  0
  8  9  1  0
  4  3  2  0
  6  7  1  0
  3 22  1  0
  4  5  1  0
  6  4  1  0
  3  2  1  0
 10  8  1  0
  2  1  1  0
  8  6  2  0
 13 14  1  0
 10 11  1  0
 14 15  2  0
 22 20  1  0
 15 16  1  0
 20 13  1  0
 16 17  2  0
 13 12  2  0
 17 18  1  0
 12 11  1  0
 18 19  2  0
 19 14  1  0
 12 33  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  7 29  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  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  C   UNK     0       0.345  -2.849  -3.039  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.080  -1.446  -3.131  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.848  -1.066  -2.192  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.199  -1.001  -2.594  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.600  -1.341  -4.005  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.156  -0.619  -1.640  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.491  -0.565  -1.945  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.792  -0.263  -0.332  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.837   0.183   0.658  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.429  -0.261   0.014  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.119   0.162   1.285  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.197   0.220   1.651  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.251  -0.142   0.909  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.620  -0.012   1.445  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.958  -0.538   2.703  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.253  -0.401   3.209  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.227   0.260   2.464  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.909   0.779   1.211  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.614   0.643   0.705  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.971  -0.644  -0.467  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.885  -1.031  -1.187  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.452  -0.666  -0.901  0.00  0.00           C+0
HETATM   23  H   UNK     0       1.219  -3.066  -3.660  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.566  -3.168  -2.014  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.502  -3.423  -3.430  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.746  -1.419  -4.684  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.134  -2.297  -4.021  0.00  0.00           H+0
HETATM   28  H   UNK     0      -3.244  -0.557  -4.417  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.648  -0.911  -2.837  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.793  -0.323   0.490  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.546  -0.057   1.686  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.988   1.264   0.577  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.273   0.617   2.656  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.219  -1.071   3.297  0.00  0.00           H+0
HETATM   35  H   UNK     0       4.503  -0.816   4.182  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.236   0.362   2.854  0.00  0.00           H+0
HETATM   37  H   UNK     0       5.669   1.286   0.622  0.00  0.00           H+0
HETATM   38  H   UNK     0       3.390   1.048  -0.281  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    3    1                                                       
CONECT    3    4   22    2                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   26   27   28                                             
CONECT    6    7    4    8                                                  
CONECT    7    6   29                                                       
CONECT    8    9   10    6                                                  
CONECT    9    8   30   31   32                                             
CONECT   10   22    8   11                                                  
CONECT   11   10   12                                                       
CONECT   12   13   11   33                                                  
CONECT   13   14   20   12                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16   34                                                  
CONECT   16   15   17   35                                                  
CONECT   17   16   18   36                                                  
CONECT   18   17   19   37                                                  
CONECT   19   18   14   38                                                  
CONECT   20   21   22   13                                                  
CONECT   21   20                                                            
CONECT   22   10    3   20                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    5                                                            
CONECT   27    5                                                            
CONECT   28    5                                                            
CONECT   29    7                                                            
CONECT   30    9                                                            
CONECT   31    9                                                            
CONECT   32    9                                                            
CONECT   33   12                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   18                                                            
CONECT   38   19                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

RDKit          3D

38 40  0  0  0  0  0  0  0  0999 V2000
    0.3449   -2.8489   -3.0388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0800   -1.4465   -3.1305 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8478   -1.0660   -2.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1986   -1.0012   -2.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5997   -1.3412   -4.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1559   -0.6188   -1.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4908   -0.5650   -1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7924   -0.2634   -0.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8372    0.1834    0.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4291   -0.2613    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1194    0.1623    1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969    0.2196    1.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2509   -0.1420    0.9089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6197   -0.0117    1.4452 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -0.5376    2.7026 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2531   -0.4008    3.2088 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2272    0.2596    2.4636 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9089    0.7793    1.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6137    0.6434    0.7048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9714   -0.6441   -0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8846   -1.0312   -1.1871 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4519   -0.6656   -0.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2190   -3.0657   -3.6598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5658   -3.1682   -2.0145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -3.4226   -3.4305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7456   -1.4194   -4.6839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1335   -2.2967   -4.0212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2441   -0.5572   -4.4171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6483   -0.9106   -2.8367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7935   -0.3226    0.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5459   -0.0573    1.6857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9883    1.2642    0.5765 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2734    0.6170    2.6565 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2192   -1.0709    3.2969 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5026   -0.8157    4.1819 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2361    0.3623    2.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6689    1.2856    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3900    1.0478   -0.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
 10 22  2  0
 20 21  2  0
  8  9  1  0
  4  3  2  0
  6  7  1  0
  3 22  1  0
  4  5  1  0
  6  4  1  0
  3  2  1  0
 10  8  1  0
  2  1  1  0
  8  6  2  0
 13 14  1  0
 10 11  1  0
 14 15  2  0
 22 20  1  0
 15 16  1  0
 20 13  1  0
 16 17  2  0
 13 12  2  0
 17 18  1  0
 12 11  1  0
 18 19  2  0
 19 14  1  0
 12 33  1  0
  9 30  1  0
  9 31  1  0
  9 32  1  0
  7 29  1  0
  5 26  1  0
  5 27  1  0
  5 28  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
 15 34  1  0
 16 35  1  0
 17 36  1  0
 18 37  1  0
 19 38  1  0
M  END

View in JSmol View DFT Assignments 3D Conformers

Synonyms

Not Available

Chemical Formula

C₁₈H₁₆O₄

Average Mass

296.3220 Da

Monoisotopic Mass

296.10486 Da

IUPAC Name

7-hydroxy-5-methoxy-6,8-dimethyl-3-phenyl-4H-chromen-4-one

Traditional Name

7-hydroxy-5-methoxy-6,8-dimethyl-3-phenylchromen-4-one

CAS Registry Number

Not Available

SMILES

[H]OC1=C(C2=C(C(=O)C(=C([H])O2)C2=C([H])C([H])=C([H])C([H])=C2[H])C(OC([H])([H])[H])=C1C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C18H16O4/c1-10-15(19)11(2)18-14(17(10)21-3)16(20)13(9-22-18)12-7-5-4-6-8-12/h4-9,19H,1-3H3

InChI Key

RJYIZTVVOPZJCP-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CDCl₃, 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, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 150 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 175 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 225 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 250 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, chcl3, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, chcl3, 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
Syzygium nervosum	JEOL database	Dao, T.-T., et al, J. Nat. Prod. 73, 1636 (2010)

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
Anisole
Alkyl aryl ether
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous ester
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyisoflavone (CHEBI:70652 )
methoxyisoflavone (CHEBI:70652 )

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	3.98	ALOGPS
logP	3.9	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	7.31	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	55.76 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	84.27 m³·mol⁻¹	ChemAxon
Polarizability	31.94 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

26363131

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

70652

Good Scents ID

Not Available

References

General References

Dao, T.-T., et al. (2010). Dao, T.-T., et al, J. Nat. Prod. 73, 1636 (2010). J. Nat. Prod..

Showing NP-Card for 7-hydroxy-5-methoxy-6,8-dimethylisoflavone (NP0035537)

MOL for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

3D MOL for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

3D SDF for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

3D-SDF for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

PDB for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

3D PDB for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

SMILES for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

INCHI for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

Structure for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)

3D Structure for NP0035537 (7-hydroxy-5-methoxy-6,8-dimethylisoflavone)