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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:23:41 UTC

Update Date

2022-03-07 02:55:38 UTC

HMDB ID

HMDB0038110

Secondary Accession Numbers

HMDB38110

Metabolite Identification

Common Name

Sativanone

Description

Sativanone belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, sativanone is considered to be a flavonoid. Sativanone has been detected, but not quantified in, alfalfas (Medicago sativa) and pulses. This could make sativanone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Sativanone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0038110
     RDKit          3D
Sativanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.7226   -0.2730    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196    0.3391    0.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867    0.0640    0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -0.8021    1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -1.0374    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -0.3925   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -0.4948   -0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -1.8541   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005   -1.5604   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -0.6927   -0.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5309   -0.6219   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2892    0.2738    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6593    0.3342    0.0645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6773    1.0790    1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963    1.0232    1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698    0.1410    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.0307    0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353    0.3206    1.8389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704    0.4989   -0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887    1.1027   -2.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.0264   -2.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597    0.7287   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213   -1.3165    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8164   -0.1703    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    0.2332    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049   -1.3083    1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -1.7318    1.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7411    0.2262   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189   -2.4818    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -2.3378   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0695   -1.2182   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401   -0.2289    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2144    1.7641    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    1.6245    2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0495    1.4317   -3.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642    2.7311   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882    2.6334   -3.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486    1.4055   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END

  Mrv0541 05061310142D          

 22 24  0  0  0  0            999 V2000
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    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
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    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
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  2  0  0  0  0
  6  4  2  0  0  0  0
 10  3  1  0  0  0  0
 10  7  2  0  0  0  0
 11  4  1  0  0  0  0
 11  8  2  0  0  0  0
 12  6  1  0  0  0  0
 13  5  1  0  0  0  0
 14  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 15 12  2  0  0  0  0
 16  7  1  0  0  0  0
 16 13  2  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
 18 10  1  0  0  0  0
 19 17  2  0  0  0  0
 20  1  1  0  0  0  0
 20 11  1  0  0  0  0
 21  2  1  0  0  0  0
 21 15  1  0  0  0  0
 22  9  1  0  0  0  0
 22 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038110

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(OC)=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H16O5/c1-20-11-4-6-12(15(8-11)21-2)14-9-22-16-7-10(18)3-5-13(16)17(14)19/h3-8,14,18H,9H2,1-2H3

> <INCHI_KEY>
JOVYBWHPTQRVNZ-UHFFFAOYSA-N

> <FORMULA>
C17H16O5

> <MOLECULAR_WEIGHT>
300.3059

> <EXACT_MASS>
300.099773622

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.735629077328703

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(2,4-dimethoxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
2.52

> <JCHEM_LOGP>
2.369446226

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.36473170216587

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.783375169505194

> <JCHEM_PKA_STRONGEST_BASIC>
-4.385788814558863

> <JCHEM_POLAR_SURFACE_AREA>
64.99000000000001

> <JCHEM_REFRACTIVITY>
80.64110000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
sativanone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038110
     RDKit          3D
Sativanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.7226   -0.2730    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196    0.3391    0.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867    0.0640    0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -0.8021    1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -1.0374    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -0.3925   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -0.4948   -0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -1.8541   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005   -1.5604   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -0.6927   -0.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5309   -0.6219   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2892    0.2738    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6593    0.3342    0.0645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6773    1.0790    1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963    1.0232    1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698    0.1410    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.0307    0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353    0.3206    1.8389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704    0.4989   -0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887    1.1027   -2.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.0264   -2.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597    0.7287   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213   -1.3165    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8164   -0.1703    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    0.2332    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049   -1.3083    1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -1.7318    1.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7411    0.2262   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189   -2.4818    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -2.3378   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0695   -1.2182   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401   -0.2289    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2144    1.7641    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    1.6245    2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0495    1.4317   -3.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642    2.7311   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882    2.6334   -3.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486    1.4055   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   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       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.003   6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    5   10                                                       
CONECT    4    6   11                                                       
CONECT    5    3   13                                                       
CONECT    6    4   12                                                       
CONECT    7   10   16                                                       
CONECT    8   11   15                                                       
CONECT    9   14   22                                                       
CONECT   10    3    7   18                                                  
CONECT   11    4    8   20                                                  
CONECT   12    6   14   15                                                  
CONECT   13    5   16   17                                                  
CONECT   14    9   12   17                                                  
CONECT   15    8   12   21                                                  
CONECT   16    7   13   22                                                  
CONECT   17   13   14   19                                                  
CONECT   18   10                                                            
CONECT   19   17                                                            
CONECT   20    1   11                                                       
CONECT   21    2   15                                                       
CONECT   22    9   16                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0038110
HETATM    1  C1  UNL     1       5.723  -0.273   1.678  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.020   0.339   0.583  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.687   0.064   0.356  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.975  -0.802   1.124  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.610  -1.037   0.847  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.000  -0.392  -0.194  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.414  -0.495  -0.467  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.052  -1.854  -0.638  1.00  0.00           C  
HETATM    9  O2  UNL     1      -2.400  -1.560  -1.048  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.172  -0.693  -0.324  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.531  -0.622  -0.510  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.289   0.274   0.266  1.00  0.00           C  
HETATM   13  O3  UNL     1      -6.659   0.334   0.064  1.00  0.00           O  
HETATM   14  C11 UNL     1      -4.677   1.079   1.207  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.296   1.023   1.403  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.570   0.141   0.633  1.00  0.00           C  
HETATM   17  C14 UNL     1      -1.140   0.031   0.800  1.00  0.00           C  
HETATM   18  O4  UNL     1      -0.535   0.321   1.839  1.00  0.00           O  
HETATM   19  C15 UNL     1       1.770   0.499  -0.969  1.00  0.00           C  
HETATM   20  O5  UNL     1       1.089   1.103  -2.016  1.00  0.00           O  
HETATM   21  C16 UNL     1       1.642   2.026  -2.946  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.060   0.729  -0.718  1.00  0.00           C  
HETATM   23  H1  UNL     1       5.421  -1.316   1.725  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.816  -0.170   1.538  1.00  0.00           H  
HETATM   25  H3  UNL     1       5.377   0.233   2.640  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.405  -1.308   1.983  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.101  -1.732   1.503  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.741   0.226  -1.242  1.00  0.00           H  
HETATM   29  H7  UNL     1      -1.019  -2.482   0.224  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.653  -2.338  -1.600  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.069  -1.218  -1.255  1.00  0.00           H  
HETATM   32  H10 UNL     1      -7.340  -0.229   0.560  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.214   1.764   1.828  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.772   1.624   2.112  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.050   1.432  -3.818  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.364   2.731  -2.511  1.00  0.00           H  
HETATM   37  H15 UNL     1       0.788   2.633  -3.355  1.00  0.00           H  
HETATM   38  H16 UNL     1       3.649   1.406  -1.300  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5   26
CONECT    5    6    6   27
CONECT    6    7   19
CONECT    7    8   17   28
CONECT    8    9   29   30
CONECT    9   10
CONECT   10   11   11   16
CONECT   11   12   31
CONECT   12   13   14   14
CONECT   13   32
CONECT   14   15   33
CONECT   15   16   16   34
CONECT   16   17
CONECT   17   18   18
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   35   36   37
CONECT   22   38
END

HMDB0038110
     RDKit          3D
Sativanone
 38 40  0  0  0  0  0  0  0  0999 V2000
    5.7226   -0.2730    1.6776 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0196    0.3391    0.5833 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6867    0.0640    0.3555 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9746   -0.8021    1.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6102   -1.0374    0.8470 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9998   -0.3925   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4143   -0.4948   -0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0520   -1.8541   -0.6382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005   -1.5604   -1.0482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1716   -0.6927   -0.3244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5309   -0.6219   -0.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2892    0.2738    0.2659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6593    0.3342    0.0645 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6773    1.0790    1.2073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2963    1.0232    1.4035 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5698    0.1410    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1402    0.0307    0.8001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5353    0.3206    1.8389 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7704    0.4989   -0.9691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0887    1.1027   -2.0159 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6417    2.0264   -2.9462 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0597    0.7287   -0.7177 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4213   -1.3165    1.7246 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8164   -0.1703    1.5376 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3768    0.2332    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4049   -1.3083    1.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1012   -1.7318    1.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7411    0.2262   -1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0189   -2.4818    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6527   -2.3378   -1.5996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0695   -1.2182   -1.2546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3401   -0.2289    0.5597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2144    1.7641    1.8275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    1.6245    2.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0495    1.4317   -3.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642    2.7311   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7882    2.6334   -3.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6486    1.4055   -1.3000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 12 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22  3  1  0
 17  7  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  5 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 21 35  1  0
 21 36  1  0
 21 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Hydroxy-2',4'-dimethoxyisoflavanone	HMDB

Chemical Formula

C₁₇H₁₆O₅

Average Molecular Weight

300.3059

Monoisotopic Molecular Weight

300.099773622

IUPAC Name

3-(2,4-dimethoxyphenyl)-7-hydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

sativanone

CAS Registry Number

70561-31-8

SMILES

COC1=CC(OC)=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O

InChI Identifier

InChI=1S/C17H16O5/c1-20-11-4-6-12(15(8-11)21-2)14-9-22-16-7-10(18)3-5-13(16)17(14)19/h3-8,14,18H,9H2,1-2H3

InChI Key

JOVYBWHPTQRVNZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 4'-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C4' atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

O-methylated isoflavonoids

Direct Parent

4'-O-methylated isoflavonoids

Alternative Parents

Substituents

2p-methoxyisoflavonoid-skeleton
4p-methoxyisoflavonoid
Isoflavanol
Hydroxyisoflavonoid
Isoflavanone
Isoflavan
Chromone
Chromane
Benzopyran
1-benzopyran
Dimethoxybenzene
M-dimethoxybenzene
Aryl ketone
Phenol ether
Methoxybenzene
Anisole
Aryl alkyl ketone
Phenoxy compound
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Benzenoid
Monocyclic benzene moiety
Ketone
Ether
Oxacycle
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050464 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038110)
Cell membrane (HMDB: HMDB0038110)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0038110)

Source

Exogenous

Exogenous (HMDB: HMDB0038110)

Food

Food (HMDB: HMDB0038110)

Herb and spice

Herb

Alfalfa (FooDB: FOOD00286)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0038110)
Fabaceae (HMDB: HMDB0038110)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0038110)

Physical Properties

State

Not Available

Experimental Molecular 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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.045 g/L	ALOGPS
logP	2.52	ALOGPS
logP	2.37	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	7.78	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.99 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	80.64 m³·mol⁻¹	ChemAxon
Polarizability	30.74 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.574	31661259
DarkChem	[M-H]-	170.485	31661259
DeepCCS	[M+H]+	172.809	30932474
DeepCCS	[M-H]-	170.451	30932474
DeepCCS	[M-2H]-	203.337	30932474
DeepCCS	[M+Na]+	178.902	30932474
AllCCS	[M+H]+	170.2	32859911
AllCCS	[M+H-H2O]+	166.6	32859911
AllCCS	[M+NH4]+	173.5	32859911
AllCCS	[M+Na]+	174.5	32859911
AllCCS	[M-H]-	173.7	32859911
AllCCS	[M+Na-2H]-	173.2	32859911
AllCCS	[M+HCOO]-	172.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sativanone	COC1=CC(OC)=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	4039.3	Standard polar	33892256
Sativanone	COC1=CC(OC)=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	2737.3	Standard non polar	33892256
Sativanone	COC1=CC(OC)=C(C=C1)C1COC2=C(C=CC(O)=C2)C1=O	2818.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sativanone,1TMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C)=CC=C3C2=O)C(OC)=C1	2740.4	Semi standard non polar	33892256
Sativanone,1TBDMS,isomer #1	COC1=CC=C(C2COC3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3C2=O)C(OC)=C1	3000.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Sativanone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-0980000000-1d49d6a53ba73c286893	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sativanone GC-MS (1 TMS) - 70eV, Positive	splash10-0zmi-3918000000-9adb31434217f97e21e0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sativanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sativanone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 10V, Positive-QTOF	splash10-0udi-0439000000-9ead5901629423232355	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 20V, Positive-QTOF	splash10-0f79-0964000000-bf315cebefe313268105	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 40V, Positive-QTOF	splash10-000i-2910000000-5385432d7fb8ae81e5c2	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 10V, Negative-QTOF	splash10-0002-0090000000-5c94b70d5299b5f9c44e	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 20V, Negative-QTOF	splash10-000b-0490000000-40c91c6de6160b7078b4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 40V, Negative-QTOF	splash10-053i-6930000000-e145210c36d35cf67c77	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 10V, Negative-QTOF	splash10-0002-0090000000-beaacbabd617dd1e636b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 20V, Negative-QTOF	splash10-0002-0390000000-1e27b7205ebd2d846c4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 40V, Negative-QTOF	splash10-0r00-1490000000-8e12a357d04789fa4c3e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 10V, Positive-QTOF	splash10-0udi-0409000000-318a99bf68ef2b12ce9f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 20V, Positive-QTOF	splash10-0wmi-0914000000-a2fae725789f29d37f42	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sativanone 40V, Positive-QTOF	splash10-0fe0-0910000000-2e1846a835878b7fc1cd	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB017335

KNApSAcK ID

C00009537

Chemspider ID

10289893

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13886678

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Sativanone (HMDB0038110)

MOL for HMDB0038110 (Sativanone)

3D MOL for HMDB0038110 (Sativanone)

3D SDF for HMDB0038110 (Sativanone)

3D-SDF for HMDB0038110 (Sativanone)

PDB for HMDB0038110 (Sativanone)

3D PDB for HMDB0038110 (Sativanone)

SMILES for HMDB0038110 (Sativanone)

INCHI for HMDB0038110 (Sativanone)

Structure for HMDB0038110 (Sativanone)

3D Structure for HMDB0038110 (Sativanone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra