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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:47:55 UTC

Update Date

2022-03-07 02:53:57 UTC

HMDB ID

HMDB0034024

Secondary Accession Numbers

HMDB34024

Metabolite Identification

Common Name

Isosativan

Description

Isosativan belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 atom of the isoflavonoid backbone. Isoflavonoids are natural products derived from 3-phenylchromen-4-one. Thus, isosativan is considered to be a flavonoid. Isosativan has been detected, but not quantified in, pulses. This could make isosativan a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Isosativan.

Structure

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

HMDB0034024
     RDKit          3D
Isosativan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -6.3572   -0.5620    1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8682   -0.2577   -0.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040   -0.1398   -0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -0.3108    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.1913    0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    0.1030   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2737    0.3148   -1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -0.8761   -1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.3066   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248   -0.1360   -0.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806   -0.3633   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5707   -0.1886    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9130   -0.4296    0.5950 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6378   -0.2989    1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8133    0.2267    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    0.4599    1.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964    0.2735    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    0.5156    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566    0.2777   -1.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.5791   -3.2080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    0.1620   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440   -1.2398    1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3692   -1.0553    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4101    0.3979    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8875   -0.5337    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5790   -0.3435    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910    1.1837   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -0.9488   -2.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.7597   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.6751   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483    0.4781    2.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5493   -1.3153    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7346   -0.1985    1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    0.3983    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081    0.7868    2.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328   -0.3634    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    1.4830    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9024    0.6745   -3.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7677    0.2824   -2.4722 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
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  2  0
 21  3  1  0
 18  7  1  0
 17 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
M  END

  Mrv0541 05061307302D          

 21 23  0  0  0  0            999 V2000
    7.1447    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    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
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
 11  3  1  0  0  0  0
 11  7  1  0  0  0  0
 12  7  1  0  0  0  0
 12 10  1  0  0  0  0
 13  5  1  0  0  0  0
 13  8  2  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
 15  6  1  0  0  0  0
 15 12  1  0  0  0  0
 16  8  1  0  0  0  0
 16 15  2  0  0  0  0
 17  9  1  0  0  0  0
 17 11  2  0  0  0  0
 18 16  1  0  0  0  0
 19  1  1  0  0  0  0
 19 13  1  0  0  0  0
 20  2  1  0  0  0  0
 20 14  1  0  0  0  0
 21 10  1  0  0  0  0
 21 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034024

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H18O4/c1-19-13-5-6-15(16(18)8-13)12-7-11-3-4-14(20-2)9-17(11)21-10-12/h3-6,8-9,12,18H,7,10H2,1-2H3

> <INCHI_KEY>
FWAWTPASGRNXTO-UHFFFAOYSA-N

> <FORMULA>
C17H18O4

> <MOLECULAR_WEIGHT>
286.3224

> <EXACT_MASS>
286.120509064

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.40173095491271

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-2-(7-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl)phenol

> <ALOGPS_LOGP>
3.10

> <JCHEM_LOGP>
3.179900667666667

> <ALOGPS_LOGS>
-4.21

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.780514465620708

> <JCHEM_PKA_STRONGEST_BASIC>
-4.360837020811598

> <JCHEM_POLAR_SURFACE_AREA>
47.92

> <JCHEM_REFRACTIVITY>
79.90570000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.76e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isosativan

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034024
     RDKit          3D
Isosativan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -6.3572   -0.5620    1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8682   -0.2577   -0.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040   -0.1398   -0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -0.3108    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.1913    0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    0.1030   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2737    0.3148   -1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -0.8761   -1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.3066   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248   -0.1360   -0.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806   -0.3633   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5707   -0.1886    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9130   -0.4296    0.5950 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6378   -0.2989    1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8133    0.2267    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    0.4599    1.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964    0.2735    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    0.5156    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566    0.2777   -1.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.5791   -3.2080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    0.1620   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440   -1.2398    1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3692   -1.0553    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4101    0.3979    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8875   -0.5337    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5790   -0.3435    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910    1.1837   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -0.9488   -2.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.7597   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.6751   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483    0.4781    2.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5493   -1.3153    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7346   -0.1985    1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    0.3983    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081    0.7868    2.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328   -0.3634    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    1.4830    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9024    0.6745   -3.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7677    0.2824   -2.4722 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
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  2  0
 21  3  1  0
 18  7  1  0
 17 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  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   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       9.336  -2.310   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335  -3.080   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   20                                                            
CONECT    3    4   11                                                       
CONECT    4    3   14                                                       
CONECT    5    6   13                                                       
CONECT    6    5   15                                                       
CONECT    7   11   12                                                       
CONECT    8   13   16                                                       
CONECT    9   14   17                                                       
CONECT   10   12   21                                                       
CONECT   11    3    7   17                                                  
CONECT   12    7   10   15                                                  
CONECT   13    5    8   19                                                  
CONECT   14    4    9   20                                                  
CONECT   15    6   12   16                                                  
CONECT   16    8   15   18                                                  
CONECT   17    9   11   21                                                  
CONECT   18   16                                                            
CONECT   19    1   13                                                       
CONECT   20    2   14                                                       
CONECT   21   10   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0034024
HETATM    1  C1  UNL     1      -6.357  -0.562   1.086  1.00  0.00           C  
HETATM    2  O1  UNL     1      -5.868  -0.258  -0.201  1.00  0.00           O  
HETATM    3  C2  UNL     1      -4.504  -0.140  -0.428  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.553  -0.311   0.563  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.168  -0.191   0.319  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.698   0.103  -0.932  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.274   0.315  -1.153  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.462  -0.876  -1.761  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.787  -0.307  -1.991  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.525  -0.136  -0.801  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.881  -0.363  -0.689  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.571  -0.189   0.529  1.00  0.00           C  
HETATM   13  O3  UNL     1       5.913  -0.430   0.595  1.00  0.00           O  
HETATM   14  C11 UNL     1       6.638  -0.299   1.780  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.813   0.227   1.611  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.446   0.460   1.506  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.796   0.273   0.278  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.350   0.516   0.257  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.657   0.278  -1.932  1.00  0.00           C  
HETATM   20  O4  UNL     1      -2.188   0.579  -3.208  1.00  0.00           O  
HETATM   21  C17 UNL     1      -4.001   0.162  -1.700  1.00  0.00           C  
HETATM   22  H1  UNL     1      -5.644  -1.240   1.626  1.00  0.00           H  
HETATM   23  H2  UNL     1      -7.369  -1.055   1.024  1.00  0.00           H  
HETATM   24  H3  UNL     1      -6.410   0.398   1.687  1.00  0.00           H  
HETATM   25  H4  UNL     1      -3.887  -0.534   1.588  1.00  0.00           H  
HETATM   26  H5  UNL     1      -1.579  -0.344   1.212  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.091   1.184  -1.750  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.047  -0.949  -2.795  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.523  -1.760  -1.196  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.421  -0.675  -1.555  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.248   0.478   2.478  1.00  0.00           H  
HETATM   32  H11 UNL     1       6.549  -1.315   2.328  1.00  0.00           H  
HETATM   33  H12 UNL     1       7.735  -0.199   1.575  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.274   0.398   2.589  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.908   0.787   2.377  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.033  -0.363   0.874  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.064   1.483   0.629  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.902   0.675  -3.947  1.00  0.00           H  
HETATM   39  H18 UNL     1      -4.768   0.282  -2.472  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   25
CONECT    5    6    6   26
CONECT    6    7   19
CONECT    7    8   18   27
CONECT    8    9   28   29
CONECT    9   10
CONECT   10   11   11   17
CONECT   11   12   30
CONECT   12   13   15   15
CONECT   13   14
CONECT   14   31   32   33
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   17   18
CONECT   18   36   37
CONECT   19   20   21   21
CONECT   20   38
CONECT   21   39
END

HMDB0034024
     RDKit          3D
Isosativan
 39 41  0  0  0  0  0  0  0  0999 V2000
   -6.3572   -0.5620    1.0861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8682   -0.2577   -0.2012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5040   -0.1398   -0.4276 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5535   -0.3108    0.5628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1676   -0.1913    0.3194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6983    0.1030   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2737    0.3148   -1.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4620   -0.8761   -1.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7867   -0.3066   -1.9915 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5248   -0.1360   -0.8006 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8806   -0.3633   -0.6886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5707   -0.1886    0.5285 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9130   -0.4296    0.5950 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6378   -0.2989    1.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8133    0.2267    1.6106 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4456    0.4599    1.5062 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7964    0.2735    0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3501    0.5156    0.2570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6566    0.2777   -1.9322 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1879    0.5791   -3.2080 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0010    0.1620   -1.6997 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6440   -1.2398    1.6262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3692   -1.0553    1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4101    0.3979    1.6871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8875   -0.5337    1.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5790   -0.3435    1.2121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0910    1.1837   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0473   -0.9488   -2.7947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5232   -1.7597   -1.1957 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4213   -0.6751   -1.5553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2483    0.4781    2.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5493   -1.3153    2.3278 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7346   -0.1985    1.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    0.3983    2.5888 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9081    0.7868    2.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0328   -0.3634    0.8741 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0645    1.4830    0.6288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9024    0.6745   -3.9468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7677    0.2824   -2.4722 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
 13 14  1  0
 12 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
  6 19  1  0
 19 20  1  0
 19 21  2  0
 21  3  1  0
 18  7  1  0
 17 10  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
 11 30  1  0
 14 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 18 36  1  0
 18 37  1  0
 20 38  1  0
 21 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₇H₁₈O₄

Average Molecular Weight

286.3224

Monoisotopic Molecular Weight

286.120509064

IUPAC Name

5-methoxy-2-(7-methoxy-3,4-dihydro-2H-1-benzopyran-3-yl)phenol

Traditional Name

isosativan

CAS Registry Number

60102-29-6

SMILES

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

InChI Identifier

InChI=1S/C17H18O4/c1-19-13-5-6-15(16(18)8-13)12-7-11-3-4-14(20-2)9-17(11)21-10-12/h3-6,8-9,12,18H,7,10H2,1-2H3

InChI Key

FWAWTPASGRNXTO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 7-o-methylated isoflavonoids. These are isoflavonoids with methoxy groups attached to the C7 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

7-O-methylated isoflavonoids

Alternative Parents

Substituents

4p-methoxyisoflavonoid
7-methoxyisoflavonoid-skeleton
Hydroxyisoflavonoid
Isoflavanol
Isoflavan
Chromane
Benzopyran
Methoxyphenol
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
1-hydroxy-4-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Oxacycle
Ether
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavans (LMPK12080030 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0034024)
Cell membrane (HMDB: HMDB0034024)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034024)

Source

Exogenous

Exogenous (HMDB: HMDB0034024)

Food

Food (HMDB: HMDB0034024)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Plant

Plant (HMDB: HMDB0034024)
Fabaceae (HMDB: HMDB0034024)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0034024)

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	0.018 g/L	ALOGPS
logP	3.1	ALOGPS
logP	3.18	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	9.78	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	47.92 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.91 m³·mol⁻¹	ChemAxon
Polarizability	31.4 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]+	167.179	31661259
DarkChem	[M-H]-	169.196	31661259
DeepCCS	[M+H]+	172.145	30932474
DeepCCS	[M-H]-	169.787	30932474
DeepCCS	[M-2H]-	202.674	30932474
DeepCCS	[M+Na]+	178.239	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	171.7	32859911
AllCCS	[M+Na]+	172.7	32859911
AllCCS	[M-H]-	172.9	32859911
AllCCS	[M+Na-2H]-	172.5	32859911
AllCCS	[M+HCOO]-	172.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isosativan	COC1=CC(O)=C(C=C1)C1COC2=C(C1)C=CC(OC)=C2	3520.5	Standard polar	33892256
Isosativan	COC1=CC(O)=C(C=C1)C1COC2=C(C1)C=CC(OC)=C2	2501.9	Standard non polar	33892256
Isosativan	COC1=CC(O)=C(C=C1)C1COC2=C(C1)C=CC(OC)=C2	2696.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isosativan,1TMS,isomer #1	COC1=CC=C2CC(C3=CC=C(OC)C=C3O[Si](C)(C)C)COC2=C1	2518.1	Semi standard non polar	33892256
Isosativan,1TBDMS,isomer #1	COC1=CC=C2CC(C3=CC=C(OC)C=C3O[Si](C)(C)C(C)(C)C)COC2=C1	2769.7	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 - Isosativan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kmi-0390000000-2702d891b14833c711dd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isosativan GC-MS (1 TMS) - 70eV, Positive	splash10-0006-2339000000-6dde81d1fc0a471705f0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isosativan 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isosativan LC-ESI-QFT 20V, positive-QTOF	splash10-01p9-0900000000-5e668a1316db6b145588	2020-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Isosativan LC-ESI-IT 20V, positive-QTOF	splash10-000i-0900000000-555af3b5cd2f32695758	2020-07-24	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 10V, Positive-QTOF	splash10-000i-0790000000-8aa63a8a6f8ed9a6006c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 20V, Positive-QTOF	splash10-000i-0950000000-3a01a29ffd309e22b340	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 40V, Positive-QTOF	splash10-052r-1920000000-0b618a7ae68a8f581ad8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 10V, Negative-QTOF	splash10-000i-0390000000-3dc8d306242899676913	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 20V, Negative-QTOF	splash10-000i-1690000000-8da28aafc197a17578c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 40V, Negative-QTOF	splash10-0079-4950000000-d6754f54deb62383b215	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 10V, Positive-QTOF	splash10-03dr-0940000000-61d01629a9fcdb728810	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 20V, Positive-QTOF	splash10-0gw0-0960000000-ff444f224c2acd980b14	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 40V, Positive-QTOF	splash10-0ka9-1920000000-b5e0a22fb138ead6eb1b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 10V, Negative-QTOF	splash10-000i-0590000000-e113b9f6f935447e5985	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 20V, Negative-QTOF	splash10-000i-0390000000-c1272a074a74c8893595	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isosativan 40V, Negative-QTOF	splash10-0f7d-2690000000-6a3c86f18db3fa043897	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

FDB012262

KNApSAcK ID

C00009711

Chemspider ID

514319

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

591624

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 Isosativan (HMDB0034024)

MOL for HMDB0034024 (Isosativan)

3D MOL for HMDB0034024 (Isosativan)

3D SDF for HMDB0034024 (Isosativan)

3D-SDF for HMDB0034024 (Isosativan)

PDB for HMDB0034024 (Isosativan)

3D PDB for HMDB0034024 (Isosativan)

SMILES for HMDB0034024 (Isosativan)

INCHI for HMDB0034024 (Isosativan)

Structure for HMDB0034024 (Isosativan)

3D Structure for HMDB0034024 (Isosativan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra