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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 05:41:50 UTC

Update Date

2021-09-24 05:41:51 UTC

HMDB ID

HMDB0303924

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isotectorigenin

Description

psi-tectorigenin 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. Based on a literature review very few articles have been published on psi-tectorigenin.

Structure

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

HMDB0303924
     RDKit          3D
Isotectorigenin
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.1797    1.4477   -2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7925    1.3980   -0.7266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1818    0.3317   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9062   -0.6548    0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2950   -0.5842    0.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327   -1.7239    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -1.7984    1.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -2.8638    1.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.8089    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -0.8138    0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -1.7297    0.9998 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250    0.2044   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590    0.2215   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.4173    0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    1.4478    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.3282   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5384    0.3977   -0.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710   -0.8371   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -0.8900   -0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799    1.2090   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.2072   -0.6874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    0.2660   -0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    0.4720   -2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2383    1.7975   -2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    2.1754   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8119    0.1678    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -2.5243    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274   -3.0934    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    2.3165    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9082    2.3989    0.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0304    0.6402   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687   -1.7028   -0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6182   -1.8366   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    2.0169   -1.2193 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  2  0
 20 21  1  0
 21 22  1  0
 22  3  1  0
 22  9  2  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

5353911
  Mrv0541 02271202132D          

 22 24  0  0  0  0            999 V2000
    4.9740    0.8677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    1.6641    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -1.6359    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9644   -1.6644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.8391    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5729   -2.0766    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2364    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214   -0.4156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9740   -0.8395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219    0.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5219   -0.8109    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4343   -0.8309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7214    0.4438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.4266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.3984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4312   -1.6559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1504   -0.4211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1440   -2.0711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8633   -0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8601   -1.6613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    2.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  8  1  0  0  0  0
  1 14  1  0  0  0  0
  2 11  1  0  0  0  0
  2 22  1  0  0  0  0
  3 12  1  0  0  0  0
  4 10  2  0  0  0  0
  5 15  1  0  0  0  0
  6 21  1  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  7 12  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  1  0  0  0  0
  9 13  1  0  0  0  0
  9 14  2  0  0  0  0
 11 15  2  0  0  0  0
 12 16  2  0  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 16  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  2  0  0  0  0
 19 21  2  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303924

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C=C(O)C2=C1OC=C(C2=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H12O6/c1-21-15-12(19)6-11(18)13-14(20)10(7-22-16(13)15)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3

> <INCHI_KEY>
UYLQOGTYNFVQQX-UHFFFAOYSA-N

> <FORMULA>
C16H12O6

> <MOLECULAR_WEIGHT>
300.2629

> <EXACT_MASS>
300.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
29.558178556912402

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5,7-dihydroxy-3-(4-hydroxyphenyl)-8-methoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
2.9192011239999993

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.907479391662042

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.124450809119458

> <JCHEM_PKA_STRONGEST_BASIC>
-4.82309755176344

> <JCHEM_POLAR_SURFACE_AREA>
96.22

> <JCHEM_REFRACTIVITY>
78.14610000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
psi-tectorigenin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303924
     RDKit          3D
Isotectorigenin
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.1797    1.4477   -2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7925    1.3980   -0.7266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1818    0.3317   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9062   -0.6548    0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2950   -0.5842    0.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327   -1.7239    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -1.7984    1.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -2.8638    1.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.8089    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -0.8138    0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -1.7297    0.9998 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250    0.2044   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590    0.2215   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.4173    0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    1.4478    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.3282   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5384    0.3977   -0.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710   -0.8371   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -0.8900   -0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799    1.2090   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.2072   -0.6874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    0.2660   -0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    0.4720   -2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2383    1.7975   -2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    2.1754   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8119    0.1678    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -2.5243    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274   -3.0934    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    2.3165    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9082    2.3989    0.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0304    0.6402   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687   -1.7028   -0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6182   -1.8366   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    2.0169   -1.2193 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  2  0
 20 21  1  0
 21 22  1  0
 22  3  1  0
 22  9  2  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 5353911                                           
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  O   UNK     0       9.285   1.620   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       6.574   3.106   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       6.574  -3.054   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       9.267  -3.107   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       3.907   1.566   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      16.003  -3.876   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       7.908  -0.744   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.908   0.796   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.680  -0.776   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.285  -1.567   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.574   1.566   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.574  -1.514   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.011  -1.551   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      10.680   0.828   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.241   0.796   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.241  -0.744   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.005  -3.091   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.347  -0.786   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      13.335  -3.866   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      14.678  -1.561   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      14.672  -3.101   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.241   3.876   0.000  0.00  0.00           C+0
CONECT    1    8   14                                                       
CONECT    2   11   22                                                       
CONECT    3   12                                                            
CONECT    4   10                                                            
CONECT    5   15                                                            
CONECT    6   21                                                            
CONECT    7    8   10   12                                                  
CONECT    8    1    7   11                                                  
CONECT    9   10   13   14                                                  
CONECT   10    4    7    9                                                  
CONECT   11    2    8   15                                                  
CONECT   12    3    7   16                                                  
CONECT   13    9   17   18                                                  
CONECT   14    1    9                                                       
CONECT   15    5   11   16                                                  
CONECT   16   12   15                                                       
CONECT   17   13   19                                                       
CONECT   18   13   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   21                                                       
CONECT   21    6   19   20                                                  
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0303924
HETATM    1  C1  UNL     1      -4.180   1.448  -2.066  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.793   1.398  -0.727  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.182   0.332  -0.111  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.906  -0.655   0.494  1.00  0.00           C  
HETATM    5  O2  UNL     1      -5.295  -0.584   0.491  1.00  0.00           O  
HETATM    6  C4  UNL     1      -3.333  -1.724   1.112  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.921  -1.798   1.117  1.00  0.00           C  
HETATM    8  O3  UNL     1      -1.347  -2.864   1.733  1.00  0.00           O  
HETATM    9  C6  UNL     1      -1.161  -0.809   0.509  1.00  0.00           C  
HETATM   10  C7  UNL     1       0.197  -0.814   0.475  1.00  0.00           C  
HETATM   11  O4  UNL     1       0.847  -1.730   1.000  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.925   0.204  -0.150  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.359   0.222  -0.200  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.032   1.417   0.081  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.417   1.448   0.036  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.154   0.328  -0.278  1.00  0.00           C  
HETATM   17  O5  UNL     1       6.538   0.398  -0.313  1.00  0.00           O  
HETATM   18  C13 UNL     1       4.471  -0.837  -0.550  1.00  0.00           C  
HETATM   19  C14 UNL     1       3.081  -0.890  -0.511  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.180   1.209  -0.725  1.00  0.00           C  
HETATM   21  O6  UNL     1      -1.130   1.207  -0.687  1.00  0.00           O  
HETATM   22  C16 UNL     1      -1.795   0.266  -0.111  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.138   0.472  -2.573  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.238   1.797  -2.120  1.00  0.00           H  
HETATM   25  H3  UNL     1      -3.499   2.175  -2.579  1.00  0.00           H  
HETATM   26  H4  UNL     1      -5.812   0.168   0.059  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.899  -2.524   1.603  1.00  0.00           H  
HETATM   28  H6  UNL     1      -0.427  -3.093   1.844  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.496   2.316   0.331  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.908   2.399   0.260  1.00  0.00           H  
HETATM   31  H9  UNL     1       7.030   0.640  -1.172  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.069  -1.703  -0.794  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.618  -1.837  -0.736  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.731   2.017  -1.219  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4   22
CONECT    4    5    6
CONECT    5   26
CONECT    6    7    7   27
CONECT    7    8    9
CONECT    8   28
CONECT    9   10   22   22
CONECT   10   11   11   12
CONECT   12   13   20   20
CONECT   13   14   14   19
CONECT   14   15   29
CONECT   15   16   16   30
CONECT   16   17   18
CONECT   17   31
CONECT   18   19   19   32
CONECT   19   33
CONECT   20   21   34
CONECT   21   22
END

HMDB0303924
     RDKit          3D
Isotectorigenin
 34 36  0  0  0  0  0  0  0  0999 V2000
   -4.1797    1.4477   -2.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7925    1.3980   -0.7266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1818    0.3317   -0.1111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9062   -0.6548    0.4941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2950   -0.5842    0.4908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3327   -1.7239    1.1124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9215   -1.7984    1.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3468   -2.8638    1.7334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1613   -0.8089    0.5094 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1974   -0.8138    0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8471   -1.7297    0.9998 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9250    0.2044   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3590    0.2215   -0.1996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0323    1.4173    0.0806 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4175    1.4478    0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1542    0.3282   -0.2783 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5384    0.3977   -0.3130 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4710   -0.8371   -0.5503 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -0.8900   -0.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1799    1.2090   -0.7248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1299    1.2072   -0.6874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7955    0.2660   -0.1106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1376    0.4720   -2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2383    1.7975   -2.1204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4987    2.1754   -2.5785 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8119    0.1678    0.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8985   -2.5243    1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4274   -3.0934    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4959    2.3165    0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9082    2.3989    0.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0304    0.6402   -1.1719 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0687   -1.7028   -0.7942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6182   -1.8366   -0.7355 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7312    2.0169   -1.2193 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 12 20  2  0
 20 21  1  0
 21 22  1  0
 22  3  1  0
 22  9  2  0
 19 13  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  0
 14 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₆H₁₂O₆

Average Molecular Weight

300.2629

Monoisotopic Molecular Weight

300.063388116

IUPAC Name

5,7-dihydroxy-3-(4-hydroxyphenyl)-8-methoxy-4H-chromen-4-one

Traditional Name

psi-tectorigenin

CAS Registry Number

Not Available

SMILES

COC1=C(O)C=C(O)C2=C1OC=C(C2=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C16H12O6/c1-21-15-12(19)6-11(18)13-14(20)10(7-22-16(13)15)8-2-4-9(17)5-3-8/h2-7,17-19H,1H3

InChI Key

UYLQOGTYNFVQQX-UHFFFAOYSA-N

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
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Pyran
Benzenoid
Heteroaromatic compound
Vinylogous acid
Organoheterocyclic compound
Oxacycle
Ether
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050429 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Solid

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
logP	3.06	ALOGPS
logP	2.92	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	7.12	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	96.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.15 m³·mol⁻¹	ChemAxon
Polarizability	29.56 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
AllCCS	[M+H]+	168.061	32859911
AllCCS	[M+H-H2O]+	164.395	32859911
AllCCS	[M+Na]+	172.441	32859911
AllCCS	[M+NH4]+	171.462	32859911
AllCCS	[M-H]-	168.746	32859911
AllCCS	[M+Na-2H]-	168.017	32859911
AllCCS	[M+HCOO]-	167.35	32859911
DeepCCS	[M+H]+	170.645	30932474
DeepCCS	[M-H]-	168.287	30932474
DeepCCS	[M-2H]-	201.925	30932474
DeepCCS	[M+Na]+	177.152	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 10V, Positive-QTOF	splash10-0udi-0029000000-f9d23d66020c5bab6b8d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 20V, Positive-QTOF	splash10-0udi-0089000000-cdb1d5cf0725194b4005	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 40V, Positive-QTOF	splash10-08gi-4970000000-5d42aa3f9d3eaa3c861c	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 10V, Negative-QTOF	splash10-0002-0090000000-6fe926c902db8f313f7d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 20V, Negative-QTOF	splash10-0002-0090000000-e50bc557441a654b6bac	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 40V, Negative-QTOF	splash10-053u-4980000000-6dfbe788e546d25c59ff	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 10V, Positive-QTOF	splash10-0udi-0009000000-545fc7c692e0abcd7966	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 20V, Positive-QTOF	splash10-0udi-0009000000-545fc7c692e0abcd7966	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 40V, Positive-QTOF	splash10-0aor-0390000000-0534f75952fd35b6ca4f	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 10V, Negative-QTOF	splash10-0002-0090000000-fb4a565723d52a1e4624	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 20V, Negative-QTOF	splash10-0002-0090000000-85911f12b60f28861794	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isotectorigenin 40V, Negative-QTOF	splash10-014r-1950000000-cebe403750e96948a292	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB029980

KNApSAcK ID

C00009460

Chemspider ID

4510255

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5353911

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

Not Available

Showing metabocard for Isotectorigenin (HMDB0303924)

MOL for HMDB0303924 (Isotectorigenin)

3D MOL for HMDB0303924 (Isotectorigenin)

3D SDF for HMDB0303924 (Isotectorigenin)

3D-SDF for HMDB0303924 (Isotectorigenin)

PDB for HMDB0303924 (Isotectorigenin)

3D PDB for HMDB0303924 (Isotectorigenin)

SMILES for HMDB0303924 (Isotectorigenin)

INCHI for HMDB0303924 (Isotectorigenin)

Structure for HMDB0303924 (Isotectorigenin)

3D Structure for HMDB0303924 (Isotectorigenin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra