NP-MRD: Showing NP-Card for 6''-Malonylglycitin (NP0049375)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-03-17 21:11:32 UTC

Updated at

2022-03-17 21:11:32 UTC

NP-MRD ID

NP0049375

Secondary Accession Numbers

None

Natural Product Identification

Common Name

6''-Malonylglycitin

Description

6''-O-Malonylglycitin belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one. 6''-O-Malonylglycitin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, 6''-O-Malonylglycitin is found, on average, in the highest concentration within a few different foods, such as soy beans, soy yogurts, and soy milks and in a lower concentration in miso, tofus, and other soy products. 6''-O-Malonylglycitin has also been detected, but not quantified in, pulses and soy sauces. This could make 6''-O-malonylglycitin a potential biomarker for the consumption of these foods. A glycosyloxyisoflavone that is glycitin substituted by a malonyl group at position 6''.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241218232D          

 38 41  0  0  0  0            999 V2000
    1.4758   -6.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -7.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -7.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -6.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -7.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337   -9.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482   -9.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -9.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -9.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4771   -9.8319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469   -8.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469   -9.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -5.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -4.8818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0468   -4.4694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6677   -4.8818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6677   -5.7068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0468   -6.1193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0468   -6.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3821   -6.1193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3821   -4.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468   -3.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -4.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -1.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -1.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -2.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -3.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758   -3.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -2.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -3.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 11  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
  8 17  2  0  0  0  0
 15 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  6  0  0  0
 24 29  1  1  0  0  0
 23 30  1  6  0  0  0
 22 31  1  1  0  0  0
 31 36  1  0  0  0  0
  2 27  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 33 37  2  0  0  0  0
 35 38  2  0  0  0  0
M  END


  Mrv0541 02241218232D          

 38 41  0  0  0  0            999 V2000
    1.4758   -6.9444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -7.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -7.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -6.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -7.3569    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482   -8.1819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3337   -9.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0482   -9.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -9.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   -8.5944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -9.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4771   -9.8319    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469   -8.5944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0469   -9.4194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -5.7068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7613   -4.8818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0468   -4.4694    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6677   -4.8818    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6677   -5.7068    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0468   -6.1193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0468   -6.9444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3821   -6.1193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3821   -4.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0468   -3.6443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -4.4693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -1.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -1.9944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -2.4069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1903   -3.2319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4758   -3.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6192   -2.4069    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9047   -3.6444    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  6  1  0  0  0  0
  7  6  1  0  0  0  0
  6  5  2  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  7 10  1  0  0  0  0
  9 11  1  0  0  0  0
 12 11  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
  8 17  2  0  0  0  0
 15 18  1  0  0  0  0
  3 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  1  0  0  0
 25 28  1  6  0  0  0
 24 29  1  1  0  0  0
 23 30  1  6  0  0  0
 22 31  1  1  0  0  0
 31 36  1  0  0  0  0
  2 27  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 33 37  2  0  0  0  0
 35 38  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0049375

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC2=C(OC=C(C2=O)C2=CC=C(O)C=C2)C=C1O[C@@H]1O[C@H](COC(=O)CC(O)=O)[C@@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C25H24O13/c1-34-16-6-13-15(35-9-14(21(13)30)11-2-4-12(26)5-3-11)7-17(16)37-25-24(33)23(32)22(31)18(38-25)10-36-20(29)8-19(27)28/h2-7,9,18,22-26,31-33H,8,10H2,1H3,(H,27,28)/t18-,22-,23+,24-,25-/m1/s1

> <INCHI_KEY>
OWMHCYFEIJPHFB-GOZZSVHWSA-N

> <FORMULA>
C25H24O13

> <MOLECULAR_WEIGHT>
532.4503

> <EXACT_MASS>
532.121690854

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
51.40983468655885

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

> <ALOGPS_LOGP>
0.84

> <JCHEM_LOGP>
0.6380522086666672

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.962558679610817

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3502286628137243

> <JCHEM_PKA_STRONGEST_BASIC>
-3.649103045628454

> <JCHEM_POLAR_SURFACE_AREA>
198.51

> <JCHEM_REFRACTIVITY>
123.80519999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
malonylglycitin

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       2.755 -12.963   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.421 -13.733   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.421 -15.273   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.755 -16.043   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.089 -15.273   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.089 -13.733   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.422 -12.963   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.422 -16.043   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.756 -15.273   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.756 -13.733   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.090 -16.043   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.423 -15.273   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.090 -17.583   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.423 -18.353   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.757 -17.583   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.757 -16.043   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.422 -17.583   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      12.091 -18.353   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.088 -16.043   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.088 -17.583   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.421 -10.653   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.421  -9.113   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.087  -8.343   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.246  -9.113   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.246 -10.653   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.087 -11.423   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.087 -12.963   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -2.580 -11.423   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -2.580  -8.343   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       0.087  -6.803   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       2.755  -8.343   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       5.422  -2.183   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       5.422  -3.723   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.089  -4.493   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.089  -6.033   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       2.755  -6.803   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.756  -4.493   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       5.422  -6.803   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   27                                                  
CONECT    3    2    4   19                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    1    7    5                                                  
CONECT    7    6   10                                                       
CONECT    8    5    9   17                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9    7                                                       
CONECT   11    9   12   13                                                  
CONECT   12   11   16                                                       
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   18                                                  
CONECT   16   15   12                                                       
CONECT   17    8                                                            
CONECT   18   15                                                            
CONECT   19    3   20                                                       
CONECT   20   19                                                            
CONECT   21   22   26                                                       
CONECT   22   21   23   31                                                  
CONECT   23   22   24   30                                                  
CONECT   24   23   25   29                                                  
CONECT   25   24   26   28                                                  
CONECT   26   25   21   27                                                  
CONECT   27   26    2                                                       
CONECT   28   25                                                            
CONECT   29   24                                                            
CONECT   30   23                                                            
CONECT   31   22   36                                                       
CONECT   32   33                                                            
CONECT   33   32   34   37                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36   38                                                  
CONECT   36   31   35                                                       
CONECT   37   33                                                            
CONECT   38   35                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

View in JSmol

Synonyms

Value	Source
6''-O-Malonylglycitin	ChEBI

Chemical Formula

C₂₅H₂₄O₁₃

Average Mass

532.4503 Da

Monoisotopic Mass

532.12169 Da

IUPAC Name

3-oxo-3-{[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-{[3-(4-hydroxyphenyl)-6-methoxy-4-oxo-4H-chromen-7-yl]oxy}oxan-2-yl]methoxy}propanoic acid

Traditional Name

malonylglycitin

CAS Registry Number

137705-39-6

SMILES

COC1=CC2=C(OC=C(C2=O)C2=CC=C(O)C=C2)C=C1O[C@@H]1O[C@H](COC(=O)CC(O)=O)[C@@H](O)[C@H](O)[C@H]1O

InChI Identifier

InChI=1S/C25H24O13/c1-34-16-6-13-15(35-9-14(21(13)30)11-2-4-12(26)5-3-11)7-17(16)37-25-24(33)23(32)22(31)18(38-25)10-36-20(29)8-19(27)28/h2-7,9,18,22-26,31-33H,8,10H2,1H3,(H,27,28)/t18-,22-,23+,24-,25-/m1/s1

InChI Key

OWMHCYFEIJPHFB-GOZZSVHWSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Glycine max	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavonoid o-glycosides. These are o-glycosylated derivatives of isoflavonoids, which are natural products derived from 3-phenylchromen-4-one.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflavonoid O-glycosides

Direct Parent

Isoflavonoid O-glycosides

Alternative Parents

Substituents

Isoflavonoid o-glycoside
Isoflavonoid-7-o-glycoside
Isoflavone
Phenolic glycoside
Chromone
Glycosyl compound
O-glycosyl compound
Benzopyran
1-benzopyran
Anisole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
1,3-dicarbonyl compound
Monosaccharide
Benzenoid
Oxane
Pyran
Heteroaromatic compound
Secondary alcohol
Carboxylic acid ester
Carboxylic acid derivative
Carboxylic acid
Oxacycle
Organoheterocyclic compound
Acetal
Ether
Polyol
Alcohol
Carbonyl group
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

monosaccharide derivative (CHEBI:80374 )
hydroxyisoflavone (CHEBI:80374 )
methoxyisoflavone (CHEBI:80374 )
malonate ester (CHEBI:80374 )
glycosyloxyisoflavone (CHEBI:80374 )
isoflavones (C16197 )

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	0.84	ALOGPS
logP	0.64	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	198.51 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	123.81 m³·mol⁻¹	ChemAxon
Polarizability	51.41 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon