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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 17:30:33 UTC

Update Date

2022-09-22 18:34:56 UTC

HMDB ID

HMDB0029461

Secondary Accession Numbers

HMDB29461

Metabolite Identification

Common Name

Zapotin

Description

Zapotin belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone. Thus, zapotin is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on Zapotin.

Structure

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

HMDB0029461
     RDKit          3D
Zapotin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -1.6662    3.6988    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    2.4029    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    1.6942    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8568    2.2452    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9748    1.5554    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7861    0.2920   -0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5050   -0.2867   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3977   -1.5500   -0.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624   -2.2330   -1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4057    0.3991   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0653   -0.1186   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -1.3270   -0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -1.6832   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489   -2.8107   -1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -0.8182   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -1.1241   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -2.3566   -0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566   -3.4919    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9144   -0.2143    0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -0.5225    0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332    0.3859    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455    1.0031    0.7840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954    1.3170    0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    0.4029    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704    0.6767    0.2859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124    3.7246    2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    4.3612    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    4.1424    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9727    3.2323    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706    1.9780    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -0.2970   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625   -3.2621   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2278   -2.2854   -0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240   -1.6555   -2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -2.0214   -0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -3.6384    0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1507   -4.3929   -0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760   -3.2998    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2411   -0.0054    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0454    1.3898    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2438    0.4967    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.7211    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    2.2753    1.1425 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
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 10  3  1  0
 25 11  1  0
 24 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END


  Mrv0541 02241209062D          

 25 27  0  0  0  0            999 V2000
   -2.0832   -0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8044   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3619    0.4804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7209   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209   -0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -0.7209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044   -0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209    1.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7209    2.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0832   -2.4838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8044   -2.2434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832   -0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8044    0.4003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8044    1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832    1.6024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3619    1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7209   -0.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0004   -2.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7209   -2.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420   -2.0030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4420   -1.2017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 15  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  4 20  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 14  1  0  0  0  0
  7 21  1  0  0  0  0
  8  9  1  0  0  0  0
  8 25  1  0  0  0  0
 10 11  1  0  0  0  0
 10 19  1  0  0  0  0
 12 13  1  0  0  0  0
 12 24  1  0  0  0  0
 14 15  1  0  0  0  0
 14 19  2  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 20 21  2  0  0  0  0
 20 25  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029461

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC

> <INCHI_IDENTIFIER>
InChI=1S/C19H18O6/c1-21-12-6-5-7-13(22-2)18(12)16-10-11(20)17-14(25-16)8-9-15(23-3)19(17)24-4/h5-10H,1-4H3

> <INCHI_KEY>
PBQMALAAFQMDSP-UHFFFAOYSA-N

> <FORMULA>
C19H18O6

> <MOLECULAR_WEIGHT>
342.3426

> <EXACT_MASS>
342.110338308

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
35.15938512332678

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-4H-chromen-4-one

> <ALOGPS_LOGP>
3.13

> <JCHEM_LOGP>
2.3367000360000003

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.05514436889424

> <JCHEM_PKA_STRONGEST_BASIC>
-4.25894899235016

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
92.824

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
zapotin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029461
     RDKit          3D
Zapotin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -1.6662    3.6988    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    2.4029    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    1.6942    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8568    2.2452    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9748    1.5554    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7861    0.2920   -0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5050   -0.2867   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3977   -1.5500   -0.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624   -2.2330   -1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4057    0.3991   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0653   -0.1186   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -1.3270   -0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -1.6832   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489   -2.8107   -1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -0.8182   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -1.1241   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -2.3566   -0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566   -3.4919    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9144   -0.2143    0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -0.5225    0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332    0.3859    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455    1.0031    0.7840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954    1.3170    0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    0.4029    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704    0.6767    0.2859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124    3.7246    2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    4.3612    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    4.1424    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9727    3.2323    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706    1.9780    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -0.2970   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625   -3.2621   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2278   -2.2854   -0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240   -1.6555   -2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -2.0214   -0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -3.6384    0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1507   -4.3929   -0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760   -3.2998    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2411   -0.0054    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0454    1.3898    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2438    0.4967    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.7211    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    2.2753    1.1425 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
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 10  3  1  0
 25 11  1  0
 24 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END

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  O   UNK     0      -3.889  -1.495   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -5.235  -2.243   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.542   0.897   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.346  -0.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.001   0.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.346  -0.001   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.346  -1.495   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       3.889  -1.346   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       5.235  -1.794   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.346   2.991   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -1.346   4.636   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.889  -4.636   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.235  -4.188   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.542   0.747   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.889  -0.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.235   0.747   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.235   2.243   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.889   2.991   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.542   2.243   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.346  -1.495   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.001  -2.243   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.001  -3.739   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.346  -4.487   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.692  -3.739   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.692  -2.243   0.000  0.00  0.00           C+0
CONECT    1    2   15                                                       
CONECT    2    1                                                            
CONECT    3    4                                                            
CONECT    4    3    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6   21                                                       
CONECT    8    9   25                                                       
CONECT    9    8                                                            
CONECT   10   11   19                                                       
CONECT   11   10                                                            
CONECT   12   13   24                                                       
CONECT   13   12                                                            
CONECT   14    6   15   19                                                  
CONECT   15    1   14   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   10   14   18                                                  
CONECT   20    4   21   25                                                  
CONECT   21    7   20   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   12   23   25                                                  
CONECT   25    8   20   24                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   54    0
END

COMPND    HMDB0029461
HETATM    1  C1  UNL     1      -1.666   3.699   1.377  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.482   2.403   0.858  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.599   1.694   0.448  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.857   2.245   0.547  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.975   1.555   0.145  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.786   0.292  -0.360  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.505  -0.287  -0.468  1.00  0.00           C  
HETATM    8  O2  UNL     1      -3.398  -1.550  -0.982  1.00  0.00           O  
HETATM    9  C7  UNL     1      -4.562  -2.233  -1.386  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.406   0.399  -0.070  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.065  -0.119  -0.147  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.654  -1.327  -0.607  1.00  0.00           C  
HETATM   13  C11 UNL     1       0.698  -1.683  -0.615  1.00  0.00           C  
HETATM   14  O3  UNL     1       1.049  -2.811  -1.048  1.00  0.00           O  
HETATM   15  C12 UNL     1       1.652  -0.818  -0.158  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.995  -1.124  -0.146  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.430  -2.357  -0.614  1.00  0.00           O  
HETATM   18  C14 UNL     1       3.557  -3.492   0.226  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.914  -0.214   0.326  1.00  0.00           C  
HETATM   20  O5  UNL     1       5.288  -0.523   0.340  1.00  0.00           O  
HETATM   21  C16 UNL     1       6.233   0.386   0.815  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.446   1.003   0.784  1.00  0.00           C  
HETATM   23  C18 UNL     1       2.095   1.317   0.775  1.00  0.00           C  
HETATM   24  C19 UNL     1       1.175   0.403   0.301  1.00  0.00           C  
HETATM   25  O6  UNL     1      -0.070   0.677   0.286  1.00  0.00           O  
HETATM   26  H1  UNL     1      -2.212   3.725   2.325  1.00  0.00           H  
HETATM   27  H2  UNL     1      -2.222   4.361   0.664  1.00  0.00           H  
HETATM   28  H3  UNL     1      -0.663   4.142   1.523  1.00  0.00           H  
HETATM   29  H4  UNL     1      -3.973   3.232   0.946  1.00  0.00           H  
HETATM   30  H5  UNL     1      -5.971   1.978   0.218  1.00  0.00           H  
HETATM   31  H6  UNL     1      -5.638  -0.297  -0.693  1.00  0.00           H  
HETATM   32  H7  UNL     1      -4.362  -3.262  -1.738  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.228  -2.285  -0.488  1.00  0.00           H  
HETATM   34  H9  UNL     1      -5.124  -1.656  -2.151  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.375  -2.021  -0.970  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.625  -3.638   0.552  1.00  0.00           H  
HETATM   37  H12 UNL     1       3.151  -4.393  -0.246  1.00  0.00           H  
HETATM   38  H13 UNL     1       2.976  -3.300   1.159  1.00  0.00           H  
HETATM   39  H14 UNL     1       7.241  -0.005   0.538  1.00  0.00           H  
HETATM   40  H15 UNL     1       6.045   1.390   0.390  1.00  0.00           H  
HETATM   41  H16 UNL     1       6.244   0.497   1.919  1.00  0.00           H  
HETATM   42  H17 UNL     1       4.185   1.721   1.159  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.795   2.275   1.143  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   10
CONECT    4    5   29
CONECT    5    6    6   30
CONECT    6    7   31
CONECT    7    8   10   10
CONECT    8    9
CONECT    9   32   33   34
CONECT   10   11
CONECT   11   12   12   25
CONECT   12   13   35
CONECT   13   14   14   15
CONECT   15   16   16   24
CONECT   16   17   19
CONECT   17   18
CONECT   18   36   37   38
CONECT   19   20   22   22
CONECT   20   21
CONECT   21   39   40   41
CONECT   22   23   42
CONECT   23   24   24   43
CONECT   24   25
END

HMDB0029461
     RDKit          3D
Zapotin
 43 45  0  0  0  0  0  0  0  0999 V2000
   -1.6662    3.6988    1.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4821    2.4029    0.8577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5993    1.6942    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8568    2.2452    0.5473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9748    1.5554    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7861    0.2920   -0.3601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5050   -0.2867   -0.4685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3977   -1.5500   -0.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5624   -2.2330   -1.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4057    0.3991   -0.0701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0653   -0.1186   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6544   -1.3270   -0.6068 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6976   -1.6832   -0.6155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0489   -2.8107   -1.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -0.8182   -0.1577 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9949   -1.1241   -0.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4299   -2.3566   -0.6137 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5566   -3.4919    0.2255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9144   -0.2143    0.3265 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -0.5225    0.3401 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2332    0.3859    0.8150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4455    1.0031    0.7840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954    1.3170    0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1748    0.4029    0.3005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0704    0.6767    0.2859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124    3.7246    2.3254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2216    4.3612    0.6638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6633    4.1424    1.5234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9727    3.2323    0.9455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9706    1.9780    0.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6381   -0.2970   -0.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3625   -3.2621   -1.7385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2278   -2.2854   -0.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240   -1.6555   -2.1515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3749   -2.0214   -0.9696 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254   -3.6384    0.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1507   -4.3929   -0.2462 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760   -3.2998    1.1590 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2411   -0.0054    0.5382 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0454    1.3898    0.3903 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2438    0.4967    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1846    1.7211    1.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7954    2.2753    1.1425 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
  7 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 16 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 10  3  1  0
 25 11  1  0
 24 15  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  4 29  1  0
  5 30  1  0
  6 31  1  0
  9 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 18 36  1  0
 18 37  1  0
 18 38  1  0
 21 39  1  0
 21 40  1  0
 21 41  1  0
 22 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
562'6'-Tetramethoxyflavone	HMDB
2',5,6,6'-Tetramethoxyflavone	HMDB
5,6,2',6'-Tetramethoxyflavone	HMDB

Chemical Formula

C₁₉H₁₈O₆

Average Molecular Weight

342.3426

Monoisotopic Molecular Weight

342.110338308

IUPAC Name

2-(2,6-dimethoxyphenyl)-5,6-dimethoxy-4H-chromen-4-one

Traditional Name

zapotin

CAS Registry Number

14813-19-5

SMILES

COC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC

InChI Identifier

InChI=1S/C19H18O6/c1-21-12-6-5-7-13(22-2)18(12)16-10-11(20)17-14(25-16)8-9-15(23-3)19(17)24-4/h5-10H,1-4H3

InChI Key

PBQMALAAFQMDSP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 6-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C6 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

6-O-methylated flavonoids

Alternative Parents

Substituents

2p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
6-methoxyflavonoid-skeleton
Flavone
Chromone
Benzopyran
1-benzopyran
M-dimethoxybenzene
Dimethoxybenzene
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Pyranone
Alkyl aryl ether
Pyran
Monocyclic benzene moiety
Benzenoid
Heteroaromatic compound
Vinylogous ester
Oxacycle
Ether
Organoheterocyclic compound
Organic oxide
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Flavones and Flavonols (LMPK12110091 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029461)
Cell membrane (HMDB: HMDB0029461)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029461)

Source

Endogenous

Endogenous (HMDB: HMDB0029461)

Plant

Plant (HMDB: HMDB0029461)

Exogenous

Food

Food (HMDB: HMDB0029461)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Exogenous (HMDB: HMDB0029461)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Antineoplastic agent

Anticancer agent (HMDB: HMDB0029461)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	150 - 151 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10.17 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.13	ALOGPS
logP	2.34	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	14.06	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	92.82 m³·mol⁻¹	ChemAxon
Polarizability	35.16 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]+	179.861	31661259
DarkChem	[M-H]-	180.356	31661259
DeepCCS	[M+H]+	178.746	30932474
DeepCCS	[M-H]-	176.388	30932474
DeepCCS	[M-2H]-	210.437	30932474
DeepCCS	[M+Na]+	185.665	30932474
AllCCS	[M+H]+	179.5	32859911
AllCCS	[M+H-H2O]+	176.1	32859911
AllCCS	[M+NH4]+	182.7	32859911
AllCCS	[M+Na]+	183.6	32859911
AllCCS	[M-H]-	183.7	32859911
AllCCS	[M+Na-2H]-	183.2	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.95 minutes	32390414
Predicted by Siyang on May 30, 2022	13.7606 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.77 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2308.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	311.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	193.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	193.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	174.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	509.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	608.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	179.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1167.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	501.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1441.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	385.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	337.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	458.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Zapotin	COC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	4187.5	Standard polar	33892256
Zapotin	COC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	3001.9	Standard non polar	33892256
Zapotin	COC1=CC=CC(OC)=C1C1=CC(=O)C2=C(O1)C=CC(OC)=C2OC	3036.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	34436864	details

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

FDB000582

KNApSAcK ID

C00003857

Chemspider ID

547068

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Zapotin

METLIN ID

Not Available

PubChem Compound

629965

PDB ID

Not Available

ChEBI ID

465962

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1809661

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Murillo G, Hirschelman WH, Ito A, Moriarty RM, Kinghorn AD, Pezzuto JM, Mehta RG: Zapotin, a phytochemical present in a Mexican fruit, prevents colon carcinogenesis. Nutr Cancer. 2007;57(1):28-37. [PubMed:17516860 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Zapotin (HMDB0029461)

MOL for HMDB0029461 (Zapotin)

3D MOL for HMDB0029461 (Zapotin)

3D SDF for HMDB0029461 (Zapotin)

3D-SDF for HMDB0029461 (Zapotin)

PDB for HMDB0029461 (Zapotin)

3D PDB for HMDB0029461 (Zapotin)

SMILES for HMDB0029461 (Zapotin)

INCHI for HMDB0029461 (Zapotin)

Structure for HMDB0029461 (Zapotin)

3D Structure for HMDB0029461 (Zapotin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized