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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 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

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Zapotin EI-B (Non-derivatized)	splash10-004l-5309000000-039844ece4ee14c18c93	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Zapotin EI-B (Non-derivatized)	splash10-004l-5309000000-039844ece4ee14c18c93	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zapotin GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fs-0749000000-9f3c81b682ea2dde76aa	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Zapotin 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 - Zapotin Linear Ion Trap , negative-QTOF	splash10-0002-0290000000-fe5a8ef0e8b7f4d5562a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOF	splash10-004i-0019000000-75478a4d1feed28aae68	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOF	splash10-0udi-0009000000-ff7bc5b0aba1bfcbfafc	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOF	splash10-014i-0009000000-4b260820cf92e8e29e1a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin Linear Ion Trap , positive-QTOF	splash10-014i-0009000000-546b219408edb4384050	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin , positive-QTOF	splash10-002o-0869000000-031c613fc03945211e16	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin , positive-QTOF	splash10-0gbi-0009000000-085f019680690afeebed	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin 40V, Positive-QTOF	splash10-000i-0983000000-ffa493775664aaa74928	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin 20V, Positive-QTOF	splash10-002f-0019000000-f4c316ded895a092ae15	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Zapotin 10V, Positive-QTOF	splash10-0006-0009000000-c4f9f62ab7f7ffbdf565	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 10V, Positive-QTOF	splash10-0006-0009000000-3877af1603925799e27d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 20V, Positive-QTOF	splash10-0006-0009000000-a7970b1be2c3f39929fd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 40V, Positive-QTOF	splash10-01q9-5964000000-e1366ab7c0cfe60659d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 10V, Negative-QTOF	splash10-0006-0009000000-b86ca1dfe7226aad79a5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 20V, Negative-QTOF	splash10-0006-0009000000-29d5fa756e23ca5e306e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 40V, Negative-QTOF	splash10-08gi-8895000000-5b35111a0f02c5953154	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 10V, Positive-QTOF	splash10-0006-0009000000-64ce196904b844e80563	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 20V, Positive-QTOF	splash10-0006-0009000000-64ce196904b844e80563	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 40V, Positive-QTOF	splash10-001l-0915000000-40bcbcf78c1d916f8313	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 10V, Negative-QTOF	splash10-0006-0009000000-4171543d755835487b3f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 20V, Negative-QTOF	splash10-0006-0009000000-c5b5ad63fcfd5ebb022b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Zapotin 40V, Negative-QTOF	splash10-0ufr-0392000000-fea683836adfb19e8354	2021-09-24	Wishart Lab	View Spectrum

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 Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra