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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:38:40 UTC

Update Date

2022-03-07 02:52:40 UTC

HMDB ID

HMDB0030727

Secondary Accession Numbers

HMDB30727

Metabolite Identification

Common Name

Betagarin

Description

Betagarin belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone. Betagarin is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, betagarin has been detected, but not quantified in, a few different foods, such as common beets, red beetroots, and root vegetables. This could make betagarin a potential biomarker for the consumption of these foods.

Structure

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

HMDB0030727
     RDKit          3D
Betagarin
 40 43  0  0  0  0  0  0  0  0999 V2000
    3.8274   -0.5784    2.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8446   -0.2888    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -0.0611    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -0.1022   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322    0.1240   -1.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315    0.3980   -2.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671    0.4424   -2.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4001    0.2176   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.3197   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    0.1457   -1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238   -0.4970   -1.6226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7132   -1.0058   -2.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.5266   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.4657    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.4912    2.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7851   -0.5746    2.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6255   -0.6371    1.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919   -0.6137   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736   -0.6767   -1.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3480    0.4793   -1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197   -0.7153    1.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256   -0.3377    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5836   -0.6148    3.3880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -0.3829    0.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    0.2731    2.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564   -0.8925    3.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4536   -1.4524    2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3943   -0.3192    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1745    0.0838   -1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590    0.5796   -3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1984    0.6765   -2.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947    1.4249   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298   -0.5770   -2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    1.0634   -2.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763   -0.4448    2.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585    0.5790   -2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1713    1.4158   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4658    0.3974   -2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846   -1.0542    3.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2047    0.7224    3.1271 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 14 24  1  0
  8  3  1  0
 24  9  1  0
 18 13  1  0
 23 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END


  Mrv0541 05061305282D          

 24 27  0  0  0  0            999 V2000
    5.6424    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135   -0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6424    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9279    1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    3.1729    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  7  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  8  2  0  0  0  0
 15  8  1  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
 18 17  1  0  0  0  0
 19 11  2  0  0  0  0
 20  1  1  0  0  0  0
 20 12  1  0  0  0  0
 21  2  1  0  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 22 15  1  0  0  0  0
 23  9  1  0  0  0  0
 23 17  1  0  0  0  0
 24 13  1  0  0  0  0
 24 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030727

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC=C1C1CC(=O)C2=C(OC)C3=C(OCO3)C=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C18H16O6/c1-20-12-6-4-3-5-10(12)13-7-11(19)16-14(24-13)8-15-17(18(16)21-2)23-9-22-15/h3-6,8,13H,7,9H2,1-2H3

> <INCHI_KEY>
IHPVFYLOGNNZLA-UHFFFAOYSA-N

> <FORMULA>
C18H16O6

> <MOLECULAR_WEIGHT>
328.316

> <EXACT_MASS>
328.094688244

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
33.638230998182316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-11-(2-methoxyphenyl)-4,6,10-trioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-13-one

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.403694951666666

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.55694043329817

> <JCHEM_PKA_STRONGEST_BASIC>
-4.276820265951191

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
84.04039999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.62e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-11-(2-methoxyphenyl)-4,6,10-trioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-13-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030727
     RDKit          3D
Betagarin
 40 43  0  0  0  0  0  0  0  0999 V2000
    3.8274   -0.5784    2.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8446   -0.2888    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -0.0611    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -0.1022   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322    0.1240   -1.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315    0.3980   -2.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671    0.4424   -2.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4001    0.2176   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.3197   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    0.1457   -1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238   -0.4970   -1.6226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7132   -1.0058   -2.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.5266   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.4657    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.4912    2.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7851   -0.5746    2.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6255   -0.6371    1.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919   -0.6137   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736   -0.6767   -1.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3480    0.4793   -1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197   -0.7153    1.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256   -0.3377    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5836   -0.6148    3.3880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -0.3829    0.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    0.2731    2.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564   -0.8925    3.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4536   -1.4524    2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3943   -0.3192    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1745    0.0838   -1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590    0.5796   -3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1984    0.6765   -2.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947    1.4249   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298   -0.5770   -2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    1.0634   -2.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763   -0.4448    2.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585    0.5790   -2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1713    1.4158   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4658    0.3974   -2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846   -1.0542    3.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2047    0.7224    3.1271 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 14 24  1  0
  8  3  1  0
 24  9  1  0
 18 13  1  0
 23 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      10.532   4.383   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.197   6.693   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.199  -1.007   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.532  -0.237   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.865  -0.237   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.532   1.303   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.531   3.613   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.865   1.303   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.198   4.383   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.199   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       5.198   5.923   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.199   3.613   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       2.530   5.923   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.268   1.597   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.268   4.089   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
CONECT    1   20                                                            
CONECT    2   21                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   10                                                       
CONECT    6    4   12                                                       
CONECT    7   11   13                                                       
CONECT    8   14   15                                                       
CONECT    9   22   23                                                       
CONECT   10    5   12   13                                                  
CONECT   11    7   16   19                                                  
CONECT   12    6   10   20                                                  
CONECT   13    7   10   24                                                  
CONECT   14    8   16   24                                                  
CONECT   15    8   17   22                                                  
CONECT   16   11   14   18                                                  
CONECT   17   15   18   23                                                  
CONECT   18   16   17   21                                                  
CONECT   19   11                                                            
CONECT   20    1   12                                                       
CONECT   21    2   18                                                       
CONECT   22    9   15                                                       
CONECT   23    9   17                                                       
CONECT   24   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0030727
HETATM    1  C1  UNL     1       3.827  -0.578   2.421  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.845  -0.289   1.422  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.334  -0.061   0.144  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.662  -0.102  -0.175  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.132   0.124  -1.457  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.231   0.398  -2.439  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.867   0.442  -2.122  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.400   0.218  -0.846  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.966   0.320  -0.576  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.205   0.146  -1.863  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.124  -0.497  -1.623  1.00  0.00           C  
HETATM   12  O2  UNL     1      -1.713  -1.006  -2.591  1.00  0.00           O  
HETATM   13  C11 UNL     1      -1.711  -0.527  -0.307  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.868  -0.466   0.780  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.430  -0.491   2.041  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.785  -0.575   2.255  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.625  -0.637   1.150  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.092  -0.614  -0.112  1.00  0.00           C  
HETATM   19  O3  UNL     1      -3.874  -0.677  -1.249  1.00  0.00           O  
HETATM   20  C17 UNL     1      -4.348   0.479  -1.867  1.00  0.00           C  
HETATM   21  O4  UNL     1      -4.920  -0.715   1.622  1.00  0.00           O  
HETATM   22  C18 UNL     1      -4.926  -0.338   3.012  1.00  0.00           C  
HETATM   23  O5  UNL     1      -3.584  -0.615   3.388  1.00  0.00           O  
HETATM   24  O6  UNL     1       0.482  -0.383   0.516  1.00  0.00           O  
HETATM   25  H1  UNL     1       4.508   0.273   2.485  1.00  0.00           H  
HETATM   26  H2  UNL     1       3.356  -0.892   3.365  1.00  0.00           H  
HETATM   27  H3  UNL     1       4.454  -1.452   2.106  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.394  -0.319   0.595  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.175   0.084  -1.677  1.00  0.00           H  
HETATM   30  H6  UNL     1       4.559   0.580  -3.451  1.00  0.00           H  
HETATM   31  H7  UNL     1       2.198   0.677  -2.956  1.00  0.00           H  
HETATM   32  H8  UNL     1       0.795   1.425  -0.311  1.00  0.00           H  
HETATM   33  H9  UNL     1       0.730  -0.577  -2.563  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.039   1.063  -2.436  1.00  0.00           H  
HETATM   35  H11 UNL     1      -0.776  -0.445   2.896  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.959   0.579  -2.923  1.00  0.00           H  
HETATM   37  H13 UNL     1      -4.171   1.416  -1.299  1.00  0.00           H  
HETATM   38  H14 UNL     1      -5.466   0.397  -2.009  1.00  0.00           H  
HETATM   39  H15 UNL     1      -5.585  -1.054   3.525  1.00  0.00           H  
HETATM   40  H16 UNL     1      -5.205   0.722   3.127  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4    8
CONECT    4    5   28
CONECT    5    6    6   29
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9
CONECT    9   10   24   32
CONECT   10   11   33   34
CONECT   11   12   12   13
CONECT   13   14   14   18
CONECT   14   15   24
CONECT   15   16   16   35
CONECT   16   17   23
CONECT   17   18   18   21
CONECT   18   19
CONECT   19   20
CONECT   20   36   37   38
CONECT   21   22
CONECT   22   23   39   40
END

HMDB0030727
     RDKit          3D
Betagarin
 40 43  0  0  0  0  0  0  0  0999 V2000
    3.8274   -0.5784    2.4211 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8446   -0.2888    1.4224 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3345   -0.0611    0.1437 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6618   -0.1022   -0.1751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1322    0.1240   -1.4575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2315    0.3980   -2.4394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8671    0.4424   -2.1221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4001    0.2176   -0.8457 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9664    0.3197   -0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2053    0.1457   -1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1238   -0.4970   -1.6226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7132   -1.0058   -2.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.5266   -0.3073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8681   -0.4657    0.7802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4300   -0.4912    2.0414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7851   -0.5746    2.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6255   -0.6371    1.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0919   -0.6137   -0.1116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8736   -0.6767   -1.2486 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3480    0.4793   -1.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9197   -0.7153    1.6219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9256   -0.3377    3.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5836   -0.6148    3.3880 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4816   -0.3829    0.5164 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5075    0.2731    2.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3564   -0.8925    3.3651 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4536   -1.4524    2.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3943   -0.3192    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1745    0.0838   -1.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5590    0.5796   -3.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1984    0.6765   -2.9561 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7947    1.4249   -0.3107 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7298   -0.5770   -2.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391    1.0634   -2.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7763   -0.4448    2.8960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9585    0.5790   -2.9234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1713    1.4158   -1.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4658    0.3974   -2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5846   -1.0542    3.5254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2047    0.7224    3.1271 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  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 17 21  1  0
 21 22  1  0
 22 23  1  0
 14 24  1  0
  8  3  1  0
 24  9  1  0
 18 13  1  0
 23 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  5 29  1  0
  6 30  1  0
  7 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 15 35  1  0
 20 36  1  0
 20 37  1  0
 20 38  1  0
 22 39  1  0
 22 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2',5-Dimethoxy-6,7-methylenedioxyflavanone	HMDB
5,2'-Dimethoxy-6,7-methylenedioxyflavanone	HMDB

Chemical Formula

C₁₈H₁₆O₆

Average Molecular Weight

328.316

Monoisotopic Molecular Weight

328.094688244

IUPAC Name

2-methoxy-11-(2-methoxyphenyl)-4,6,10-trioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-13-one

Traditional Name

2-methoxy-11-(2-methoxyphenyl)-4,6,10-trioxatricyclo[7.4.0.0³,⁷]trideca-1,3(7),8-trien-13-one

CAS Registry Number

60132-69-6

SMILES

COC1=CC=CC=C1C1CC(=O)C2=C(OC)C3=C(OCO3)C=C2O1

InChI Identifier

InChI=1S/C18H16O6/c1-20-12-6-4-3-5-10(12)13-7-11(19)16-14(24-13)8-15-17(18(16)21-2)23-9-22-15/h3-6,8,13H,7,9H2,1-2H3

InChI Key

IHPVFYLOGNNZLA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 5-o-methylated flavonoids. These are flavonoids with methoxy groups attached to the C5 atom of the flavonoid backbone.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

O-methylated flavonoids

Direct Parent

5-O-methylated flavonoids

Alternative Parents

Substituents

2p-methoxyflavonoid-skeleton
5-methoxyflavonoid-skeleton
Flavanone
Flavan
Chromone
Benzopyran
Chromane
1-benzopyran
Benzodioxole
Phenoxy compound
Anisole
Methoxybenzene
Aryl ketone
Phenol ether
Aryl alkyl ketone
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Ketone
Organoheterocyclic compound
Oxacycle
Acetal
Ether
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030727)
Cytoplasm (HMDB: HMDB0030727)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030727)

Source

Endogenous

Endogenous (HMDB: HMDB0030727)

Plant

Plant (HMDB: HMDB0030727)

Exogenous

Food

Food (HMDB: HMDB0030727)

Vegetable

Root vegetable

Red beetroot (FooDB: FOOD00264)
Root vegetables (FooDB: FOOD00873)

Leaf vegetable

Common beet (FooDB: FOOD00025)

Process

Not Available

Role

Industrial application

Manufacturing industry

Material processing agent

Coloring agent

Fluorescent agent

fungicide (HMDB: HMDB0030727)

Agriculture

Pesticide

Insecticide

pesticide (HMDB: HMDB0030727)

Biological role

fungicide (HMDB: HMDB0030727)
phytoalexin (HMDB: HMDB0030727)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	187 - 189 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.046 g/L	ALOGPS
logP	2.2	ALOGPS
logP	2.4	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	13.56	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	3	ChemAxon
Refractivity	84.04 m³·mol⁻¹	ChemAxon
Polarizability	33.64 Å³	ChemAxon
Number of Rings	4	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]+	177.43	31661259
DarkChem	[M-H]-	178.1	31661259
DeepCCS	[M+H]+	172.341	30932474
DeepCCS	[M-H]-	169.983	30932474
DeepCCS	[M-2H]-	203.615	30932474
DeepCCS	[M+Na]+	178.967	30932474
AllCCS	[M+H]+	176.7	32859911
AllCCS	[M+H-H2O]+	173.2	32859911
AllCCS	[M+NH4]+	179.9	32859911
AllCCS	[M+Na]+	180.8	32859911
AllCCS	[M-H]-	180.5	32859911
AllCCS	[M+Na-2H]-	179.8	32859911
AllCCS	[M+HCOO]-	179.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Betagarin	COC1=CC=CC=C1C1CC(=O)C2=C(OC)C3=C(OCO3)C=C2O1	4146.9	Standard polar	33892256
Betagarin	COC1=CC=CC=C1C1CC(=O)C2=C(OC)C3=C(OCO3)C=C2O1	2723.3	Standard non polar	33892256
Betagarin	COC1=CC=CC=C1C1CC(=O)C2=C(OC)C3=C(OCO3)C=C2O1	2807.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Betagarin GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-5697000000-716eba7e83d0a09210c1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Betagarin 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 10V, Positive-QTOF	splash10-004i-0229000000-536dc1237642f3b30ad3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 20V, Positive-QTOF	splash10-002b-0958000000-ebbc01552180eb33ffc0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 40V, Positive-QTOF	splash10-0f6t-1920000000-6d5349a6cbb922293b0a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 10V, Negative-QTOF	splash10-004i-0009000000-2c035374758016cdce0d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 20V, Negative-QTOF	splash10-004i-0259000000-202e808d0feaa84506e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 40V, Negative-QTOF	splash10-0536-9872000000-37adbf7e10bceec71f1f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 10V, Negative-QTOF	splash10-004i-0009000000-09da33804c51b0682244	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 20V, Negative-QTOF	splash10-004l-0908000000-8a41d1c9c619a04e9fd5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 40V, Negative-QTOF	splash10-001i-0900000000-850a99515a65596c6317	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 10V, Positive-QTOF	splash10-004i-0009000000-469c8ff76acf89a49db2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 20V, Positive-QTOF	splash10-0002-0904000000-feb75f18faf75fb98343	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Betagarin 40V, Positive-QTOF	splash10-0002-0900000000-63dfb54052d788cf8671	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3482905

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Betagarin (HMDB0030727)

MOL for HMDB0030727 (Betagarin)

3D MOL for HMDB0030727 (Betagarin)

3D SDF for HMDB0030727 (Betagarin)

3D-SDF for HMDB0030727 (Betagarin)

PDB for HMDB0030727 (Betagarin)

3D PDB for HMDB0030727 (Betagarin)

SMILES for HMDB0030727 (Betagarin)

INCHI for HMDB0030727 (Betagarin)

Structure for HMDB0030727 (Betagarin)

3D Structure for HMDB0030727 (Betagarin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra