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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:37:59 UTC

Update Date

2022-03-07 02:52:37 UTC

HMDB ID

HMDB0030619

Secondary Accession Numbers

HMDB30619

Metabolite Identification

Common Name

Ovalitenone

Description

Ovalitenone, also known as glabra I, belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions. Thus, ovalitenone is considered to be a flavonoid. Based on a literature review very few articles have been published on Ovalitenone.

Structure

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

HMDB0030619
     RDKit          3D
Ovalitenone
 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.4817   -2.7306   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.3987   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014   -0.2980   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833    0.2034    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.3844   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286   -1.3845   -1.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469    0.1923    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.5613   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -1.5671   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764   -0.1759   -0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    0.9146    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    1.3178    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4768    0.6277    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2681   -0.4663   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641   -0.8639   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5027   -0.9806   -0.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727    0.0187   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8505    0.7638    0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    1.3319    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394    1.9083    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608    1.4128    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8091    1.7655    1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569    0.9724    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9164    0.0332   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5668    0.2866    0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2948   -2.8767    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5377   -3.0908   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496   -3.3312   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344    1.2775   -0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3592    0.1096    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2713    1.4572    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5609    2.1728    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308   -1.7250   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4027   -0.4055   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6617    0.6455   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2062    1.7483    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    2.7774    1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7492    1.0547    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3245   -0.7516   -0.7638 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  4 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25  3  1  0
 15 10  1  0
 25 21  2  0
 18 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 20 37  1  0
 23 38  1  0
 24 39  1  0
M  END


  Mrv0541 05061305232D          

 25 28  0  0  0  0            999 V2000
    2.0701    6.8854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705    6.8674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4910    6.9537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7878    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7718    5.2354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0734    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4990    6.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    4.4104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2135    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5023    4.8229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    5.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    3.5854    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    6.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8266    6.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869    5.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2869    4.5680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  2  0  0  0  0
  5  3  2  0  0  0  0
  7  6  2  0  0  0  0
 11  2  1  0  0  0  0
 11  8  2  0  0  0  0
 12  3  1  0  0  0  0
 13  6  1  0  0  0  0
 14  9  1  0  0  0  0
 14 11  1  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
 16  5  1  0  0  0  0
 16 13  2  0  0  0  0
 17  4  1  0  0  0  0
 18  8  1  0  0  0  0
 18 17  2  0  0  0  0
 19 12  2  0  0  0  0
 19 13  1  0  0  0  0
 20 14  2  0  0  0  0
 21 15  2  0  0  0  0
 22  1  1  0  0  0  0
 22 19  1  0  0  0  0
 23  7  1  0  0  0  0
 23 16  1  0  0  0  0
 24 10  1  0  0  0  0
 24 17  1  0  0  0  0
 25 10  1  0  0  0  0
 25 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030619

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C=CC2=C1C=CO2)C(=O)CC(=O)C1=CC2=C(OCO2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C19H14O6/c1-22-19-12(3-5-16-13(19)6-7-23-16)15(21)9-14(20)11-2-4-17-18(8-11)25-10-24-17/h2-8H,9-10H2,1H3

> <INCHI_KEY>
SDJBCBKWKASUCJ-UHFFFAOYSA-N

> <FORMULA>
C19H14O6

> <MOLECULAR_WEIGHT>
338.3109

> <EXACT_MASS>
338.07903818

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
33.45354317111138

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-(2H-1,3-benzodioxol-5-yl)-3-(4-methoxy-1-benzofuran-5-yl)propane-1,3-dione

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
2.802046432333332

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.112504000895807

> <JCHEM_PKA_STRONGEST_BASIC>
-3.035071278635205

> <JCHEM_POLAR_SURFACE_AREA>
74.97000000000001

> <JCHEM_REFRACTIVITY>
87.69319999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.00e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ovalitenone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030619
     RDKit          3D
Ovalitenone
 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.4817   -2.7306   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.3987   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014   -0.2980   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833    0.2034    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.3844   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286   -1.3845   -1.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469    0.1923    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.5613   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -1.5671   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764   -0.1759   -0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    0.9146    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    1.3178    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4768    0.6277    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2681   -0.4663   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641   -0.8639   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5027   -0.9806   -0.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727    0.0187   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8505    0.7638    0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    1.3319    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394    1.9083    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608    1.4128    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8091    1.7655    1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569    0.9724    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9164    0.0332   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5668    0.2866    0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2948   -2.8767    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5377   -3.0908   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496   -3.3312   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344    1.2775   -0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3592    0.1096    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2713    1.4572    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5609    2.1728    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308   -1.7250   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4027   -0.4055   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6617    0.6455   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2062    1.7483    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    2.7774    1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7492    1.0547    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3245   -0.7516   -0.7638 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  4 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25  3  1  0
 15 10  1  0
 25 21  2  0
 18 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 20 37  1  0
 23 38  1  0
 24 39  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       3.864  12.853   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.137  10.543   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.531   8.233   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.471  11.313   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.865   9.003   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.852  12.819   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.383  12.980   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.471   8.233   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.530   9.003   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -5.174   9.773   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.137   9.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.198   9.003   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.531  11.313   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.197   8.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.864   8.233   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.865  10.543   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.804  10.543   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.804   9.003   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.198  10.543   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.197   6.693   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       3.864   6.693   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.864  11.313   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       9.010  11.573   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -4.269  11.019   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -4.269   8.527   0.000  0.00  0.00           O+0
CONECT    1   22                                                            
CONECT    2    4   11                                                       
CONECT    3    5   12                                                       
CONECT    4    2   17                                                       
CONECT    5    3   16                                                       
CONECT    6    7   13                                                       
CONECT    7    6   23                                                       
CONECT    8   11   18                                                       
CONECT    9   14   15                                                       
CONECT   10   24   25                                                       
CONECT   11    2    8   14                                                  
CONECT   12    3   15   19                                                  
CONECT   13    6   16   19                                                  
CONECT   14    9   11   20                                                  
CONECT   15    9   12   21                                                  
CONECT   16    5   13   23                                                  
CONECT   17    4   18   24                                                  
CONECT   18    8   17   25                                                  
CONECT   19   12   13   22                                                  
CONECT   20   14                                                            
CONECT   21   15                                                            
CONECT   22    1   19                                                       
CONECT   23    7   16                                                       
CONECT   24   10   17                                                       
CONECT   25   10   18                                                       
MASTER        0    0    0    0    0    0    0    0   25    0   56    0
END

COMPND    HMDB0030619
HETATM    1  C1  UNL     1      -3.482  -2.731  -0.787  1.00  0.00           C  
HETATM    2  O1  UNL     1      -3.442  -1.399  -1.195  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.401  -0.298  -0.378  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.183   0.203   0.014  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.928  -0.384  -0.400  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.929  -1.384  -1.142  1.00  0.00           O  
HETATM    7  C5  UNL     1       0.347   0.192   0.049  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.507  -0.561  -0.490  1.00  0.00           C  
HETATM    9  O3  UNL     1       1.338  -1.567  -1.238  1.00  0.00           O  
HETATM   10  C7  UNL     1       2.876  -0.176  -0.181  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.099   0.915   0.631  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.390   1.318   0.951  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.477   0.628   0.458  1.00  0.00           C  
HETATM   14  C11 UNL     1       5.268  -0.466  -0.356  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.964  -0.864  -0.672  1.00  0.00           C  
HETATM   16  O4  UNL     1       6.503  -0.981  -0.716  1.00  0.00           O  
HETATM   17  C13 UNL     1       7.473   0.019  -0.470  1.00  0.00           C  
HETATM   18  O5  UNL     1       6.850   0.764   0.583  1.00  0.00           O  
HETATM   19  C14 UNL     1      -2.157   1.332   0.851  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.339   1.908   1.258  1.00  0.00           C  
HETATM   21  C16 UNL     1      -4.561   1.413   0.870  1.00  0.00           C  
HETATM   22  O6  UNL     1      -5.809   1.766   1.110  1.00  0.00           O  
HETATM   23  C17 UNL     1      -6.657   0.972   0.508  1.00  0.00           C  
HETATM   24  C18 UNL     1      -5.916   0.033  -0.175  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.567   0.287   0.035  1.00  0.00           C  
HETATM   26  H1  UNL     1      -3.295  -2.877   0.294  1.00  0.00           H  
HETATM   27  H2  UNL     1      -4.538  -3.091  -0.959  1.00  0.00           H  
HETATM   28  H3  UNL     1      -2.850  -3.331  -1.444  1.00  0.00           H  
HETATM   29  H4  UNL     1       0.434   1.277  -0.188  1.00  0.00           H  
HETATM   30  H5  UNL     1       0.359   0.110   1.174  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.271   1.457   1.018  1.00  0.00           H  
HETATM   32  H7  UNL     1       4.561   2.173   1.588  1.00  0.00           H  
HETATM   33  H8  UNL     1       3.831  -1.725  -1.313  1.00  0.00           H  
HETATM   34  H9  UNL     1       8.403  -0.406  -0.037  1.00  0.00           H  
HETATM   35  H10 UNL     1       7.662   0.645  -1.352  1.00  0.00           H  
HETATM   36  H11 UNL     1      -1.206   1.748   1.176  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.279   2.777   1.903  1.00  0.00           H  
HETATM   38  H13 UNL     1      -7.749   1.055   0.551  1.00  0.00           H  
HETATM   39  H14 UNL     1      -6.324  -0.752  -0.764  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3
CONECT    3    4    4   25
CONECT    4    5   19
CONECT    5    6    6    7
CONECT    7    8   29   30
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   14   18
CONECT   14   15   15   16
CONECT   15   33
CONECT   16   17
CONECT   17   18   34   35
CONECT   19   20   20   36
CONECT   20   21   37
CONECT   21   22   25   25
CONECT   22   23
CONECT   23   24   24   38
CONECT   24   25   39
END

HMDB0030619
     RDKit          3D
Ovalitenone
 39 42  0  0  0  0  0  0  0  0999 V2000
   -3.4817   -2.7306   -0.7869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419   -1.3987   -1.1946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4014   -0.2980   -0.3782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1833    0.2034    0.0140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9282   -0.3844   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9286   -1.3845   -1.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3469    0.1923    0.0486 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5071   -0.5613   -0.4902 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3380   -1.5671   -1.2383 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8764   -0.1759   -0.1813 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0988    0.9146    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    1.3178    0.9513 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4768    0.6277    0.4585 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2681   -0.4663   -0.3556 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9641   -0.8639   -0.6724 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5027   -0.9806   -0.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4727    0.0187   -0.4705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8505    0.7638    0.5827 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1574    1.3319    0.8508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3394    1.9083    1.2581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5608    1.4128    0.8701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8091    1.7655    1.1105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6569    0.9724    0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9164    0.0332   -0.1753 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5668    0.2866    0.0354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2948   -2.8767    0.2936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5377   -3.0908   -0.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8496   -3.3312   -1.4442 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4344    1.2775   -0.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3592    0.1096    1.1740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2713    1.4572    1.0185 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5609    2.1728    1.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8308   -1.7250   -1.3128 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4027   -0.4055   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6617    0.6455   -1.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2062    1.7483    1.1755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2791    2.7774    1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7492    1.0547    0.5509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3245   -0.7516   -0.7638 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
  5  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
  4 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25  3  1  0
 15 10  1  0
 25 21  2  0
 18 13  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  7 29  1  0
  7 30  1  0
 11 31  1  0
 12 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 19 36  1  0
 20 37  1  0
 23 38  1  0
 24 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1,3-Benzodioxol-5-yl)-3-(4-methoxy-5-benzofuranyl)-1,3-propanedione, 9ci	HMDB
Glabra I	HMDB

Chemical Formula

C₁₉H₁₄O₆

Average Molecular Weight

338.3109

Monoisotopic Molecular Weight

338.07903818

IUPAC Name

1-(2H-1,3-benzodioxol-5-yl)-3-(4-methoxy-1-benzofuran-5-yl)propane-1,3-dione

Traditional Name

ovalitenone

CAS Registry Number

64280-22-4

SMILES

COC1=C(C=CC2=C1C=CO2)C(=O)CC(=O)C1=CC2=C(OCO2)C=C1

InChI Identifier

InChI=1S/C19H14O6/c1-22-19-12(3-5-16-13(19)6-7-23-16)15(21)9-14(20)11-2-4-17-18(8-11)25-10-24-17/h2-8H,9-10H2,1H3

InChI Key

SDJBCBKWKASUCJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as retro-dihydrochalcones. These are a form of normal dihydrochalcones that are structurally distinguished by the lack of oxygen functionalities at the C2'- and C6'-positions.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Linear 1,3-diarylpropanoids

Sub Class

Chalcones and dihydrochalcones

Direct Parent

Retro-dihydrochalcones

Alternative Parents

Substituents

Retro-dihydrochalcone
Butyrophenone
Benzodioxole
Benzofuran
Anisole
Aryl alkyl ketone
Aryl ketone
Alkyl aryl ether
1,3-diketone
1,3-dicarbonyl compound
Benzenoid
Furan
Heteroaromatic compound
Ketone
Acetal
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Chalcones and dihydrochalcones (LMPK12120372 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0030619)
Cell membrane (HMDB: HMDB0030619)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030619)

Source

Endogenous

Endogenous (HMDB: HMDB0030619)

Plant

Plant (HMDB: HMDB0030619)

Exogenous

Food

Food (HMDB: HMDB0030619)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0030619)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	123 - 126 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	13.39 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	0.05 g/L	ALOGPS
logP	2.95	ALOGPS
logP	2.8	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.11	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	74.97 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	87.69 m³·mol⁻¹	ChemAxon
Polarizability	33.45 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
DeepCCS	[M+H]+	185.026	30932474
DeepCCS	[M-H]-	182.648	30932474
DeepCCS	[M-2H]-	216.96	30932474
DeepCCS	[M+Na]+	192.521	30932474
AllCCS	[M+H]+	179.8	32859911
AllCCS	[M+H-H2O]+	176.4	32859911
AllCCS	[M+NH4]+	183.0	32859911
AllCCS	[M+Na]+	183.9	32859911
AllCCS	[M-H]-	181.3	32859911
AllCCS	[M+Na-2H]-	180.6	32859911
AllCCS	[M+HCOO]-	180.0	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.	8.59 minutes	32390414
Predicted by Siyang on May 30, 2022	16.3378 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.92 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	26.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2431.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	464.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	203.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	246.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	610.4 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	716.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	129.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1435.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	535.6 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	1667.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	482.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	399.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	458.6 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	72.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ovalitenone	COC1=C(C=CC2=C1C=CO2)C(=O)CC(=O)C1=CC2=C(OCO2)C=C1	4460.8	Standard polar	33892256
Ovalitenone	COC1=C(C=CC2=C1C=CO2)C(=O)CC(=O)C1=CC2=C(OCO2)C=C1	2871.1	Standard non polar	33892256
Ovalitenone	COC1=C(C=CC2=C1C=CO2)C(=O)CC(=O)C1=CC2=C(OCO2)C=C1	3060.0	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 - Ovalitenone GC-MS (Non-derivatized) - 70eV, Positive	splash10-002b-3902000000-c5a47169f9f13e28d1c7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ovalitenone 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 - Ovalitenone 10V, Positive-QTOF	splash10-000i-0109000000-f3be63413c5909f25ad2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 20V, Positive-QTOF	splash10-007c-0619000000-3de46cc6c7af90a83124	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 40V, Positive-QTOF	splash10-006y-3951000000-9faa1e96553bda5aef0c	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 10V, Negative-QTOF	splash10-000i-0009000000-5339eb0c4575039d3555	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 20V, Negative-QTOF	splash10-000i-0409000000-9fc96d919705e8bee4c8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 40V, Negative-QTOF	splash10-0002-3911000000-31933d140b16859abba4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 10V, Negative-QTOF	splash10-000i-0009000000-4d0563d25991a3f4db9f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 20V, Negative-QTOF	splash10-000i-0609000000-96618623811b49f81e95	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 40V, Negative-QTOF	splash10-0007-9601000000-31f5b04fdd1b70c53950	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 10V, Positive-QTOF	splash10-000j-0819000000-9c5083ddafc901fd99a0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 20V, Positive-QTOF	splash10-002s-0903000000-d7ce45c89d214fe3af88	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ovalitenone 40V, Positive-QTOF	splash10-000b-1911000000-1401622ea639cfa3539e	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

FDB002517

KNApSAcK ID

C00007017

Chemspider ID

545372

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

627910

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1821471

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.. .

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Ovalitenone → 6-[1-(2H-1,3-benzodioxol-5-yl)-3-(4-methoxy-1-benzofuran-5-yl)-1,3-dioxopropan-2-yl]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Ovalitenone (HMDB0030619)

MOL for HMDB0030619 (Ovalitenone)

3D MOL for HMDB0030619 (Ovalitenone)

3D SDF for HMDB0030619 (Ovalitenone)

3D-SDF for HMDB0030619 (Ovalitenone)

PDB for HMDB0030619 (Ovalitenone)

3D PDB for HMDB0030619 (Ovalitenone)

SMILES for HMDB0030619 (Ovalitenone)

INCHI for HMDB0030619 (Ovalitenone)

Structure for HMDB0030619 (Ovalitenone)

3D Structure for HMDB0030619 (Ovalitenone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions