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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:53:15 UTC

Update Date

2022-03-07 02:53:33 UTC

HMDB ID

HMDB0033014

Secondary Accession Numbers

HMDB33014

Metabolite Identification

Common Name

Hovenitin I

Description

Hovenitin I belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms. Based on a literature review very few articles have been published on Hovenitin I.

Structure

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

HMDB0033014
     RDKit          3D
Hovenitin I
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.4375   -2.3165    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832   -0.9368    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5430   -0.0240    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2255   -0.3709    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    0.5429    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    0.1015    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    0.8775   -0.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471    0.5230   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4555    1.4494   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7887    1.0750   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7589    2.0611   -0.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1368   -0.2340   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332   -1.1992   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359   -2.4984   -0.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155   -0.8165   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.7591   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -2.9795   -0.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -1.3520    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853   -1.4680   -1.0912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    1.8675    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329    2.2858    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280    3.6546   -0.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    1.3382   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274    1.7067   -0.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431   -2.6454    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2327   -2.7210   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4106   -2.7838    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423   -1.4477    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266    0.1973    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    2.4884   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1892    2.5304    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1829   -0.5030   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0015   -3.2929    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -2.0292    0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2353   -0.5818   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    2.5908    0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545    4.0064   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3999    2.6633   -0.2911 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  5 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23  3  1  0
 18  6  1  0
 15  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
 24 38  1  0
M  END


  Mrv0541 02241215012D          

 24 26  0  0  0  0            999 V2000
    1.4024   -0.2474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.1650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -0.6599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -1.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848   -1.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848   -2.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424   -3.1348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -1.4849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024   -1.8148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1448    2.7223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4024    2.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    1.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599    1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.6599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424    1.0724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7424    1.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.3098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    3.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4848    2.3098    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1448   -3.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6599   -3.1348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  3 17  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7 23  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 24  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 22  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033014

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(O)C(O)=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H14O8/c1-23-11-3-6(2-9(19)13(11)20)16-15(22)14(21)12-8(18)4-7(17)5-10(12)24-16/h2-5,15-20,22H,1H3

> <INCHI_KEY>
MIEZPHMCERQLMT-UHFFFAOYSA-N

> <FORMULA>
C16H14O8

> <MOLECULAR_WEIGHT>
334.2776

> <EXACT_MASS>
334.068867424

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
31.846171925723752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
1.6587130023333332

> <ALOGPS_LOGS>
-2.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.375817059600873

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.804006661090589

> <JCHEM_PKA_STRONGEST_BASIC>
-3.878080719447751

> <JCHEM_POLAR_SURFACE_AREA>
136.68

> <JCHEM_REFRACTIVITY>
81.07209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-1-benzopyran-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033014
     RDKit          3D
Hovenitin I
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.4375   -2.3165    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832   -0.9368    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5430   -0.0240    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2255   -0.3709    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    0.5429    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    0.1015    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    0.8775   -0.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471    0.5230   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4555    1.4494   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7887    1.0750   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7589    2.0611   -0.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1368   -0.2340   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332   -1.1992   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359   -2.4984   -0.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155   -0.8165   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.7591   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -2.9795   -0.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -1.3520    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853   -1.4680   -1.0912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    1.8675    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329    2.2858    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280    3.6546   -0.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    1.3382   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274    1.7067   -0.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431   -2.6454    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2327   -2.7210   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4106   -2.7838    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423   -1.4477    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266    0.1973    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    2.4884   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1892    2.5304    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1829   -0.5030   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0015   -3.2929    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -2.0292    0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2353   -0.5818   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    2.5908    0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545    4.0064   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3999    2.6633   -0.2911 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  5 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23  3  1  0
 18  6  1  0
 15  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
 24 38  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       2.618  -0.462   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.232  -1.232   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -0.308   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -1.386  -1.232   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.386  -2.772   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.772  -3.542   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.772  -5.082   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.386  -5.852   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -5.082   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -3.542   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.232  -2.772   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.618  -3.388   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.004   5.082   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       2.618   4.312   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       1.232   3.542   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.232   2.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.000   1.232   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.386   2.002   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.386   3.542   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.000   4.312   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       0.000   5.852   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.772   4.312   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.004  -5.852   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       1.232  -5.852   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4   17                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   24                                                  
CONECT   10    5    9   11                                                  
CONECT   11    2   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14                                                            
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17    3   16   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   15   19   21                                                  
CONECT   21   20                                                            
CONECT   22   19                                                            
CONECT   23    7                                                            
CONECT   24    9                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   52    0
END

COMPND    HMDB0033014
HETATM    1  C1  UNL     1       4.437  -2.316   0.106  1.00  0.00           C  
HETATM    2  O1  UNL     1       4.583  -0.937   0.013  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.543  -0.024   0.105  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.226  -0.371   0.302  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.201   0.543   0.391  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.214   0.101   0.599  1.00  0.00           C  
HETATM    7  O2  UNL     1      -1.104   0.878  -0.202  1.00  0.00           O  
HETATM    8  C6  UNL     1      -2.447   0.523  -0.232  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.455   1.449  -0.354  1.00  0.00           C  
HETATM   10  C8  UNL     1      -4.789   1.075  -0.383  1.00  0.00           C  
HETATM   11  O3  UNL     1      -5.759   2.061  -0.508  1.00  0.00           O  
HETATM   12  C9  UNL     1      -5.137  -0.234  -0.289  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.133  -1.199  -0.164  1.00  0.00           C  
HETATM   14  O4  UNL     1      -4.536  -2.498  -0.072  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.815  -0.816  -0.137  1.00  0.00           C  
HETATM   16  C12 UNL     1      -1.726  -1.759  -0.012  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.929  -2.980  -0.070  1.00  0.00           O  
HETATM   18  C13 UNL     1      -0.297  -1.352   0.191  1.00  0.00           C  
HETATM   19  O6  UNL     1       0.285  -1.468  -1.091  1.00  0.00           O  
HETATM   20  C14 UNL     1       1.523   1.868   0.276  1.00  0.00           C  
HETATM   21  C15 UNL     1       2.833   2.286   0.077  1.00  0.00           C  
HETATM   22  O7  UNL     1       3.028   3.655  -0.023  1.00  0.00           O  
HETATM   23  C16 UNL     1       3.820   1.338  -0.006  1.00  0.00           C  
HETATM   24  O8  UNL     1       5.127   1.707  -0.203  1.00  0.00           O  
HETATM   25  H1  UNL     1       3.643  -2.645   0.817  1.00  0.00           H  
HETATM   26  H2  UNL     1       4.233  -2.721  -0.914  1.00  0.00           H  
HETATM   27  H3  UNL     1       5.411  -2.784   0.414  1.00  0.00           H  
HETATM   28  H4  UNL     1       2.042  -1.448   0.390  1.00  0.00           H  
HETATM   29  H5  UNL     1      -0.527   0.197   1.645  1.00  0.00           H  
HETATM   30  H6  UNL     1      -3.182   2.488  -0.429  1.00  0.00           H  
HETATM   31  H7  UNL     1      -6.189   2.530   0.280  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.183  -0.503  -0.313  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.002  -3.293   0.024  1.00  0.00           H  
HETATM   34  H10 UNL     1       0.166  -2.029   0.904  1.00  0.00           H  
HETATM   35  H11 UNL     1       0.235  -0.582  -1.534  1.00  0.00           H  
HETATM   36  H12 UNL     1       0.732   2.591   0.345  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.955   4.006  -0.167  1.00  0.00           H  
HETATM   38  H14 UNL     1       5.400   2.663  -0.291  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   28
CONECT    5    6   20   20
CONECT    6    7   18   29
CONECT    7    8
CONECT    8    9    9   15
CONECT    9   10   30
CONECT   10   11   12   12
CONECT   11   31
CONECT   12   13   32
CONECT   13   14   15   15
CONECT   14   33
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   19   34
CONECT   19   35
CONECT   20   21   36
CONECT   21   22   23   23
CONECT   22   37
CONECT   23   24
CONECT   24   38
END

HMDB0033014
     RDKit          3D
Hovenitin I
 38 40  0  0  0  0  0  0  0  0999 V2000
    4.4375   -2.3165    0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5832   -0.9368    0.0127 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5430   -0.0240    0.1046 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2255   -0.3709    0.3016 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2009    0.5429    0.3910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2135    0.1015    0.5986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1040    0.8775   -0.2017 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4471    0.5230   -0.2321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4555    1.4494   -0.3543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7887    1.0750   -0.3826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7589    2.0611   -0.5081 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1368   -0.2340   -0.2890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1332   -1.1992   -0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359   -2.4984   -0.0721 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8155   -0.8165   -0.1374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7259   -1.7591   -0.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9294   -2.9795   -0.0698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2971   -1.3520    0.1913 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853   -1.4680   -1.0912 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5234    1.8675    0.2764 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8329    2.2858    0.0768 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0280    3.6546   -0.0230 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8203    1.3382   -0.0061 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1274    1.7067   -0.2029 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6431   -2.6454    0.8166 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2327   -2.7210   -0.9135 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4106   -2.7838    0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0423   -1.4477    0.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5266    0.1973    1.6453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1821    2.4884   -0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1892    2.5304    0.2804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1829   -0.5030   -0.3131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0015   -3.2929    0.0243 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1660   -2.0292    0.9039 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2353   -0.5818   -1.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7319    2.5908    0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9545    4.0064   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3999    2.6633   -0.2911 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
  5 20  2  0
 20 21  1  0
 21 22  1  0
 21 23  2  0
 23 24  1  0
 23  3  1  0
 18  6  1  0
 15  8  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 28  1  0
  6 29  1  0
  9 30  1  0
 11 31  1  0
 12 32  1  0
 14 33  1  0
 18 34  1  0
 19 35  1  0
 20 36  1  0
 22 37  1  0
 24 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,7,4',5'-Tetrahydroxy-3'-methoxydihydroflavonol	MeSH
Hovenitin II	MeSH
(2R,3R)-3,5,7,4',5'-Pentahydroxy-3'-methoxyflavanone	HMDB
3,4',5,5',7-Pentahydroxy-3'-methoxyflavanone	HMDB
4',5,5',7-Tetrahydroxy-3'-methoxydihydroflavonol	HMDB
Hovenitin I	MeSH

Chemical Formula

C₁₆H₁₄O₈

Average Molecular Weight

334.2776

Monoisotopic Molecular Weight

334.068867424

IUPAC Name

2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

2-(3,4-dihydroxy-5-methoxyphenyl)-3,5,7-trihydroxy-2,3-dihydro-1-benzopyran-4-one

CAS Registry Number

71106-82-6

SMILES

COC1=C(O)C(O)=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O

InChI Identifier

InChI=1S/C16H14O8/c1-23-11-3-6(2-9(19)13(11)20)16-15(22)14(21)12-8(18)4-7(17)5-10(12)24-16/h2-5,15-20,22H,1H3

InChI Key

MIEZPHMCERQLMT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Cyclic alcohol
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0033014)
Cytoplasm (HMDB: HMDB0033014)

Source

Exogenous

Exogenous (HMDB: HMDB0033014)

Food

Food (HMDB: HMDB0033014)

Endogenous

Plant

Plant (HMDB: HMDB0033014)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033014)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	41550 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	0.85 g/L	ALOGPS
logP	1.13	ALOGPS
logP	1.66	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	7.8	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	136.68 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	81.07 m³·mol⁻¹	ChemAxon
Polarizability	31.85 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]+	180.76	31661259
DarkChem	[M-H]-	176.903	31661259
DeepCCS	[M+H]+	171.632	30932474
DeepCCS	[M-H]-	169.194	30932474
DeepCCS	[M-2H]-	203.617	30932474
DeepCCS	[M+Na]+	178.912	30932474
AllCCS	[M+H]+	177.2	32859911
AllCCS	[M+H-H2O]+	173.8	32859911
AllCCS	[M+NH4]+	180.3	32859911
AllCCS	[M+Na]+	181.2	32859911
AllCCS	[M-H]-	175.5	32859911
AllCCS	[M+Na-2H]-	175.1	32859911
AllCCS	[M+HCOO]-	174.8	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.	5.14 minutes	32390414
Predicted by Siyang on May 30, 2022	10.5696 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.3 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1547.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	204.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	89.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	141.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	68.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	449.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	381.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	356.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	663.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.4 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	1152.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	237.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	271.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	499.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	363.5 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	296.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hovenitin I	COC1=C(O)C(O)=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O	4695.6	Standard polar	33892256
Hovenitin I	COC1=C(O)C(O)=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O	3188.3	Standard non polar	33892256
Hovenitin I	COC1=C(O)C(O)=CC(=C1)C1OC2=CC(O)=CC(O)=C2C(=O)C1O	3164.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hovenitin I,1TMS,isomer #1	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C	3285.5	Semi standard non polar	33892256
Hovenitin I,1TMS,isomer #2	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O	3337.0	Semi standard non polar	33892256
Hovenitin I,1TMS,isomer #3	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O)=C1O	3333.0	Semi standard non polar	33892256
Hovenitin I,1TMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O)=C1O	3317.7	Semi standard non polar	33892256
Hovenitin I,1TMS,isomer #5	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O	3255.2	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C	3205.4	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #10	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O	3172.2	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #2	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C	3186.1	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #3	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O[Si](C)(C)C	3127.5	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3143.8	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #5	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O	3207.5	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #6	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O	3207.1	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #7	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O	3134.8	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #8	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O)=C1O	3186.7	Semi standard non polar	33892256
Hovenitin I,2TMS,isomer #9	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O	3096.6	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C	3131.2	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #10	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O	3023.2	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #2	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O[Si](C)(C)C	3033.2	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #3	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3097.5	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O[Si](C)(C)C	3064.2	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #5	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3087.4	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #6	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3035.0	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #7	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O	3148.1	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #8	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O	3034.5	Semi standard non polar	33892256
Hovenitin I,3TMS,isomer #9	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O	3060.2	Semi standard non polar	33892256
Hovenitin I,4TMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O)=C1O[Si](C)(C)C	3050.0	Semi standard non polar	33892256
Hovenitin I,4TMS,isomer #2	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3093.5	Semi standard non polar	33892256
Hovenitin I,4TMS,isomer #3	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3010.9	Semi standard non polar	33892256
Hovenitin I,4TMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3019.7	Semi standard non polar	33892256
Hovenitin I,4TMS,isomer #5	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O	3044.5	Semi standard non polar	33892256
Hovenitin I,5TMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)C2O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C1O[Si](C)(C)C	3046.6	Semi standard non polar	33892256
Hovenitin I,1TBDMS,isomer #1	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3556.7	Semi standard non polar	33892256
Hovenitin I,1TBDMS,isomer #2	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3600.5	Semi standard non polar	33892256
Hovenitin I,1TBDMS,isomer #3	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O)=C1O	3586.4	Semi standard non polar	33892256
Hovenitin I,1TBDMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O)=C1O	3587.6	Semi standard non polar	33892256
Hovenitin I,1TBDMS,isomer #5	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O	3556.4	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3712.7	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #10	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O	3702.5	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #2	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3708.6	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #3	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3663.6	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3701.8	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #5	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3742.9	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #6	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3728.9	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #7	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3682.4	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #8	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O)=C1O	3710.1	Semi standard non polar	33892256
Hovenitin I,2TBDMS,isomer #9	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O	3638.6	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3857.6	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #10	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O	3786.1	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #2	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3784.3	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #3	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3852.0	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3801.0	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #5	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3843.7	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #6	COC1=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3780.3	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #7	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3867.6	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #8	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3790.3	Semi standard non polar	33892256
Hovenitin I,3TBDMS,isomer #9	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3798.0	Semi standard non polar	33892256
Hovenitin I,4TBDMS,isomer #1	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O)=C1O[Si](C)(C)C(C)(C)C	3955.3	Semi standard non polar	33892256
Hovenitin I,4TBDMS,isomer #2	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3977.5	Semi standard non polar	33892256
Hovenitin I,4TBDMS,isomer #3	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3922.5	Semi standard non polar	33892256
Hovenitin I,4TBDMS,isomer #4	COC1=CC(C2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O[Si](C)(C)C(C)(C)C	3922.0	Semi standard non polar	33892256
Hovenitin I,4TBDMS,isomer #5	COC1=CC(C2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)C2O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C1O	3954.5	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 - Hovenitin I GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udr-0913000000-bcf76980d2297322e810	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hovenitin I GC-MS (5 TMS) - 70eV, Positive	splash10-003r-0020009000-95b6f59db0f6017f0f81	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hovenitin I 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 - Hovenitin I 10V, Positive-QTOF	splash10-000i-0109000000-b5b0f4513f3501d9488f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 20V, Positive-QTOF	splash10-0fri-0915000000-a50d0ec03b3da548242a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 40V, Positive-QTOF	splash10-0f79-2900000000-664a0170b791245a0f0c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 10V, Negative-QTOF	splash10-001i-0209000000-f106665f1d82f0792d83	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 20V, Negative-QTOF	splash10-0fsi-0926000000-e0c5c160bf88451eff70	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 40V, Negative-QTOF	splash10-0py0-2910000000-04ebad9a63f6fda1bddd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 10V, Negative-QTOF	splash10-001i-0009000000-b4a56157e00dbe6f0003	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 20V, Negative-QTOF	splash10-001i-0309000000-4815c74223782e1fbe65	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hovenitin I 40V, Negative-QTOF	splash10-014i-0900000000-c2d5d92d5e1d9d413c56	2021-09-23	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

FDB011004

KNApSAcK ID

C00014372

Chemspider ID

26502793

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53462148

PDB ID

Not Available

ChEBI ID

175256

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1832861

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. Catechol O-methyltransferase

General function:: Involved in magnesium ion binding
Specific function:: Catalyzes the O-methylation, and thereby the inactivation, of catecholamine neurotransmitters and catechol hormones. Also shortens the biological half-lives of certain neuroactive drugs, like L-DOPA, alpha-methyl DOPA and isoproterenol.
Gene Name:: COMT
Uniprot ID:: P21964
Molecular weight:: 30036.77

Reactions

Hovenitin I → 3,5,7-trihydroxy-2-(4-hydroxy-3,5-dimethoxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one	details

Enzyme Details

2. Sulfotransferase family cytosolic 2B member 1

General function:: Involved in sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of many hormones, neurotransmitters, drugs and xenobiotic compounds. Sulfonation increases the water solubility of most compounds, and therefore their renal excretion, but it can also result in bioactivation to form active metabolites. Sulfates hydroxysteroids like DHEA. Isoform 1 preferentially sulfonates cholesterol, and isoform 2 avidly sulfonates pregnenolone but not cholesterol.
Gene Name:: SULT2B1
Uniprot ID:: O00204
Molecular weight:: 39598.595

Reactions

Hovenitin I → [2-(3,4-dihydroxy-5-methoxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl]oxidanesulfonic acid	details

Enzyme Details

3. 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

Hovenitin I → 6-{[2-(3,4-dihydroxy-5-methoxyphenyl)-3,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Hovenitin I → 6-{[2-(3,4-dihydroxy-5-methoxyphenyl)-3,5-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Hovenitin I → 3,4,5-trihydroxy-6-[2-hydroxy-3-methoxy-5-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]oxane-2-carboxylic acid	details
Hovenitin I → 3,4,5-trihydroxy-6-[2-hydroxy-6-methoxy-4-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenoxy]oxane-2-carboxylic acid	details

Enzyme Details

4. Sulfotransferase 1A3

General function:: sulfotransferase activity
Specific function:: Sulfotransferase that utilizes 3'-phospho-5'-adenylyl sulfate (PAPS) as sulfonate donor to catalyze the sulfate conjugation of phenolic monoamines (neurotransmitters such as dopamine, norepinephrine and serotonin) and phenolic and catechol drugs.
Gene Name:: SULT1A3
Uniprot ID:: P0DMM9
Molecular weight:: 34195.96

Reactions

Hovenitin I → [2-hydroxy-6-methoxy-4-(3,5,7-trihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)phenyl]oxidanesulfonic acid	details

Showing metabocard for Hovenitin I (HMDB0033014)

MOL for HMDB0033014 (Hovenitin I)

3D MOL for HMDB0033014 (Hovenitin I)

3D SDF for HMDB0033014 (Hovenitin I)

3D-SDF for HMDB0033014 (Hovenitin I)

PDB for HMDB0033014 (Hovenitin I)

3D PDB for HMDB0033014 (Hovenitin I)

SMILES for HMDB0033014 (Hovenitin I)

INCHI for HMDB0033014 (Hovenitin I)

Structure for HMDB0033014 (Hovenitin I)

3D Structure for HMDB0033014 (Hovenitin I)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions