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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:18 UTC

Update Date

2022-03-07 02:52:43 UTC

HMDB ID

HMDB0030833

Secondary Accession Numbers

HMDB30833

Metabolite Identification

Common Name

Bilobetin

Description

Bilobetin belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''. Thus, bilobetin is considered to be a flavonoid. Bilobetin has been detected, but not quantified in, fats and oils and ginkgo nuts (Ginkgo biloba). This could make bilobetin a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Bilobetin.

Structure

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


  Mrv0541 05061305322D          

 41 46  0  0  0  0            999 V2000
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    6.4302   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HMDB0030833
     RDKit          3D
Bilobetin
 61 66  0  0  0  0  0  0  0  0999 V2000
    1.2065    1.4146   -4.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 05061305322D          

 41 46  0  0  0  0            999 V2000
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 30 23  1  0  0  0  0
 31 28  2  0  0  0  0
 31 30  1  0  0  0  0
 32 16  1  0  0  0  0
 33 17  1  0  0  0  0
 34 19  1  0  0  0  0
 35 20  1  0  0  0  0
 36 21  1  0  0  0  0
 37 22  2  0  0  0  0
 38 23  2  0  0  0  0
 39  1  1  0  0  0  0
 39 24  1  0  0  0  0
 40 26  1  0  0  0  0
 40 27  1  0  0  0  0
 41 25  1  0  0  0  0
 41 31  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030833

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C(C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C31H20O10/c1-39-24-7-4-15(26-12-22(37)29-19(34)9-17(33)10-27(29)40-26)8-18(24)28-20(35)11-21(36)30-23(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3

> <INCHI_KEY>
IWEIJEPIYMAGTH-UHFFFAOYSA-N

> <FORMULA>
C31H20O10

> <MOLECULAR_WEIGHT>
552.4845

> <EXACT_MASS>
552.10564686

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
55.66745927677736

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

> <ALOGPS_LOGP>
4.81

> <JCHEM_LOGP>
5.233251869333333

> <ALOGPS_LOGS>
-5.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.7919231628509

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.1242763761077645

> <JCHEM_PKA_STRONGEST_BASIC>
-4.85988843606656

> <JCHEM_POLAR_SURFACE_AREA>
162.97999999999996

> <JCHEM_REFRACTIVITY>
149.38830000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030833
     RDKit          3D
Bilobetin
 61 66  0  0  0  0  0  0  0  0999 V2000
    1.2065    1.4146   -4.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810    1.8269   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.2913   -2.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7578    0.3844   -2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7092   -0.1012   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720    0.2765   -0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964   -0.2656    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563    0.1016    1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8557   -0.4337    2.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9671   -0.1429    3.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7334   -1.3197    1.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7386   -1.8845    2.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8122   -1.5191    4.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6336   -2.7835    2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211   -3.1154    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988   -4.0136    0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5272   -2.5571    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -1.6705    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879   -1.1254   -0.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8280    1.1681   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1547    1.6793   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.6250   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9394    3.9843   -0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2873    4.3959   -1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    4.8628   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    4.3786    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0031    5.2779    0.8640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    3.0156    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4808    2.4804    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    3.1996    1.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687    1.1047    1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6662    0.3001    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8005   -1.1506    0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -1.8772    0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863   -3.2480    0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085   -3.8932    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -5.2853    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -3.2149    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9102   -1.8172    1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5715    0.8608    0.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355    2.1300    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2974    1.7361   -4.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    0.2976   -4.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0699    1.8597   -4.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.0918   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284   -0.7970   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728    0.7958    2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5678   -1.9484    4.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4153   -3.2197    2.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3102   -4.2521   -0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4218   -2.8018   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983    1.5165    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477    5.3941   -1.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212    5.9268   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8765    5.2836    1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6192    0.7104    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8239   -1.3632   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -3.8136   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044   -5.7732   -0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8427   -3.7313    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499   -1.2519    1.4093 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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 32 40  1  0
 40 41  1  0
 21  3  1  0
 41 22  1  0
 19  7  1  0
 41 28  2  0
 18 11  1  0
 39 33  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  5 46  1  0
  8 47  1  0
 13 48  1  0
 14 49  1  0
 16 50  1  0
 17 51  1  0
 20 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
 31 56  1  0
 34 57  1  0
 35 58  1  0
 37 59  1  0
 38 60  1  0
 39 61  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       8.002  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.003  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      13.337  -3.080   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -2.667  -4.620   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       6.668  -2.310   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       6.668  -0.770   0.000  0.00  0.00           O+0
CONECT    1   39                                                            
CONECT    2    5   14                                                       
CONECT    3    6   14                                                       
CONECT    4    7   15                                                       
CONECT    5    2   16                                                       
CONECT    6    3   16                                                       
CONECT    7    4   24                                                       
CONECT    8   15   18                                                       
CONECT    9   17   19                                                       
CONECT   10   17   27                                                       
CONECT   11   20   21                                                       
CONECT   12   22   26                                                       
CONECT   13   23   25                                                       
CONECT   14    2    3   25                                                  
CONECT   15    4    8   26                                                  
CONECT   16    5    6   32                                                  
CONECT   17    9   10   33                                                  
CONECT   18    8   24   28                                                  
CONECT   19    9   29   34                                                  
CONECT   20   11   28   35                                                  
CONECT   21   11   30   36                                                  
CONECT   22   12   29   37                                                  
CONECT   23   13   30   38                                                  
CONECT   24    7   18   39                                                  
CONECT   25   13   14   41                                                  
CONECT   26   12   15   40                                                  
CONECT   27   10   29   40                                                  
CONECT   28   18   20   31                                                  
CONECT   29   19   22   27                                                  
CONECT   30   21   23   31                                                  
CONECT   31   28   30   41                                                  
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   21                                                            
CONECT   37   22                                                            
CONECT   38   23                                                            
CONECT   39    1   24                                                       
CONECT   40   26   27                                                       
CONECT   41   25   31                                                       
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

COMPND    HMDB0030833
HETATM    1  C1  UNL     1       1.207   1.415  -4.433  1.00  0.00           C  
HETATM    2  O1  UNL     1       1.181   1.827  -3.069  1.00  0.00           O  
HETATM    3  C2  UNL     1       0.191   1.291  -2.261  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.758   0.384  -2.726  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.709  -0.101  -1.857  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.772   0.276  -0.508  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.796  -0.266   0.368  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.856   0.102   1.676  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.856  -0.434   2.509  1.00  0.00           C  
HETATM   10  O2  UNL     1      -3.967  -0.143   3.706  1.00  0.00           O  
HETATM   11  C9  UNL     1      -4.733  -1.320   1.931  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.739  -1.884   2.686  1.00  0.00           C  
HETATM   13  O3  UNL     1      -5.812  -1.519   4.023  1.00  0.00           O  
HETATM   14  C11 UNL     1      -6.634  -2.783   2.110  1.00  0.00           C  
HETATM   15  C12 UNL     1      -6.521  -3.115   0.781  1.00  0.00           C  
HETATM   16  O4  UNL     1      -7.399  -4.014   0.164  1.00  0.00           O  
HETATM   17  C13 UNL     1      -5.527  -2.557   0.033  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.642  -1.670   0.595  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.688  -1.125  -0.094  1.00  0.00           O  
HETATM   20  C15 UNL     1      -0.828   1.168  -0.078  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.155   1.679  -0.945  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.151   2.625  -0.476  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.939   3.984  -0.523  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.287   4.396  -1.047  1.00  0.00           O  
HETATM   25  C19 UNL     1       1.886   4.863  -0.078  1.00  0.00           C  
HETATM   26  C20 UNL     1       3.106   4.379   0.440  1.00  0.00           C  
HETATM   27  O7  UNL     1       4.003   5.278   0.864  1.00  0.00           O  
HETATM   28  C21 UNL     1       3.321   3.016   0.489  1.00  0.00           C  
HETATM   29  C22 UNL     1       4.481   2.480   0.979  1.00  0.00           C  
HETATM   30  O8  UNL     1       5.410   3.200   1.411  1.00  0.00           O  
HETATM   31  C23 UNL     1       4.669   1.105   1.015  1.00  0.00           C  
HETATM   32  C24 UNL     1       3.666   0.300   0.548  1.00  0.00           C  
HETATM   33  C25 UNL     1       3.800  -1.151   0.558  1.00  0.00           C  
HETATM   34  C26 UNL     1       2.714  -1.877   0.057  1.00  0.00           C  
HETATM   35  C27 UNL     1       2.786  -3.248   0.043  1.00  0.00           C  
HETATM   36  C28 UNL     1       3.909  -3.893   0.513  1.00  0.00           C  
HETATM   37  O9  UNL     1       3.941  -5.285   0.480  1.00  0.00           O  
HETATM   38  C29 UNL     1       4.974  -3.215   1.003  1.00  0.00           C  
HETATM   39  C30 UNL     1       4.910  -1.817   1.022  1.00  0.00           C  
HETATM   40  O10 UNL     1       2.571   0.861   0.087  1.00  0.00           O  
HETATM   41  C31 UNL     1       2.335   2.130   0.026  1.00  0.00           C  
HETATM   42  H1  UNL     1       0.297   1.736  -4.981  1.00  0.00           H  
HETATM   43  H2  UNL     1       1.227   0.298  -4.482  1.00  0.00           H  
HETATM   44  H3  UNL     1       2.070   1.860  -4.970  1.00  0.00           H  
HETATM   45  H4  UNL     1      -0.711   0.092  -3.767  1.00  0.00           H  
HETATM   46  H5  UNL     1      -2.428  -0.797  -2.236  1.00  0.00           H  
HETATM   47  H6  UNL     1      -2.173   0.796   2.139  1.00  0.00           H  
HETATM   48  H7  UNL     1      -6.568  -1.948   4.575  1.00  0.00           H  
HETATM   49  H8  UNL     1      -7.415  -3.220   2.707  1.00  0.00           H  
HETATM   50  H9  UNL     1      -7.310  -4.252  -0.811  1.00  0.00           H  
HETATM   51  H10 UNL     1      -5.422  -2.802  -1.004  1.00  0.00           H  
HETATM   52  H11 UNL     1      -0.798   1.516   0.946  1.00  0.00           H  
HETATM   53  H12 UNL     1      -0.448   5.394  -1.084  1.00  0.00           H  
HETATM   54  H13 UNL     1       1.721   5.927  -0.115  1.00  0.00           H  
HETATM   55  H14 UNL     1       4.877   5.284   1.247  1.00  0.00           H  
HETATM   56  H15 UNL     1       5.619   0.710   1.418  1.00  0.00           H  
HETATM   57  H16 UNL     1       1.824  -1.363  -0.316  1.00  0.00           H  
HETATM   58  H17 UNL     1       1.958  -3.814  -0.340  1.00  0.00           H  
HETATM   59  H18 UNL     1       4.304  -5.773  -0.333  1.00  0.00           H  
HETATM   60  H19 UNL     1       5.843  -3.731   1.366  1.00  0.00           H  
HETATM   61  H20 UNL     1       5.750  -1.252   1.409  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3
CONECT    3    4    4   21
CONECT    4    5   45
CONECT    5    6    6   46
CONECT    6    7   20
CONECT    7    8    8   19
CONECT    8    9   47
CONECT    9   10   10   11
CONECT   11   12   12   18
CONECT   12   13   14
CONECT   13   48
CONECT   14   15   15   49
CONECT   15   16   17
CONECT   16   50
CONECT   17   18   18   51
CONECT   18   19
CONECT   20   21   21   52
CONECT   21   22
CONECT   22   23   23   41
CONECT   23   24   25
CONECT   24   53
CONECT   25   26   26   54
CONECT   26   27   28
CONECT   27   55
CONECT   28   29   41   41
CONECT   29   30   30   31
CONECT   31   32   32   56
CONECT   32   33   40
CONECT   33   34   34   39
CONECT   34   35   57
CONECT   35   36   36   58
CONECT   36   37   38
CONECT   37   59
CONECT   38   39   39   60
CONECT   39   61
CONECT   40   41
END

HMDB0030833
     RDKit          3D
Bilobetin
 61 66  0  0  0  0  0  0  0  0999 V2000
    1.2065    1.4146   -4.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1810    1.8269   -3.0686 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914    1.2913   -2.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7578    0.3844   -2.7257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7092   -0.1012   -1.8567 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7720    0.2765   -0.5075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7964   -0.2656    0.3675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8563    0.1016    1.6757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8557   -0.4337    2.5091 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9671   -0.1429    3.7062 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7334   -1.3197    1.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7386   -1.8845    2.6860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8122   -1.5191    4.0228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6336   -2.7835    2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5211   -3.1154    0.7805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3988   -4.0136    0.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5272   -2.5571    0.0335 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6421   -1.6705    0.5951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6879   -1.1254   -0.0936 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8280    1.1681   -0.0775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1547    1.6793   -0.9450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1509    2.6250   -0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9394    3.9843   -0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2873    4.3959   -1.0471 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8861    4.8628   -0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1055    4.3786    0.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0031    5.2779    0.8640 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3213    3.0156    0.4886 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4808    2.4804    0.9790 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4098    3.1996    1.4106 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6687    1.1047    1.0149 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6662    0.3001    0.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8005   -1.1506    0.5580 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -1.8772    0.0569 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863   -3.2480    0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9085   -3.8932    0.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9410   -5.2853    0.4800 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9744   -3.2149    1.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9102   -1.8172    1.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5715    0.8608    0.0871 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3355    2.1300    0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2974    1.7361   -4.9811 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2273    0.2976   -4.4823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0699    1.8597   -4.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7105    0.0918   -3.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4284   -0.7970   -2.2363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1728    0.7958    2.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5678   -1.9484    4.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4153   -3.2197    2.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3102   -4.2521   -0.8111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4218   -2.8018   -1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7983    1.5165    0.9458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4477    5.3941   -1.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7212    5.9268   -0.1147 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8765    5.2836    1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6192    0.7104    1.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8239   -1.3632   -0.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -3.8136   -0.3396 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3044   -5.7732   -0.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8427   -3.7313    1.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7499   -1.2519    1.4093 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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
 18 19  1  0
  6 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 23 25  1  0
 25 26  2  0
 26 27  1  0
 26 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 32 40  1  0
 40 41  1  0
 21  3  1  0
 41 22  1  0
 19  7  1  0
 41 28  2  0
 18 11  1  0
 39 33  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  5 46  1  0
  8 47  1  0
 13 48  1  0
 14 49  1  0
 16 50  1  0
 17 51  1  0
 20 52  1  0
 24 53  1  0
 25 54  1  0
 27 55  1  0
 31 56  1  0
 34 57  1  0
 35 58  1  0
 37 59  1  0
 38 60  1  0
 39 61  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4',5,5'',7,7''-Pentahydroxy-4'''-methoxy-3''',8-biflavone	HMDB
4'-Monomethylamentoflavone	HMDB
Bilobetin	MeSH

Chemical Formula

C₃₁H₂₀O₁₀

Average Molecular Weight

552.4845

Monoisotopic Molecular Weight

552.10564686

IUPAC Name

8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one

Traditional Name

8-[5-(5,7-dihydroxy-4-oxochromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one

CAS Registry Number

521-32-4

SMILES

COC1=C(C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C31H20O10/c1-39-24-7-4-15(26-12-22(37)29-19(34)9-17(33)10-27(29)40-26)8-18(24)28-20(35)11-21(36)30-23(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3

InChI Key

IWEIJEPIYMAGTH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biflavonoids and polyflavonoids. These are organic compounds containing at least two flavan/flavone units. These units are usually linked through CC or C-O-C bonds. Some examples include C2-O-C3, C2-O-C4, C3'-C3''', and C6-C8''.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Biflavonoids and polyflavonoids

Direct Parent

Biflavonoids and polyflavonoids

Alternative Parents

Substituents

Bi- and polyflavonoid skeleton
4p-methoxyflavonoid-skeleton
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavone
Hydroxyflavonoid
Chromone
Benzopyran
1-benzopyran
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Vinylogous acid
Heteroaromatic compound
Ether
Organoheterocyclic compound
Oxacycle
Hydrocarbon derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030833)

Cellular substructure

Membrane (HMDB: HMDB0030833)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030833)

Source

Endogenous

Endogenous (HMDB: HMDB0030833)

Plant

Plant (HMDB: HMDB0030833)

Exogenous

Food

Food (HMDB: HMDB0030833)

Herb and spice

Other seed

Ginkgo nuts (FooDB: FOOD00367)

Fat and oil

Fats and oils (FooDB: FOOD00864)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	320 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.009 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	0.0048 g/L	ALOGPS
logP	4.81	ALOGPS
logP	5.23	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.12	ChemAxon
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	162.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	149.39 m³·mol⁻¹	ChemAxon
Polarizability	55.67 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	225.515	31661259
DarkChem	[M-H]-	226.677	31661259
DeepCCS	[M+H]+	221.453	30932474
DeepCCS	[M-H]-	219.629	30932474
DeepCCS	[M-2H]-	252.871	30932474
DeepCCS	[M+Na]+	227.059	30932474
AllCCS	[M+H]+	237.2	32859911
AllCCS	[M+H-H2O]+	235.1	32859911
AllCCS	[M+NH4]+	239.1	32859911
AllCCS	[M+Na]+	239.6	32859911
AllCCS	[M-H]-	211.5	32859911
AllCCS	[M+Na-2H]-	212.3	32859911
AllCCS	[M+HCOO]-	213.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Bilobetin	COC1=C(C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1	7855.2	Standard polar	33892256
Bilobetin	COC1=C(C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1	4667.4	Standard non polar	33892256
Bilobetin	COC1=C(C=C(C=C1)C1=CC(=O)C2=C(O)C=C(O)C=C2O1)C1=C2OC(=CC(=O)C2=C(O)C=C1O)C1=CC=C(O)C=C1	5859.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Bilobetin,1TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5740.6	Semi standard non polar	33892256
Bilobetin,1TMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5820.6	Semi standard non polar	33892256
Bilobetin,1TMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5756.8	Semi standard non polar	33892256
Bilobetin,1TMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5804.9	Semi standard non polar	33892256
Bilobetin,1TMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5827.2	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5661.6	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #10	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5711.9	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5663.6	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5601.9	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5636.7	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5740.9	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #6	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5680.3	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #7	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5716.5	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #8	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5684.6	Semi standard non polar	33892256
Bilobetin,2TMS,isomer #9	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5654.7	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5491.7	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #10	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5491.0	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5459.7	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5435.0	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5476.6	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5464.3	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #6	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5425.6	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #7	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5526.1	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #8	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5503.3	Semi standard non polar	33892256
Bilobetin,3TMS,isomer #9	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5466.8	Semi standard non polar	33892256
Bilobetin,4TMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5321.9	Semi standard non polar	33892256
Bilobetin,4TMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5304.5	Semi standard non polar	33892256
Bilobetin,4TMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5287.0	Semi standard non polar	33892256
Bilobetin,4TMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5275.0	Semi standard non polar	33892256
Bilobetin,4TMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C)C=C(O[Si](C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C)C=C1)=CC2=O	5330.9	Semi standard non polar	33892256
Bilobetin,1TBDMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5975.9	Semi standard non polar	33892256
Bilobetin,1TBDMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6032.0	Semi standard non polar	33892256
Bilobetin,1TBDMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	5992.9	Semi standard non polar	33892256
Bilobetin,1TBDMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6034.5	Semi standard non polar	33892256
Bilobetin,1TBDMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6037.9	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6126.3	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #10	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6164.7	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6125.3	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6098.3	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6117.3	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6184.8	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #6	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6158.5	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #7	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6173.0	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #8	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6141.8	Semi standard non polar	33892256
Bilobetin,2TBDMS,isomer #9	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6140.5	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #1	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6150.6	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #10	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6178.1	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #2	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6135.9	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #3	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6151.9	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #4	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6124.4	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #5	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6150.1	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #6	COC1=CC=C(C2=CC(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=C(O)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6131.1	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #7	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O)C=C1)=CC2=O	6189.9	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #8	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O[Si](C)(C)C(C)(C)C)C=C(O)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6206.3	Semi standard non polar	33892256
Bilobetin,3TBDMS,isomer #9	COC1=CC=C(C2=CC(=O)C3=C(O)C=C(O[Si](C)(C)C(C)(C)C)C=C3O2)C=C1C1=C(O)C=C(O[Si](C)(C)C(C)(C)C)C2=C1OC(C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)=CC2=O	6190.9	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 - Bilobetin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0079-0200290000-cf9668918d6472b32454	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (2 TMS) - 70eV, Positive	splash10-00si-1120029000-23bd699332e6255bbc0d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS ("Bilobetin,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Bilobetin GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bilobetin 6V, Positive-QTOF	splash10-001i-0001910000-92c93751dd6408ca6a56	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bilobetin 6V, Negative-QTOF	splash10-0il0-0012920000-1fb81f02b1b01dce7a31	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Bilobetin 6V, Positive-QTOF	splash10-001i-0001910000-755f5489c2825853fc70	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 10V, Positive-QTOF	splash10-0udi-0000090000-b09694121ce9e9c1a18b	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 20V, Positive-QTOF	splash10-0udi-0000090000-1ff41e5d49832159f3a8	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 40V, Positive-QTOF	splash10-0uy1-6921780000-427eb20a547b9dceaca1	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 10V, Negative-QTOF	splash10-0udi-0000090000-5d89575c9bbbf7510e33	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 20V, Negative-QTOF	splash10-0udi-0000090000-2106832f49c904c9f7ca	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 40V, Negative-QTOF	splash10-0ldr-1833690000-4e1719357b801e1d7274	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 10V, Positive-QTOF	splash10-0udi-0000090000-e8ba1adca963d976f61b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 20V, Positive-QTOF	splash10-0udi-0000090000-e8ba1adca963d976f61b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 40V, Positive-QTOF	splash10-0h2r-0102490000-75c65f6baa999edc3544	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 10V, Negative-QTOF	splash10-0udi-0000090000-328dd2cbd454db64ae4b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 20V, Negative-QTOF	splash10-0udi-0000090000-caf69bd5e2dd540a2aad	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Bilobetin 40V, Negative-QTOF	splash10-014i-5903120000-ee523dd00c2a9c05531a	2021-09-25	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

FDB002789

KNApSAcK ID

C00006488

Chemspider ID

4474758

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5315459

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1823081

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

Bilobetin → 6-(4-{8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-4-oxo-4H-chromen-2-yl}phenoxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Bilobetin → 6-({8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Bilobetin → 6-({8-[5-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl]-7-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-5-yl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Bilobetin → 6-[(2-{3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-methoxyphenyl}-5-hydroxy-4-oxo-4H-chromen-7-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Bilobetin → 6-[(2-{3-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-8-yl]-4-methoxyphenyl}-7-hydroxy-4-oxo-4H-chromen-5-yl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Showing metabocard for Bilobetin (HMDB0030833)

MOL for HMDB0030833 (Bilobetin)

3D MOL for HMDB0030833 (Bilobetin)

3D SDF for HMDB0030833 (Bilobetin)

3D-SDF for HMDB0030833 (Bilobetin)

PDB for HMDB0030833 (Bilobetin)

3D PDB for HMDB0030833 (Bilobetin)

SMILES for HMDB0030833 (Bilobetin)

INCHI for HMDB0030833 (Bilobetin)

Structure for HMDB0030833 (Bilobetin)

3D Structure for HMDB0030833 (Bilobetin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions