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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 02:58:23 UTC

Update Date

2022-03-07 02:56:58 UTC

HMDB ID

HMDB0041303

Secondary Accession Numbers

HMDB41303

Metabolite Identification

Common Name

Glyinflanin H

Description

Glyinflanin H belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety. Glyinflanin H has been detected, but not quantified in, several different foods, such as teas (Camellia sinensis), green tea, herbal tea, black tea, and red tea. This could make glyinflanin H a potential biomarker for the consumption of these foods. Glyinflanin H is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on Glyinflanin H.

Structure

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

HMDB0041303
     RDKit          3D
Glyinflanin H
 39 42  0  0  0  0  0  0  0  0999 V2000
   -5.5361   -0.4694   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -0.0819    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4549   -0.0302    1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0740    1.2733   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    1.4777   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737    0.4318   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -0.8475    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694   -1.9146    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.6679    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067   -0.4019    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9393   -0.1948    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6267    0.9635   -0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9977    0.6559   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1547    1.3915   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007    0.7887   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108   -0.5752    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6362   -1.2379    0.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2719   -1.3350    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.7026    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8178   -1.1606    0.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008    0.6530   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.9182   -0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -1.0520    0.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3185    0.1203   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5970   -0.3397   -0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -1.5359   -1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2798    0.6909    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    0.3185    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9472   -1.0101    1.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943    2.0718   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    2.5065   -0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -2.9171    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6895   -2.4932    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    1.9616   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778    2.4512   -0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3249    1.3576   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1188   -1.3659    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -2.4125    0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    2.7139   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 10 21  2  0
 21 22  1  0
  7 23  1  0
 23  2  1  0
 21  6  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 22 39  1  0
M  END

  Mrv0541 05061312332D          

 23 26  0  0  0  0            999 V2000
   -7.0830    4.0707    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0830    3.0101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9760    2.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8010    2.1114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2135    4.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0385    4.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    2.1585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7545    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4689    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0400    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5635    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8010    3.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2135    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4689    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7385    2.8259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9760    3.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4510    3.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6745    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5635    4.2548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2536    3.4933    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0385    2.8259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  6  5  2  0  0  0  0
  8  7  2  0  0  0  0
 11  3  1  0  0  0  0
 11  9  1  0  0  0  0
 12  4  1  0  0  0  0
 12 10  2  0  0  0  0
 13  5  1  0  0  0  0
 14  7  1  0  0  0  0
 15  6  1  0  0  0  0
 15 14  2  0  0  0  0
 16 10  1  0  0  0  0
 16 11  2  0  0  0  0
 17  9  2  0  0  0  0
 17 13  1  0  0  0  0
 18 13  2  0  0  0  0
 18 14  1  0  0  0  0
 19  1  1  0  0  0  0
 19  2  1  0  0  0  0
 19  8  1  0  0  0  0
 20 12  1  0  0  0  0
 21 18  1  0  0  0  0
 22 16  1  0  0  0  0
 22 17  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041303

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1=CC2=C(O1)C=C(O)C=C2

> <INCHI_IDENTIFIER>
InChI=1S/C19H16O4/c1-19(2)8-7-14-15(23-19)6-5-13(18(14)21)17-9-11-3-4-12(20)10-16(11)22-17/h3-10,20-21H,1-2H3

> <INCHI_KEY>
AOVQEAUIBICOLQ-UHFFFAOYSA-N

> <FORMULA>
C19H16O4

> <MOLECULAR_WEIGHT>
308.3279

> <EXACT_MASS>
308.104859

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.790252378383684

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethyl-2H-chromen-5-ol

> <ALOGPS_LOGP>
4.19

> <JCHEM_LOGP>
3.9930884609999993

> <ALOGPS_LOGS>
-3.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.196553032062468

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.29858114599504

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1133297795205537

> <JCHEM_POLAR_SURFACE_AREA>
62.83

> <JCHEM_REFRACTIVITY>
88.26800000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.42e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041303
     RDKit          3D
Glyinflanin H
 39 42  0  0  0  0  0  0  0  0999 V2000
   -5.5361   -0.4694   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -0.0819    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4549   -0.0302    1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0740    1.2733   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    1.4777   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737    0.4318   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -0.8475    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694   -1.9146    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.6679    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067   -0.4019    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9393   -0.1948    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6267    0.9635   -0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9977    0.6559   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1547    1.3915   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007    0.7887   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108   -0.5752    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6362   -1.2379    0.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2719   -1.3350    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.7026    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8178   -1.1606    0.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008    0.6530   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.9182   -0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -1.0520    0.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3185    0.1203   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5970   -0.3397   -0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -1.5359   -1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2798    0.6909    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    0.3185    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9472   -1.0101    1.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943    2.0718   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    2.5065   -0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -2.9171    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6895   -2.4932    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    1.9616   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778    2.4512   -0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3249    1.3576   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1188   -1.3659    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -2.4125    0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    2.7139   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 10 21  2  0
 21 22  1  0
  7 23  1  0
 23  2  1  0
 21  6  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 22 39  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0     -13.222   7.599   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -13.222   5.619   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.408   3.735   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.075   4.505   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.422   3.941   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -8.962   3.941   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -9.732   7.942   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.272   7.942   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.207   4.029   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.408   6.815   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.742   4.505   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.075   6.045   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.652   5.275   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.962   6.609   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.732   5.275   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.742   6.045   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.112   5.275   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.422   6.609   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -12.042   6.609   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.259   6.815   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -6.652   7.942   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -4.207   6.521   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -11.272   5.275   0.000  0.00  0.00           O+0
CONECT    1   19                                                            
CONECT    2   19                                                            
CONECT    3    4   11                                                       
CONECT    4    3   12                                                       
CONECT    5    6   13                                                       
CONECT    6    5   15                                                       
CONECT    7    8   14                                                       
CONECT    8    7   19                                                       
CONECT    9   11   17                                                       
CONECT   10   12   16                                                       
CONECT   11    3    9   16                                                  
CONECT   12    4   10   20                                                  
CONECT   13    5   17   18                                                  
CONECT   14    7   15   18                                                  
CONECT   15    6   14   23                                                  
CONECT   16   10   11   22                                                  
CONECT   17    9   13   22                                                  
CONECT   18   13   14   21                                                  
CONECT   19    1    2    8   23                                             
CONECT   20   12                                                            
CONECT   21   18                                                            
CONECT   22   16   17                                                       
CONECT   23   15   19                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0041303
HETATM    1  C1  UNL     1      -5.536  -0.469  -1.074  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.592  -0.082   0.064  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.455  -0.030   1.332  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.074   1.273  -0.152  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.765   1.478  -0.190  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.774   0.432  -0.029  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.248  -0.847   0.176  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.369  -1.915   0.340  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.030  -1.668   0.296  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.507  -0.402   0.094  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.939  -0.195   0.055  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.627   0.963  -0.131  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.998   0.656  -0.088  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.155   1.391  -0.209  1.00  0.00           C  
HETATM   15  C15 UNL     1       6.401   0.789  -0.119  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.411  -0.575   0.096  1.00  0.00           C  
HETATM   17  O1  UNL     1       7.636  -1.238   0.196  1.00  0.00           O  
HETATM   18  C17 UNL     1       5.272  -1.335   0.221  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.037  -0.703   0.126  1.00  0.00           C  
HETATM   20  O2  UNL     1       2.818  -1.161   0.204  1.00  0.00           O  
HETATM   21  C19 UNL     1      -0.401   0.653  -0.069  1.00  0.00           C  
HETATM   22  O3  UNL     1       0.055   1.918  -0.271  1.00  0.00           O  
HETATM   23  O4  UNL     1      -3.611  -1.052   0.214  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.319   0.120  -1.987  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.597  -0.340  -0.791  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.337  -1.536  -1.351  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.280   0.691   1.089  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.864   0.318   2.194  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.947  -1.010   1.503  1.00  0.00           H  
HETATM   30  H7  UNL     1      -4.794   2.072  -0.275  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.428   2.506  -0.354  1.00  0.00           H  
HETATM   32  H9  UNL     1      -1.733  -2.917   0.500  1.00  0.00           H  
HETATM   33  H10 UNL     1       0.689  -2.493   0.423  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.295   1.962  -0.287  1.00  0.00           H  
HETATM   35  H12 UNL     1       5.078   2.451  -0.376  1.00  0.00           H  
HETATM   36  H13 UNL     1       7.325   1.358  -0.213  1.00  0.00           H  
HETATM   37  H14 UNL     1       8.119  -1.366   1.064  1.00  0.00           H  
HETATM   38  H15 UNL     1       5.309  -2.412   0.391  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.516   2.714  -0.395  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   23
CONECT    3   27   28   29
CONECT    4    5    5   30
CONECT    5    6   31
CONECT    6    7    7   21
CONECT    7    8   23
CONECT    8    9    9   32
CONECT    9   10   33
CONECT   10   11   21   21
CONECT   11   12   12   20
CONECT   12   13   34
CONECT   13   14   14   19
CONECT   14   15   35
CONECT   15   16   16   36
CONECT   16   17   18
CONECT   17   37
CONECT   18   19   19   38
CONECT   19   20
CONECT   21   22
CONECT   22   39
END

HMDB0041303
     RDKit          3D
Glyinflanin H
 39 42  0  0  0  0  0  0  0  0999 V2000
   -5.5361   -0.4694   -1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5924   -0.0819    0.0645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4549   -0.0302    1.3321 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0740    1.2733   -0.1519 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7652    1.4777   -0.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7737    0.4318   -0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2484   -0.8475    0.1755 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3694   -1.9146    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0299   -1.6679    0.2958 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5067   -0.4019    0.0935 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9393   -0.1948    0.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6267    0.9635   -0.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9977    0.6559   -0.0882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1547    1.3915   -0.2093 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4007    0.7887   -0.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4108   -0.5752    0.0962 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6362   -1.2379    0.1958 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2719   -1.3350    0.2210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0367   -0.7026    0.1263 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8178   -1.1606    0.2037 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4008    0.6530   -0.0694 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    1.9182   -0.2712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6106   -1.0520    0.2136 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3185    0.1203   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5970   -0.3397   -0.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3371   -1.5359   -1.3509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2798    0.6909    1.0895 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8641    0.3185    2.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9472   -1.0101    1.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943    2.0718   -0.2750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4277    2.5065   -0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332   -2.9171    0.5004 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6895   -2.4932    0.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2954    1.9616   -0.2874 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0778    2.4512   -0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3249    1.3576   -0.2130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1188   -1.3659    1.0643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3094   -2.4125    0.3911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5161    2.7139   -0.3946 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 19 20  1  0
 10 21  2  0
 21 22  1  0
  7 23  1  0
 23  2  1  0
 21  6  1  0
 20 11  1  0
 19 13  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 22 39  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6,2'-Dihydroxy-6'',6''-dimethylpyrano[2'',3'':4',3']-2-arylbenzofuran	HMDB
6-(6-Hydroxy-2-benzofuranyl)-2,2-dimethyl-2H-1-benzopyran-5-ol, 9ci	HMDB
Glabrocoumarone b	HMDB

Chemical Formula

C₁₉H₁₆O₄

Average Molecular Weight

308.3279

Monoisotopic Molecular Weight

308.104859

IUPAC Name

6-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethyl-2H-chromen-5-ol

Traditional Name

6-(6-hydroxy-1-benzofuran-2-yl)-2,2-dimethylchromen-5-ol

CAS Registry Number

164123-54-0

SMILES

CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1=CC2=C(O1)C=C(O)C=C2

InChI Identifier

InChI=1S/C19H16O4/c1-19(2)8-7-14-15(23-19)6-5-13(18(14)21)17-9-11-3-4-12(20)10-16(11)22-17/h3-10,20-21H,1-2H3

InChI Key

AOVQEAUIBICOLQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-arylbenzofuran flavonoids. These are phenylpropanoids containing the 2-phenylbenzofuran moiety.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

2-arylbenzofuran flavonoids

Sub Class

Not Available

Direct Parent

2-arylbenzofuran flavonoids

Alternative Parents

Substituents

2-arylbenzofuran flavonoid
2,2-dimethyl-1-benzopyran
Benzopyran
1-benzopyran
Benzofuran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Benzenoid
Heteroaromatic compound
Furan
Ether
Oxacycle
Organoheterocyclic compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1-benzofurans (CHEBI:85109 )
chromenol (CHEBI:85109 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0041303)
Cell membrane (HMDB: HMDB0041303)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0041303)

Source

Exogenous

Exogenous (HMDB: HMDB0041303)

Food

Food (HMDB: HMDB0041303)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0041303)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041303)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	168 - 169 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2.22 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	0.034 g/L	ALOGPS
logP	4.19	ALOGPS
logP	3.99	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	62.83 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	88.27 m³·mol⁻¹	ChemAxon
Polarizability	33.79 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	172.354	31661259
DarkChem	[M-H]-	175.375	31661259
DeepCCS	[M+H]+	177.067	30932474
DeepCCS	[M-H]-	174.709	30932474
DeepCCS	[M-2H]-	208.897	30932474
DeepCCS	[M+Na]+	184.125	30932474
AllCCS	[M+H]+	174.4	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	177.8	32859911
AllCCS	[M+Na]+	178.7	32859911
AllCCS	[M-H]-	175.6	32859911
AllCCS	[M+Na-2H]-	174.7	32859911
AllCCS	[M+HCOO]-	173.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glyinflanin H	CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1=CC2=C(O1)C=C(O)C=C2	3780.2	Standard polar	33892256
Glyinflanin H	CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1=CC2=C(O1)C=C(O)C=C2	2772.6	Standard non polar	33892256
Glyinflanin H	CC1(C)OC2=C(C=C1)C(O)=C(C=C2)C1=CC2=C(O1)C=C(O)C=C2	3007.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glyinflanin H,1TMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3=CC4=CC=C(O)C=C4O3)=C2O[Si](C)(C)C)O1	2888.7	Semi standard non polar	33892256
Glyinflanin H,1TMS,isomer #2	CC1(C)C=CC2=C(C=CC(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)=C2O)O1	2920.4	Semi standard non polar	33892256
Glyinflanin H,2TMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3=CC4=CC=C(O[Si](C)(C)C)C=C4O3)=C2O[Si](C)(C)C)O1	2852.8	Semi standard non polar	33892256
Glyinflanin H,1TBDMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3=CC4=CC=C(O)C=C4O3)=C2O[Si](C)(C)C(C)(C)C)O1	3160.7	Semi standard non polar	33892256
Glyinflanin H,1TBDMS,isomer #2	CC1(C)C=CC2=C(C=CC(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)=C2O)O1	3186.6	Semi standard non polar	33892256
Glyinflanin H,2TBDMS,isomer #1	CC1(C)C=CC2=C(C=CC(C3=CC4=CC=C(O[Si](C)(C)C(C)(C)C)C=C4O3)=C2O[Si](C)(C)C(C)(C)C)O1	3387.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glyinflanin H GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-0791000000-9e3dce1876df36f1d166	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyinflanin H GC-MS (2 TMS) - 70eV, Positive	splash10-007c-4369500000-d09e58b4b845ea46ec15	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyinflanin H GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Glyinflanin H 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 - Glyinflanin H 10V, Negative-QTOF	splash10-0a4i-0009000000-01fa9d5b1599b5410138	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 20V, Negative-QTOF	splash10-0a4i-0049000000-404989bc45046a8a9e3d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 40V, Negative-QTOF	splash10-00dj-0590000000-3f179952107d1bb0fb47	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 10V, Negative-QTOF	splash10-0a4i-0009000000-f7e77fb1a377e56b8e6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 20V, Negative-QTOF	splash10-0a4i-0029000000-760f245f6a506c9467e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 40V, Negative-QTOF	splash10-014i-0291000000-aaf0d90fd6176871ed3e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 10V, Positive-QTOF	splash10-0a4i-0019000000-d784af308c00b4e06302	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 20V, Positive-QTOF	splash10-0zfr-1094000000-3961ac6ec3d8ebdd0276	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 40V, Positive-QTOF	splash10-0gi1-7390000000-309f7d6b328d45dbcd8c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 10V, Positive-QTOF	splash10-0a4i-0009000000-ef1f239e78dae6671d0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 20V, Positive-QTOF	splash10-0pb9-0189000000-5c79dc04127a31e7f0b0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glyinflanin H 40V, Positive-QTOF	splash10-0uxs-1290000000-50fbcd39a9d91c20fc09	2021-09-22	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

FDB021221

KNApSAcK ID

C00019527

Chemspider ID

23294608

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15233562

PDB ID

Not Available

ChEBI ID

85109

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1891271

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for Glyinflanin H (HMDB0041303)

MOL for HMDB0041303 (Glyinflanin H)

3D MOL for HMDB0041303 (Glyinflanin H)

3D SDF for HMDB0041303 (Glyinflanin H)

3D-SDF for HMDB0041303 (Glyinflanin H)

PDB for HMDB0041303 (Glyinflanin H)

3D PDB for HMDB0041303 (Glyinflanin H)

SMILES for HMDB0041303 (Glyinflanin H)

INCHI for HMDB0041303 (Glyinflanin H)

Structure for HMDB0041303 (Glyinflanin H)

3D Structure for HMDB0041303 (Glyinflanin H)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra