MiMeDB: Showing metabocard for Aromadendrin (MMDBc0052882)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:07:57 UTC

Update Date

2024-04-30 20:43:31 UTC

Metabolite ID

MMDBc0052882

Metabolite Identification

Common Name

Aromadendrin

Description

Aromadendrin is found in citrus. Aromadendrin is isolated from Citrus species and many other plant

Structure

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

HMDB0030847
     RDKit          3D
Aromadendrin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.0233    2.6809   -0.7457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4714    1.6764   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2560    0.4549   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045    0.4665    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2924    1.6333    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3242   -0.7298    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -1.8996    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970   -3.0991    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -1.9205   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569   -0.7601   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -0.6938   -0.4398 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5593    0.4660   -0.6041 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9714    0.1653   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    0.9671    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0812    0.6286    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6116   -0.5271    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.8862    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274   -1.3349   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -0.9877   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    1.5981    0.1427 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5160    2.8334   -0.2027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811    2.5465    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746   -0.7663    0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2824   -3.1407    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319   -2.8551   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386    0.7199   -1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    1.8612    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7047    1.2452    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0969   -1.4627    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -2.2432   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -1.6394   -1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381    1.4516    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688    3.5514   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 12 20  1  0
 20 21  1  0
 20  2  1  0
 10  3  1  0
 19 13  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  6
 14 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  1
 21 33  1  0
M  END


  Mrv1652309272007402D          

 21 23  0  0  0  0            999 V2000
 9999.6516 9998.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.0779 9998.9926    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.222310001.8864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2265 9998.1635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.797610000.6492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.226610000.6446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.512010000.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5120 9999.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.2265 9998.9946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.652310000.6447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.937810000.2322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9378 9999.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.6523 9998.9947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.3668 9999.4071    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.366810000.2322    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.507910001.4738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.793410001.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.078910001.4737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.078810000.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.793310000.2362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.507910000.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  7  5  1  0  0  0  0
  9  4  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  1  0  0  0  0
  1 13  2  0  0  0  0
 14  2  1  1  0  0  0
 11  6  2  0  0  0  0
  9 12  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
 20 21  2  0  0  0  0
 21 16  1  0  0  0  0
 15 19  1  6  0  0  0
 16  3  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052882

> <DATABASE_NAME>
MIME

> <SMILES>
O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H/t14-,15+/m0/s1

> <INCHI_KEY>
PADQINQHPQKXNL-LSDHHAIUSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.2522

> <EXACT_MASS>
288.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.058267823721767

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
1.23

> <JCHEM_LOGP>
2.1199495896666667

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.133303712906603

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.749666077541202

> <JCHEM_PKA_STRONGEST_BASIC>
-4.035510007878767

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
72.628

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(+)-dihydrokaempferol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030847
     RDKit          3D
Aromadendrin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.0233    2.6809   -0.7457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4714    1.6764   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2560    0.4549   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045    0.4665    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2924    1.6333    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3242   -0.7298    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -1.8996    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970   -3.0991    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -1.9205   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569   -0.7601   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -0.6938   -0.4398 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5593    0.4660   -0.6041 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9714    0.1653   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    0.9671    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0812    0.6286    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6116   -0.5271    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.8862    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274   -1.3349   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -0.9877   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    1.5981    0.1427 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5160    2.8334   -0.2027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811    2.5465    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746   -0.7663    0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2824   -3.1407    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319   -2.8551   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386    0.7199   -1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    1.8612    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7047    1.2452    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0969   -1.4627    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -2.2432   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -1.6394   -1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381    1.4516    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688    3.5514   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 12 20  1  0
 20 21  1  0
 20  2  1  0
 10  3  1  0
 19 13  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  6
 14 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  1
 21 33  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  O   UNK     0    8666.0168663.239   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0    8668.6798664.786   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0    8672.6828670.188   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8663.3568663.239   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8660.6898667.879   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8663.3568667.870   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8662.0228667.100   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8662.0228665.560   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8663.3568664.790   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8666.0188667.870   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8664.6848667.100   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8664.6848665.560   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8666.0188664.790   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8667.3518665.560   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8667.3518667.100   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3488669.418   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8670.0148670.188   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8668.6818669.418   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8668.6808667.878   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.0148667.108   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8671.3488667.878   0.000  0.00  0.00           C+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   16                                                            
CONECT    4    9                                                            
CONECT    5    7                                                            
CONECT    6    7   11                                                       
CONECT    7    6    8    5                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4   12                                                  
CONECT   10   11   15                                                       
CONECT   11   12   10    6                                                  
CONECT   12   11   13    9                                                  
CONECT   13   12   14    1                                                  
CONECT   14   13   15    2                                                  
CONECT   15   14   10   19                                                  
CONECT   16   17   21    3                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   15                                                  
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0030847
HETATM    1  O1  UNL     1      -2.023   2.681  -0.746  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.471   1.676  -0.279  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.256   0.455  -0.116  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.605   0.466   0.115  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.292   1.633   0.210  1.00  0.00           O  
HETATM    6  C4  UNL     1      -4.324  -0.730   0.264  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.615  -1.900   0.168  1.00  0.00           C  
HETATM    8  O3  UNL     1      -4.297  -3.099   0.311  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.272  -1.920  -0.061  1.00  0.00           C  
HETATM   10  C7  UNL     1      -1.557  -0.760  -0.208  1.00  0.00           C  
HETATM   11  O4  UNL     1      -0.216  -0.694  -0.440  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.559   0.466  -0.604  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.971   0.165  -0.279  1.00  0.00           C  
HETATM   14  C10 UNL     1       2.760   0.967   0.510  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.081   0.629   0.776  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.612  -0.527   0.242  1.00  0.00           C  
HETATM   17  O5  UNL     1       5.931  -0.886   0.494  1.00  0.00           O  
HETATM   18  C13 UNL     1       3.827  -1.335  -0.549  1.00  0.00           C  
HETATM   19  C14 UNL     1       2.509  -0.988  -0.809  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.037   1.598   0.143  1.00  0.00           C  
HETATM   21  O6  UNL     1       0.516   2.833  -0.203  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.981   2.546   0.152  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.375  -0.766   0.444  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.282  -3.141   0.480  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.732  -2.855  -0.132  1.00  0.00           H  
HETATM   26  H5  UNL     1       0.539   0.720  -1.696  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.308   1.861   0.909  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.705   1.245   1.389  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.097  -1.463   1.308  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.210  -2.243  -0.981  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.917  -1.639  -1.432  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.038   1.452   1.241  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.169   3.551  -0.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   20
CONECT    3    4    4   10
CONECT    4    5    6
CONECT    5   22
CONECT    6    7    7   23
CONECT    7    8    9
CONECT    8   24
CONECT    9   10   10   25
CONECT   10   11
CONECT   11   12
CONECT   12   13   20   26
CONECT   13   14   14   19
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17   18
CONECT   17   29
CONECT   18   19   19   30
CONECT   19   31
CONECT   20   21   32
CONECT   21   33
END

HMDB0030847
     RDKit          3D
Aromadendrin
 33 35  0  0  0  0  0  0  0  0999 V2000
   -2.0233    2.6809   -0.7457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4714    1.6764   -0.2789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2560    0.4549   -0.1157 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6045    0.4665    0.1149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2924    1.6333    0.2097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3242   -0.7298    0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -1.8996    0.1681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970   -3.0991    0.3106 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2717   -1.9205   -0.0609 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569   -0.7601   -0.2085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -0.6938   -0.4398 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5593    0.4660   -0.6041 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9714    0.1653   -0.2795 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7603    0.9671    0.5098 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0812    0.6286    0.7757 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6116   -0.5271    0.2419 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9312   -0.8862    0.4944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8274   -1.3349   -0.5493 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088   -0.9877   -0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0372    1.5981    0.1427 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5160    2.8334   -0.2027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9811    2.5465    0.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3746   -0.7663    0.4438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2824   -3.1407    0.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7319   -2.8551   -0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5386    0.7199   -1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3084    1.8612    0.9090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7047    1.2452    1.3887 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0969   -1.4627    1.3083 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2097   -2.2432   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -1.6394   -1.4324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0381    1.4516    1.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1688    3.5514   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 12 20  1  0
 20 21  1  0
 20  2  1  0
 10  3  1  0
 19 13  1  0
  5 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 12 26  1  6
 14 27  1  0
 15 28  1  0
 17 29  1  0
 18 30  1  0
 19 31  1  0
 20 32  1  1
 21 33  1  0
M  END

Synonyms

Value	Source
(+)-Aromadendrin	ChEBI
(2R,3R)-Dihydrokaempferol	ChEBI
Dihydrokaempferol	ChEBI
(+)-Dihydrokaempferol	Kegg
(+)-trans-3,4',5,7-Tetrahydroxyflavanone	HMDB
(2R,3R)-2,3-dihydro-3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one	HMDB
Aromadendrol	HMDB
Katuranin	HMDB
Aromadedrin	MeSH, HMDB
dihydro-Kaempferol	MeSH, HMDB
dihydro-Kempferol	MeSH, HMDB
Dihydrokempferol	MeSH, HMDB
3,4',5,7-Tetrahydroxyflavanone	PhytoBank
3,4’,5,7-Tetrahydroxyflavanone	PhytoBank
(+)-(2R,3R)-Dihydrokaempferol	PhytoBank
(2R,3R)-3,4',5,7-Tetrahydroxyflavanone	PhytoBank
(2R,3R)-3,4’,5,7-Tetrahydroxyflavanone	PhytoBank
(2R,3R)-Katuranin	PhytoBank
Aromadendrin	PhytoBank
Aromadendrine	PhytoBank

Molecular Formula

C₁₅H₁₂O₆

Average Mass

288.2522

Monoisotopic Mass

288.063388116

IUPAC Name

(2R,3R)-3,5,7-trihydroxy-2-(4-hydroxyphenyl)-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

(+)-dihydrokaempferol

CAS Registry Number

Not Available

SMILES

O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1

InChI Identifier

InChI=1S/C15H12O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,14-18,20H/t14-,15+/m0/s1

InChI Key

PADQINQHPQKXNL-LSDHHAIUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanonols. Flavanonols are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a hydroxyl group and a ketone at the carbon C2 and C3, respectively.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanonols

Alternative Parents

Substituents

3-hydroxyflavonoid
4'-hydroxyflavonoid
5-hydroxyflavonoid
7-hydroxyflavonoid
Flavanonol
Hydroxyflavonoid
Chromone
Chromane
Benzopyran
1-benzopyran
Aryl alkyl ketone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Secondary alcohol
Ketone
Polyol
Ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Organic oxygen compound
Alcohol
Hydrocarbon derivative
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

tetrahydroxyflavanone (CHEBI:15401 )
dihydroflavonols (CHEBI:15401 )
Dihyroflavonols (C00974 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.97 g/L	ALOGPS
logP	1.23	ALOGPS
logP	2.12	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	7.75	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	72.63 m³·mol⁻¹	ChemAxon
Polarizability	28.06 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1980000000-7cc958a9df81a10ae014	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0imi-2640190000-17f316a7c4647990a2a1	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 2V, positive	splash10-000i-0090000000-e14b8e1e7fc48a934282	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 4V, positive	splash10-000i-0190000000-caa95001f74424bb5222	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 6V, positive	splash10-000l-0390000000-8b70a51c1d08add76cf3	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 9V, positive	splash10-0f6y-0960000000-b5c81668eb25d016bb9a	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 13V, positive	splash10-0zfs-0920000000-d3910e809932fbdc1335	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 16V, positive	splash10-0zfs-0910000000-e6f229665ff43b8145a0	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 21V, positive	splash10-0pba-0900000000-c780a80ff30a1abeba78	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 26V, positive	splash10-0pb9-2900000000-c4b467ede4839437ed7e	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 31V, positive	splash10-0aor-4900000000-c1e3fa3d2f2a0c2ba764	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 36V, positive	splash10-066r-7900000000-1c0136dd8c1655bec51c	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 43V, positive	splash10-014i-9600000000-5763889d46e13d284435	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 49V, positive	splash10-014i-9400000000-a998ccc5e9ebd751af38	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Orbitrap 59V, positive	splash10-0gb9-9200000000-07dde11b111d2476a231	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0udi-0900000000-68e4c8151c0f883627d9	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-014j-0790000000-7f8b28dbff78e274843d	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0002-0900000000-5f1aa642fd3aeaee0a73	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0006-0090000000-57c4f9f24ca1c1e7c232	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-0006-9000000000-59c49d4b3fd90c1740fd	2020-07-22	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - n/a 20V, positive	splash10-00di-0900000000-ffdcca5bd2b965040c67	2020-07-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0190000000-4ceeaed3349641593d66	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kg9-0960000000-b54d012869a01298fd89	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0kmr-4900000000-cb8757bc53bef9864fed	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0290000000-72d51ba5728ad3048a1e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-1960000000-7be39e33eed6781c50f6	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a73-5910000000-a72844280b3dd1d0350e	2016-08-03	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0030847

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aromadendrin

METLIN ID

Not Available

PubChem Compound

122850

PDB ID

Not Available

ChEBI ID

15401

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Aromadendrin (MMDBc0052882)

MOL for #<Metabolite:0x00007fecddb753c8>

3D MOL for #<Metabolite:0x00007fecddb753c8>

3D SDF for #<Metabolite:0x00007fecddb753c8>

3D-SDF for #<Metabolite:0x00007fecddb753c8>

PDB for #<Metabolite:0x00007fecddb753c8>

3D PDB for #<Metabolite:0x00007fecddb753c8>

SMILES for #<Metabolite:0x00007fecddb753c8>

INCHI for #<Metabolite:0x00007fecddb753c8>

Structure for #<Metabolite:0x00007fecddb753c8>

3D Structure for #<Metabolite:0x00007fecddb753c8>