Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:23 UTC

Update Date

2022-03-07 02:52:43 UTC

HMDB ID

HMDB0030847

Secondary Accession Numbers

HMDB30847

Metabolite Identification

Common Name

Aromadendrin

Description

Aromadendrin, also known as dihydrokaempferol, 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. Thus, aromadendrin is considered to be a flavonoid. Aromadendrin has been detected, but not quantified in, several different foods, such as dates (Phoenix dactylifera), lovages (Levisticum officinale), chicory roots (Cichorium intybus var. sativum), summer savories (Satureja hortensis), and shiitakes (Lentinus edodes). This could make aromadendrin a potential biomarker for the consumption of these foods. Aromadendrin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Aromadendrin.

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>
HMDB0030847

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View Stereo Labels

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

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Weight

288.2522

Monoisotopic Molecular Weight

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

480-20-6

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 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030847)
Cytoplasm (HMDB: HMDB0030847)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030847)

Source

Endogenous

Endogenous (HMDB: HMDB0030847)

Plant

Animal

Animal (HMDB: HMDB0030847)

Exogenous

Food

Food (HMDB: HMDB0030847)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Brassica

Brassicas (FooDB: FOOD00857)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)
Citrus (FooDB: FOOD00859)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Fruits (FooDB: FOOD00871)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0030847)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Flavonoid Biosynthesis (PathBank: SMP0012021)
Flavone and Flavonol Biosynthesis (PathBank: SMP0012025)

Role

Biological role

Anti septic (HMDB: HMDB0030847)

Industrial application

Pharmaceutical industry

Antineoplastic agent

Cancer preventive (HMDB: HMDB0030847)

Agriculture

Pesticide (HMDB: HMDB0030847)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	247 - 249 °C	Not Available
Boiling Point	638.00 to 639.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	21360 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.860 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.537	31661259
DarkChem	[M-H]-	170.905	31661259
DeepCCS	[M+H]+	168.062	30932474
DeepCCS	[M-H]-	165.704	30932474
DeepCCS	[M-2H]-	199.914	30932474
DeepCCS	[M+Na]+	175.072	30932474
AllCCS	[M+H]+	167.2	32859911
AllCCS	[M+H-H2O]+	163.5	32859911
AllCCS	[M+NH4]+	170.7	32859911
AllCCS	[M+Na]+	171.7	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.4	32859911
AllCCS	[M+HCOO]-	164.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.32 minutes	32390414
Predicted by Siyang on May 30, 2022	10.7752 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.76 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1736.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	235.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	115.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	151.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	124.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	465.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	439.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	137.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	764.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	366.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1250.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	294.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	300.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	466.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	260.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	187.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aromadendrin	O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1	4080.3	Standard polar	33892256
Aromadendrin	O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1	2867.8	Standard non polar	33892256
Aromadendrin	O[C@@H]1[C@H](OC2=CC(O)=CC(O)=C2C1=O)C1=CC=C(O)C=C1	2912.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aromadendrin,1TMS,isomer #1	C[Si](C)(C)O[C@H]1C(=O)C2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C=C1	2843.8	Semi standard non polar	33892256
Aromadendrin,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C(=O)[C@H](O)[C@@H](C3=CC=C(O)C=C3)OC2=C1	2895.0	Semi standard non polar	33892256
Aromadendrin,1TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)[C@H](O)[C@@H](C1=CC=C(O)C=C1)O2	2901.3	Semi standard non polar	33892256
Aromadendrin,1TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C(=O)[C@@H]2O)C=C1	2876.0	Semi standard non polar	33892256
Aromadendrin,2TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)[C@H](O[Si](C)(C)C)[C@@H](C1=CC=C(O)C=C1)O2	2825.6	Semi standard non polar	33892256
Aromadendrin,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C(=O)[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C=C3)OC2=C1	2757.2	Semi standard non polar	33892256
Aromadendrin,2TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C(=O)[C@@H]2O[Si](C)(C)C)C=C1	2731.7	Semi standard non polar	33892256
Aromadendrin,2TMS,isomer #4	C[Si](C)(C)OC1=CC2=C(C(=O)[C@H](O)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	2830.6	Semi standard non polar	33892256
Aromadendrin,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)[C@@H]2O)C=C1	2849.5	Semi standard non polar	33892256
Aromadendrin,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)[C@@H]2O)C=C1	2826.4	Semi standard non polar	33892256
Aromadendrin,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(=O)[C@H](O[Si](C)(C)C)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C)=C1	2732.8	Semi standard non polar	33892256
Aromadendrin,3TMS,isomer #2	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C)=C3C(=O)[C@@H]2O[Si](C)(C)C)C=C1	2739.7	Semi standard non polar	33892256
Aromadendrin,3TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O)=C3C(=O)[C@@H]2O[Si](C)(C)C)C=C1	2720.0	Semi standard non polar	33892256
Aromadendrin,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)[C@@H]2O)C=C1	2793.4	Semi standard non polar	33892256
Aromadendrin,4TMS,isomer #1	C[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C)=CC(O[Si](C)(C)C)=C3C(=O)[C@@H]2O[Si](C)(C)C)C=C1	2783.2	Semi standard non polar	33892256
Aromadendrin,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)O[C@H]1C(=O)C2=C(O)C=C(O)C=C2O[C@@H]1C1=CC=C(O)C=C1	3137.8	Semi standard non polar	33892256
Aromadendrin,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)[C@H](O)[C@@H](C3=CC=C(O)C=C3)OC2=C1	3157.8	Semi standard non polar	33892256
Aromadendrin,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)[C@H](O)[C@@H](C1=CC=C(O)C=C1)O2	3166.7	Semi standard non polar	33892256
Aromadendrin,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C(=O)[C@@H]2O)C=C1	3168.3	Semi standard non polar	33892256
Aromadendrin,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C1=CC=C(O)C=C1)O2	3371.9	Semi standard non polar	33892256
Aromadendrin,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C=C3)OC2=C1	3291.6	Semi standard non polar	33892256
Aromadendrin,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O)=C3C(=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1	3281.2	Semi standard non polar	33892256
Aromadendrin,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)[C@H](O)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3361.6	Semi standard non polar	33892256
Aromadendrin,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)[C@@H]2O)C=C1	3387.1	Semi standard non polar	33892256
Aromadendrin,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)[C@@H]2O)C=C1	3380.5	Semi standard non polar	33892256
Aromadendrin,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](C3=CC=C(O)C=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3449.2	Semi standard non polar	33892256
Aromadendrin,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1	3467.6	Semi standard non polar	33892256
Aromadendrin,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O)=C3C(=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1	3475.0	Semi standard non polar	33892256
Aromadendrin,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)[C@@H]2O)C=C1	3559.4	Semi standard non polar	33892256
Aromadendrin,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=C([C@H]2OC3=CC(O[Si](C)(C)C(C)(C)C)=CC(O[Si](C)(C)C(C)(C)C)=C3C(=O)[C@@H]2O[Si](C)(C)C(C)(C)C)C=C1	3677.8	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 - Aromadendrin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1980000000-7cc958a9df81a10ae014	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aromadendrin GC-MS (4 TMS) - 70eV, Positive	splash10-0imi-2640190000-17f316a7c4647990a2a1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aromadendrin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aromadendrin 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 2V, positive-QTOF	splash10-000i-0090000000-e14b8e1e7fc48a934282	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 4V, positive-QTOF	splash10-000i-0190000000-caa95001f74424bb5222	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 6V, positive-QTOF	splash10-000l-0390000000-8b70a51c1d08add76cf3	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 9V, positive-QTOF	splash10-0f6y-0960000000-b5c81668eb25d016bb9a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 13V, positive-QTOF	splash10-0zfs-0920000000-d3910e809932fbdc1335	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 16V, positive-QTOF	splash10-0zfs-0910000000-e6f229665ff43b8145a0	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 21V, positive-QTOF	splash10-0pba-0900000000-c780a80ff30a1abeba78	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 26V, positive-QTOF	splash10-0pb9-2900000000-c4b467ede4839437ed7e	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 31V, positive-QTOF	splash10-0aor-4900000000-c1e3fa3d2f2a0c2ba764	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 36V, positive-QTOF	splash10-066r-7900000000-1c0136dd8c1655bec51c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 43V, positive-QTOF	splash10-014i-9600000000-5763889d46e13d284435	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 49V, positive-QTOF	splash10-014i-9400000000-a998ccc5e9ebd751af38	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin Orbitrap 59V, positive-QTOF	splash10-0gb9-9200000000-07dde11b111d2476a231	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin n/a 20V, positive-QTOF	splash10-0udi-0900000000-68e4c8151c0f883627d9	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin n/a 20V, positive-QTOF	splash10-014j-0790000000-7f8b28dbff78e274843d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin n/a 20V, positive-QTOF	splash10-0002-0900000000-5f1aa642fd3aeaee0a73	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin n/a 20V, positive-QTOF	splash10-0006-0090000000-57c4f9f24ca1c1e7c232	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin n/a 20V, positive-QTOF	splash10-0006-9000000000-59c49d4b3fd90c1740fd	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Aromadendrin n/a 20V, positive-QTOF	splash10-00di-0900000000-ffdcca5bd2b965040c67	2020-07-22	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 10V, Positive-QTOF	splash10-000i-0190000000-4ceeaed3349641593d66	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 20V, Positive-QTOF	splash10-0kg9-0960000000-b54d012869a01298fd89	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 40V, Positive-QTOF	splash10-0kmr-4900000000-cb8757bc53bef9864fed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 10V, Negative-QTOF	splash10-000i-0290000000-72d51ba5728ad3048a1e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 20V, Negative-QTOF	splash10-000i-1960000000-7be39e33eed6781c50f6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aromadendrin 40V, Negative-QTOF	splash10-0a73-5910000000-a72844280b3dd1d0350e	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

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

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1539021

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 Aromadendrin (HMDB0030847)

MOL for HMDB0030847 (Aromadendrin)

3D MOL for HMDB0030847 (Aromadendrin)

3D SDF for HMDB0030847 (Aromadendrin)

3D-SDF for HMDB0030847 (Aromadendrin)

PDB for HMDB0030847 (Aromadendrin)

3D PDB for HMDB0030847 (Aromadendrin)

SMILES for HMDB0030847 (Aromadendrin)

INCHI for HMDB0030847 (Aromadendrin)

Structure for HMDB0030847 (Aromadendrin)

3D Structure for HMDB0030847 (Aromadendrin)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra