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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2007-01-23 13:47:12 UTC

Update Date

2021-09-14 14:57:29 UTC

HMDB ID

HMDB0005810

Secondary Accession Numbers

HMDB0126018
HMDB05810

Metabolite Identification

Common Name

Eriodictyol

Description

Eriodictyol, also known as 3',4',5,7-tetrahydroxyflavanone or 2,3-dihydroluteolin, belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3. Thus, eriodictyol is considered to be a flavonoid lipid molecule. Outside of the human body, eriodictyol has been detected, but not quantified in, several different foods, such as common oregano, common thymes, parsley, sweet basils, and tarragons. This could make eriodictyol a potential biomarker for the consumption of these foods. Eriodictyol is a compound isolated from Eriodictyon californicum and can be used in medicine as an expectorant. BioTransformer predicts that eriodictiol is a product of luteolin metabolism via a flavonoid-c-ring-reduction reaction catalyzed by an unspecified-gut microbiota enzyme (PMID: 30612223 ).

Structure

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

HMDB0005810
     RDKit          3D
Eriodictyol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.9544   -0.5904   -2.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5421   -0.1145   -1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    0.3334   -1.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -0.4546   -0.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7284   -0.4530   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -1.5691   -0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -1.6140   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5006   -0.4899    0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795   -0.5682    0.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733    0.6178    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171    1.7405    1.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854    0.6430    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4482    0.0884    0.8223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    0.1503    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6493    0.3092    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0158    0.3694    1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    0.5296    2.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5834    0.2729    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7918    0.1117   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3541    0.0183   -1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456    0.0551   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805    1.3979   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148    0.1308   -2.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -1.4985   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052   -2.4679   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -2.5231   -0.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4715    0.1523    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.8048    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885    1.5470    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807    0.3852    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340    1.4513    3.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535    0.3175    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.0830   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 12  5  1  0
 21 14  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  6
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END


  Mrv1652307102016272D          

 21 23  0  0  0  0            999 V2000
    1.0716    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    1.8562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7861    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0716    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5007    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    1.4437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5005    0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.2062    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0717    0.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717   -0.6187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -1.8562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572    0.6187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924    0.1694    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  7  1  2  0  0  0  0
  7  3  1  0  0  0  0
  8  4  2  0  0  0  0
  8  5  1  0  0  0  0
  9  2  2  0  0  0  0
 10  3  2  0  0  0  0
 10  9  1  0  0  0  0
 11  4  1  0  0  0  0
 12  6  1  0  0  0  0
 13  6  1  0  0  0  0
 13  7  1  6  0  0  0
 14  5  2  0  0  0  0
 15 11  2  0  0  0  0
 15 12  1  0  0  0  0
 15 14  1  0  0  0  0
 16  8  1  0  0  0  0
 17  9  1  0  0  0  0
 18 11  1  0  0  0  0
 19 12  2  0  0  0  0
 20 13  1  0  0  0  0
 20 14  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0005810

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1

> <INCHI_KEY>
SBHXYTNGIZCORC-ZDUSSCGKSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.2522

> <EXACT_MASS>
288.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
27.326042752894896

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.15

> <JCHEM_LOGP>
2.5315427286666665

> <ALOGPS_LOGS>
-2.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.053712609058154

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.847641206936137

> <JCHEM_PKA_STRONGEST_BASIC>
-4.950235552435861

> <JCHEM_POLAR_SURFACE_AREA>
107.22000000000001

> <JCHEM_REFRACTIVITY>
73.27069999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.66e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
eriodictyol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005810
     RDKit          3D
Eriodictyol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.9544   -0.5904   -2.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5421   -0.1145   -1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    0.3334   -1.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -0.4546   -0.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7284   -0.4530   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -1.5691   -0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -1.6140   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5006   -0.4899    0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795   -0.5682    0.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733    0.6178    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171    1.7405    1.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854    0.6430    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4482    0.0884    0.8223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    0.1503    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6493    0.3092    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0158    0.3694    1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    0.5296    2.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5834    0.2729    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7918    0.1117   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3541    0.0183   -1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456    0.0551   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805    1.3979   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148    0.1308   -2.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -1.4985   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052   -2.4679   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -2.5231   -0.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4715    0.1523    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.8048    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885    1.5470    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807    0.3852    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340    1.4513    3.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535    0.3175    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.0830   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 12  5  1  0
 21 14  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  6
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 10-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-JUL-20         0                                  
HETATM    1  C   UNK     0       2.000   2.695   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.334   3.465   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.334   0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.668  -1.155   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.334   1.155   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.667  -1.155   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.000   1.155   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.668   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.668   2.695   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.668   1.155   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.334  -1.925   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.667  -1.925   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.667   0.385   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -2.001   0.385   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.001  -1.155   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -6.002   1.155   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.002   3.465   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.334  -3.465   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.667  -3.465   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -0.667   1.155   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.959   0.316   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    9                                                       
CONECT    3    7   10                                                       
CONECT    4    8   11                                                       
CONECT    5    8   14                                                       
CONECT    6   12   13                                                       
CONECT    7    1    3   13                                                  
CONECT    8    4    5   16                                                  
CONECT    9    2   10   17                                                  
CONECT   10    3    9   21                                                  
CONECT   11    4   15   18                                                  
CONECT   12    6   15   19                                                  
CONECT   13    6    7   20                                                  
CONECT   14    5   15   20                                                  
CONECT   15   11   12   14                                                  
CONECT   16    8                                                            
CONECT   17    9                                                            
CONECT   18   11                                                            
CONECT   19   12                                                            
CONECT   20   13   14                                                       
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   46    0
END

COMPND    HMDB0005810
HETATM    1  O1  UNL     1      -1.954  -0.590  -2.770  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.542  -0.114  -1.719  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.130   0.333  -1.487  1.00  0.00           C  
HETATM    4  C3  UNL     1       0.295  -0.455  -0.244  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.728  -0.453  -0.039  1.00  0.00           C  
HETATM    6  C5  UNL     1       2.473  -1.569  -0.342  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.844  -1.614  -0.162  1.00  0.00           C  
HETATM    8  C7  UNL     1       4.501  -0.490   0.344  1.00  0.00           C  
HETATM    9  O2  UNL     1       5.880  -0.568   0.512  1.00  0.00           O  
HETATM   10  C8  UNL     1       3.773   0.618   0.646  1.00  0.00           C  
HETATM   11  O3  UNL     1       4.417   1.740   1.150  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.385   0.643   0.457  1.00  0.00           C  
HETATM   13  O4  UNL     1      -0.448   0.088   0.822  1.00  0.00           O  
HETATM   14  C10 UNL     1      -1.827   0.150   0.691  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.649   0.309   1.803  1.00  0.00           C  
HETATM   16  C12 UNL     1      -4.016   0.369   1.664  1.00  0.00           C  
HETATM   17  O5  UNL     1      -4.863   0.530   2.777  1.00  0.00           O  
HETATM   18  C13 UNL     1      -4.583   0.273   0.422  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.792   0.112  -0.730  1.00  0.00           C  
HETATM   20  O6  UNL     1      -4.354   0.018  -1.957  1.00  0.00           O  
HETATM   21  C15 UNL     1      -2.446   0.055  -0.563  1.00  0.00           C  
HETATM   22  H1  UNL     1      -0.181   1.398  -1.191  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.515   0.131  -2.344  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.113  -1.499  -0.392  1.00  0.00           H  
HETATM   25  H4  UNL     1       2.005  -2.468  -0.738  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.386  -2.523  -0.418  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.472   0.152   0.861  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.391   1.805   1.313  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.889   1.547   0.718  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.181   0.385   2.791  1.00  0.00           H  
HETATM   31  H10 UNL     1      -5.134   1.451   3.106  1.00  0.00           H  
HETATM   32  H11 UNL     1      -5.654   0.317   0.289  1.00  0.00           H  
HETATM   33  H12 UNL     1      -4.086  -0.083  -2.866  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   21
CONECT    3    4   22   23
CONECT    4    5   13   24
CONECT    5    6    6   12
CONECT    6    7   25
CONECT    7    8    8   26
CONECT    8    9   10
CONECT    9   27
CONECT   10   11   12   12
CONECT   11   28
CONECT   12   29
CONECT   13   14
CONECT   14   15   15   21
CONECT   15   16   30
CONECT   16   17   18   18
CONECT   17   31
CONECT   18   19   32
CONECT   19   20   21   21
CONECT   20   33
END

HMDB0005810
     RDKit          3D
Eriodictyol
 33 35  0  0  0  0  0  0  0  0999 V2000
   -1.9544   -0.5904   -2.7699 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5421   -0.1145   -1.7191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1303    0.3334   -1.4866 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948   -0.4546   -0.2442 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7284   -0.4530   -0.0389 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4734   -1.5691   -0.3418 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8442   -1.6140   -0.1624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5006   -0.4899    0.3437 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8795   -0.5682    0.5121 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7733    0.6178    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171    1.7405    1.1499 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3854    0.6430    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4482    0.0884    0.8223 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8274    0.1503    0.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6493    0.3092    1.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0158    0.3694    1.6640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8632    0.5296    2.7772 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5834    0.2729    0.4215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7918    0.1117   -0.7303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3541    0.0183   -1.9566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4456    0.0551   -0.5635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1805    1.3979   -1.1909 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5148    0.1308   -2.3443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1127   -1.4985   -0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0052   -2.4679   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3856   -2.5231   -0.4184 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4715    0.1523    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3911    1.8048    1.3127 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8885    1.5470    0.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1807    0.3852    2.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1340    1.4513    3.1061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6535    0.3175    0.2888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0862   -0.0830   -2.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 10 12  2  0
  4 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21  2  1  0
 12  5  1  0
 21 14  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  6
  6 25  1  0
  7 26  1  0
  9 27  1  0
 11 28  1  0
 12 29  1  0
 15 30  1  0
 17 31  1  0
 18 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4-benzopyrone	ChEBI
(S)-Eriodictyol	ChEBI
Eriodictiol	ChEBI
(+)-Eriodictyol	HMDB
(2S)-Eriodictyol	HMDB
(S)-2,3-Dihydroluteolin	HMDB
(S)-3',4',5,7-Tetrahydroxyflavanone	HMDB
(S)-3’,4’,5,7-Tetrahydroxyflavanone	HMDB
3',4',5,7-Tetrahydroxyflavanone	HMDB
3’,4’,5,7-Tetrahydroxyflavanone	HMDB
(2S)-2-(3,4-Dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one	HMDB
(2S)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-2,3-dihydrochromen-4-one	HMDB
Huazhongilexone	HMDB

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Weight

288.2522

Monoisotopic Molecular Weight

288.063388116

IUPAC Name

(2S)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3,4-dihydro-2H-1-benzopyran-4-one

Traditional Name

eriodictyol

CAS Registry Number

552-58-9

SMILES

OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1

InChI Identifier

InChI=1S/C15H12O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-5,13,16-19H,6H2/t13-/m0/s1

InChI Key

SBHXYTNGIZCORC-ZDUSSCGKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as flavanones. Flavanones are compounds containing a flavan-3-one moiety, with a structure characterized by a 2-phenyl-3,4-dihydro-2H-1-benzopyran bearing a ketone at the carbon C3.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Flavonoids

Sub Class

Flavans

Direct Parent

Flavanones

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

3'-hydroxyflavanones (CHEBI:28412 )
tetrahydroxyflavanone (CHEBI:28412 )
flavanones (C05631 )
Flavanones (LMPK12140002 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	269 - 270 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.07 mg/mL at 20 °C	Not Available
LogP	2.02	PERRISSOUD,D & TESTA,B (1986)

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Baker	170.478	30932474
[M+H]+	Not Available	170.478	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002050

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.37 g/L	ALOGPS
logP	2.15	ALOGPS
logP	2.53	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	7.85	ChemAxon
pKa (Strongest Basic)	-5	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	73.27 m³·mol⁻¹	ChemAxon
Polarizability	27.33 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]+	167.848	31661259
DarkChem	[M-H]-	166.614	31661259
DeepCCS	[M+H]+	170.666	30932474
DeepCCS	[M-H]-	168.308	30932474
DeepCCS	[M-2H]-	202.006	30932474
DeepCCS	[M+Na]+	177.233	30932474
AllCCS	[M+H]+	166.4	32859911
AllCCS	[M+H-H2O]+	162.7	32859911
AllCCS	[M+NH4]+	169.9	32859911
AllCCS	[M+Na]+	170.9	32859911
AllCCS	[M-H]-	165.9	32859911
AllCCS	[M+Na-2H]-	165.3	32859911
AllCCS	[M+HCOO]-	164.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Eriodictyol	OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1	4050.9	Standard polar	33892256
Eriodictyol	OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1	3105.5	Standard non polar	33892256
Eriodictyol	OC1=CC(O)=C2C(=O)C[C@H](OC2=C1)C1=CC=C(O)C(O)=C1	2957.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Eriodictyol,1TMS,isomer #1	C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	2982.6	Semi standard non polar	33892256
Eriodictyol,1TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C[C@@H](C1=CC=C(O)C(O)=C1)O2	2984.2	Semi standard non polar	33892256
Eriodictyol,1TMS,isomer #3	C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O	3013.0	Semi standard non polar	33892256
Eriodictyol,1TMS,isomer #4	C[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)=CC=C1O	2982.8	Semi standard non polar	33892256
Eriodictyol,2TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2876.6	Semi standard non polar	33892256
Eriodictyol,2TMS,isomer #2	C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)OC2=C1	2974.0	Semi standard non polar	33892256
Eriodictyol,2TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)OC2=C1	2950.2	Semi standard non polar	33892256
Eriodictyol,2TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1O	2921.2	Semi standard non polar	33892256
Eriodictyol,2TMS,isomer #5	C[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)=CC=C1O	2918.5	Semi standard non polar	33892256
Eriodictyol,2TMS,isomer #6	C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O[Si](C)(C)C	2904.4	Semi standard non polar	33892256
Eriodictyol,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C)=C1	2904.2	Semi standard non polar	33892256
Eriodictyol,3TMS,isomer #2	C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2877.4	Semi standard non polar	33892256
Eriodictyol,3TMS,isomer #3	C[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)OC2=C1	2889.6	Semi standard non polar	33892256
Eriodictyol,3TMS,isomer #4	C[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C)O2)C=C1O[Si](C)(C)C	2870.6	Semi standard non polar	33892256
Eriodictyol,4TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C3)O2)C(O[Si](C)(C)C)=C1	2921.9	Semi standard non polar	33892256
Eriodictyol,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)OC2=C1	3272.5	Semi standard non polar	33892256
Eriodictyol,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=CC2=C1C(=O)C[C@@H](C1=CC=C(O)C(O)=C1)O2	3268.8	Semi standard non polar	33892256
Eriodictyol,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O	3310.8	Semi standard non polar	33892256
Eriodictyol,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)=CC=C1O	3274.0	Semi standard non polar	33892256
Eriodictyol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3439.7	Semi standard non polar	33892256
Eriodictyol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)OC2=C1	3505.8	Semi standard non polar	33892256
Eriodictyol,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3472.9	Semi standard non polar	33892256
Eriodictyol,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)C=C1O	3473.5	Semi standard non polar	33892256
Eriodictyol,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)=CC=C1O	3452.4	Semi standard non polar	33892256
Eriodictyol,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(O)C=C(O)C=C3O2)C=C1O[Si](C)(C)C(C)(C)C	3455.9	Semi standard non polar	33892256
Eriodictyol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3642.8	Semi standard non polar	33892256
Eriodictyol,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3613.0	Semi standard non polar	33892256
Eriodictyol,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC1=CC(O)=C2C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)OC2=C1	3619.3	Semi standard non polar	33892256
Eriodictyol,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC1=CC=C([C@@H]2CC(=O)C3=C(C=C(O)C=C3O[Si](C)(C)C(C)(C)C)O2)C=C1O[Si](C)(C)C(C)(C)C	3597.7	Semi standard non polar	33892256
Eriodictyol,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C(=O)C[C@@H](C3=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C3)O2)C(O[Si](C)(C)C(C)(C)C)=C1	3770.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Eriodictyol GC-MS (5 TMS)	splash10-00o3-2964120000-760c54cbe3d97e214b89	2018-05-25	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Eriodictyol GC-MS (1 MEOX; 4 TMS)	splash10-05i4-3982160000-16d59df001928b3a3494	2018-05-25	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eriodictyol GC-MS (Non-derivatized) - 70eV, Positive	splash10-06y9-0690000000-250ba7bd6576410f8734	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eriodictyol GC-MS (4 TMS) - 70eV, Positive	splash10-0imi-2530190000-6bcd43fd8b42301ed166	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Eriodictyol 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 - Eriodictyol ESI-TOF 10V, Negative-QTOF	splash10-000i-0090000000-778b9cb4a7b875c6bbec	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 20V, Negative-QTOF	splash10-052r-0090000000-9178a74a6239d2ef3882	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 30V, Negative-QTOF	splash10-052r-0290000000-287f5fa660d816283c29	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOF	splash10-0019-0090000000-cb3df3f82944d76bf224	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF , Negative-QTOF	splash10-0019-0090000000-cb3df3f82944d76bf224	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 40V, Negative-QTOF	splash10-0019-0090000000-cb3df3f82944d76bf224	2017-08-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOF	splash10-000i-0090000000-778b9cb4a7b875c6bbec	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 20V, Negative-QTOF	splash10-052r-0090000000-9178a74a6239d2ef3882	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 30V, Negative-QTOF	splash10-052r-0290000000-287f5fa660d816283c29	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 10V, Negative-QTOF	splash10-0019-0090000000-cb3df3f82944d76bf224	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF , Negative-QTOF	splash10-000i-0090000000-772ca2fc672ef9668bfa	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol ESI-TOF 40V, Negative-QTOF	splash10-000i-0920000000-4bc67dc66facd1fa75e5	2017-09-12	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOF	splash10-0f79-0910000000-c48ad5f3958e9c41f5de	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOF	splash10-000i-0970000000-cb17dd84eda67cc9d6a4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOF	splash10-000i-0900000000-5c65882b59856d787f67	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOF	splash10-0udi-0910000000-85200d3bfe0ef9f8c6cf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , negative-QTOF	splash10-0f79-0900000000-8aa62dd381d8e70390e1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , positive-QTOF	splash10-0udi-1900000000-c83d3fbbf98b1c8e768d	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Eriodictyol LC-ESI-QTOF , positive-QTOF	splash10-0f79-0950000000-70ad9d5c48c3fd3ab1fe	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eriodictyol 10V, Positive-QTOF	splash10-000i-0390000000-0dc39ca84a3e57cc4553	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eriodictyol 20V, Positive-QTOF	splash10-000i-0980000000-1ccfe66899ea0c7d03a3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eriodictyol 40V, Positive-QTOF	splash10-0fa9-4900000000-df7958810e2c56540877	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eriodictyol 10V, Negative-QTOF	splash10-000i-0190000000-a7838f78d4cef436da5f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eriodictyol 20V, Negative-QTOF	splash10-000i-0390000000-adb9e4c67817a09b2fd0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Eriodictyol 40V, Negative-QTOF	splash10-0apr-5940000000-9fb4bafc0204f514e65f	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected and Quantified	0.000694 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	20683461	details
Urine	Detected and Quantified	0.00393 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	20683461	details
Urine	Detected and Quantified	0.00555 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	20683461	details
Urine	Detected and Quantified	0.00733 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	21272408	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Not Available	Not Available	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Eriodictyol

METLIN ID

3415

PubChem Compound

440735

PDB ID

Not Available

ChEBI ID

28412

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1504551

References

Synthesis Reference

Powers, Fred B.; Tutin, Frank. Chemical Examination of Eriodictyon. Pharmaceutical Review (1907), 24 301.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

'T Hart BA, Ip Via Ching TR, Van Dijk H, Labadie RP: How flavonoids inhibit the generation of luminol-dependent chemiluminescence by activated human neutrophils. Chem Biol Interact. 1990;73(2-3):323-35. [PubMed:2155715 ]
Miyake Y, Sakurai C, Usuda M, Fukumoto S, Hiramitsu M, Sakaida K, Osawa T, Kondo K: Difference in plasma metabolite concentration after ingestion of lemon flavonoids and their aglycones in humans. J Nutr Sci Vitaminol (Tokyo). 2006 Feb;52(1):54-60. [PubMed:16637230 ]
Ogata S, Miyake Y, Yamamoto K, Okumura K, Taguchi H: Apoptosis induced by the flavonoid from lemon fruit (Citrus limon BURM. f.) and its metabolites in HL-60 cells. Biosci Biotechnol Biochem. 2000 May;64(5):1075-8. [PubMed:10879486 ]
Djoumbou-Feunang Y, Fiamoncini J, Gil-de-la-Fuente A, Greiner R, Manach C, Wishart DS: BioTransformer: a comprehensive computational tool for small molecule metabolism prediction and metabolite identification. J Cheminform. 2019 Jan 5;11(1):2. doi: 10.1186/s13321-018-0324-5. [PubMed:30612223 ]

Enzymes

Enzyme Details

1. UDP-glucuronosyltransferase 1-1

General function:: Involved in transferase activity, transferring hexosyl groups
Specific function:: UDPGT is of major importance in the conjugation and subsequent elimination of potentially toxic xenobiotics and endogenous compounds. This isoform glucuronidates bilirubin IX-alpha to form both the IX-alpha-C8 and IX-alpha-C12 monoconjugates and diconjugate. Is also able to catalyze the glucuronidation of 17beta-estradiol, 17alpha-ethinylestradiol, 1-hydroxypyrene, 4-methylumbelliferone, 1-naphthol, paranitrophenol, scopoletin, and umbelliferone.
Gene Name:: UGT1A1
Uniprot ID:: P22309
Molecular weight:: 59590.91

Reactions

Eriodictyol → 6-{[2-(3,4-dihydroxyphenyl)-7-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Eriodictyol → 6-{[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Eriodictyol → 6-[5-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details
Eriodictyol → 6-[4-(5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-2-yl)-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid	details

Enzyme Details

2. Sulfotransferase 1A3

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

Reactions

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

Showing metabocard for Eriodictyol (HMDB0005810)

MOL for HMDB0005810 (Eriodictyol)

3D MOL for HMDB0005810 (Eriodictyol)

3D SDF for HMDB0005810 (Eriodictyol)

3D-SDF for HMDB0005810 (Eriodictyol)

PDB for HMDB0005810 (Eriodictyol)

3D PDB for HMDB0005810 (Eriodictyol)

SMILES for HMDB0005810 (Eriodictyol)

INCHI for HMDB0005810 (Eriodictyol)

Structure for HMDB0005810 (Eriodictyol)

3D Structure for HMDB0005810 (Eriodictyol)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions