MiMeDB: Showing metabocard for Emodin (MMDBc0020121)

Not Available

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 10:04:36 UTC

Update Date

2024-10-09 23:03:47 UTC

Metabolite ID

MMDBc0020121

Metabolite Identification

Common Name

Emodin

Description

Emodin is found in dock. Emodin is present in Cascara sagrada.Emodin is a purgative resin from rhubarb, Polygonum cuspidatum, the buckthorn and Japanese Knotweed (Fallopia japonica). The term may also refer to any one of a series of principles isomeric with the emodin of rhubarb. (Wikipedia

Structure

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

HMDB0035214
     RDKit          3D
Emodin
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.5106    1.6102    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    0.7834    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -0.5627    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -1.3319    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793   -2.6705    0.8590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951   -0.6844    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    0.6984    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    1.4141    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.4013   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    2.6527   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.6370   -0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    1.3184   -0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9124    0.6065   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006    1.2840   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9447   -0.7569   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4694   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -2.8093   -0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036   -0.7333   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -1.4121    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3610   -2.6515    0.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4452    2.4065   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204    2.0257    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4073    1.0018    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.0655    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5255   -3.3612    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773    2.4942    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    2.3863   -0.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044    1.6461   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -1.3097   -0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941   -3.5483    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  8  2  1  0
 18 11  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END


  Mrv0541 09051417052D          

 20 22  0  0  0  0            999 V2000
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  6  2  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  2  0  0  0  0
  7  5  1  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  3  2  0  0  0  0
 11  5  2  0  0  0  0
 12  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13  9  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  1  0  0  0  0
 14  9  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  7  1  0  0  0  0
 17 10  1  0  0  0  0
 18 11  1  0  0  0  0
 19 14  2  0  0  0  0
 20 15  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0020121

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3

> <INCHI_KEY>
RHMXXJGYXNZAPX-UHFFFAOYSA-N

> <FORMULA>
C15H10O5

> <MOLECULAR_WEIGHT>
270.2369

> <EXACT_MASS>
270.05282343

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
26.57511755920581

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
3.821431499

> <ALOGPS_LOGS>
-3.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.291031378388995

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.286292674874626

> <JCHEM_PKA_STRONGEST_BASIC>
-5.359786679140307

> <JCHEM_POLAR_SURFACE_AREA>
94.82999999999998

> <JCHEM_REFRACTIVITY>
72.1349

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.22e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
emodin

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035214
     RDKit          3D
Emodin
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.5106    1.6102    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    0.7834    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -0.5627    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -1.3319    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793   -2.6705    0.8590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951   -0.6844    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    0.6984    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    1.4141    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.4013   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    2.6527   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.6370   -0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    1.3184   -0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9124    0.6065   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006    1.2840   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9447   -0.7569   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4694   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -2.8093   -0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036   -0.7333   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -1.4121    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3610   -2.6515    0.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4452    2.4065   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204    2.0257    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4073    1.0018    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.0655    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5255   -3.3612    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773    2.4942    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    2.3863   -0.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044    1.6461   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -1.3097   -0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941   -3.5483    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  8  2  1  0
 18 11  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END

HEADER    PROTEIN                                 05-SEP-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-14         0                                  
HETATM    1  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -0.000   1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1    6                                                            
CONECT    2    6    8                                                       
CONECT    3    6   10                                                       
CONECT    4    7    9                                                       
CONECT    5    7   11                                                       
CONECT    6    1    2    3                                                  
CONECT    7    4    5   16                                                  
CONECT    8    2   12   14                                                  
CONECT    9    4   13   14                                                  
CONECT   10    3   12   17                                                  
CONECT   11    5   13   18                                                  
CONECT   12    8   10   15                                                  
CONECT   13    9   11   15                                                  
CONECT   14    8    9   19                                                  
CONECT   15   12   13   20                                                  
CONECT   16    7                                                            
CONECT   17   10                                                            
CONECT   18   11                                                            
CONECT   19   14                                                            
CONECT   20   15                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0035214
HETATM    1  C1  UNL     1      -4.511   1.610   0.748  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.272   0.783   0.625  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.259  -0.563   0.792  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.082  -1.332   0.673  1.00  0.00           C  
HETATM    5  O1  UNL     1      -2.179  -2.670   0.859  1.00  0.00           O  
HETATM    6  C5  UNL     1      -0.895  -0.684   0.375  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.922   0.698   0.206  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.096   1.414   0.331  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.332   1.401  -0.112  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.295   2.653  -0.262  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.565   0.637  -0.241  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.740   1.318  -0.542  1.00  0.00           C  
HETATM   13  C11 UNL     1       3.912   0.607  -0.667  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.101   1.284  -0.970  1.00  0.00           O  
HETATM   15  C12 UNL     1       3.945  -0.757  -0.502  1.00  0.00           C  
HETATM   16  C13 UNL     1       2.771  -1.469  -0.198  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.880  -2.809  -0.050  1.00  0.00           O  
HETATM   18  C14 UNL     1       1.604  -0.733  -0.077  1.00  0.00           C  
HETATM   19  C15 UNL     1       0.347  -1.412   0.239  1.00  0.00           C  
HETATM   20  O5  UNL     1       0.361  -2.651   0.392  1.00  0.00           O  
HETATM   21  H1  UNL     1      -4.445   2.407  -0.031  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.620   2.026   1.773  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.407   1.002   0.535  1.00  0.00           H  
HETATM   24  H4  UNL     1      -4.175  -1.065   1.023  1.00  0.00           H  
HETATM   25  H5  UNL     1      -1.526  -3.361   0.826  1.00  0.00           H  
HETATM   26  H6  UNL     1      -2.077   2.494   0.192  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.752   2.386  -0.678  1.00  0.00           H  
HETATM   28  H8  UNL     1       5.704   1.646  -0.243  1.00  0.00           H  
HETATM   29  H9  UNL     1       4.865  -1.310  -0.601  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.294  -3.548   0.150  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3    8
CONECT    3    4   24
CONECT    4    5    6    6
CONECT    5   25
CONECT    6    7   19
CONECT    7    8    8    9
CONECT    8   26
CONECT    9   10   10   11
CONECT   11   12   12   18
CONECT   12   13   27
CONECT   13   14   15   15
CONECT   14   28
CONECT   15   16   29
CONECT   16   17   18   18
CONECT   17   30
CONECT   18   19
CONECT   19   20   20
END

HMDB0035214
     RDKit          3D
Emodin
 30 32  0  0  0  0  0  0  0  0999 V2000
   -4.5106    1.6102    0.7484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2716    0.7834    0.6254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2586   -0.5627    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0824   -1.3319    0.6732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1793   -2.6705    0.8590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8951   -0.6844    0.3746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9224    0.6984    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    1.4141    0.3310 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.4013   -0.1118 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2948    2.6527   -0.2621 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5646    0.6370   -0.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7398    1.3184   -0.5421 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9124    0.6065   -0.6674 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1006    1.2840   -0.9699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9447   -0.7569   -0.5021 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7706   -1.4694   -0.1978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8803   -2.8093   -0.0497 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6036   -0.7333   -0.0766 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3470   -1.4121    0.2386 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3610   -2.6515    0.3917 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4452    2.4065   -0.0309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6204    2.0257    1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4073    1.0018    0.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1750   -1.0655    1.0228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5255   -3.3612    0.8260 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0773    2.4942    0.1920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7523    2.3863   -0.6785 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7044    1.6461   -0.2426 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8648   -1.3097   -0.6012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2941   -3.5483    0.1504 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  4  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
 15 16  1  0
 16 17  1  0
 16 18  2  0
 18 19  1  0
 19 20  2  0
  8  2  1  0
 18 11  1  0
 19  6  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  5 25  1  0
  8 26  1  0
 12 27  1  0
 14 28  1  0
 15 29  1  0
 17 30  1  0
M  END

Synonyms

Value	Source
1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione	ChEBI
1,3,8-Trihydroxy-6-methyl-9,10-anthraquinone	ChEBI
3-METHYL-1,6,8-trihydroxyanthraquinone	ChEBI
Schuttgelb	ChEBI
1,3, 8-Trihydroxy-6-methyl-9,10-anthraquinone	HMDB
1,3,8-Trihydroxy-6-methyl-9,10-anthracenedione, 9ci	HMDB
1,3,8-Trihydroxy-6-methylanthra-9,10-quinone	HMDB
4,5,7-Trihydroxy-2-methylanthraquinone	HMDB
6-Methyl-1,3,8-trihydroxy-9,10-anthracenedione	HMDB
6-Methyl-1,3,8-trihydroxyanthraquinone	HMDB
9,10-Anthracenedione, 1,3,8-trihydroxy-6-methyl- (9ci)	HMDB
Archin	HMDB, MeSH
Emodol	HMDB
Frangula emodin	HMDB, MeSH
Frangulic acid	HMDB, MeSH
Frangulinic acid	HMDB
Rheum-emodin	HMDB
Emodin, rheum	MeSH, HMDB
Emodin, frangula	MeSH, HMDB
Rheum emodin	MeSH, HMDB

Molecular Formula

C₁₅H₁₀O₅

Average Mass

270.2369

Monoisotopic Mass

270.05282343

IUPAC Name

1,3,8-trihydroxy-6-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

emodin

CAS Registry Number

Not Available

SMILES

CC1=CC2=C(C(O)=C1)C(=O)C1=C(C=C(O)C=C1O)C2=O

InChI Identifier

InChI=1S/C15H10O5/c1-6-2-8-12(10(17)3-6)15(20)13-9(14(8)19)4-7(16)5-11(13)18/h2-5,16-18H,1H3

InChI Key

RHMXXJGYXNZAPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Hydroxyanthraquinones

Alternative Parents

Substituents

Hydroxyanthraquinone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Ketone
Polyol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

hydroxyanthraquinones (CHEBI:42223 )
Anthracenes and phenanthrenes (C10343 )
Anthraquinone type (C10343 )
Anthracenes and phenanthrenes (LMPK13040008 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.22 g/L	ALOGPS
logP	2.66	ALOGPS
logP	3.82	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	7.29	ChemAxon
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	94.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.13 m³·mol⁻¹	ChemAxon
Polarizability	26.58 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	splash10-007o-0590000000-e5d8430a10335839599b	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00di-2222900000-d6c47b3e4308e1f69c9d	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
LC-MS/MS	LC-MS/MS Spectrum - DI-ESI-qTof , Positive	splash10-00di-0390000000-e186d58c552ffeba821e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-qTof , Positive	splash10-00fr-2920000000-4cb1f49316cc48238122	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0090000000-7b75ac0aede192dc2ee6	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0090000000-4df9d81040eb8a48e65c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014i-0090000000-7b8f9b479ca718fde6ee	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-004i-0290000000-88fa3da245399884b6bc	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-009e-0960000000-93c437b387d3e1aa7d90	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , negative	splash10-014i-0090000000-79e91c5055c98d8e3db0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-004i-0090000000-bdb88728428b2b7baa22	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , negative	splash10-004i-0090000000-9da9425656e26f3ca941	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00di-0090000000-8c9267f9d7e631944de2	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00di-0090000000-c886ca3730f953370e44	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00di-0190000000-41f1d89cf454e5ae7574	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-002b-0940000000-780c17885ad8db4f5a18	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0900000000-2e61cf51b55f218dea78	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0ufr-0190000000-6c97fd1b1144abdb9fed	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-0umi-0190000000-fc4d25dd0d6b00a0dbc0	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-05fr-1490000000-7d7df50c05fdc5d6767a	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Linear Ion Trap , positive	splash10-05fr-1490000000-6dbcbd8581ffa5701094	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0090000000-cd1368af6fd71ad45899	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0090000000-2f7fb214594d9dd58ff6	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-106r-2090000000-9b129a417bc060d33cc1	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0090000000-48e785e66af8396f4347	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0090000000-2524a49c780104535532	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0gdi-2090000000-eb5ce4ed15fb44771926	2015-04-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

Biological Properties

Cellular Locations

Membrane

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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	Ascomycota	14	Human feces	Metabolic reconstruction
nah	10		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant		Rumex	FooDB	24285751
Plant	Root	Rheum rhabarbarum	FooDB	DUKE
Plant	Plant	Rumex acetosa	FooDB	DUKE

Source Type	Activity	Data Source	Reference
Not Available	Mycotoxins	U.S. Environmental Protection Agency	CompTox
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0035214

DrugBank ID

DB07715

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

Emodin

METLIN ID

Not Available

PubChem Compound

3220

PDB ID

Not Available

ChEBI ID

42223

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ubbink-Kok T, Anderson JA, Konings WN: Inhibition of electron transfer and uncoupling effects by emodin and emodinanthrone in Escherichia coli. Antimicrob Agents Chemother. 1986 Jul;30(1):147-51. doi: 10.1128/AAC.30.1.147. [PubMed:3019234 ]
Li HL, Chen HL, Li H, Zhang KL, Chen XY, Wang XW, Kong QY, Liu J: Regulatory effects of emodin on NF-kappaB activation and inflammatory cytokine expression in RAW 264.7 macrophages. Int J Mol Med. 2005 Jul;16(1):41-7. [PubMed:15942676 ]
Kwak HJ, Park MJ, Park CM, Moon SI, Yoo DH, Lee HC, Lee SH, Kim MS, Lee HW, Shin WS, Park IC, Rhee CH, Hong SI: Emodin inhibits vascular endothelial growth factor-A-induced angiogenesis by blocking receptor-2 (KDR/Flk-1) phosphorylation. Int J Cancer. 2006 Jun 1;118(11):2711-20. doi: 10.1002/ijc.21641. [PubMed:16388516 ]
Lee SU, Shin HK, Min YK, Kim SH: Emodin accelerates osteoblast differentiation through phosphatidylinositol 3-kinase activation and bone morphogenetic protein-2 gene expression. Int Immunopharmacol. 2008 May;8(5):741-7. doi: 10.1016/j.intimp.2008.01.027. Epub 2008 Feb 22. [PubMed:18387517 ]
Sandholt IS, Olsen BB, Guerra B, Issinger OG: Resorufin: a lead for a new protein kinase CK2 inhibitor. Anticancer Drugs. 2009 Apr;20(4):238-48. doi: 10.1097/CAD.0b013e328326472e. [PubMed:19177021 ]
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 Emodin (MMDBc0020121)

MOL for #<Metabolite:0x00007fdb4c3cd6e0>

3D MOL for #<Metabolite:0x00007fdb4c3cd6e0>

3D SDF for #<Metabolite:0x00007fdb4c3cd6e0>

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PDB for #<Metabolite:0x00007fdb4c3cd6e0>

3D PDB for #<Metabolite:0x00007fdb4c3cd6e0>

SMILES for #<Metabolite:0x00007fdb4c3cd6e0>

INCHI for #<Metabolite:0x00007fdb4c3cd6e0>

Structure for #<Metabolite:0x00007fdb4c3cd6e0>

3D Structure for #<Metabolite:0x00007fdb4c3cd6e0>