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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:41:23 UTC

Update Date

2022-03-07 02:53:54 UTC

HMDB ID

HMDB0033915

Secondary Accession Numbers

HMDB33915

Metabolite Identification

Common Name

Aloe emodin w-acetate

Description

Aloe emodin w-acetate belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone. Aloe emodin w-acetate has been detected, but not quantified in, herbs and spices. This could make aloe emodin W-acetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Aloe emodin w-acetate.

Structure

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

HMDB0033915
     RDKit          3D
Aloe emodin w-acetate
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.1075    1.6126   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    0.4708    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    0.4985    1.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603   -0.6292   -0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886   -1.7640   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420   -1.4735   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394   -2.4900    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188   -2.3438    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441   -3.3516    1.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -1.1239    0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158   -0.0831   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -0.2694   -0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422    1.1902   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    2.1458   -1.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005    1.3614   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863    2.5695   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403    2.7678   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8215    1.7634   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417    0.5295    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1035   -0.4123    0.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8855    0.3315    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -0.9177    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9004   -1.8783    0.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0600    1.2711   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903    2.1735    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427    2.3023   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -2.3017    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907   -2.4814   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5712   -3.4569    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5908   -4.2278    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713    0.5255   -0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    3.3681   -1.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5205    3.7198   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8948    1.9133   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -1.3102    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 12  6  1  0
 21 15  1  0
 22 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 12 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END


  Mrv0541 05061307262D          

 23 25  0  0  0  0            999 V2000
   -2.1434    1.2375    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
    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
    0.0000    0.8250    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    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
   -1.4289    0.0000    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
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  8  1  1  0  0  0  0
  9  5  2  0  0  0  0
  9  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  3  1  0  0  0  0
 11  5  1  0  0  0  0
 12  4  2  0  0  0  0
 13  6  2  0  0  0  0
 14 10  2  0  0  0  0
 14 12  1  0  0  0  0
 15 11  2  0  0  0  0
 15 13  1  0  0  0  0
 16 10  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18  8  2  0  0  0  0
 19 12  1  0  0  0  0
 20 13  1  0  0  0  0
 21 16  2  0  0  0  0
 22 17  2  0  0  0  0
 23  7  1  0  0  0  0
 23  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033915

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H12O6/c1-8(18)23-7-9-5-11-15(13(20)6-9)17(22)14-10(16(11)21)3-2-4-12(14)19/h2-6,19-20H,7H2,1H3

> <INCHI_KEY>
FUECAILUKAJTBR-UHFFFAOYSA-N

> <FORMULA>
C17H12O6

> <MOLECULAR_WEIGHT>
312.2736

> <EXACT_MASS>
312.063388116

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
30.819042138511463

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl acetate

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.2853510743333327

> <ALOGPS_LOGS>
-3.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.662815570449663

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.999174767989278

> <JCHEM_PKA_STRONGEST_BASIC>
-4.446805723284924

> <JCHEM_POLAR_SURFACE_AREA>
100.89999999999999

> <JCHEM_REFRACTIVITY>
81.08019999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.85e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033915
     RDKit          3D
Aloe emodin w-acetate
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.1075    1.6126   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    0.4708    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    0.4985    1.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603   -0.6292   -0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886   -1.7640   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420   -1.4735   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394   -2.4900    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188   -2.3438    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441   -3.3516    1.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -1.1239    0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158   -0.0831   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -0.2694   -0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422    1.1902   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    2.1458   -1.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005    1.3614   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863    2.5695   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403    2.7678   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8215    1.7634   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417    0.5295    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1035   -0.4123    0.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8855    0.3315    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -0.9177    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9004   -1.8783    0.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0600    1.2711   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903    2.1735    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427    2.3023   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -2.3017    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907   -2.4814   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5712   -3.4569    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5908   -4.2278    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713    0.5255   -0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    3.3681   -1.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5205    3.7198   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8948    1.9133   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -1.3102    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 12  6  1  0
 21 15  1  0
 22 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 12 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -4.001   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -2.667   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       5.335   0.000   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2    3    4                                                       
CONECT    3    2   10                                                       
CONECT    4    2   12                                                       
CONECT    5    9   11                                                       
CONECT    6    9   13                                                       
CONECT    7    9   23                                                       
CONECT    8    1   18   23                                                  
CONECT    9    5    6    7                                                  
CONECT   10    3   14   16                                                  
CONECT   11    5   15   16                                                  
CONECT   12    4   14   19                                                  
CONECT   13    6   15   20                                                  
CONECT   14   10   12   17                                                  
CONECT   15   11   13   17                                                  
CONECT   16   10   11   21                                                  
CONECT   17   14   15   22                                                  
CONECT   18    8                                                            
CONECT   19   12                                                            
CONECT   20   13                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    7    8                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0033915
HETATM    1  C1  UNL     1       5.108   1.613  -0.093  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.240   0.471   0.338  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.595   0.499   1.415  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.160  -0.629  -0.482  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.389  -1.764  -0.205  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.942  -1.473  -0.079  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.139  -2.490   0.402  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.219  -2.344   0.561  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.044  -3.352   1.041  1.00  0.00           O  
HETATM   10  C7  UNL     1      -0.778  -1.124   0.220  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.016  -0.083  -0.263  1.00  0.00           C  
HETATM   12  C9  UNL     1       1.361  -0.269  -0.410  1.00  0.00           C  
HETATM   13  C10 UNL     1      -0.642   1.190  -0.611  1.00  0.00           C  
HETATM   14  O4  UNL     1       0.055   2.146  -1.054  1.00  0.00           O  
HETATM   15  C11 UNL     1      -2.101   1.361  -0.446  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.686   2.570  -0.778  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.040   2.768  -0.638  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.822   1.763  -0.165  1.00  0.00           C  
HETATM   19  C15 UNL     1      -4.242   0.529   0.177  1.00  0.00           C  
HETATM   20  O5  UNL     1      -5.103  -0.412   0.640  1.00  0.00           O  
HETATM   21  C16 UNL     1      -2.886   0.331   0.037  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.234  -0.918   0.373  1.00  0.00           C  
HETATM   23  O6  UNL     1      -2.900  -1.878   0.813  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.060   1.271  -0.532  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.390   2.173   0.842  1.00  0.00           H  
HETATM   26  H3  UNL     1       4.543   2.302  -0.751  1.00  0.00           H  
HETATM   27  H4  UNL     1       3.722  -2.302   0.707  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.491  -2.481  -1.056  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.571  -3.457   0.673  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.591  -4.228   1.278  1.00  0.00           H  
HETATM   31  H8  UNL     1       1.971   0.525  -0.786  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.079   3.368  -1.152  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.520   3.720  -0.897  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.895   1.913  -0.051  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.938  -1.310   0.929  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   27   28
CONECT    6    7    7   12
CONECT    7    8   29
CONECT    8    9   10   10
CONECT    9   30
CONECT   10   11   22
CONECT   11   12   12   13
CONECT   12   31
CONECT   13   14   14   15
CONECT   15   16   16   21
CONECT   16   17   32
CONECT   17   18   18   33
CONECT   18   19   34
CONECT   19   20   21   21
CONECT   20   35
CONECT   21   22
CONECT   22   23   23
END

HMDB0033915
     RDKit          3D
Aloe emodin w-acetate
 35 37  0  0  0  0  0  0  0  0999 V2000
    5.1075    1.6126   -0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2395    0.4708    0.3385 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5948    0.4985    1.4153 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1603   -0.6292   -0.4821 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3886   -1.7640   -0.2050 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9420   -1.4735   -0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1394   -2.4900    0.4015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2188   -2.3438    0.5605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441   -3.3516    1.0411 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -1.1239    0.2200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0158   -0.0831   -0.2625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3607   -0.2694   -0.4104 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6422    1.1902   -0.6113 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0553    2.1458   -1.0540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005    1.3614   -0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863    2.5695   -0.7779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0403    2.7678   -0.6377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8215    1.7634   -0.1651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417    0.5295    0.1772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1035   -0.4123    0.6404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8855    0.3315    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2338   -0.9177    0.3732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9004   -1.8783    0.8127 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0600    1.2711   -0.5318 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3903    2.1735    0.8423 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5427    2.3023   -0.7506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7217   -2.3017    0.7074 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4907   -2.4814   -1.0560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5712   -3.4569    0.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5908   -4.2278    1.2777 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9713    0.5255   -0.7859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0786    3.3681   -1.1516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5205    3.7198   -0.8967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8948    1.9133   -0.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -1.3102    0.9292 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  2  0
 12  6  1  0
 21 15  1  0
 22 10  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  0
 12 31  1  0
 16 32  1  0
 17 33  1  0
 18 34  1  0
 20 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Aloe emodin W-acetic acid	Generator
3-(Acetoxymethyl)-1,8-dihydroxyanthraquinone	HMDB
(4,5-Dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl acetic acid	Generator

Chemical Formula

C₁₇H₁₂O₆

Average Molecular Weight

312.2736

Monoisotopic Molecular Weight

312.063388116

IUPAC Name

(4,5-dihydroxy-9,10-dioxo-9,10-dihydroanthracen-2-yl)methyl acetate

Traditional Name

(4,5-dihydroxy-9,10-dioxoanthracen-2-yl)methyl acetate

CAS Registry Number

65615-58-9

SMILES

CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O

InChI Identifier

InChI=1S/C17H12O6/c1-8(18)23-7-9-5-11-15(13(20)6-9)17(22)14-10(16(11)21)3-2-4-12(14)19/h2-6,19-20H,7H2,1H3

InChI Key

FUECAILUKAJTBR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as anthraquinones. These are organic compounds containing either anthracene-9,10-quinone, 1,4-anthraquinone, or 1,2-anthraquinone.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

9,10-anthraquinone
Anthraquinone
Aryl ketone
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Vinylogous acid
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0033915)

Cellular substructure

Membrane (HMDB: HMDB0033915)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033915)

Source

Exogenous

Food

Food (HMDB: HMDB0033915)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0033915)

Not Available

Nutrient (HMDB: HMDB0033915)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	213 - 214 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.058 g/L	ALOGPS
logP	2.99	ALOGPS
logP	3.29	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	9	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	81.08 m³·mol⁻¹	ChemAxon
Polarizability	30.82 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]+	174.339	31661259
DarkChem	[M-H]-	169.205	31661259
DeepCCS	[M+H]+	165.128	30932474
DeepCCS	[M-H]-	162.77	30932474
DeepCCS	[M-2H]-	196.552	30932474
DeepCCS	[M+Na]+	171.78	30932474
AllCCS	[M+H]+	170.2	32859911
AllCCS	[M+H-H2O]+	166.8	32859911
AllCCS	[M+NH4]+	173.3	32859911
AllCCS	[M+Na]+	174.2	32859911
AllCCS	[M-H]-	172.9	32859911
AllCCS	[M+Na-2H]-	172.3	32859911
AllCCS	[M+HCOO]-	171.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aloe emodin w-acetate	CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O	4128.5	Standard polar	33892256
Aloe emodin w-acetate	CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O	2349.4	Standard non polar	33892256
Aloe emodin w-acetate	CC(=O)OCC1=CC2=C(C(O)=C1)C(=O)C1=C(C=CC=C1O)C2=O	2711.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aloe emodin w-acetate,1TMS,isomer #1	CC(=O)OCC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O)C=CC=C3C(=O)C2=C1	2767.2	Semi standard non polar	33892256
Aloe emodin w-acetate,1TMS,isomer #2	CC(=O)OCC1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	2792.7	Semi standard non polar	33892256
Aloe emodin w-acetate,2TMS,isomer #1	CC(=O)OCC1=CC(O[Si](C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C)C=CC=C3C(=O)C2=C1	2838.3	Semi standard non polar	33892256
Aloe emodin w-acetate,1TBDMS,isomer #1	CC(=O)OCC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(O)C=CC=C3C(=O)C2=C1	2988.1	Semi standard non polar	33892256
Aloe emodin w-acetate,1TBDMS,isomer #2	CC(=O)OCC1=CC(O)=C2C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	3021.9	Semi standard non polar	33892256
Aloe emodin w-acetate,2TBDMS,isomer #1	CC(=O)OCC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(=O)C3=C(O[Si](C)(C)C(C)(C)C)C=CC=C3C(=O)C2=C1	3266.4	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 - Aloe emodin w-acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-3190000000-5bad5dfce98b92332e09	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aloe emodin w-acetate GC-MS (2 TMS) - 70eV, Positive	splash10-000x-6139200000-10b239d6071c55b37dcb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aloe emodin w-acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aloe emodin w-acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 10V, Positive-QTOF	splash10-0ik9-1098000000-3fdb6cf7c80de501fd66	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 20V, Positive-QTOF	splash10-0udi-0191000000-0e8d92d28b477a08d8c0	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 40V, Positive-QTOF	splash10-0udi-2190000000-04cc6cbbb3524b1f4c48	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 10V, Negative-QTOF	splash10-03di-4029000000-51bf856ce46ab0c3a552	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 20V, Negative-QTOF	splash10-0bt9-9044000000-1e87a0b63ade577ca587	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 40V, Negative-QTOF	splash10-052f-9160000000-d27b3b2ed7c06d116679	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 10V, Positive-QTOF	splash10-0w29-0096000000-7b58c376b060ba163e50	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 20V, Positive-QTOF	splash10-0udi-0090000000-b3fb839f9e90a372dea8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 40V, Positive-QTOF	splash10-0v4m-0690000000-14a55d5ea236206fae72	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 10V, Negative-QTOF	splash10-014i-0090000000-88ed19efb96265c73170	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 20V, Negative-QTOF	splash10-014i-0090000000-495beb45c247a203a53a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aloe emodin w-acetate 40V, Negative-QTOF	splash10-0hgd-0390000000-e4f39f039d4ced22bc05	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB012113

KNApSAcK ID

C00055410

Chemspider ID

8601052

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10425624

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 Aloe emodin w-acetate (HMDB0033915)

MOL for HMDB0033915 (Aloe emodin w-acetate)

3D MOL for HMDB0033915 (Aloe emodin w-acetate)

3D SDF for HMDB0033915 (Aloe emodin w-acetate)

3D-SDF for HMDB0033915 (Aloe emodin w-acetate)

PDB for HMDB0033915 (Aloe emodin w-acetate)

3D PDB for HMDB0033915 (Aloe emodin w-acetate)

SMILES for HMDB0033915 (Aloe emodin w-acetate)

INCHI for HMDB0033915 (Aloe emodin w-acetate)

Structure for HMDB0033915 (Aloe emodin w-acetate)

3D Structure for HMDB0033915 (Aloe emodin w-acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra