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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:02:39 UTC

Update Date

2021-09-26 22:51:07 UTC

HMDB ID

HMDB0243816

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Amino-2-methylanthraquinone

Description

1-Amino-2-methylanthraquinone, also known as disperse orange 11, 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. Based on a literature review a significant number of articles have been published on 1-Amino-2-methylanthraquinone. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-amino-2-methylanthraquinone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Amino-2-methylanthraquinone is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0243816
     RDKit          3D
1-Amino-2-methylanthraquinone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -4.3273    0.5079    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517   -0.0329    0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.4051   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444   -1.9774   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350   -1.1454   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    0.2272    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185    0.7555    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9603    2.1722    0.2113 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    1.0803    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5411    2.3284    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9911    0.5160   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    1.3286   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    0.7850   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4653   -0.5876   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514   -1.4016   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0843   -0.8576   -0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9004   -1.7228   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -2.9759   -0.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3684    1.5728   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547   -0.0935   -0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    0.3273    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -2.0433   -0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724   -3.0543   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    2.5982    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0754    2.7789   -0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289    2.4050    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    1.4319   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0366   -0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4356   -2.4810   -0.2810 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  2  1  0
 16 11  1  0
 17  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  8 24  1  0
  8 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
M  END


  Mrv1533004241519242D          

 18 20  0  0  0  0            999 V2000
    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
    3.5724    1.2375    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    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    0.0000    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
    0.7145    1.2375    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
  3 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0243816

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(N)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H11NO2/c1-8-6-7-11-12(13(8)16)15(18)10-5-3-2-4-9(10)14(11)17/h2-7H,16H2,1H3

> <INCHI_KEY>
ZLCUIOWQYBYEBG-UHFFFAOYSA-N

> <FORMULA>
C15H11NO2

> <MOLECULAR_WEIGHT>
237.258

> <EXACT_MASS>
237.078978598

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
25.076084253230054

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1-amino-2-methyl-9,10-dihydroanthracene-9,10-dione

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
3.2532015099999994

> <ALOGPS_LOGS>
-3.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.666624429283385

> <JCHEM_PKA_STRONGEST_BASIC>
1.5016099688825766

> <JCHEM_POLAR_SURFACE_AREA>
60.16

> <JCHEM_REFRACTIVITY>
70.8926

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-amino-2-methylanthracene-9,10-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0243816
     RDKit          3D
1-Amino-2-methylanthraquinone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -4.3273    0.5079    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517   -0.0329    0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.4051   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444   -1.9774   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350   -1.1454   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    0.2272    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185    0.7555    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9603    2.1722    0.2113 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    1.0803    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5411    2.3284    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9911    0.5160   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    1.3286   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    0.7850   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4653   -0.5876   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514   -1.4016   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0843   -0.8576   -0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9004   -1.7228   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -2.9759   -0.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3684    1.5728   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547   -0.0935   -0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    0.3273    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -2.0433   -0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724   -3.0543   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    2.5982    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0754    2.7789   -0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289    2.4050    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    1.4319   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0366   -0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4356   -2.4810   -0.2810 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  2  1  0
 16 11  1  0
 17  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  8 24  1  0
  8 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       9.336   2.310   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       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       6.668   3.850   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   18                                                  
CONECT    4    3    5   16                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15    4   17                                                  
CONECT   17   16                                                            
CONECT   18    3                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0243816
HETATM    1  C1  UNL     1      -4.327   0.508   0.168  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.952  -0.033   0.088  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.798  -1.405  -0.013  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.544  -1.977  -0.092  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.435  -1.145  -0.068  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.543   0.227   0.031  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.819   0.756   0.108  1.00  0.00           C  
HETATM    8  N1  UNL     1      -1.960   2.172   0.211  1.00  0.00           N  
HETATM    9  C8  UNL     1       0.644   1.080   0.055  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.541   2.328   0.145  1.00  0.00           O  
HETATM   11  C9  UNL     1       1.991   0.516  -0.027  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.112   1.329  -0.004  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.378   0.785  -0.081  1.00  0.00           C  
HETATM   14  C12 UNL     1       4.465  -0.588  -0.180  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.351  -1.402  -0.203  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.084  -0.858  -0.126  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.900  -1.723  -0.150  1.00  0.00           C  
HETATM   18  O2  UNL     1       0.992  -2.976  -0.240  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.368   1.573  -0.084  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.955  -0.093  -0.537  1.00  0.00           H  
HETATM   21  H3  UNL     1      -4.750   0.327   1.189  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.665  -2.043  -0.031  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.472  -3.054  -0.170  1.00  0.00           H  
HETATM   24  H6  UNL     1      -1.947   2.598   1.157  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.075   2.779  -0.636  1.00  0.00           H  
HETATM   26  H8  UNL     1       3.029   2.405   0.074  1.00  0.00           H  
HETATM   27  H9  UNL     1       5.244   1.432  -0.063  1.00  0.00           H  
HETATM   28  H10 UNL     1       5.443  -1.037  -0.242  1.00  0.00           H  
HETATM   29  H11 UNL     1       3.436  -2.481  -0.281  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3    3    7
CONECT    3    4   22
CONECT    4    5    5   23
CONECT    5    6   17
CONECT    6    7    7    9
CONECT    7    8
CONECT    8   24   25
CONECT    9   10   10   11
CONECT   11   12   12   16
CONECT   12   13   26
CONECT   13   14   14   27
CONECT   14   15   28
CONECT   15   16   16   29
CONECT   16   17
CONECT   17   18   18
END

HMDB0243816
     RDKit          3D
1-Amino-2-methylanthraquinone
 29 31  0  0  0  0  0  0  0  0999 V2000
   -4.3273    0.5079    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517   -0.0329    0.0876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7976   -1.4051   -0.0132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444   -1.9774   -0.0920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4350   -1.1454   -0.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5433    0.2272    0.0315 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8185    0.7555    0.1078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9603    2.1722    0.2113 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6441    1.0803    0.0545 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5411    2.3284    0.1451 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9911    0.5160   -0.0265 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1119    1.3286   -0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3780    0.7850   -0.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4653   -0.5876   -0.1802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3514   -1.4016   -0.2028 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0843   -0.8576   -0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9004   -1.7228   -0.1496 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9917   -2.9759   -0.2402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3684    1.5728   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9547   -0.0935   -0.5366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7505    0.3273    1.1893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646   -2.0433   -0.0312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4724   -3.0543   -0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9469    2.5982    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0754    2.7789   -0.6356 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0289    2.4050    0.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2439    1.4319   -0.0628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0366   -0.2418 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4356   -2.4810   -0.2810 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  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  7  2  1  0
 16 11  1  0
 17  5  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  4 23  1  0
  8 24  1  0
  8 25  1  0
 12 26  1  0
 13 27  1  0
 14 28  1  0
 15 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-Amino-2-methyl-9,10-anthraquinone	MeSH
Disperse orange 11	MeSH

Chemical Formula

C₁₅H₁₁NO₂

Average Molecular Weight

237.258

Monoisotopic Molecular Weight

237.078978598

IUPAC Name

1-amino-2-methyl-9,10-dihydroanthracene-9,10-dione

Traditional Name

1-amino-2-methylanthracene-9,10-dione

CAS Registry Number

Not Available

SMILES

CC1=C(N)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O

InChI Identifier

InChI=1S/C15H11NO2/c1-8-6-7-11-12(13(8)16)15(18)10-5-3-2-4-9(10)14(11)17/h2-7H,16H2,1H3

InChI Key

ZLCUIOWQYBYEBG-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

Anthraquinone
9,10-anthraquinone
Aryl ketone
Vinylogous amide
Ketone
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organooxygen compound
Organonitrogen compound
Amine
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

anthraquinone (CHEBI:82382 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	3.46	ALOGPS
logP	3.25	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	19.67	ChemAxon
pKa (Strongest Basic)	1.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	60.16 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.89 m³·mol⁻¹	ChemAxon
Polarizability	25.08 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
DeepCCS	[M+H]+	156.966	30932474
DeepCCS	[M-H]-	154.573	30932474
DeepCCS	[M-2H]-	187.54	30932474
DeepCCS	[M+Na]+	163.024	30932474
AllCCS	[M+H]+	153.0	32859911
AllCCS	[M+H-H2O]+	148.9	32859911
AllCCS	[M+NH4]+	156.8	32859911
AllCCS	[M+Na]+	157.8	32859911
AllCCS	[M-H]-	157.0	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	155.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.3092 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.29 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2082.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	423.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	153.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	232.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	154.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	520.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	707.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1219.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	439.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1330.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	444.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	388.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	266.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	122.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Amino-2-methylanthraquinone	CC1=C(N)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	3492.8	Standard polar	33892256
1-Amino-2-methylanthraquinone	CC1=C(N)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	2465.7	Standard non polar	33892256
1-Amino-2-methylanthraquinone	CC1=C(N)C2=C(C=C1)C(=O)C1=CC=CC=C1C2=O	2477.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Amino-2-methylanthraquinone,1TMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N[Si](C)(C)C	2492.0	Semi standard non polar	33892256
1-Amino-2-methylanthraquinone,1TMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N[Si](C)(C)C	2488.0	Standard non polar	33892256
1-Amino-2-methylanthraquinone,1TMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N[Si](C)(C)C	2952.7	Standard polar	33892256
1-Amino-2-methylanthraquinone,2TMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N([Si](C)(C)C)[Si](C)(C)C	2440.0	Semi standard non polar	33892256
1-Amino-2-methylanthraquinone,2TMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N([Si](C)(C)C)[Si](C)(C)C	2530.5	Standard non polar	33892256
1-Amino-2-methylanthraquinone,2TMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N([Si](C)(C)C)[Si](C)(C)C	2829.1	Standard polar	33892256
1-Amino-2-methylanthraquinone,1TBDMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N[Si](C)(C)C(C)(C)C	2720.7	Semi standard non polar	33892256
1-Amino-2-methylanthraquinone,1TBDMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N[Si](C)(C)C(C)(C)C	2700.2	Standard non polar	33892256
1-Amino-2-methylanthraquinone,1TBDMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N[Si](C)(C)C(C)(C)C	3073.6	Standard polar	33892256
1-Amino-2-methylanthraquinone,2TBDMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2896.1	Semi standard non polar	33892256
1-Amino-2-methylanthraquinone,2TBDMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2924.8	Standard non polar	33892256
1-Amino-2-methylanthraquinone,2TBDMS,isomer #1	CC1=CC=C2C(=O)C3=CC=CC=C3C(=O)C2=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2997.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-methylanthraquinone GC-MS (Non-derivatized) - 70eV, Positive	splash10-053r-0790000000-1cc42c62b82d282c9b81	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Amino-2-methylanthraquinone 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 - 1-Amino-2-methylanthraquinone 90V, Positive-QTOF	splash10-014i-0900000000-5156125975eaa73d0674	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 75V, Positive-QTOF	splash10-014i-0920000000-0b30703ca70f1ba38beb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 75V, Positive-QTOF	splash10-014i-0920000000-4c9f80209cabb79d836e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 60V, Positive-QTOF	splash10-0079-0790000000-f431e45613f52ea97a45	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 45V, Positive-QTOF	splash10-000i-0090000000-2589e1081d1c482a26c7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 15V, Positive-QTOF	splash10-000i-0090000000-445ad8076b3b6c04b20d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 30V, Positive-QTOF	splash10-000i-0090000000-6703d028ce0ca6342d84	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 10V, Positive-QTOF	splash10-000i-0090000000-40c411c2d328d42a8da1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 20V, Positive-QTOF	splash10-000i-0190000000-345518b8f31795eaf44a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 40V, Positive-QTOF	splash10-0pb9-9620000000-a41395043f1c74a94bba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 10V, Negative-QTOF	splash10-000i-0090000000-ad7ca4a8e297f2311fa4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 20V, Negative-QTOF	splash10-000i-0290000000-c0d155e3f9d1d6487a53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 40V, Negative-QTOF	splash10-0udi-2950000000-ea6e9f41c3f59fa4550c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 10V, Positive-QTOF	splash10-000i-0090000000-02d01c44ff80c1a7f870	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 20V, Positive-QTOF	splash10-000i-0090000000-dfc729ce3d38f378d0c1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 40V, Positive-QTOF	splash10-0ab9-0930000000-a4f3a57415653bea7248	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 10V, Negative-QTOF	splash10-000i-0090000000-4c0fb61f82642aef6e7b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 20V, Negative-QTOF	splash10-000i-0090000000-27c25f40ccba14b3dbe4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Amino-2-methylanthraquinone 40V, Negative-QTOF	splash10-053r-0950000000-a95f44d8f73e0ee1384c	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6447

KEGG Compound ID

C19320

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Disperse dye

METLIN ID

Not Available

PubChem Compound

6702

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1531481

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 1-Amino-2-methylanthraquinone (HMDB0243816)

MOL for HMDB0243816 (1-Amino-2-methylanthraquinone)

3D MOL for HMDB0243816 (1-Amino-2-methylanthraquinone)

3D SDF for HMDB0243816 (1-Amino-2-methylanthraquinone)

3D-SDF for HMDB0243816 (1-Amino-2-methylanthraquinone)

PDB for HMDB0243816 (1-Amino-2-methylanthraquinone)

3D PDB for HMDB0243816 (1-Amino-2-methylanthraquinone)

SMILES for HMDB0243816 (1-Amino-2-methylanthraquinone)

INCHI for HMDB0243816 (1-Amino-2-methylanthraquinone)

Structure for HMDB0243816 (1-Amino-2-methylanthraquinone)

3D Structure for HMDB0243816 (1-Amino-2-methylanthraquinone)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra