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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 22:16:06 UTC

Update Date

2021-09-26 22:53:29 UTC

HMDB ID

HMDB0245170

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9-Amino-1,2,3,4-tetrahydroacridin-2-ol

Description

2-hydroxytacrine belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring. Based on a literature review a significant number of articles have been published on 2-hydroxytacrine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9-amino-1,2,3,4-tetrahydroacridin-2-ol is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 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

HMDB0245170
     RDKit          3D
9-Amino-1,2,3,4-tetrahydroacridin-2-ol
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.4256    2.4616   -0.4249 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322    1.0612   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5813    0.2857   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884   -1.0852   -0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522   -1.7097   -0.0215 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -0.9613    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -1.5816    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1003   -0.8173    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0294    0.5517    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8290    1.1747    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7165    0.4125    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -1.8408   -0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.1916    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381    0.2716   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1714    0.9178    1.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8909    0.8819   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    3.1531    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    2.8295   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0233   -2.6642    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661   -1.2711    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.1556    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565    2.2481    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076   -2.8517   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.9089   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539   -1.4149    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323   -1.7399   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    0.4595   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    0.3188    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    0.8986   -1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436    1.9565   -0.5153 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
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 11  2  1  0
 16  3  1  0
 11  6  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
M  END


  Mrv1652309112100162D          

 16 18  0  0  0  0            999 V2000
    1.4289   -1.6500    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
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    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
    5.7158   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    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
    3.5724   -2.8875    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
    2.1434   -2.8875    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
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
  3 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  1 14  1  0  0  0  0
 14 15  1  0  0  0  0
 11 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0245170

> <DATABASE_NAME>
hmdb

> <SMILES>
NC1=C2CC(O)CCC2=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H14N2O/c14-13-9-3-1-2-4-11(9)15-12-6-5-8(16)7-10(12)13/h1-4,8,16H,5-7H2,(H2,14,15)

> <INCHI_KEY>
PYCYYSWVRAEADT-UHFFFAOYSA-N

> <FORMULA>
C13H14N2O

> <MOLECULAR_WEIGHT>
214.268

> <EXACT_MASS>
214.110613079

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.486544724038666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-amino-1,2,3,4-tetrahydroacridin-2-ol

> <ALOGPS_LOGP>
2.10

> <JCHEM_LOGP>
1.241426158

> <ALOGPS_LOGS>
-2.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.10761305346583

> <JCHEM_PKA_STRONGEST_BASIC>
8.901295982399537

> <JCHEM_POLAR_SURFACE_AREA>
59.14

> <JCHEM_REFRACTIVITY>
63.40760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.41e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-amino-1,2,3,4-tetrahydroacridin-2-ol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0245170
     RDKit          3D
9-Amino-1,2,3,4-tetrahydroacridin-2-ol
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.4256    2.4616   -0.4249 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322    1.0612   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5813    0.2857   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884   -1.0852   -0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522   -1.7097   -0.0215 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -0.9613    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -1.5816    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1003   -0.8173    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0294    0.5517    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8290    1.1747    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7165    0.4125    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -1.8408   -0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.1916    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381    0.2716   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1714    0.9178    1.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8909    0.8819   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    3.1531    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    2.8295   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0233   -2.6642    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661   -1.2711    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.1556    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565    2.2481    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076   -2.8517   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.9089   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539   -1.4149    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323   -1.7399   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    0.4595   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    0.3188    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    0.8986   -1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436    1.9565   -0.5153 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
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 11  2  1  0
 16  3  1  0
 11  6  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       6.668  -2.310   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       8.002  -3.080   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      10.669  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.336  -5.390   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       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0       6.668  -6.930   0.000  0.00  0.00           N+0
CONECT    1    2   14                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   12                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11    3   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13    1   15                                                  
CONECT   15   14                                                            
CONECT   16   11                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   36    0
END

COMPND    HMDB0245170
HETATM    1  N1  UNL     1       0.426   2.462  -0.425  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.532   1.061  -0.282  1.00  0.00           C  
HETATM    3  C2  UNL     1      -0.581   0.286  -0.472  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.488  -1.085  -0.335  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.652  -1.710  -0.021  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.774  -0.961   0.172  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.972  -1.582   0.498  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.100  -0.817   0.691  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.029   0.552   0.560  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.829   1.175   0.233  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.716   0.412   0.043  1.00  0.00           C  
HETATM   12  C10 UNL     1      -1.770  -1.841  -0.564  1.00  0.00           C  
HETATM   13  C11 UNL     1      -2.912  -1.192   0.177  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.038   0.272  -0.066  1.00  0.00           C  
HETATM   15  O1  UNL     1      -3.171   0.918   1.171  1.00  0.00           O  
HETATM   16  C13 UNL     1      -1.891   0.882  -0.821  1.00  0.00           C  
HETATM   17  H1  UNL     1       0.852   3.153   0.208  1.00  0.00           H  
HETATM   18  H2  UNL     1      -0.129   2.829  -1.235  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.023  -2.664   0.601  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.066  -1.271   0.950  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.903   1.156   0.708  1.00  0.00           H  
HETATM   22  H6  UNL     1       2.756   2.248   0.126  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.608  -2.852  -0.189  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.011  -1.909  -1.644  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.754  -1.415   1.261  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.832  -1.740  -0.111  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.965   0.459  -0.647  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.583   0.319   1.851  1.00  0.00           H  
HETATM   29  H13 UNL     1      -2.055   0.899  -1.921  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.844   1.957  -0.515  1.00  0.00           H  
CONECT    1    2   17   18
CONECT    2    3    3   11
CONECT    3    4   16
CONECT    4    5    5   12
CONECT    5    6
CONECT    6    7    7   11
CONECT    7    8   19
CONECT    8    9    9   20
CONECT    9   10   21
CONECT   10   11   11   22
CONECT   12   13   23   24
CONECT   13   14   25   26
CONECT   14   15   16   27
CONECT   15   28
CONECT   16   29   30
END

HMDB0245170
     RDKit          3D
9-Amino-1,2,3,4-tetrahydroacridin-2-ol
 30 32  0  0  0  0  0  0  0  0999 V2000
    0.4256    2.4616   -0.4249 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5322    1.0612   -0.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5813    0.2857   -0.4715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4884   -1.0852   -0.3347 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6522   -1.7097   -0.0215 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7739   -0.9613    0.1717 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9719   -1.5816    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1003   -0.8173    0.6912 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0294    0.5517    0.5596 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8290    1.1747    0.2328 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7165    0.4125    0.0428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7696   -1.8408   -0.5638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9117   -1.1916    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0381    0.2716   -0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1714    0.9178    1.1707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8909    0.8819   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8520    3.1531    0.2078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1286    2.8295   -1.2346 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0233   -2.6642    0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0661   -1.2711    0.9501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9032    1.1556    0.7083 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7565    2.2481    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6076   -2.8517   -0.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0110   -1.9089   -1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7539   -1.4149    1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8323   -1.7399   -0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9647    0.4595   -0.6472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5831    0.3188    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0555    0.8986   -1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8436    1.9565   -0.5153 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
  8  9  2  0
  9 10  1  0
 10 11  2  0
  4 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 16  1  0
 11  2  1  0
 16  3  1  0
 11  6  1  0
  1 17  1  0
  1 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
 10 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 16 29  1  0
 16 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄N₂O

Average Molecular Weight

214.268

Monoisotopic Molecular Weight

214.110613079

IUPAC Name

9-amino-1,2,3,4-tetrahydroacridin-2-ol

Traditional Name

9-amino-1,2,3,4-tetrahydroacridin-2-ol

CAS Registry Number

Not Available

SMILES

NC1=C2CC(O)CCC2=NC2=CC=CC=C12

InChI Identifier

InChI=1S/C13H14N2O/c14-13-9-3-1-2-4-11(9)15-12-6-5-8(16)7-10(12)13/h1-4,8,16H,5-7H2,(H2,14,15)

InChI Key

PYCYYSWVRAEADT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acridines. These are organic compounds containing the acridine moiety, a linear tricyclic heterocycle which consists of two benzene rings joined by a pyridine ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Acridines

Alternative Parents

Substituents

Acridine
Aminoquinoline
4-aminoquinoline
Aminopyridine
Pyridine
Benzenoid
Heteroaromatic compound
Secondary alcohol
Azacycle
Alcohol
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Amine
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (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	2.1	ALOGPS
logP	1.24	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	15.11	ChemAxon
pKa (Strongest Basic)	8.9	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	59.14 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	63.41 m³·mol⁻¹	ChemAxon
Polarizability	23.49 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-2H]-	177.745	30932474
DeepCCS	[M+Na]+	153.098	30932474
AllCCS	[M+H]+	151.4	32859911
AllCCS	[M+H-H2O]+	147.5	32859911
AllCCS	[M+NH4]+	155.0	32859911
AllCCS	[M+Na]+	156.0	32859911
AllCCS	[M-H]-	152.0	32859911
AllCCS	[M+Na-2H]-	151.9	32859911
AllCCS	[M+HCOO]-	151.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-Amino-1,2,3,4-tetrahydroacridin-2-ol	NC1=C2CC(O)CCC2=NC2=CC=CC=C12	3413.2	Standard polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol	NC1=C2CC(O)CCC2=NC2=CC=CC=C12	2173.1	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol	NC1=C2CC(O)CCC2=NC2=CC=CC=C12	2438.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TMS,isomer #1	C[Si](C)(C)NC1=C2CC(O[Si](C)(C)C)CCC2=NC2=CC=CC=C12	2348.3	Semi standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TMS,isomer #1	C[Si](C)(C)NC1=C2CC(O[Si](C)(C)C)CCC2=NC2=CC=CC=C12	2275.0	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TMS,isomer #1	C[Si](C)(C)NC1=C2CC(O[Si](C)(C)C)CCC2=NC2=CC=CC=C12	2900.6	Standard polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TMS,isomer #2	C[Si](C)(C)N(C1=C2CC(O)CCC2=NC2=CC=CC=C12)[Si](C)(C)C	2465.7	Semi standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TMS,isomer #2	C[Si](C)(C)N(C1=C2CC(O)CCC2=NC2=CC=CC=C12)[Si](C)(C)C	2249.0	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TMS,isomer #2	C[Si](C)(C)N(C1=C2CC(O)CCC2=NC2=CC=CC=C12)[Si](C)(C)C	2962.7	Standard polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,3TMS,isomer #1	C[Si](C)(C)OC1CCC2=NC3=CC=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=C2C1	2394.7	Semi standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,3TMS,isomer #1	C[Si](C)(C)OC1CCC2=NC3=CC=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=C2C1	2418.6	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,3TMS,isomer #1	C[Si](C)(C)OC1CCC2=NC3=CC=CC=C3C(N([Si](C)(C)C)[Si](C)(C)C)=C2C1	2728.0	Standard polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C2CC(O[Si](C)(C)C(C)(C)C)CCC2=NC2=CC=CC=C12	2811.5	Semi standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C2CC(O[Si](C)(C)C(C)(C)C)CCC2=NC2=CC=CC=C12	2740.7	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC1=C2CC(O[Si](C)(C)C(C)(C)C)CCC2=NC2=CC=CC=C12	3090.8	Standard polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C2CC(O)CCC2=NC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2910.6	Semi standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C2CC(O)CCC2=NC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	2704.6	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N(C1=C2CC(O)CCC2=NC2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3090.7	Standard polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2=NC3=CC=CC=C3C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C1	3014.6	Semi standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2=NC3=CC=CC=C3C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C1	3065.9	Standard non polar	33892256
9-Amino-1,2,3,4-tetrahydroacridin-2-ol,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1CCC2=NC3=CC=CC=C3C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C2C1	3009.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol GC-MS (Non-derivatized) - 70eV, Positive	splash10-052b-0900000000-98b98dc928957ba18f5a	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 10V, Negative-QTOF	splash10-03di-0090000000-f58ebef816fc4a8a6e35	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 20V, Negative-QTOF	splash10-03di-0390000000-ddf607aaa10152bc4812	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 40V, Negative-QTOF	splash10-00lv-0900000000-824b25a72bf29e720dd3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 10V, Positive-QTOF	splash10-014i-0090000000-011b2ae80d93d1a6c938	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 20V, Positive-QTOF	splash10-014i-0390000000-58cb95e46087e2333d22	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Amino-1,2,3,4-tetrahydroacridin-2-ol 40V, Positive-QTOF	splash10-06rb-2910000000-5ac4285a150b60107b9c	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

156535

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

179849

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

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 9-Amino-1,2,3,4-tetrahydroacridin-2-ol (HMDB0245170)

MOL for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

3D MOL for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

3D SDF for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

3D-SDF for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

PDB for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

3D PDB for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

SMILES for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

INCHI for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

Structure for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

3D Structure for HMDB0245170 (9-Amino-1,2,3,4-tetrahydroacridin-2-ol)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra