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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:37:25 UTC

Update Date

2021-09-26 23:03:12 UTC

HMDB ID

HMDB0251289

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dihydrexidine

Description

Dihydrexidine, also known as dar 0100A, belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included. Based on a literature review a significant number of articles have been published on Dihydrexidine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dihydrexidine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dihydrexidine 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

HMDB0251289
     RDKit          3D
Dihydrexidine
 37 40  0  0  0  0  0  0  0  0999 V2000
    4.7068   -1.2267    0.3608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851   -0.9177    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    0.3191   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633    0.7160   -0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -0.1283   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.3359    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -1.7669    0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5633   -2.9942    0.9864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425    0.3369   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6145   -0.4172   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0621   -1.6237   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.3469   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.8751    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2468   -0.6752    1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2205    0.0531    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    1.3319    1.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910    1.9118    0.9402 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6726    1.7949   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506    2.6864   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258    2.0285   -1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0397   -2.0530    0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    0.9926   -0.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -1.9845    0.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -3.2915    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    0.3308   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5889   -1.9950   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089   -3.2889   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630   -2.4312    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334   -0.3216    2.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295    1.1014    2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7140    2.0340    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043    1.6068    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    2.1184   -0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    3.4611   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    3.2803   -1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166    2.6823   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226    1.8876   -2.6133 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
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7  2  1  0
 18  9  1  0
 20  4  1  0
 15 10  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
M  END

  Mrv1652309112110372D          

 20 23  0  0  0  0            999 V2000
    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 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
    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
    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   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
    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
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 O   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
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  9 18  1  0  0  0  0
 13 18  1  0  0  0  0
  6 19  1  0  0  0  0
  5 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251289

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(O)C=C2C3C(CCC2=C1)NCC1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C17H17NO2/c19-15-7-10-5-6-14-17(13(10)8-16(15)20)12-4-2-1-3-11(12)9-18-14/h1-4,7-8,14,17-20H,5-6,9H2

> <INCHI_KEY>
BGOQGUHWXBGXJW-UHFFFAOYSA-N

> <FORMULA>
C17H17NO2

> <MOLECULAR_WEIGHT>
267.328

> <EXACT_MASS>
267.125928791

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.103670499107558

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-azatetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-2,4,6,13,15,17-hexaene-15,16-diol

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
2.4654859206717323

> <ALOGPS_LOGS>
-3.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.934954601181566

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.740032379075068

> <JCHEM_PKA_STRONGEST_BASIC>
9.008805832235673

> <JCHEM_POLAR_SURFACE_AREA>
52.489999999999995

> <JCHEM_REFRACTIVITY>
78.7248

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.45e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-azatetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-2,4,6,13,15,17-hexaene-15,16-diol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251289
     RDKit          3D
Dihydrexidine
 37 40  0  0  0  0  0  0  0  0999 V2000
    4.7068   -1.2267    0.3608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851   -0.9177    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    0.3191   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633    0.7160   -0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -0.1283   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.3359    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -1.7669    0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5633   -2.9942    0.9864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425    0.3369   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6145   -0.4172   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0621   -1.6237   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.3469   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.8751    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2468   -0.6752    1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2205    0.0531    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    1.3319    1.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910    1.9118    0.9402 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6726    1.7949   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506    2.6864   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258    2.0285   -1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0397   -2.0530    0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    0.9926   -0.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -1.9845    0.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -3.2915    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    0.3308   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5889   -1.9950   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089   -3.2889   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630   -2.4312    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334   -0.3216    2.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295    1.1014    2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7140    2.0340    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043    1.6068    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    2.1184   -0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    3.4611   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    3.2803   -1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166    2.6823   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226    1.8876   -2.6133 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
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7  2  1  0
 18  9  1  0
 20  4  1  0
 15 10  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  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       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       6.668   3.850   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336   2.310   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3    9                                                  
CONECT    9    8   10   18                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17    9   13                                                  
CONECT   19    6                                                            
CONECT   20    5                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   46    0
END

COMPND    HMDB0251289
HETATM    1  O1  UNL     1       4.707  -1.227   0.361  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.385  -0.918   0.078  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.149   0.319  -0.537  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.863   0.716  -0.858  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.812  -0.128  -0.562  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.070  -1.336   0.041  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.339  -1.767   0.377  1.00  0.00           C  
HETATM    8  O2  UNL     1       2.563  -2.994   0.986  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.542   0.337  -0.923  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.614  -0.417  -0.268  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.062  -1.624  -0.763  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.067  -2.347  -0.163  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.672  -1.875   0.980  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.247  -0.675   1.496  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.220   0.053   0.874  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.855   1.332   1.530  1.00  0.00           C  
HETATM   17  N1  UNL     1      -0.691   1.912   0.940  1.00  0.00           N  
HETATM   18  C15 UNL     1      -0.673   1.795  -0.503  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.351   2.686  -1.115  1.00  0.00           C  
HETATM   20  C17 UNL     1       1.626   2.028  -1.510  1.00  0.00           C  
HETATM   21  H1  UNL     1       5.040  -2.053   0.790  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.978   0.993  -0.774  1.00  0.00           H  
HETATM   23  H3  UNL     1       0.236  -1.985   0.266  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.497  -3.292   1.224  1.00  0.00           H  
HETATM   25  H5  UNL     1      -0.619   0.331  -2.042  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.589  -1.995  -1.658  1.00  0.00           H  
HETATM   27  H7  UNL     1      -3.409  -3.289  -0.558  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.463  -2.431   1.463  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.733  -0.322   2.392  1.00  0.00           H  
HETATM   30  H10 UNL     1      -1.629   1.101   2.611  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.714   2.034   1.483  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.204   1.607   1.372  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.677   2.118  -0.853  1.00  0.00           H  
HETATM   34  H14 UNL     1       0.613   3.461  -0.335  1.00  0.00           H  
HETATM   35  H15 UNL     1      -0.095   3.280  -1.945  1.00  0.00           H  
HETATM   36  H16 UNL     1       2.517   2.682  -1.280  1.00  0.00           H  
HETATM   37  H17 UNL     1       1.623   1.888  -2.613  1.00  0.00           H  
CONECT    1    2   21
CONECT    2    3    3    7
CONECT    3    4   22
CONECT    4    5    5   20
CONECT    5    6    9
CONECT    6    7    7   23
CONECT    7    8
CONECT    8   24
CONECT    9   10   18   25
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16
CONECT   16   17   30   31
CONECT   17   18   32
CONECT   18   19   33
CONECT   19   20   34   35
CONECT   20   36   37
END

HMDB0251289
     RDKit          3D
Dihydrexidine
 37 40  0  0  0  0  0  0  0  0999 V2000
    4.7068   -1.2267    0.3608 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3851   -0.9177    0.0780 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1489    0.3191   -0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8633    0.7160   -0.8584 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123   -0.1283   -0.5624 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0698   -1.3359    0.0411 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3394   -1.7669    0.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5633   -2.9942    0.9864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5425    0.3369   -0.9228 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6145   -0.4172   -0.2684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0621   -1.6237   -0.7628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0668   -2.3469   -0.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6722   -1.8751    0.9798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2468   -0.6752    1.4956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2205    0.0531    0.8739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8553    1.3319    1.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6910    1.9118    0.9402 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6726    1.7949   -0.5032 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3506    2.6864   -1.1154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6258    2.0285   -1.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0397   -2.0530    0.7898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9775    0.9926   -0.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2356   -1.9845    0.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4967   -3.2915    1.2240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6187    0.3308   -2.0423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5889   -1.9950   -1.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4089   -3.2889   -0.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4630   -2.4312    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334   -0.3216    2.3921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295    1.1014    2.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7140    2.0340    1.4834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2043    1.6068    1.3716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6766    2.1184   -0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6135    3.4611   -0.3352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0948    3.2803   -1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5166    2.6823   -1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226    1.8876   -2.6133 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
  5  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
  7  2  1  0
 18  9  1  0
 20  4  1  0
 15 10  1  0
  1 21  1  0
  3 22  1  0
  6 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 16 30  1  0
 16 31  1  0
 17 32  1  0
 18 33  1  0
 19 34  1  0
 19 35  1  0
 20 36  1  0
 20 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
10,11-Dihydroxyhexahydrobenzo(a)phenanthridine	HMDB
DAR 0100a	HMDB
DAR-0100a	HMDB

Chemical Formula

C₁₇H₁₇NO₂

Average Molecular Weight

267.328

Monoisotopic Molecular Weight

267.125928791

IUPAC Name

9-azatetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-2,4,6,13,15,17-hexaene-15,16-diol

Traditional Name

9-azatetracyclo[8.8.0.0^{2,7}.0^{13,18}]octadeca-2,4,6,13,15,17-hexaene-15,16-diol

CAS Registry Number

Not Available

SMILES

OC1=C(O)C=C2C3C(CCC2=C1)NCC1=CC=CC=C31

InChI Identifier

InChI=1S/C17H17NO2/c19-15-7-10-5-6-14-17(13(10)8-16(15)20)12-4-2-1-3-11(12)9-18-14/h1-4,7-8,14,17-20H,5-6,9H2

InChI Key

BGOQGUHWXBGXJW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenanthridines and derivatives. These are polycyclic compounds containing a phenanthridine moiety, which is a tricyclic system with two benzene rings joined by a pyridine forming a non-linear skeleton. Hydrogenated derivatives are also included.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Benzoquinolines

Direct Parent

Phenanthridines and derivatives

Alternative Parents

Substituents

Phenanthridine
Tetrahydroisoquinoline
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Benzenoid
Secondary aliphatic amine
Secondary amine
Azacycle
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
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)

Source

Exogenous

Exogenous (HMDB: HMDB0251289)

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	2.18	ALOGPS
logP	2.47	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	9.74	ChemAxon
pKa (Strongest Basic)	9.01	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	78.72 m³·mol⁻¹	ChemAxon
Polarizability	29.1 Å³	ChemAxon
Number of Rings	4	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]-	193.583	30932474
DeepCCS	[M+Na]+	168.712	30932474
AllCCS	[M+H]+	164.2	32859911
AllCCS	[M+H-H2O]+	160.5	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.6	32859911
AllCCS	[M-H]-	169.3	32859911
AllCCS	[M+Na-2H]-	168.7	32859911
AllCCS	[M+HCOO]-	168.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dihydrexidine	OC1=C(O)C=C2C3C(CCC2=C1)NCC1=CC=CC=C31	3794.0	Standard polar	33892256
Dihydrexidine	OC1=C(O)C=C2C3C(CCC2=C1)NCC1=CC=CC=C31	2692.4	Standard non polar	33892256
Dihydrexidine	OC1=C(O)C=C2C3C(CCC2=C1)NCC1=CC=CC=C31	2816.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dihydrexidine,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=CC=C3CN([Si](C)(C)C)C1CC2	2681.1	Semi standard non polar	33892256
Dihydrexidine,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=CC=C3CN([Si](C)(C)C)C1CC2	2838.5	Standard non polar	33892256
Dihydrexidine,3TMS,isomer #1	C[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C)C1C3=CC=CC=C3CN([Si](C)(C)C)C1CC2	2954.4	Standard polar	33892256
Dihydrexidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=CC=C3CN([Si](C)(C)C(C)(C)C)C1CC2	3336.2	Semi standard non polar	33892256
Dihydrexidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=CC=C3CN([Si](C)(C)C(C)(C)C)C1CC2	3538.5	Standard non polar	33892256
Dihydrexidine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC2=C(C=C1O[Si](C)(C)C(C)(C)C)C1C3=CC=CC=C3CN([Si](C)(C)C(C)(C)C)C1CC2	3255.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fer-0950000000-e49d7557dd3da94c9244	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dihydrexidine GC-MS (TBDMS_2_3) - 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 - Dihydrexidine 10V, Positive-QTOF	splash10-014i-0090000000-e4616eb8c8911b316238	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrexidine 20V, Positive-QTOF	splash10-014i-0090000000-bfde630bfe10d6ffab21	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrexidine 40V, Positive-QTOF	splash10-03dl-1950000000-84730124eb637ffd0404	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrexidine 10V, Negative-QTOF	splash10-014i-0090000000-2d82b0feb63f11deb4fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrexidine 20V, Negative-QTOF	splash10-014i-0090000000-9c8cfc248de856572f4d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydrexidine 40V, Negative-QTOF	splash10-0a4i-0390000000-98baed5e361be1f938b8	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

54759

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Dihydrexidine

METLIN ID

Not Available

PubChem Compound

60759

PDB ID

Not Available

ChEBI ID

91996

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 Dihydrexidine (HMDB0251289)

MOL for HMDB0251289 (Dihydrexidine)

3D MOL for HMDB0251289 (Dihydrexidine)

3D SDF for HMDB0251289 (Dihydrexidine)

3D-SDF for HMDB0251289 (Dihydrexidine)

PDB for HMDB0251289 (Dihydrexidine)

3D PDB for HMDB0251289 (Dihydrexidine)

SMILES for HMDB0251289 (Dihydrexidine)

INCHI for HMDB0251289 (Dihydrexidine)

Structure for HMDB0251289 (Dihydrexidine)

3D Structure for HMDB0251289 (Dihydrexidine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra