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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:26:55 UTC

Update Date

2021-09-26 22:57:09 UTC

HMDB ID

HMDB0247442

Secondary Accession Numbers

None

Metabolite Identification

Common Name

8-Hydroxymianserin

Description

8-Hydroxymianserin belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom. Based on a literature review very few articles have been published on 8-Hydroxymianserin. This compound has been identified in human blood as reported by (PMID: 31557052 ). 8-hydroxymianserin is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 8-Hydroxymianserin 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

HMDB0247442
     RDKit          3D
8-Hydroxymianserin
 41 44  0  0  0  0  0  0  0  0999 V2000
    4.2762   -0.4846   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.5767    0.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -1.9152    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -1.8604    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2940   -0.7498    0.5020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   -1.1397    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.4080   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899   -2.9352   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -2.2608   -0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4483   -2.8608   -1.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099   -1.0125   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333   -0.4264    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558    0.8838    0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971    1.8496    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684    3.0942    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1004    4.1745   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    4.0686   -0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.8253    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878    1.7048    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    0.5770    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498    0.4385   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800   -0.8499    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644   -1.0593   -1.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.5830   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1357   -2.5531    0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174   -2.3003   -0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910   -1.4496    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -2.7475    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348   -2.8776   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673   -3.9057   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -3.4370   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -0.4624   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5121    0.8345    1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308    1.2621    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535    3.1733    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569    5.1529   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    4.9217   -0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9176    2.8476   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    0.5865    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204    1.3008   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.0059   -1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
 20  5  1  0
 12  6  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
M  END


  Mrv1652309112102272D          

 21 24  0  0  0  0            999 V2000
    4.6287    3.0804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162    2.3659    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    2.3659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787    1.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.9370    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162    0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6287    1.6515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037   -0.8703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0625   -1.3914    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 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
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
  5 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 15 20  1  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247442

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCN2C(C1)C1=CC=CC=C1CC1=C2C=CC(O)=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H20N2O/c1-19-8-9-20-17-7-6-15(21)11-14(17)10-13-4-2-3-5-16(13)18(20)12-19/h2-7,11,18,21H,8-10,12H2,1H3

> <INCHI_KEY>
YTMQIPGEXLWJTN-UHFFFAOYSA-N

> <FORMULA>
C18H20N2O

> <MOLECULAR_WEIGHT>
280.371

> <EXACT_MASS>
280.157563272

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.814342836665283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8,10,12,16,18-hexaen-17-ol

> <ALOGPS_LOGP>
2.93

> <JCHEM_LOGP>
3.527632330333333

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.297699568333144

> <JCHEM_PKA_STRONGEST_BASIC>
6.853823826140316

> <JCHEM_POLAR_SURFACE_AREA>
26.71

> <JCHEM_REFRACTIVITY>
86.4796

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8,10,12,16,18-hexaen-17-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0247442
     RDKit          3D
8-Hydroxymianserin
 41 44  0  0  0  0  0  0  0  0999 V2000
    4.2762   -0.4846   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.5767    0.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -1.9152    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -1.8604    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2940   -0.7498    0.5020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   -1.1397    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.4080   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899   -2.9352   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -2.2608   -0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4483   -2.8608   -1.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099   -1.0125   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333   -0.4264    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558    0.8838    0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971    1.8496    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684    3.0942    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1004    4.1745   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    4.0686   -0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.8253    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878    1.7048    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    0.5770    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498    0.4385   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800   -0.8499    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644   -1.0593   -1.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.5830   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1357   -2.5531    0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174   -2.3003   -0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910   -1.4496    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -2.7475    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348   -2.8776   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673   -3.9057   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -3.4370   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -0.4624   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5121    0.8345    1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308    1.2621    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535    3.1733    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569    5.1529   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    4.9217   -0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9176    2.8476   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    0.5865    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204    1.3008   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.0059   -1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
 20  5  1  0
 12  6  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  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       8.640   5.750   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       7.870   4.416   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       6.330   4.416   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.560   3.083   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       6.330   1.749   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       7.870   1.749   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.640   3.083   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.830   0.545   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.302   0.999   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.431  -0.048   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.088  -1.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.617  -2.004   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.488  -0.956   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.100  -1.625   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.713  -0.956   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.370   0.545   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.898   0.999   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.770  -0.048   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.112  -1.550   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.584  -2.004   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.983  -2.597   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   16                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6    2                                                       
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    8   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15    5   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19   15                                                       
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0247442
HETATM    1  C1  UNL     1       4.276  -0.485  -0.428  1.00  0.00           C  
HETATM    2  N1  UNL     1       2.958  -0.577   0.086  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.400  -1.915   0.050  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.158  -1.860   0.881  1.00  0.00           C  
HETATM    5  N2  UNL     1       0.294  -0.750   0.502  1.00  0.00           N  
HETATM    6  C4  UNL     1      -0.978  -1.140   0.090  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.913  -2.408  -0.495  1.00  0.00           C  
HETATM    8  C6  UNL     1      -2.090  -2.935  -0.963  1.00  0.00           C  
HETATM    9  C7  UNL     1      -3.288  -2.261  -0.869  1.00  0.00           C  
HETATM   10  O1  UNL     1      -4.448  -2.861  -1.368  1.00  0.00           O  
HETATM   11  C8  UNL     1      -3.310  -1.013  -0.285  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.133  -0.426   0.211  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.356   0.884   0.798  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.297   1.850   0.433  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.868   3.094   0.154  1.00  0.00           C  
HETATM   16  C13 UNL     1      -1.100   4.174  -0.174  1.00  0.00           C  
HETATM   17  C14 UNL     1       0.268   4.069  -0.240  1.00  0.00           C  
HETATM   18  C15 UNL     1       0.816   2.825   0.040  1.00  0.00           C  
HETATM   19  C16 UNL     1       0.088   1.705   0.374  1.00  0.00           C  
HETATM   20  C17 UNL     1       0.953   0.577   0.600  1.00  0.00           C  
HETATM   21  C18 UNL     1       2.050   0.438  -0.434  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.980  -0.850   0.376  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.464  -1.059  -1.350  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.508   0.583  -0.624  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.136  -2.553   0.607  1.00  0.00           H  
HETATM   26  H5  UNL     1       2.317  -2.300  -0.949  1.00  0.00           H  
HETATM   27  H6  UNL     1       1.591  -1.450   1.858  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.718  -2.748   1.270  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.035  -2.878  -0.543  1.00  0.00           H  
HETATM   30  H9  UNL     1      -2.067  -3.906  -1.416  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.975  -3.437  -0.719  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.245  -0.462  -0.200  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.512   0.834   1.901  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.331   1.262   0.383  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.954   3.173   0.207  1.00  0.00           H  
HETATM   36  H15 UNL     1      -1.557   5.153  -0.393  1.00  0.00           H  
HETATM   37  H16 UNL     1       0.876   4.922  -0.498  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.918   2.848  -0.013  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.433   0.586   1.610  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.620   1.301  -0.692  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.566  -0.006  -1.356  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   21
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   20
CONECT    6    7    7   12
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   10   11
CONECT   10   31
CONECT   11   12   12   32
CONECT   12   13
CONECT   13   14   33   34
CONECT   14   15   15   19
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20
CONECT   20   21   39
CONECT   21   40   41
END

HMDB0247442
     RDKit          3D
8-Hydroxymianserin
 41 44  0  0  0  0  0  0  0  0999 V2000
    4.2762   -0.4846   -0.4280 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9584   -0.5767    0.0858 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3997   -1.9152    0.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -1.8604    0.8812 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2940   -0.7498    0.5020 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776   -1.1397    0.0903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133   -2.4080   -0.4953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0899   -2.9352   -0.9629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2881   -2.2608   -0.8686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4483   -2.8608   -1.3676 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3099   -1.0125   -0.2845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1333   -0.4264    0.2112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3558    0.8838    0.7977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971    1.8496    0.4325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8684    3.0942    0.1537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1004    4.1745   -0.1742 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2678    4.0686   -0.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8158    2.8253    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0878    1.7048    0.3736 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    0.5770    0.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0498    0.4385   -0.4337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9800   -0.8499    0.3764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4644   -1.0593   -1.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5078    0.5830   -0.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1357   -2.5531    0.6070 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3174   -2.3003   -0.9487 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5910   -1.4496    1.8583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7178   -2.7475    1.2704 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348   -2.8776   -0.5432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0673   -3.9057   -1.4158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9752   -3.4370   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2447   -0.4624   -0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5121    0.8345    1.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3308    1.2621    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9535    3.1733    0.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5569    5.1529   -0.3933 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8756    4.9217   -0.4983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9176    2.8476   -0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4331    0.5865    1.6095 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6204    1.3008   -0.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5660   -0.0059   -1.3561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21  2  1  0
 20  5  1  0
 12  6  1  0
 19 14  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 20 39  1  0
 21 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Hydroxymianserin maleate	HMDB
8-Hydroxymianserin monomaleate	HMDB
8-Hydroxymianserin, (cis)-isomer	HMDB
8-Hydroxymianserin, (trans)-isomer	HMDB

Chemical Formula

C₁₈H₂₀N₂O

Average Molecular Weight

280.371

Monoisotopic Molecular Weight

280.157563272

IUPAC Name

5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8,10,12,16,18-hexaen-17-ol

Traditional Name

5-methyl-2,5-diazatetracyclo[13.4.0.0^{2,7}.0^{8,13}]nonadeca-1(15),8,10,12,16,18-hexaen-17-ol

CAS Registry Number

Not Available

SMILES

CN1CCN2C(C1)C1=CC=CC=C1CC1=C2C=CC(O)=C1

InChI Identifier

InChI=1S/C18H20N2O/c1-19-8-9-20-17-7-6-15(21)11-14(17)10-13-4-2-3-5-16(13)18(20)12-19/h2-7,11,18,21H,8-10,12H2,1H3

InChI Key

YTMQIPGEXLWJTN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzazepines. Dibenzazepines are compounds with two benzene rings connected by an azepine ring. Azepine is an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzazepines

Sub Class

Dibenzazepines

Direct Parent

Dibenzazepines

Alternative Parents

Substituents

Dibenzazepine
Piperazino-azepine
Dialkylarylamine
Tertiary aliphatic/aromatic amine
Azepine
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
N-alkylpiperazine
N-methylpiperazine
1,4-diazinane
Piperazine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Azacycle
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Amine
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	2.93	ALOGPS
logP	3.53	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	10.3	ChemAxon
pKa (Strongest Basic)	6.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	26.71 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	86.48 m³·mol⁻¹	ChemAxon
Polarizability	31.81 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.24	30932474
DeepCCS	[M-H]-	165.882	30932474
DeepCCS	[M-2H]-	198.769	30932474
DeepCCS	[M+Na]+	174.333	30932474
AllCCS	[M+H]+	167.1	32859911
AllCCS	[M+H-H2O]+	163.4	32859911
AllCCS	[M+NH4]+	170.5	32859911
AllCCS	[M+Na]+	171.5	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	174.1	32859911
AllCCS	[M+HCOO]-	173.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8-Hydroxymianserin	CN1CCN2C(C1)C1=CC=CC=C1CC1=C2C=CC(O)=C1	3552.8	Standard polar	33892256
8-Hydroxymianserin	CN1CCN2C(C1)C1=CC=CC=C1CC1=C2C=CC(O)=C1	2506.7	Standard non polar	33892256
8-Hydroxymianserin	CN1CCN2C(C1)C1=CC=CC=C1CC1=C2C=CC(O)=C1	2528.3	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 - 8-Hydroxymianserin GC-MS (Non-derivatized) - 70eV, Positive	splash10-05ts-0190000000-50968050a0f3682a0107	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxymianserin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxymianserin GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8-Hydroxymianserin GC-MS (TBDMS_1_1) - 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 - 8-Hydroxymianserin 10V, Positive-QTOF	splash10-001i-0090000000-88c633256cec7c731448	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxymianserin 20V, Positive-QTOF	splash10-001i-0090000000-415f86f045bb23d3e73f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxymianserin 40V, Positive-QTOF	splash10-0r03-2490000000-902f8afa3ff3d1d15079	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxymianserin 10V, Negative-QTOF	splash10-004i-0090000000-cbfc0b0eb40181723a13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxymianserin 20V, Negative-QTOF	splash10-004i-0090000000-603fadcfbe0915032ab9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8-Hydroxymianserin 40V, Negative-QTOF	splash10-0ads-0190000000-6788e1e79cf30a6af667	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

142939

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162817

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 8-Hydroxymianserin (HMDB0247442)

MOL for HMDB0247442 (8-Hydroxymianserin)

3D MOL for HMDB0247442 (8-Hydroxymianserin)

3D SDF for HMDB0247442 (8-Hydroxymianserin)

3D-SDF for HMDB0247442 (8-Hydroxymianserin)

PDB for HMDB0247442 (8-Hydroxymianserin)

3D PDB for HMDB0247442 (8-Hydroxymianserin)

SMILES for HMDB0247442 (8-Hydroxymianserin)

INCHI for HMDB0247442 (8-Hydroxymianserin)

Structure for HMDB0247442 (8-Hydroxymianserin)

3D Structure for HMDB0247442 (8-Hydroxymianserin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra