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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 07:47:31 UTC

Update Date

2021-09-26 23:02:18 UTC

HMDB ID

HMDB0250690

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Cyheptamide

Description

tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboximidic acid belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring. tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboximidic acid is a very strong basic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Cyheptamide is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Cyheptamide 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

HMDB0250690
     RDKit          3D
Cyheptamide
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.9466    2.7956    0.7738 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4860    2.3709   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807    3.3533   -1.2981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589    0.9472   -0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    0.0126   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    0.6332    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.0225    0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880   -1.3162    0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -1.9293    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748   -1.2873    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -2.2616    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.9927   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.7103   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9989   -0.8950   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    0.1681    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    1.4161    0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863    1.6285    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222    0.5349   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    2.2351    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612    3.3149   -2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733    0.8587   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6412    1.6571   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118    0.4992    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -1.8289    1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -2.9695    1.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914   -2.2862    1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -3.2646    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -2.7915   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -1.9260   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246   -1.8905   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8148    0.0623    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7766    2.2813    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465    2.6033    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 18  4  1  0
 10  5  1  0
 18 13  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

  Mrv1572004221605242D          

 18 20  0  0  0  0            999 V2000
    6.1237   -0.0260    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
    5.9401   -0.8303    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
    5.5189    0.5352    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
    5.1517   -1.0735    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
    4.2162    0.9370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.9370    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
    2.8768    0.2920    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
    3.0604   -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
    3.8037   -1.6953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892   -2.1078    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181   -2.1078    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
 10  9  1  0  0  0  0
 11  5  2  0  0  0  0
 11  9  1  0  0  0  0
 12  6  2  0  0  0  0
 12 10  1  0  0  0  0
 13  7  2  0  0  0  0
 13 11  1  0  0  0  0
 14  8  2  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  2  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0250690

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=N)C1C2=CC=CC=C2CCC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C16H15NO/c17-16(18)15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H2,17,18)

> <INCHI_KEY>
APBVLLORZMAWKI-UHFFFAOYSA-N

> <FORMULA>
C16H15NO

> <MOLECULAR_WEIGHT>
237.302

> <EXACT_MASS>
237.115364107

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.27332410904714

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboximidic acid

> <ALOGPS_LOGP>
2.97

> <JCHEM_LOGP>
1.2186380457628605

> <ALOGPS_LOGS>
-4.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
-1.3127328731219547

> <JCHEM_PKA_STRONGEST_BASIC>
13.170041848980217

> <JCHEM_POLAR_SURFACE_AREA>
44.08

> <JCHEM_REFRACTIVITY>
83.0741

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.47e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cyheptamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0250690
     RDKit          3D
Cyheptamide
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.9466    2.7956    0.7738 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4860    2.3709   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807    3.3533   -1.2981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589    0.9472   -0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    0.0126   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    0.6332    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.0225    0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880   -1.3162    0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -1.9293    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748   -1.2873    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -2.2616    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.9927   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.7103   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9989   -0.8950   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    0.1681    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    1.4161    0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863    1.6285    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222    0.5349   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    2.2351    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612    3.3149   -2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733    0.8587   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6412    1.6571   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118    0.4992    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -1.8289    1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -2.9695    1.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914   -2.2862    1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -3.2646    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -2.7915   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -1.9260   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246   -1.8905   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8148    0.0623    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7766    2.2813    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465    2.6033    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 18  4  1  0
 10  5  1  0
 18 13  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      11.431  -0.048   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.770  -0.048   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.088  -1.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.112  -1.550   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.302   0.999   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.898   0.999   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.617  -2.004   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.584  -2.004   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.870   1.749   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.330   1.749   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.830   0.545   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.370   0.545   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       5.713  -0.956   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.100  -1.625   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.100  -3.165   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       5.766  -3.935   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       8.434  -3.935   0.000  0.00  0.00           O+0
CONECT    1    3    5                                                       
CONECT    2    4    6                                                       
CONECT    3    1    7                                                       
CONECT    4    2    8                                                       
CONECT    5    1   11                                                       
CONECT    6    2   12                                                       
CONECT    7    3   13                                                       
CONECT    8    4   14                                                       
CONECT    9   10   11                                                       
CONECT   10    9   12                                                       
CONECT   11    5    9   13                                                  
CONECT   12    6   10   14                                                  
CONECT   13    7   11   15                                                  
CONECT   14    8   12   15                                                  
CONECT   15   13   14   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   40    0
END

COMPND    HMDB0250690
HETATM    1  N1  UNL     1       0.947   2.796   0.774  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.486   2.371  -0.348  1.00  0.00           C  
HETATM    3  O1  UNL     1       0.181   3.353  -1.298  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.259   0.947  -0.692  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.219   0.013  -0.100  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.443   0.633   0.057  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.549  -0.023   0.597  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.388  -1.316   0.974  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.173  -1.929   0.815  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.075  -1.287   0.281  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.034  -2.262   0.240  1.00  0.00           C  
HETATM   12  C10 UNL     1      -0.992  -1.993  -0.905  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.674  -0.710  -0.496  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.999  -0.895  -0.184  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.765   0.168   0.234  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.208   1.416   0.340  1.00  0.00           C  
HETATM   17  C15 UNL     1      -1.886   1.628   0.034  1.00  0.00           C  
HETATM   18  C16 UNL     1      -1.122   0.535  -0.389  1.00  0.00           C  
HETATM   19  H1  UNL     1       1.225   2.235   1.586  1.00  0.00           H  
HETATM   20  H2  UNL     1       0.761   3.315  -2.147  1.00  0.00           H  
HETATM   21  H3  UNL     1       0.373   0.859  -1.813  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.641   1.657  -0.241  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.512   0.499   0.711  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.259  -1.829   1.399  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.093  -2.970   1.132  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.591  -2.286   1.169  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.395  -3.265   0.049  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.735  -2.792  -0.906  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.511  -1.926  -1.878  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.425  -1.890  -0.273  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.815   0.062   0.489  1.00  0.00           H  
HETATM   32  H14 UNL     1      -3.777   2.281   0.666  1.00  0.00           H  
HETATM   33  H15 UNL     1      -1.446   2.603   0.121  1.00  0.00           H  
CONECT    1    2    2   19
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   18   21
CONECT    5    6    6   10
CONECT    6    7   22
CONECT    7    8    8   23
CONECT    8    9   24
CONECT    9   10   10   25
CONECT   10   11
CONECT   11   12   26   27
CONECT   12   13   28   29
CONECT   13   14   14   18
CONECT   14   15   30
CONECT   15   16   16   31
CONECT   16   17   32
CONECT   17   18   18   33
END

HMDB0250690
     RDKit          3D
Cyheptamide
 33 35  0  0  0  0  0  0  0  0999 V2000
    0.9466    2.7956    0.7738 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4860    2.3709   -0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1807    3.3533   -1.2981 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2589    0.9472   -0.6918 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2195    0.0126   -0.1001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4433    0.6332    0.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5486   -0.0225    0.5974 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3880   -1.3162    0.9735 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1731   -1.9293    0.8154 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0748   -1.2873    0.2813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0340   -2.2616    0.2402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9920   -1.9927   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6740   -0.7103   -0.4955 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9989   -0.8950   -0.1836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7646    0.1681    0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2079    1.4161    0.3403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8863    1.6285    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222    0.5349   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2249    2.2351    1.5857 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7612    3.3149   -2.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733    0.8587   -1.8132 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6412    1.6571   -0.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5118    0.4992    0.7106 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2589   -1.8289    1.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0932   -2.9695    1.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914   -2.2862    1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3951   -3.2646    0.0494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7346   -2.7915   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5106   -1.9260   -1.8779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4246   -1.8905   -0.2731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8148    0.0623    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7766    2.2813    0.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4465    2.6033    0.1212 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  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
 18  4  1  0
 10  5  1  0
 18 13  1  0
  1 19  1  0
  3 20  1  0
  4 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
 11 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tricyclo[9.4.0.0,]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboximidate	Generator
AY-8682cyheptamide	ChEMBL
Tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboximidate	Generator

Chemical Formula

C₁₆H₁₅NO

Average Molecular Weight

237.302

Monoisotopic Molecular Weight

237.115364107

IUPAC Name

tricyclo[9.4.0.0³,⁸]pentadeca-1(15),3,5,7,11,13-hexaene-2-carboximidic acid

Traditional Name

cyheptamine

CAS Registry Number

Not Available

SMILES

OC(=N)C1C2=CC=CC=C2CCC2=CC=CC=C12

InChI Identifier

InChI=1S/C16H15NO/c17-16(18)15-13-7-3-1-5-11(13)9-10-12-6-2-4-8-14(12)15/h1-8,15H,9-10H2,(H2,17,18)

InChI Key

APBVLLORZMAWKI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dibenzocycloheptenes. Dibenzocycloheptenes are compounds containing a dibenzocycloheptene moiety, which consists of two benzene rings connected by a cycloheptene ring.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Dibenzocycloheptenes

Sub Class

Not Available

Direct Parent

Dibenzocycloheptenes

Alternative Parents

Substituents

Dibenzocycloheptene
Primary carboxylic acid amide
Carboxamide group
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic 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 (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	2.97	ALOGPS
logP	1.22	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	-1.3	ChemAxon
pKa (Strongest Basic)	13.17	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	44.08 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	83.07 m³·mol⁻¹	ChemAxon
Polarizability	26.27 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]-	183.198	30932474
DeepCCS	[M+Na]+	158.26	30932474
AllCCS	[M+H]+	154.8	32859911
AllCCS	[M+H-H2O]+	150.8	32859911
AllCCS	[M+NH4]+	158.4	32859911
AllCCS	[M+Na]+	159.5	32859911
AllCCS	[M-H]-	159.5	32859911
AllCCS	[M+Na-2H]-	159.1	32859911
AllCCS	[M+HCOO]-	158.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cyheptamide	OC(=N)C1C2=CC=CC=C2CCC2=CC=CC=C12	3301.7	Standard polar	33892256
Cyheptamide	OC(=N)C1C2=CC=CC=C2CCC2=CC=CC=C12	2239.9	Standard non polar	33892256
Cyheptamide	OC(=N)C1C2=CC=CC=C2CCC2=CC=CC=C12	2276.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cyheptamide,2TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)C1C2=CC=CC=C2CCC2=CC=CC=C21	2241.8	Semi standard non polar	33892256
Cyheptamide,2TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)C1C2=CC=CC=C2CCC2=CC=CC=C21	2250.5	Standard non polar	33892256
Cyheptamide,2TMS,isomer #1	C[Si](C)(C)N=C(O[Si](C)(C)C)C1C2=CC=CC=C2CCC2=CC=CC=C21	2673.2	Standard polar	33892256
Cyheptamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)C1C2=CC=CC=C2CCC2=CC=CC=C21	2708.9	Semi standard non polar	33892256
Cyheptamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)C1C2=CC=CC=C2CCC2=CC=CC=C21	2748.8	Standard non polar	33892256
Cyheptamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(O[Si](C)(C)C(C)(C)C)C1C2=CC=CC=C2CCC2=CC=CC=C21	2862.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Cyheptamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2940000000-6b9de3fdbc70b20493ca	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyheptamide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyheptamide GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyheptamide GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyheptamide GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Cyheptamide 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 - Cyheptamide 10V, Positive-QTOF	splash10-000i-0090000000-ce5cb2b8a91da0760c24	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 20V, Positive-QTOF	splash10-00di-0490000000-781b379f02e3756a32d8	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 40V, Positive-QTOF	splash10-0f96-3910000000-042bfbc01034c88945e2	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 10V, Negative-QTOF	splash10-000i-0090000000-65a897aab2f71eb1df47	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 20V, Negative-QTOF	splash10-000l-2490000000-d7463fa73d9fe1c5fadc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 40V, Negative-QTOF	splash10-0006-9200000000-0c2bbb3fca77d6d38b78	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 10V, Positive-QTOF	splash10-0076-0490000000-eb3772f10ea9357a8053	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 20V, Positive-QTOF	splash10-0006-0930000000-ac369256bfc11963e290	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 40V, Positive-QTOF	splash10-0006-1900000000-23cbc7aa676405e67cf7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 10V, Negative-QTOF	splash10-000i-0090000000-eebe365e544114ce9566	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 20V, Negative-QTOF	splash10-0006-9340000000-fbec8c1522eb85eeac13	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Cyheptamide 40V, Negative-QTOF	splash10-0006-3900000000-456574318b5b9d7e469e	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

23603

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 Cyheptamide (HMDB0250690)

MOL for HMDB0250690 (Cyheptamide)

3D MOL for HMDB0250690 (Cyheptamide)

3D SDF for HMDB0250690 (Cyheptamide)

3D-SDF for HMDB0250690 (Cyheptamide)

PDB for HMDB0250690 (Cyheptamide)

3D PDB for HMDB0250690 (Cyheptamide)

SMILES for HMDB0250690 (Cyheptamide)

INCHI for HMDB0250690 (Cyheptamide)

Structure for HMDB0250690 (Cyheptamide)

3D Structure for HMDB0250690 (Cyheptamide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra