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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:15:35 UTC

Update Date

2021-09-26 23:02:51 UTC

HMDB ID

HMDB0251056

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Desmethylcyproheptadine

Description

Desmethylcyproheptadine 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. Based on a literature review a significant number of articles have been published on Desmethylcyproheptadine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Desmethylcyproheptadine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Desmethylcyproheptadine 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

HMDB0251056
     RDKit          3D
Desmethylcyproheptadine
 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.7900    2.3033    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293    1.2552    1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    0.0067    0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7115   -0.6850    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -1.8321   -0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321   -2.3137   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -1.6167   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893   -0.4938   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    0.0475   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623   -0.7387   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367   -2.1903    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564   -2.6628    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -2.3553    1.2082 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1103   -0.9356    1.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731   -0.2515    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1595    1.5103   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2306    1.7559   -1.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    3.0861   -1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198    4.0962   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    3.8134   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980    2.4984    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722    3.1088    1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    1.2880    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -0.2804    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091   -2.3534   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6875   -3.2025   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5405   -1.8948   -1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -2.4141    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -2.8712   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -3.7521    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -2.1991    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3462   -2.7822    0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -0.7184    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7435   -0.4959    2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382    0.8195    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201   -0.4678   -0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850    0.9049   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987    3.3007   -2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479    5.1126   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    4.5997    0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  1  1  0
  8  3  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END


  Mrv1652309112110152D          

 21 24  0  0  0  0            999 V2000
    3.0892    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0892    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    2.8070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    2.3945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5181    1.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    1.1570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8037    0.3320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5470   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1517    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9401    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1237   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5189   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7305   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2162   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912   -1.4753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8768   -0.8303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0884   -1.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4837   -0.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6673    0.2920    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4556    0.5352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0604   -0.0260    0.0000 C   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
  1  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  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  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
  7 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251056

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CC(CCN1)=C1C2=CC=CC=C2C=CC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H19N/c1-3-7-18-15(5-1)9-10-16-6-2-4-8-19(16)20(18)17-11-13-21-14-12-17/h1-10,21H,11-14H2

> <INCHI_KEY>
INPJSDMJYRCDGA-UHFFFAOYSA-N

> <FORMULA>
C20H19N

> <MOLECULAR_WEIGHT>
273.379

> <EXACT_MASS>
273.151749616

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.85694216844752

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}piperidine

> <ALOGPS_LOGP>
4.08

> <JCHEM_LOGP>
3.9997937096666663

> <ALOGPS_LOGS>
-5.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.729196702135148

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
99.87950000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.14e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}piperidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251056
     RDKit          3D
Desmethylcyproheptadine
 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.7900    2.3033    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293    1.2552    1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    0.0067    0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7115   -0.6850    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -1.8321   -0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321   -2.3137   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -1.6167   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893   -0.4938   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    0.0475   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623   -0.7387   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367   -2.1903    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564   -2.6628    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -2.3553    1.2082 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1103   -0.9356    1.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731   -0.2515    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1595    1.5103   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2306    1.7559   -1.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    3.0861   -1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198    4.0962   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    3.8134   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980    2.4984    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722    3.1088    1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    1.2880    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -0.2804    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091   -2.3534   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6875   -3.2025   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5405   -1.8948   -1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -2.4141    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -2.8712   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -3.7521    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -2.1991    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3462   -2.7822    0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -0.7184    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7435   -0.4959    2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382    0.8195    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201   -0.4678   -0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850    0.9049   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987    3.3007   -2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479    5.1126   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    4.5997    0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  1  1  0
  8  3  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  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       5.766   2.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.766   4.470   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       7.100   5.240   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       8.434   4.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.434   2.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.100   2.160   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.100   0.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.488  -0.048   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.617   0.999   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.088   0.545   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.431  -0.956   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.302  -2.004   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.830  -1.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.870  -2.754   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.330  -2.754   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.370  -1.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.898  -2.004   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.770  -0.956   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.112   0.545   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.584   0.999   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.713  -0.048   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8   21                                                  
CONECT    8    7    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                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16    7                                                  
MASTER        0    0    0    0    0    0    0    0   21    0   48    0
END

COMPND    HMDB0251056
HETATM    1  C1  UNL     1      -1.790   2.303   0.946  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.629   1.255   1.019  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.531   0.007   0.248  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.711  -0.685   0.102  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.774  -1.832  -0.654  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.632  -2.314  -1.289  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.452  -1.617  -1.140  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.389  -0.494  -0.395  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.035   0.048  -0.351  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.962  -0.739  -0.099  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.737  -2.190   0.153  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.556  -2.663   1.384  1.00  0.00           C  
HETATM   13  N1  UNL     1       2.938  -2.355   1.208  1.00  0.00           N  
HETATM   14  C13 UNL     1       3.110  -0.936   1.201  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.373  -0.251   0.041  1.00  0.00           C  
HETATM   16  C15 UNL     1       0.159   1.510  -0.503  1.00  0.00           C  
HETATM   17  C16 UNL     1       1.231   1.756  -1.307  1.00  0.00           C  
HETATM   18  C17 UNL     1       1.552   3.086  -1.474  1.00  0.00           C  
HETATM   19  C18 UNL     1       0.820   4.096  -0.859  1.00  0.00           C  
HETATM   20  C19 UNL     1      -0.270   3.813  -0.049  1.00  0.00           C  
HETATM   21  C20 UNL     1      -0.598   2.498   0.125  1.00  0.00           C  
HETATM   22  H1  UNL     1      -2.072   3.109   1.599  1.00  0.00           H  
HETATM   23  H2  UNL     1      -3.466   1.288   1.685  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.596  -0.280   0.614  1.00  0.00           H  
HETATM   25  H4  UNL     1      -4.709  -2.353  -0.750  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.687  -3.202  -1.871  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.541  -1.895  -1.662  1.00  0.00           H  
HETATM   28  H7  UNL     1      -0.300  -2.414   0.471  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.047  -2.871  -0.625  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.448  -3.752   1.370  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.127  -2.199   2.266  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.346  -2.782   0.373  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.172  -0.718   1.096  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.744  -0.496   2.151  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.438   0.820   0.290  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.020  -0.468  -0.820  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.685   0.905  -1.768  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.399   3.301  -2.102  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.148   5.113  -1.048  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.831   4.600   0.423  1.00  0.00           H  
CONECT    1    2    2   21   22
CONECT    2    3   23
CONECT    3    4    4    8
CONECT    4    5   24
CONECT    5    6    6   25
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9
CONECT    9   10   10   16
CONECT   10   11   15
CONECT   11   12   28   29
CONECT   12   13   30   31
CONECT   13   14   32
CONECT   14   15   33   34
CONECT   15   35   36
CONECT   16   17   17   21
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   39
CONECT   20   21   21   40
END

HMDB0251056
     RDKit          3D
Desmethylcyproheptadine
 40 43  0  0  0  0  0  0  0  0999 V2000
   -1.7900    2.3033    0.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6293    1.2552    1.0187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    0.0067    0.2479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7115   -0.6850    0.1015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7735   -1.8321   -0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6321   -2.3137   -1.2891 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4521   -1.6167   -1.1399 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3893   -0.4938   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0347    0.0475   -0.3515 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623   -0.7387   -0.0992 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7367   -2.1903    0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5564   -2.6628    1.3845 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9377   -2.3553    1.2082 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1103   -0.9356    1.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3731   -0.2515    0.0408 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1595    1.5103   -0.5028 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2306    1.7559   -1.3071 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5525    3.0861   -1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8198    4.0962   -0.8591 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2699    3.8134   -0.0487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5980    2.4984    0.1253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0722    3.1088    1.5992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656    1.2880    1.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5956   -0.2804    0.6139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7091   -2.3534   -0.7498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6875   -3.2025   -1.8708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5405   -1.8948   -1.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3000   -2.4141    0.4710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0469   -2.8712   -0.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -3.7521    1.3698 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1274   -2.1991    2.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3462   -2.7822    0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1721   -0.7184    1.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7435   -0.4959    2.1511 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4382    0.8195    0.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201   -0.4678   -0.8195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6850    0.9049   -1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3987    3.3007   -2.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1479    5.1126   -1.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8306    4.5997    0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21  1  1  0
  8  3  1  0
 15 10  1  0
 21 16  1  0
  1 22  1  0
  2 23  1  0
  4 24  1  0
  5 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Desmethylcyproheptadine hydrochloride	HMDB

Chemical Formula

C₂₀H₁₉N

Average Molecular Weight

273.379

Monoisotopic Molecular Weight

273.151749616

IUPAC Name

4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}piperidine

Traditional Name

4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}piperidine

CAS Registry Number

Not Available

SMILES

C1CC(CCN1)=C1C2=CC=CC=C2C=CC2=CC=CC=C12

InChI Identifier

InChI=1S/C20H19N/c1-3-7-18-15(5-1)9-10-16-6-2-4-8-19(16)20(18)17-11-13-21-14-12-17/h1-10,21H,11-14H2

InChI Key

INPJSDMJYRCDGA-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
Piperidine
Azacycle
Organoheterocyclic compound
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen 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)

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	4.08	ALOGPS
logP	4	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Basic)	9.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	12.03 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	99.88 m³·mol⁻¹	ChemAxon
Polarizability	31.86 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-2H]-	193.877	30932474
DeepCCS	[M+Na]+	169.442	30932474
AllCCS	[M+H]+	166.6	32859911
AllCCS	[M+H-H2O]+	163.1	32859911
AllCCS	[M+NH4]+	169.9	32859911
AllCCS	[M+Na]+	170.8	32859911
AllCCS	[M-H]-	171.3	32859911
AllCCS	[M+Na-2H]-	170.4	32859911
AllCCS	[M+HCOO]-	169.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Desmethylcyproheptadine	C1CC(CCN1)=C1C2=CC=CC=C2C=CC2=CC=CC=C12	3671.5	Standard polar	33892256
Desmethylcyproheptadine	C1CC(CCN1)=C1C2=CC=CC=C2C=CC2=CC=CC=C12	2428.0	Standard non polar	33892256
Desmethylcyproheptadine	C1CC(CCN1)=C1C2=CC=CC=C2C=CC2=CC=CC=C12	2489.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Desmethylcyproheptadine,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C=CC3=CC=CC=C23)CC1	2554.0	Semi standard non polar	33892256
Desmethylcyproheptadine,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C=CC3=CC=CC=C23)CC1	2677.4	Standard non polar	33892256
Desmethylcyproheptadine,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C=CC3=CC=CC=C23)CC1	3518.7	Standard polar	33892256
Desmethylcyproheptadine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C=CC3=CC=CC=C23)CC1	2834.1	Semi standard non polar	33892256
Desmethylcyproheptadine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C=CC3=CC=CC=C23)CC1	2897.2	Standard non polar	33892256
Desmethylcyproheptadine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C=CC3=CC=CC=C23)CC1	3686.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Desmethylcyproheptadine GC-MS (Non-derivatized) - 70eV, Positive	splash10-052g-2090000000-a5d743b2f9797f7d02c6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Desmethylcyproheptadine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmethylcyproheptadine 10V, Positive-QTOF	splash10-00di-0090000000-8ead618d4985db613e16	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmethylcyproheptadine 20V, Positive-QTOF	splash10-00di-0090000000-9d62e3a2a39f40f574fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmethylcyproheptadine 40V, Positive-QTOF	splash10-057l-0190000000-bc129a61324b2cee9288	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmethylcyproheptadine 10V, Negative-QTOF	splash10-00di-0090000000-2920c1bbce93f519d0d1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmethylcyproheptadine 20V, Negative-QTOF	splash10-00di-0090000000-991c9e0f571db0e2ddcd	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Desmethylcyproheptadine 40V, Negative-QTOF	splash10-014i-0090000000-b286229c81cb844311ae	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

140434

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159718

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 Desmethylcyproheptadine (HMDB0251056)

MOL for HMDB0251056 (Desmethylcyproheptadine)

3D MOL for HMDB0251056 (Desmethylcyproheptadine)

3D SDF for HMDB0251056 (Desmethylcyproheptadine)

3D-SDF for HMDB0251056 (Desmethylcyproheptadine)

PDB for HMDB0251056 (Desmethylcyproheptadine)

3D PDB for HMDB0251056 (Desmethylcyproheptadine)

SMILES for HMDB0251056 (Desmethylcyproheptadine)

INCHI for HMDB0251056 (Desmethylcyproheptadine)

Structure for HMDB0251056 (Desmethylcyproheptadine)

3D Structure for HMDB0251056 (Desmethylcyproheptadine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra