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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:05:58 UTC

Update Date

2022-03-06 23:24:15 UTC

HMDB ID

HMDB0256577

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-

Description

Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-, also known as DMCPH-epoxide or desmethylcyproheptadine 10,11-epoxide, 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 very few articles have been published on Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-. This compound has been identified in human blood as reported by (PMID: 31557052 ). Piperidine, 4-(1a,10b-dihydro-6h-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)- 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

HMDB0256577
     RDKit          3D
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-yli...
 41 45  0  0  0  0  0  0  0  0999 V2000
    0.0236    3.1285   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    3.8375   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649    3.2720   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596    2.0051   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600    1.3649   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747    1.8675   -1.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    0.0230   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -0.2019   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273    0.7410   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4699    0.3728    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9857   -0.9285    0.2838 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.8374   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -1.4758    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469   -1.0744   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303   -2.2288   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905   -3.3443   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824   -3.2639    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -2.0677    0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408   -0.9145    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383    0.2575    1.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8070    0.8616    0.1794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538    1.5607    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591    3.5764   -3.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    4.8406   -2.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999    3.8341   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    1.2594   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    1.7351   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8228    0.7267   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0990    0.4849    1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    1.0929    0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387   -1.3897    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9587   -1.6272   -1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -2.8645   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0122   -2.2368    0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -1.1378    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005   -2.2220   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -4.2554   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010   -4.1402    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196   -2.0693    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822    0.0530    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235    2.3848    1.3636 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
  5  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  7 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 22  1  0
  6  1  1  0
 13  8  1  0
 19 14  1  0
 22 20  1  0
 22  4  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 22 41  1  0
M  END


  Mrv1652309112119062D          

 22 26  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
    3.8037   -2.1898    0.0000 O   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  1  0  0  0  0
 15 16  1  0  0  0  0
 14 16  1  0  0  0  0
 15 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
  7 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256577

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CC(CCN1)=C1C2=CC=CC=C2C2OC2C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C20H19NO/c1-3-7-16-14(5-1)18(13-9-11-21-12-10-13)15-6-2-4-8-17(15)20-19(16)22-20/h1-8,19-21H,9-12H2

> <INCHI_KEY>
LQCXYBFJXNJNQQ-UHFFFAOYSA-N

> <FORMULA>
C20H19NO

> <MOLECULAR_WEIGHT>
289.378

> <EXACT_MASS>
289.146664236

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
32.256232481854454

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{3-oxatetracyclo[10.4.0.0^{2,4}.0^{5,10}]hexadeca-1(16),5,7,9,12,14-hexaen-11-ylidene}piperidine

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
3.2082117246666666

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.729196926062482

> <JCHEM_POLAR_SURFACE_AREA>
24.56

> <JCHEM_REFRACTIVITY>
97.97579999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.56e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{3-oxatetracyclo[10.4.0.0^{2,4}.0^{5,10}]hexadeca-1(16),5,7,9,12,14-hexaen-11-ylidene}piperidine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0256577
     RDKit          3D
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-yli...
 41 45  0  0  0  0  0  0  0  0999 V2000
    0.0236    3.1285   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    3.8375   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649    3.2720   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596    2.0051   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600    1.3649   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747    1.8675   -1.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    0.0230   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -0.2019   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273    0.7410   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4699    0.3728    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9857   -0.9285    0.2838 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.8374   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -1.4758    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469   -1.0744   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303   -2.2288   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905   -3.3443   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824   -3.2639    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -2.0677    0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408   -0.9145    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383    0.2575    1.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8070    0.8616    0.1794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538    1.5607    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591    3.5764   -3.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    4.8406   -2.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999    3.8341   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    1.2594   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    1.7351   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8228    0.7267   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0990    0.4849    1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    1.0929    0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387   -1.3897    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9587   -1.6272   -1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -2.8645   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0122   -2.2368    0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -1.1378    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005   -2.2220   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -4.2554   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010   -4.1402    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196   -2.0693    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822    0.0530    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235    2.3848    1.3636 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
  5  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  7 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 22  1  0
  6  1  1  0
 13  8  1  0
 19 14  1  0
 22 20  1  0
 22  4  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 22 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       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  O   UNK     0       7.100  -4.088   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.370  -1.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.898  -2.004   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.770  -0.956   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.112   0.545   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.584   0.999   0.000  0.00  0.00           C+0
HETATM   22  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   22                                                  
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   16                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   14                                                       
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17    7                                                  
MASTER        0    0    0    0    0    0    0    0   22    0   52    0
END

COMPND    HMDB0256577
HETATM    1  C1  UNL     1       0.024   3.129  -2.251  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.062   3.838  -1.739  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.865   3.272  -0.780  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.660   2.005  -0.271  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.560   1.365  -0.827  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.275   1.867  -1.784  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.079   0.023  -0.418  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.187  -0.202  -0.245  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.327   0.741  -0.418  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.470   0.373   0.546  1.00  0.00           C  
HETATM   11  N1  UNL     1       3.986  -0.928   0.284  1.00  0.00           N  
HETATM   12  C11 UNL     1       2.969  -1.837  -0.268  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.692  -1.476   0.412  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.047  -1.074  -0.203  1.00  0.00           C  
HETATM   15  C14 UNL     1      -0.630  -2.229  -0.770  1.00  0.00           C  
HETATM   16  C15 UNL     1      -1.390  -3.344  -0.658  1.00  0.00           C  
HETATM   17  C16 UNL     1      -2.582  -3.264   0.040  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.978  -2.068   0.603  1.00  0.00           C  
HETATM   19  C18 UNL     1      -2.241  -0.914   0.515  1.00  0.00           C  
HETATM   20  C19 UNL     1      -2.838   0.258   1.130  1.00  0.00           C  
HETATM   21  O1  UNL     1      -3.807   0.862   0.179  1.00  0.00           O  
HETATM   22  C20 UNL     1      -2.654   1.561   0.718  1.00  0.00           C  
HETATM   23  H1  UNL     1       0.659   3.576  -3.009  1.00  0.00           H  
HETATM   24  H2  UNL     1      -1.285   4.841  -2.091  1.00  0.00           H  
HETATM   25  H3  UNL     1      -2.700   3.834  -0.397  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.071   1.259  -2.191  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.004   1.735  -0.136  1.00  0.00           H  
HETATM   28  H6  UNL     1       2.823   0.727  -1.384  1.00  0.00           H  
HETATM   29  H7  UNL     1       3.099   0.485   1.561  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.303   1.093   0.361  1.00  0.00           H  
HETATM   31  H9  UNL     1       4.339  -1.390   1.173  1.00  0.00           H  
HETATM   32  H10 UNL     1       2.959  -1.627  -1.360  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.303  -2.865  -0.130  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.012  -2.237   0.624  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.039  -1.138   1.472  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.301  -2.222  -1.344  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.036  -4.255  -1.117  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.201  -4.140   0.142  1.00  0.00           H  
HETATM   39  H17 UNL     1      -3.920  -2.069   1.135  1.00  0.00           H  
HETATM   40  H18 UNL     1      -3.282   0.053   2.133  1.00  0.00           H  
HETATM   41  H19 UNL     1      -3.024   2.385   1.364  1.00  0.00           H  
CONECT    1    2    2    6   23
CONECT    2    3   24
CONECT    3    4    4   25
CONECT    4    5   22
CONECT    5    6    6    7
CONECT    6   26
CONECT    7    8    8   14
CONECT    8    9   13
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   31
CONECT   12   13   32   33
CONECT   13   34   35
CONECT   14   15   15   19
CONECT   15   16   36
CONECT   16   17   17   37
CONECT   17   18   38
CONECT   18   19   19   39
CONECT   19   20
CONECT   20   21   22   40
CONECT   21   22
CONECT   22   41
END

HMDB0256577
     RDKit          3D
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-yli...
 41 45  0  0  0  0  0  0  0  0999 V2000
    0.0236    3.1285   -2.2509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0621    3.8375   -1.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649    3.2720   -0.7799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6596    2.0051   -0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5600    1.3649   -0.8267 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2747    1.8675   -1.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0791    0.0230   -0.4177 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1867   -0.2019   -0.2447 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3273    0.7410   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4699    0.3728    0.5458 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9857   -0.9285    0.2838 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9694   -1.8374   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6922   -1.4758    0.4124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0469   -1.0744   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6303   -2.2288   -0.7705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3905   -3.3443   -0.6576 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5824   -3.2639    0.0400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777   -2.0677    0.6033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2408   -0.9145    0.5147 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8383    0.2575    1.1297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8070    0.8616    0.1794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6538    1.5607    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6591    3.5764   -3.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2848    4.8406   -2.0910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6999    3.8341   -0.3969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0710    1.2594   -2.1907 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    1.7351   -0.1359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8228    0.7267   -1.3835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0990    0.4849    1.5610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026    1.0929    0.3611 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3387   -1.3897    1.1734 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9587   -1.6272   -1.3601 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3032   -2.8645   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0122   -2.2368    0.6240 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0393   -1.1378    1.4715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3005   -2.2220   -1.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0360   -4.2554   -1.1169 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2010   -4.1402    0.1415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9196   -2.0693    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2822    0.0530    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0235    2.3848    1.3636 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
  5  7  1  0
  7  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
  7 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 22  1  0
  6  1  1  0
 13  8  1  0
 19 14  1  0
 22 20  1  0
 22  4  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  6 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 20 40  1  0
 22 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
DMCPH-Epoxide	HMDB
Desmethylcyproheptadine 10,11-epoxide	HMDB

Chemical Formula

C₂₀H₁₉NO

Average Molecular Weight

289.378

Monoisotopic Molecular Weight

289.146664236

IUPAC Name

4-{3-oxatetracyclo[10.4.0.0^{2,4}.0^{5,10}]hexadeca-1(16),5,7,9,12,14-hexaen-11-ylidene}piperidine

Traditional Name

4-{3-oxatetracyclo[10.4.0.0^{2,4}.0^{5,10}]hexadeca-1(16),5,7,9,12,14-hexaen-11-ylidene}piperidine

CAS Registry Number

Not Available

SMILES

C1CC(CCN1)=C1C2=CC=CC=C2C2OC2C2=CC=CC=C12

InChI Identifier

InChI=1S/C20H19NO/c1-3-7-16-14(5-1)18(13-9-11-21-12-10-13)15-6-2-4-8-17(15)20-19(16)22-20/h1-8,19-21H,9-12H2

InChI Key

LQCXYBFJXNJNQQ-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
Oxacycle
Azacycle
Organoheterocyclic compound
Secondary amine
Ether
Oxirane
Secondary aliphatic amine
Dialkyl ether
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Organooxygen compound
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

Endogenous

Endogenous (HMDB: HMDB0256577)

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	3.11	ALOGPS
logP	3.21	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Basic)	9.73	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.56 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	97.98 m³·mol⁻¹	ChemAxon
Polarizability	32.26 Å³	ChemAxon
Number of Rings	5	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]-	194.19	30932474
DeepCCS	[M+Na]+	169.756	30932474
AllCCS	[M+H]+	170.9	32859911
AllCCS	[M+H-H2O]+	167.4	32859911
AllCCS	[M+NH4]+	174.1	32859911
AllCCS	[M+Na]+	175.0	32859911
AllCCS	[M-H]-	177.2	32859911
AllCCS	[M+Na-2H]-	176.2	32859911
AllCCS	[M+HCOO]-	175.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	5.96 minutes	32390414
Predicted by Siyang on May 30, 2022	11.8474 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.99 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1751.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	277.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	181.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	129.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	404.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	461.6 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	256.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1016.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	410.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1207.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	317.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	330.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	305.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	258.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-	C1CC(CCN1)=C1C2=CC=CC=C2C2OC2C2=CC=CC=C12	3722.8	Standard polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-	C1CC(CCN1)=C1C2=CC=CC=C2C2OC2C2=CC=CC=C12	2504.7	Standard non polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-	C1CC(CCN1)=C1C2=CC=CC=C2C2OC2C2=CC=CC=C12	2534.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C3OC3C3=CC=CC=C23)CC1	2693.8	Semi standard non polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C3OC3C3=CC=CC=C23)CC1	2646.9	Standard non polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-,1TMS,isomer #1	C[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C3OC3C3=CC=CC=C23)CC1	3464.0	Standard polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C3OC3C3=CC=CC=C23)CC1	2978.4	Semi standard non polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C3OC3C3=CC=CC=C23)CC1	2833.7	Standard non polar	33892256
Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCC(=C2C3=CC=CC=C3C3OC3C3=CC=CC=C23)CC1	3596.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-2090000000-f53ddd62473065540d87	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	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

110633

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

124167

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 Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)- (HMDB0256577)

MOL for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

3D MOL for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

3D SDF for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

3D-SDF for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

PDB for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

3D PDB for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

SMILES for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

INCHI for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

Structure for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

3D Structure for HMDB0256577 (Piperidine, 4-(1a,10b-dihydro-6H-dibenzo(3,4:6,7)cyclohept(1,2-b)oxiren-6-ylidene)-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra