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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:19 UTC

Update Date

2022-03-07 02:52:31 UTC

HMDB ID

HMDB0030356

Secondary Accession Numbers

HMDB30356

Metabolite Identification

Common Name

14,19-Didehydrocondyfolan

Description

14,19-Didehydrocondyfolan belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton. 14,19-Didehydrocondyfolan is a very strong basic compound (based on its pKa). Alkaloid from Aspidosperma quebracho-blanco (quebracho).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0030356
     RDKit          3D
14,19-Didehydrocondyfolan
 42 46  0  0  0  0  0  0  0  0999 V2000
   -2.6847    2.4863   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    1.6325   -1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367    0.4980   -0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0158    0.0069    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5283   -1.4065    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -1.6858   -0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -1.6582   -1.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416   -2.7054   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -2.1132    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.6194    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012    0.1026   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -0.1489   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1188    0.7501   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0994    1.9511   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    2.2278    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3085    0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795    1.3911    1.2540 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137   -0.0171    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916   -0.1207    1.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -0.4031   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    3.5196   -0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    2.1335   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    2.5640    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0808    1.9443   -1.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    0.5970    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171   -1.4938    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297   -2.1667    1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6201   -2.7345   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -1.0361   -1.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -3.3761   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -3.3439   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -2.4738    1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270   -2.4416   -0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1430   -1.0811   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9629    0.5359   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844    2.6876   -0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9634    3.1693    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874    2.2256    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -0.4452    2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898    0.7135    2.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -1.0565    2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067    0.0823   -1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20  3  1  0
 19  4  1  0
 20  7  1  0
 18 10  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
M  END


  Mrv0541 05061305112D          

 20 24  0  0  0  0            999 V2000
    2.0260   -2.5285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -1.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4661   -0.0496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8467   -0.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6651   -0.0268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4264   -1.4370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1853   -0.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5857    0.0726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4152   -0.1287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9218    0.5623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5398   -2.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7592   -1.6320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1442   -1.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -0.7090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6256   -1.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3202   -1.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361   -0.5762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3978   -0.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0573   -1.9838    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2339    0.0820    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 12  7  1  0  0  0  0
 12 11  1  0  0  0  0
 13  2  2  0  0  0  0
 13 12  1  0  0  0  0
 14  5  2  0  0  0  0
 15  6  2  0  0  0  0
 15 14  1  0  0  0  0
 16 11  1  0  0  0  0
 17 13  1  0  0  0  0
 18  8  1  0  0  0  0
 18 14  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20  9  1  0  0  0  0
 20 10  1  0  0  0  0
 20 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030356

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C=C1\C2N3CCC22C(CC1CC3)NC1=CC=CC=C21

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N2/c1-2-13-12-7-9-20-10-8-18(17(13)20)14-5-3-4-6-15(14)19-16(18)11-12/h2-6,12,16-17,19H,7-11H2,1H3/b13-2+

> <INCHI_KEY>
DSEPQHRHLTVWHD-XNJYKOPJSA-N

> <FORMULA>
C18H22N2

> <MOLECULAR_WEIGHT>
266.3807

> <EXACT_MASS>
266.178298714

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
30.646782412975217

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(18E)-18-ethylidene-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6-triene

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
2.4486308456666657

> <ALOGPS_LOGS>
-3.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.966811341605116

> <JCHEM_POLAR_SURFACE_AREA>
15.27

> <JCHEM_REFRACTIVITY>
84.34599999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.69e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(18E)-18-ethylidene-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6-triene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0030356
     RDKit          3D
14,19-Didehydrocondyfolan
 42 46  0  0  0  0  0  0  0  0999 V2000
   -2.6847    2.4863   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    1.6325   -1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367    0.4980   -0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0158    0.0069    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5283   -1.4065    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -1.6858   -0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -1.6582   -1.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416   -2.7054   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -2.1132    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.6194    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012    0.1026   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -0.1489   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1188    0.7501   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0994    1.9511   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    2.2278    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3085    0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795    1.3911    1.2540 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137   -0.0171    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916   -0.1207    1.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -0.4031   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    3.5196   -0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    2.1335   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    2.5640    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0808    1.9443   -1.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    0.5970    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171   -1.4938    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297   -2.1667    1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6201   -2.7345   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -1.0361   -1.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -3.3761   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -3.3439   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -2.4738    1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270   -2.4416   -0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1430   -1.0811   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9629    0.5359   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844    2.6876   -0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9634    3.1693    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874    2.2256    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -0.4452    2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898    0.7135    2.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -1.0565    2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067    0.0823   -1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20  3  1  0
 19  4  1  0
 20  7  1  0
 18 10  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.782  -4.720   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.459  -2.999   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.337  -0.093   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.047  -1.409   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.841  -0.050   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.263  -2.682   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.346  -1.794   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.827   0.135   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.775  -0.240   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.587   1.050   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.874  -3.810   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.417  -3.046   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.136  -2.194   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.057  -1.323   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.768  -2.640   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.331  -3.058   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.054  -1.076   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.476  -1.453   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.707  -3.703   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       2.303   0.153   0.000  0.00  0.00           N+0
CONECT    1    2                                                            
CONECT    2    1   13                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   14                                                       
CONECT    6    4   15                                                       
CONECT    7    9   12                                                       
CONECT    8   10   18                                                       
CONECT    9    7   20                                                       
CONECT   10    8   20                                                       
CONECT   11   12   16                                                       
CONECT   12    7   11   13                                                  
CONECT   13    2   12   17                                                  
CONECT   14    5   15   18                                                  
CONECT   15    6   14   19                                                  
CONECT   16   11   18   19                                                  
CONECT   17   13   18   20                                                  
CONECT   18    8   14   16   17                                             
CONECT   19   15   16                                                       
CONECT   20    9   10   17                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   48    0
END

COMPND    HMDB0030356
HETATM    1  C1  UNL     1      -2.685   2.486  -0.468  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.625   1.633  -1.005  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.337   0.498  -0.388  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.016   0.007   0.833  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.528  -1.407   0.535  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.270  -1.686  -0.911  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.867  -1.658  -1.222  1.00  0.00           N  
HETATM    8  C7  UNL     1      -0.142  -2.705  -0.594  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.960  -2.113   0.225  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.757  -0.619   0.169  1.00  0.00           C  
HETATM   11  C10 UNL     1       2.001   0.103  -0.205  1.00  0.00           C  
HETATM   12  C11 UNL     1       3.081  -0.149  -1.010  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.119   0.750  -1.162  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.099   1.951  -0.497  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.004   2.228   0.331  1.00  0.00           C  
HETATM   16  C15 UNL     1       1.974   1.309   0.468  1.00  0.00           C  
HETATM   17  N2  UNL     1       0.780   1.391   1.254  1.00  0.00           N  
HETATM   18  C16 UNL     1       0.414  -0.017   1.478  1.00  0.00           C  
HETATM   19  C17 UNL     1      -0.992  -0.121   1.914  1.00  0.00           C  
HETATM   20  C18 UNL     1      -0.247  -0.403  -0.919  1.00  0.00           C  
HETATM   21  H1  UNL     1      -2.538   3.520  -0.846  1.00  0.00           H  
HETATM   22  H2  UNL     1      -3.653   2.133  -0.887  1.00  0.00           H  
HETATM   23  H3  UNL     1      -2.705   2.564   0.634  1.00  0.00           H  
HETATM   24  H4  UNL     1      -1.081   1.944  -1.915  1.00  0.00           H  
HETATM   25  H5  UNL     1      -2.878   0.597   1.141  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.617  -1.494   0.741  1.00  0.00           H  
HETATM   27  H7  UNL     1      -2.030  -2.167   1.148  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.620  -2.734  -1.109  1.00  0.00           H  
HETATM   29  H9  UNL     1      -2.872  -1.036  -1.545  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.256  -3.376  -1.409  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.836  -3.344  -0.014  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.951  -2.474   1.295  1.00  0.00           H  
HETATM   33  H13 UNL     1       1.927  -2.442  -0.189  1.00  0.00           H  
HETATM   34  H14 UNL     1       3.143  -1.081  -1.555  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.963   0.536  -1.801  1.00  0.00           H  
HETATM   36  H16 UNL     1       4.884   2.688  -0.582  1.00  0.00           H  
HETATM   37  H17 UNL     1       2.963   3.169   0.867  1.00  0.00           H  
HETATM   38  H18 UNL     1       0.287   2.226   1.587  1.00  0.00           H  
HETATM   39  H19 UNL     1       1.088  -0.445   2.249  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.190   0.714   2.650  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.130  -1.056   2.528  1.00  0.00           H  
HETATM   42  H22 UNL     1       0.207   0.082  -1.815  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    3   24
CONECT    3    4   20
CONECT    4    5   19   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8   20
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   18   20
CONECT   11   12   12   16
CONECT   12   13   34
CONECT   13   14   14   35
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17
CONECT   17   18   38
CONECT   18   19   39
CONECT   19   40   41
CONECT   20   42
END

HMDB0030356
     RDKit          3D
14,19-Didehydrocondyfolan
 42 46  0  0  0  0  0  0  0  0999 V2000
   -2.6847    2.4863   -0.4682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6245    1.6325   -1.0054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3367    0.4980   -0.3882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0158    0.0069    0.8330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5283   -1.4065    0.5346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2701   -1.6858   -0.9111 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8672   -1.6582   -1.2215 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1416   -2.7054   -0.5938 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9597   -2.1132    0.2251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7573   -0.6194    0.1687 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0012    0.1026   -0.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0815   -0.1489   -1.0097 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1188    0.7501   -1.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0994    1.9511   -0.4972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045    2.2278    0.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9735    1.3085    0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7795    1.3911    1.2540 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4137   -0.0171    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9916   -0.1207    1.9139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2474   -0.4031   -0.9194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5376    3.5196   -0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534    2.1335   -0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7054    2.5640    0.6338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0808    1.9443   -1.9148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8779    0.5970    1.1412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6171   -1.4938    0.7414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0297   -2.1667    1.1483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6201   -2.7345   -1.1087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8724   -1.0361   -1.5450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2560   -3.3761   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8362   -3.3439   -0.0139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9508   -2.4738    1.2952 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9270   -2.4416   -0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1430   -1.0811   -1.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9629    0.5359   -1.8008 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8844    2.6876   -0.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9634    3.1693    0.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2874    2.2256    1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880   -0.4452    2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1898    0.7135    2.6499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1303   -1.0565    2.5284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067    0.0823   -1.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 10 20  1  0
 20  3  1  0
 19  4  1  0
 20  7  1  0
 18 10  1  0
 16 11  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 12 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 20 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14,19-Didehydro-(14E)-condyfolan	HMDB
14,19-Didehydrocondyfolan, 9ci	HMDB

Chemical Formula

C₁₈H₂₂N₂

Average Molecular Weight

266.3807

Monoisotopic Molecular Weight

266.178298714

IUPAC Name

(18E)-18-ethylidene-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6-triene

Traditional Name

(18E)-18-ethylidene-8,14-diazapentacyclo[9.5.2.0¹,⁹.0²,⁷.0¹⁴,¹⁷]octadeca-2,4,6-triene

CAS Registry Number

3890-05-9

SMILES

C\C=C1\C2N3CCC22C(CC1CC3)NC1=CC=CC=C21

InChI Identifier

InChI=1S/C18H22N2/c1-2-13-12-7-9-20-10-8-18(17(13)20)14-5-3-4-6-15(14)19-16(18)11-12/h2-6,12,16-17,19H,7-11H2,1H3/b13-2+

InChI Key

DSEPQHRHLTVWHD-XNJYKOPJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as strychnos alkaloids. These are alkaloids having a core structure based on the strychnan, stemmadenine (seco-curan), or the akuammicine (curan) skeleton.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Strychnos alkaloids

Sub Class

Not Available

Direct Parent

Strychnos alkaloids

Alternative Parents

Substituents

Aspidosperma alkaloid
Stemmadenine-skeleton
Carbazole
Indole or derivatives
Dihydroindole
Indolizidine
Aralkylamine
Secondary aliphatic/aromatic amine
Piperidine
Benzenoid
N-alkylpyrrolidine
Pyrrolidine
Tertiary amine
Tertiary aliphatic amine
Secondary amine
Organoheterocyclic compound
Azacycle
Amine
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030356)

Cellular substructure

Membrane (HMDB: HMDB0030356)

Source

Endogenous

Endogenous (HMDB: HMDB0030356)

Exogenous

Food

Food (HMDB: HMDB0030356)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	184 - 186 °C	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
Water Solubility	0.077 g/L	ALOGPS
logP	4	ALOGPS
logP	2.45	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Basic)	9.97	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.27 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.35 m³·mol⁻¹	ChemAxon
Polarizability	30.65 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
DarkChem	[M+H]+	164.767	31661259
DarkChem	[M-H]-	159.409	31661259
DeepCCS	[M-2H]-	199.882	30932474
DeepCCS	[M+Na]+	175.446	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.4	32859911
AllCCS	[M+NH4]+	169.4	32859911
AllCCS	[M+Na]+	170.3	32859911
AllCCS	[M-H]-	176.0	32859911
AllCCS	[M+Na-2H]-	175.4	32859911
AllCCS	[M+HCOO]-	175.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
14,19-Didehydrocondyfolan	C\C=C1\C2N3CCC22C(CC1CC3)NC1=CC=CC=C21	3300.6	Standard polar	33892256
14,19-Didehydrocondyfolan	C\C=C1\C2N3CCC22C(CC1CC3)NC1=CC=CC=C21	2414.5	Standard non polar	33892256
14,19-Didehydrocondyfolan	C\C=C1\C2N3CCC22C(CC1CC3)NC1=CC=CC=C21	2361.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
14,19-Didehydrocondyfolan,1TMS,isomer #1	C/C=C1\C2CCN3CCC4(C5=CC=CC=C5N([Si](C)(C)C)C4C2)C13	2429.2	Semi standard non polar	33892256
14,19-Didehydrocondyfolan,1TMS,isomer #1	C/C=C1\C2CCN3CCC4(C5=CC=CC=C5N([Si](C)(C)C)C4C2)C13	2380.6	Standard non polar	33892256
14,19-Didehydrocondyfolan,1TBDMS,isomer #1	C/C=C1\C2CCN3CCC4(C5=CC=CC=C5N([Si](C)(C)C(C)(C)C)C4C2)C13	2649.5	Semi standard non polar	33892256
14,19-Didehydrocondyfolan,1TBDMS,isomer #1	C/C=C1\C2CCN3CCC4(C5=CC=CC=C5N([Si](C)(C)C(C)(C)C)C4C2)C13	2690.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 14,19-Didehydrocondyfolan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f79-1090000000-912fbaf5f371d5834ba1	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 14,19-Didehydrocondyfolan 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 - 14,19-Didehydrocondyfolan 10V, Positive-QTOF	splash10-014i-0090000000-3edbbad8cd8b5ed48fa6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 20V, Positive-QTOF	splash10-014i-0090000000-2ebaa5db81dfb1b7a6e5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 40V, Positive-QTOF	splash10-0g4r-0960000000-59c99163ffc3b5c4643f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 10V, Negative-QTOF	splash10-014i-0090000000-352ed3b33d6d2c8f71a7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 20V, Negative-QTOF	splash10-014i-0090000000-37bf8378786f7ebad244	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 40V, Negative-QTOF	splash10-00kk-0090000000-2c5c4c2a34df3889485c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 10V, Negative-QTOF	splash10-014i-0090000000-3eabb2a4cedb6ab1b611	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 20V, Negative-QTOF	splash10-014i-0090000000-3eabb2a4cedb6ab1b611	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 40V, Negative-QTOF	splash10-03di-0190000000-35ae22d7364df7536d6c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 10V, Positive-QTOF	splash10-014i-0090000000-eaa4946cc9c73719d0b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 20V, Positive-QTOF	splash10-014i-0090000000-eaa4946cc9c73719d0b3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 14,19-Didehydrocondyfolan 40V, Positive-QTOF	splash10-014i-0090000000-a748636073991b87e926	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB002202

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

131751004

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 14,19-Didehydrocondyfolan (HMDB0030356)

MOL for HMDB0030356 (14,19-Didehydrocondyfolan)

3D MOL for HMDB0030356 (14,19-Didehydrocondyfolan)

3D SDF for HMDB0030356 (14,19-Didehydrocondyfolan)

3D-SDF for HMDB0030356 (14,19-Didehydrocondyfolan)

PDB for HMDB0030356 (14,19-Didehydrocondyfolan)

3D PDB for HMDB0030356 (14,19-Didehydrocondyfolan)

SMILES for HMDB0030356 (14,19-Didehydrocondyfolan)

INCHI for HMDB0030356 (14,19-Didehydrocondyfolan)

Structure for HMDB0030356 (14,19-Didehydrocondyfolan)

3D Structure for HMDB0030356 (14,19-Didehydrocondyfolan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra