Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:33:32 UTC

Update Date

2021-09-26 23:04:12 UTC

HMDB ID

HMDB0251912

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ergoline

Description

cis-ergoline belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline. Based on a literature review very few articles have been published on cis-ergoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ergoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ergoline 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

HMDB0251912
     RDKit          3D
Ergoline
 32 35  0  0  0  0  0  0  0  0999 V2000
    2.5087    2.3858    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1449    2.1290    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    0.8517    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5738   -0.1070   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2619   -1.4209   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -2.0205   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373   -1.0878   -0.7849 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163    0.0963   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    1.3982   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213   -1.8535   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744   -0.9863    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491   -1.3698    0.8442 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197   -0.2452    0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837    0.6553   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8162   -0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.5020    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626    3.3911    0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    2.8973    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5215   -3.0691   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246   -1.2488   -1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4309    1.5880   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -1.8187   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1687   -2.8903    0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140   -1.1684    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810   -2.0053    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    0.3140    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1910   -0.6125    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    1.6679    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.2782   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734    0.0565   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4858    1.8541   -1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453    1.0224    1.3503 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  1  0
  8  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  9  1  1  0
 16 11  1  0
 16  3  1  0
  8  4  1  0
  1 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
M  END


  Mrv1652309112111332D          

 16 19  0  0  0  0            999 V2000
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1340    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7925    2.4389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5771    2.1840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8500    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934   -0.0000    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
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
  3 13  1  0  0  0  0
 13 14  2  0  0  0  0
  6 14  1  0  0  0  0
  9 14  1  0  0  0  0
  4 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251912

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CNC2CC3=CNC4=CC=CC(C2C1)=C34

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2/c1-3-11-10-4-2-6-15-13(10)7-9-8-16-12(5-1)14(9)11/h1,3,5,8,10,13,15-16H,2,4,6-7H2

> <INCHI_KEY>
RHGUXDUPXYFCTE-UHFFFAOYSA-N

> <FORMULA>
C14H16N2

> <MOLECULAR_WEIGHT>
212.296

> <EXACT_MASS>
212.131348523

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
24.365709447198732

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene

> <ALOGPS_LOGP>
2.72

> <JCHEM_LOGP>
2.3546820283333325

> <ALOGPS_LOGS>
-3.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.355319537672386

> <JCHEM_PKA_STRONGEST_BASIC>
10.267182543400477

> <JCHEM_POLAR_SURFACE_AREA>
27.82

> <JCHEM_REFRACTIVITY>
65.4683

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.16e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0251912
     RDKit          3D
Ergoline
 32 35  0  0  0  0  0  0  0  0999 V2000
    2.5087    2.3858    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1449    2.1290    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    0.8517    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5738   -0.1070   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2619   -1.4209   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -2.0205   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373   -1.0878   -0.7849 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163    0.0963   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    1.3982   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213   -1.8535   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744   -0.9863    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491   -1.3698    0.8442 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197   -0.2452    0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837    0.6553   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8162   -0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.5020    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626    3.3911    0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    2.8973    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5215   -3.0691   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246   -1.2488   -1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4309    1.5880   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -1.8187   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1687   -2.8903    0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140   -1.1684    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810   -2.0053    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    0.3140    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1910   -0.6125    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    1.6679    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.2782   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734    0.0565   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4858    1.8541   -1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453    1.0224    1.3503 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  1  0
  8  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  9  1  1  0
 16 11  1  0
 16  3  1  0
  8  4  1  0
  1 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  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       7.454   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.787   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.120  -0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.453   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       7.454  -0.000   0.000  0.00  0.00           C+0
CONECT    1    2   16                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5   15                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12    3   14                                                  
CONECT   14   13    6    9                                                  
CONECT   15    4   16                                                       
CONECT   16   15    1                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   38    0
END

COMPND    HMDB0251912
HETATM    1  C1  UNL     1       2.509   2.386   0.160  1.00  0.00           C  
HETATM    2  C2  UNL     1       1.145   2.129   0.387  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.677   0.852   0.208  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.574  -0.107  -0.186  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.262  -1.421  -0.407  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.468  -2.020  -0.787  1.00  0.00           C  
HETATM    7  N1  UNL     1       3.437  -1.088  -0.785  1.00  0.00           N  
HETATM    8  C7  UNL     1       2.916   0.096  -0.420  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.387   1.398  -0.236  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.121  -1.853  -0.229  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.874  -0.986   0.726  1.00  0.00           C  
HETATM   12  N2  UNL     1      -2.249  -1.370   0.844  1.00  0.00           N  
HETATM   13  C11 UNL     1      -3.120  -0.245   0.985  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.084   0.655  -0.229  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.657   0.816  -0.701  1.00  0.00           C  
HETATM   16  C14 UNL     1      -0.763   0.502   0.450  1.00  0.00           C  
HETATM   17  H1  UNL     1       2.863   3.391   0.303  1.00  0.00           H  
HETATM   18  H2  UNL     1       0.463   2.897   0.694  1.00  0.00           H  
HETATM   19  H3  UNL     1       2.522  -3.069  -1.025  1.00  0.00           H  
HETATM   20  H4  UNL     1       4.425  -1.249  -1.024  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.431   1.588  -0.411  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.641  -1.819  -1.231  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.169  -2.890   0.162  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.414  -1.168   1.743  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.581  -2.005   0.114  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.929   0.314   1.941  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.191  -0.612   1.078  1.00  0.00           H  
HETATM   28  H12 UNL     1      -3.420   1.668   0.135  1.00  0.00           H  
HETATM   29  H13 UNL     1      -3.761   0.278  -1.020  1.00  0.00           H  
HETATM   30  H14 UNL     1      -1.473   0.056  -1.493  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.486   1.854  -1.097  1.00  0.00           H  
HETATM   32  H16 UNL     1      -1.145   1.022   1.350  1.00  0.00           H  
CONECT    1    2    2    9   17
CONECT    2    3   18
CONECT    3    4    4   16
CONECT    4    5    8
CONECT    5    6    6   10
CONECT    6    7   19
CONECT    7    8   20
CONECT    8    9    9
CONECT    9   21
CONECT   10   11   22   23
CONECT   11   12   16   24
CONECT   12   13   25
CONECT   13   14   26   27
CONECT   14   15   28   29
CONECT   15   16   30   31
CONECT   16   32
END

HMDB0251912
     RDKit          3D
Ergoline
 32 35  0  0  0  0  0  0  0  0999 V2000
    2.5087    2.3858    0.1596 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1449    2.1290    0.3870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767    0.8517    0.2081 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5738   -0.1070   -0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2619   -1.4209   -0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4681   -2.0205   -0.7867 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4373   -1.0878   -0.7849 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9163    0.0963   -0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3869    1.3982   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213   -1.8535   -0.2289 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8744   -0.9863    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2491   -1.3698    0.8442 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197   -0.2452    0.9848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0837    0.6553   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6567    0.8162   -0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7627    0.5020    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626    3.3911    0.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4629    2.8973    0.6945 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5215   -3.0691   -1.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4246   -1.2488   -1.0240 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4309    1.5880   -0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6409   -1.8187   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1687   -2.8903    0.1617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4140   -1.1684    1.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5810   -2.0053    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9286    0.3140    1.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1910   -0.6125    1.0777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4200    1.6679    0.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7608    0.2782   -1.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4734    0.0565   -1.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4858    1.8541   -1.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1453    1.0224    1.3503 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  1  0
  8  9  2  0
  5 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
  9  1  1  0
 16 11  1  0
 16  3  1  0
  8  4  1  0
  1 17  1  0
  2 18  1  0
  6 19  1  0
  7 20  1  0
  9 21  1  0
 10 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 13 26  1  0
 13 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₄H₁₆N₂

Average Molecular Weight

212.296

Monoisotopic Molecular Weight

212.131348523

IUPAC Name

6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene

Traditional Name

6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),9,12,14-tetraene

CAS Registry Number

Not Available

SMILES

C1CNC2CC3=CNC4=CC=CC(C2C1)=C34

InChI Identifier

InChI=1S/C14H16N2/c1-3-11-10-4-2-6-15-13(10)7-9-8-16-12(5-1)14(9)11/h1,3,5,8,10,13,15-16H,2,4,6-7H2

InChI Key

RHGUXDUPXYFCTE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoloquinolines. These are polycyclic aromatic compounds containing an indole fused to a quinoline.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Quinolines and derivatives

Sub Class

Indoloquinolines

Direct Parent

Indoloquinolines

Alternative Parents

Substituents

Ergoline skeleton
Indoloquinoline
Benzoquinoline
Pyrroloquinoline
3-alkylindole
Indole
Indole or derivatives
Alkaloid or derivatives
Isoindole or derivatives
Aralkylamine
Piperidine
Benzenoid
Pyrrole
Heteroaromatic compound
Azacycle
Secondary aliphatic amine
Secondary amine
Organonitrogen compound
Amine
Hydrocarbon derivative
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.72	ALOGPS
logP	2.35	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	17.36	ChemAxon
pKa (Strongest Basic)	10.27	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	27.82 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	65.47 m³·mol⁻¹	ChemAxon
Polarizability	24.37 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]-	182.991	30932474
DeepCCS	[M+Na]+	158.076	30932474
AllCCS	[M+H]+	150.7	32859911
AllCCS	[M+H-H2O]+	146.7	32859911
AllCCS	[M+NH4]+	154.4	32859911
AllCCS	[M+Na]+	155.5	32859911
AllCCS	[M-H]-	155.4	32859911
AllCCS	[M+Na-2H]-	155.0	32859911
AllCCS	[M+HCOO]-	154.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ergoline	C1CNC2CC3=CNC4=CC=CC(C2C1)=C34	3527.3	Standard polar	33892256
Ergoline	C1CNC2CC3=CNC4=CC=CC(C2C1)=C34	2169.4	Standard non polar	33892256
Ergoline	C1CNC2CC3=CNC4=CC=CC(C2C1)=C34	2344.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ergoline,1TMS,isomer #1	C[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=C[NH]4)CC21	2300.7	Semi standard non polar	33892256
Ergoline,1TMS,isomer #1	C[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=C[NH]4)CC21	2368.1	Standard non polar	33892256
Ergoline,1TMS,isomer #1	C[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=C[NH]4)CC21	2864.7	Standard polar	33892256
Ergoline,1TMS,isomer #2	C[Si](C)(C)N1C=C2CC3NCCCC3C3=C2C1=CC=C3	2336.6	Semi standard non polar	33892256
Ergoline,1TMS,isomer #2	C[Si](C)(C)N1C=C2CC3NCCCC3C3=C2C1=CC=C3	2241.6	Standard non polar	33892256
Ergoline,1TMS,isomer #2	C[Si](C)(C)N1C=C2CC3NCCCC3C3=C2C1=CC=C3	2845.8	Standard polar	33892256
Ergoline,2TMS,isomer #1	C[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	2307.0	Semi standard non polar	33892256
Ergoline,2TMS,isomer #1	C[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	2447.4	Standard non polar	33892256
Ergoline,2TMS,isomer #1	C[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C)CC21	2740.8	Standard polar	33892256
Ergoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=C[NH]4)CC21	2568.0	Semi standard non polar	33892256
Ergoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=C[NH]4)CC21	2618.6	Standard non polar	33892256
Ergoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=C[NH]4)CC21	3073.7	Standard polar	33892256
Ergoline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C2CC3NCCCC3C3=C2C1=CC=C3	2577.2	Semi standard non polar	33892256
Ergoline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C2CC3NCCCC3C3=C2C1=CC=C3	2506.8	Standard non polar	33892256
Ergoline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C2CC3NCCCC3C3=C2C1=CC=C3	2985.0	Standard polar	33892256
Ergoline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	2730.3	Semi standard non polar	33892256
Ergoline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	2943.4	Standard non polar	33892256
Ergoline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCCC2C3=CC=CC4=C3C(=CN4[Si](C)(C)C(C)(C)C)CC21	2971.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-1900000000-931f2350c1fa4bf900cb	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ergoline 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 - Ergoline 10V, Positive-QTOF	splash10-03di-0090000000-e33664829c0f2835737d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoline 20V, Positive-QTOF	splash10-03di-0090000000-e33664829c0f2835737d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoline 40V, Positive-QTOF	splash10-03yi-0920000000-7e7240892ceb4ebe8eb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoline 10V, Negative-QTOF	splash10-03di-0090000000-7227960d7544d0b949bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoline 20V, Negative-QTOF	splash10-03di-0090000000-7227960d7544d0b949bc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ergoline 40V, Negative-QTOF	splash10-069r-1910000000-f7df570b3c4dab6a8d8b	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

2340760

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3083577

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 Ergoline (HMDB0251912)

MOL for HMDB0251912 (Ergoline)

3D MOL for HMDB0251912 (Ergoline)

3D SDF for HMDB0251912 (Ergoline)

3D-SDF for HMDB0251912 (Ergoline)

PDB for HMDB0251912 (Ergoline)

3D PDB for HMDB0251912 (Ergoline)

SMILES for HMDB0251912 (Ergoline)

INCHI for HMDB0251912 (Ergoline)

Structure for HMDB0251912 (Ergoline)

3D Structure for HMDB0251912 (Ergoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra