MiMeDB: Showing metabocard for Ergobine (MMDBc0001332)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-14 19:35:17 UTC

Update Date

2025-10-07 16:04:27 UTC

Metabolite ID

MMDBc0001332

Metabolite Identification

Common Name

Ergobine

Description

Ergobine is a member of the alkaloid chemical class. There is limited literature available on this metabolite, and further research is needed to fully understand its properties and potential biological significance.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142121352D          

 42 48  0  0  1  0            999 V2000
    4.2947    5.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7579    1.7213    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
    4.4662    4.8718    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
    7.9761    4.7744    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
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405    4.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3630    5.3264    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
    1.8500   -0.4125    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
    3.9934    0.0000    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
    3.9934    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7486    1.3770    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
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508    4.6168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8201    4.1070    0.0000 C   0  0  1  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
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8639    5.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2070    3.5549    0.0000 C   0  0  2  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
    4.7079    2.0625    0.0000 N   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
    6.6485    4.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924    5.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124    3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9606    3.2194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793    5.4238    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354    4.3619    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19  8  2  0  0  0  0
 20  4  1  1  0  0  0
 21 12  1  0  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 23 15  1  0  0  0  0
 23 17  2  0  0  0  0
 23 19  1  0  0  0  0
 16 24  1  1  0  0  0
 25 20  1  0  0  0  0
 27  2  1  6  0  0  0
 27 26  1  0  0  0  0
 28 22  1  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
 30 24  2  0  0  0  0
 27 30  1  1  0  0  0
 31  3  1  0  0  0  0
 31 14  1  0  0  0  0
 31 21  1  0  0  0  0
 32 10  1  0  0  0  0
 32 22  1  0  0  0  0
 32 25  1  0  0  0  0
 33 20  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
 24 34  1  4  0  0  0
 35 25  2  0  0  0  0
 36 26  2  0  0  0  0
 28 37  1  1  0  0  0
 38 27  1  0  0  0  0
 38 28  1  0  0  0  0
 16 39  1  6  0  0  0
 20 40  1  6  0  0  0
 21 41  1  1  0  0  0
 22 42  1  6  0  0  0
M  END


  Mrv1652305142121352D          

 42 48  0  0  1  0            999 V2000
    4.2947    5.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7579    1.7213    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
    4.4662    4.8718    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
    7.9761    4.7744    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
    0.1794    1.8869    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6405    4.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3630    5.3264    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
    1.8500   -0.4125    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
    3.9934    0.0000    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
    3.9934    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7486    1.3770    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
    0.3509    1.0799    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2508    4.6168    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5645   -0.0000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8201    4.1070    0.0000 C   0  0  1  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
    4.7079    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8639    5.1689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9374    3.1424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.2070    3.5549    0.0000 C   0  0  2  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
    4.7079    2.0625    0.0000 N   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
    6.6485    4.9139    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    3.8099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6924    5.9759    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1124    3.1424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9606    3.2194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2070    2.7299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0793    5.4238    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0354    4.3619    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  7  5  2  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  6  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 11  1  0  0  0  0
 16 14  1  0  0  0  0
 17  7  1  0  0  0  0
 18 11  2  0  0  0  0
 18 17  1  0  0  0  0
 19  8  2  0  0  0  0
 20  4  1  1  0  0  0
 21 12  1  0  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 23 15  1  0  0  0  0
 23 17  2  0  0  0  0
 23 19  1  0  0  0  0
 16 24  1  1  0  0  0
 25 20  1  0  0  0  0
 27  2  1  6  0  0  0
 27 26  1  0  0  0  0
 28 22  1  0  0  0  0
 29 13  1  0  0  0  0
 29 19  1  0  0  0  0
 30 24  2  0  0  0  0
 27 30  1  1  0  0  0
 31  3  1  0  0  0  0
 31 14  1  0  0  0  0
 31 21  1  0  0  0  0
 32 10  1  0  0  0  0
 32 22  1  0  0  0  0
 32 25  1  0  0  0  0
 33 20  1  0  0  0  0
 33 26  1  0  0  0  0
 33 28  1  0  0  0  0
 24 34  1  4  0  0  0
 35 25  2  0  0  0  0
 36 26  2  0  0  0  0
 28 37  1  1  0  0  0
 38 27  1  0  0  0  0
 38 28  1  0  0  0  0
 16 39  1  6  0  0  0
 20 40  1  6  0  0  0
 21 41  1  1  0  0  0
 22 42  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0001332

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@]([H])(CC)N1C(=O)[C@@](C)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C28H33N5O5/c1-4-20-25(35)32-10-6-9-22(32)28(37)33(20)26(36)27(2,38-28)30-24(34)16-11-18-17-7-5-8-19-23(17)15(13-29-19)12-21(18)31(3)14-16/h5,7-8,11,13,16,20-22,29,37H,4,6,9-10,12,14H2,1-3H3,(H,30,34)/t16-,20+,21-,22+,27-,28+/m1/s1

> <INCHI_KEY>
SHJKXOIYNMWYOB-GNTOWZTESA-N

> <FORMULA>
C28H33N5O5

> <MOLECULAR_WEIGHT>
519.602

> <EXACT_MASS>
519.248169183

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
71

> <JCHEM_AVERAGE_POLARIZABILITY>
55.97863438598553

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,7R)-N-[(1S,2S,4R,7S)-7-ethyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
-0.21813827055690127

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.718803319970828

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.41265355029332

> <JCHEM_PKA_STRONGEST_BASIC>
8.084285597372174

> <JCHEM_POLAR_SURFACE_AREA>
121.70000000000002

> <JCHEM_REFRACTIVITY>
140.59450000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.01e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,7R)-N-[(1S,2S,4R,7S)-7-ethyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 14-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-21         0                                  
HETATM    1  C   UNK     0       8.017  10.600   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.748   3.213   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.337   9.094   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      14.889   8.912   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.262   7.505   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.744   9.943   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.264   2.570   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.802   8.618   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.731   7.666   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.946   9.649   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.217   5.866   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      11.586   6.636   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0       8.788   3.850   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0      12.411   9.173   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      10.122   7.112   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0      10.122   1.540   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      10.626  11.155   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.677   5.866   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      12.993   6.010   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      11.586   5.096   0.000  0.00  0.00           O+0
HETATM   39  H   UNK     0       8.788   0.770   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       9.481  10.124   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.787  -1.540   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      11.266   8.142   0.000  0.00  0.00           H+0
CONECT    1    4                                                            
CONECT    2   27                                                            
CONECT    3   31                                                            
CONECT    4    1   20                                                       
CONECT    5    7    8                                                       
CONECT    6    9   10                                                       
CONECT    7    5   17                                                       
CONECT    8    5   19                                                       
CONECT    9    6   22                                                       
CONECT   10    6   32                                                       
CONECT   11   16   18                                                       
CONECT   12   15   21                                                       
CONECT   13   15   29                                                       
CONECT   14   16   31                                                       
CONECT   15   12   13   23                                                  
CONECT   16   11   14   24   39                                             
CONECT   17    7   18   23                                                  
CONECT   18   11   17   21                                                  
CONECT   19    8   23   29                                                  
CONECT   20    4   25   33   40                                             
CONECT   21   12   18   31   41                                             
CONECT   22    9   28   32   42                                             
CONECT   23   15   17   19                                                  
CONECT   24   16   30   34                                                  
CONECT   25   20   32   35                                                  
CONECT   26   27   33   36                                                  
CONECT   27    2   26   30   38                                             
CONECT   28   22   33   37   38                                             
CONECT   29   13   19                                                       
CONECT   30   24   27                                                       
CONECT   31    3   14   21                                                  
CONECT   32   10   22   25                                                  
CONECT   33   20   26   28                                                  
CONECT   34   24                                                            
CONECT   35   25                                                            
CONECT   36   26                                                            
CONECT   37   28                                                            
CONECT   38   27   28                                                       
CONECT   39   16                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

Synonyms

Not Available

Molecular Formula

C₂₈H₃₃N₅O₅

Average Mass

519.602

Monoisotopic Mass

519.248169183

IUPAC Name

(4R,7R)-N-[(1S,2S,4R,7S)-7-ethyl-2-hydroxy-4-methyl-5,8-dioxo-3-oxa-6,9-diazatricyclo[7.3.0.0^{2,6}]dodecan-4-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboximidic acid

Traditional Name

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@]([H])(CC)N1C(=O)[C@@](C)(O[C@@]21O)N=C(O)[C@@]1([H])CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1

InChI Identifier

InChI=1S/C28H33N5O5/c1-4-20-25(35)32-10-6-9-22(32)28(37)33(20)26(36)27(2,38-28)30-24(34)16-11-18-17-7-5-8-19-23(17)15(13-29-19)12-21(18)31(3)14-16/h5,7-8,11,13,16,20-22,29,37H,4,6,9-10,12,14H2,1-3H3,(H,30,34)/t16-,20+,21-,22+,27-,28+/m1/s1

InChI Key

SHJKXOIYNMWYOB-GNTOWZTESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ergopeptines. These are ergoline derivatives that contain a tripeptide structure attached to the basic ergoline ring in the same location as the amide group of the lysergic acid derivatives.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Ergoline and derivatives

Sub Class

Lysergic acids and derivatives

Direct Parent

Ergopeptines

Alternative Parents

Substituents

Hybrid peptide
Ergopeptine
Alpha-dipeptide
Lysergic acid amide
Indoloquinoline
Benzoquinoline
Quinoline-3-carboxamide
N-acyl-alpha amino acid or derivatives
Pyrroloquinoline
Quinoline
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
N-alkylpiperazine
1,4-diazinane
Benzenoid
Oxazolidinone
Piperazine
Pyrrolidine
Pyrrole
Heteroaromatic compound
Tertiary carboxylic acid amide
Oxazolidine
Carboxamide group
Amino acid or derivatives
Lactam
Tertiary aliphatic amine
Tertiary amine
Orthocarboxylic acid derivative
Secondary carboxylic acid amide
Organoheterocyclic compound
Carboxylic acid derivative
Oxacycle
Azacycle
Alkanolamine
Amine
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	2.18	ALOGPS
logP	-0.22	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	4.41	ChemAxon
pKa (Strongest Basic)	8.08	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.7 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	140.59 m³·mol⁻¹	ChemAxon
Polarizability	55.98 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-09	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	297.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	170.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	378.7
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	345.1
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	300.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	172.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1576.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	591.1
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	269.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	217.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	402.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	169.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	161.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	50.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	332.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	120.6
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	286.2
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1348.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	828.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Ergobine_TMS_1	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O)[C@@H]3C=C4C5=CC=CC6=C5C(=C[NH]6)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	2790.28
Gas Chromatography	Ergobine_TMS_2	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=C[NH]6)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	1883.3
Gas Chromatography	Ergobine_TMS_3	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C)(N=C(O)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	867.472
Gas Chromatography	Ergobine_TMS_4	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=C[NH]6)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	1491.01
Gas Chromatography	Ergobine_TMS_5	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	2612.34
Gas Chromatography	Ergobine_TMS_6	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	2971.57
Gas Chromatography	Ergobine_TMS_7	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard non polar	2025-10-23	1978.83
Gas Chromatography	Ergobine_TMS_1	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O)[C@@H]3C=C4C5=CC=CC6=C5C(=C[NH]6)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	1661.27
Gas Chromatography	Ergobine_TMS_2	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=C[NH]6)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	1930.11
Gas Chromatography	Ergobine_TMS_3	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C)(N=C(O)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	2550.64
Gas Chromatography	Ergobine_TMS_4	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=C[NH]6)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	2069.73
Gas Chromatography	Ergobine_TMS_5	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	1625.33
Gas Chromatography	Ergobine_TMS_6	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	1150.62
Gas Chromatography	Ergobine_TMS_7	CC[C@H]1C(=O)N2CCC[C@H]2[C@]2(O[Si](C)(C)C)O[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]3C=C4C5=CC=CC6=C5C(=CN6[Si](C)(C)C)C[C@H]4N(C)C3)C(=O)N12	standard polar	2025-10-23	2253.35

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58828618

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139583222

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

van Santen JA, Poynton EF, Iskakova D, McMann E, Alsup TA, Clark TN, Fergusson CH, Fewer DP, Hughes AH, McCadden CA, Parra J, Soldatou S, Rudolf JD, Janssen EM, Duncan KR, Linington RG: The Natural Products Atlas 2.0: a database of microbially-derived natural products. Nucleic Acids Res. 2022 Jan 7;50(D1):D1317-D1323. doi: 10.1093/nar/gkab941. [PubMed:34718710 ]

Showing metabocard for Ergobine (MMDBc0001332)

MOL for #<Metabolite:0x00007f9aab3b78e0>

3D MOL for #<Metabolite:0x00007f9aab3b78e0>

3D SDF for #<Metabolite:0x00007f9aab3b78e0>

3D-SDF for #<Metabolite:0x00007f9aab3b78e0>

PDB for #<Metabolite:0x00007f9aab3b78e0>

3D PDB for #<Metabolite:0x00007f9aab3b78e0>

SMILES for #<Metabolite:0x00007f9aab3b78e0>

INCHI for #<Metabolite:0x00007f9aab3b78e0>

Structure for #<Metabolite:0x00007f9aab3b78e0>

3D Structure for #<Metabolite:0x00007f9aab3b78e0>