MiMeDB: Showing metabocard for Ergonine (MMDBc0002195)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-14 20:40:45 UTC

Update Date

2022-08-31 06:19:01 UTC

Metabolite ID

MMDBc0002195

Metabolite Identification

Common Name

Ergonine

Description

Ergonine 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. Based on a literature review very few articles have been published on Ergonine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305142122402D          

 44 50  0  0  1  0            999 V2000
    6.5784    1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947    5.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531    4.3198    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
    5.7579    1.7213    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
    4.4662    4.8718    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
    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
    5.2508    4.6168    0.0000 C   0  0  1  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
    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
    4.6377    4.0648    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19  8  1  0  0  0  0
 20 12  2  0  0  0  0
 20 19  1  0  0  0  0
 21  9  2  0  0  0  0
 22 13  1  0  0  0  0
 22 20  1  0  0  0  0
 23 10  1  0  0  0  0
 24 17  1  0  0  0  0
 24 19  2  0  0  0  0
 24 21  1  0  0  0  0
 25 16  1  1  0  0  0
 18 26  1  1  0  0  0
 27 25  1  0  0  0  0
 29  5  1  6  0  0  0
 29 28  1  0  0  0  0
 30 23  1  0  0  0  0
 31 14  1  0  0  0  0
 31 21  1  0  0  0  0
 32 26  2  0  0  0  0
 29 32  1  1  0  0  0
 33  4  1  0  0  0  0
 33 15  1  0  0  0  0
 33 22  1  0  0  0  0
 34 11  1  0  0  0  0
 34 23  1  0  0  0  0
 34 27  1  0  0  0  0
 35 25  1  0  0  0  0
 35 28  1  0  0  0  0
 35 30  1  0  0  0  0
 26 36  1  4  0  0  0
 37 27  2  0  0  0  0
 38 28  2  0  0  0  0
 30 39  1  1  0  0  0
 40 29  1  0  0  0  0
 40 30  1  0  0  0  0
 18 41  1  6  0  0  0
 22 42  1  1  0  0  0
 23 43  1  6  0  0  0
 25 44  1  6  0  0  0
M  END


  Mrv1652305142122402D          

 44 50  0  0  1  0            999 V2000
    6.5784    1.6351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2947    5.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8531    4.3198    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
    5.7579    1.7213    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
    4.4662    4.8718    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
    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
    5.2508    4.6168    0.0000 C   0  0  1  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
    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
    4.6377    4.0648    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  7  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 17 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 12  1  0  0  0  0
 18 15  1  0  0  0  0
 19  8  1  0  0  0  0
 20 12  2  0  0  0  0
 20 19  1  0  0  0  0
 21  9  2  0  0  0  0
 22 13  1  0  0  0  0
 22 20  1  0  0  0  0
 23 10  1  0  0  0  0
 24 17  1  0  0  0  0
 24 19  2  0  0  0  0
 24 21  1  0  0  0  0
 25 16  1  1  0  0  0
 18 26  1  1  0  0  0
 27 25  1  0  0  0  0
 29  5  1  6  0  0  0
 29 28  1  0  0  0  0
 30 23  1  0  0  0  0
 31 14  1  0  0  0  0
 31 21  1  0  0  0  0
 32 26  2  0  0  0  0
 29 32  1  1  0  0  0
 33  4  1  0  0  0  0
 33 15  1  0  0  0  0
 33 22  1  0  0  0  0
 34 11  1  0  0  0  0
 34 23  1  0  0  0  0
 34 27  1  0  0  0  0
 35 25  1  0  0  0  0
 35 28  1  0  0  0  0
 35 30  1  0  0  0  0
 26 36  1  4  0  0  0
 37 27  2  0  0  0  0
 38 28  2  0  0  0  0
 30 39  1  1  0  0  0
 40 29  1  0  0  0  0
 40 30  1  0  0  0  0
 18 41  1  6  0  0  0
 22 42  1  1  0  0  0
 23 43  1  6  0  0  0
 25 44  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0002195

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]12CCCN1C(=O)[C@]([H])(C(C)C)N1C(=O)[C@@](CC)(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/C30H37N5O5/c1-5-29(28(38)35-25(16(2)3)27(37)34-11-7-10-23(34)30(35,39)40-29)32-26(36)18-12-20-19-8-6-9-21-24(19)17(14-31-21)13-22(20)33(4)15-18/h6,8-9,12,14,16,18,22-23,25,31,39H,5,7,10-11,13,15H2,1-4H3,(H,32,36)/t18-,22-,23+,25+,29-,30+/m1/s1

> <INCHI_KEY>
XWTYUTWHTOOWSS-LHBBTEICSA-N

> <FORMULA>
C30H37N5O5

> <MOLECULAR_WEIGHT>
547.656

> <EXACT_MASS>
547.279469311

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
59.59438488980411

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R,7R)-N-[(1S,2S,4R,7S)-4-ethyl-2-hydroxy-5,8-dioxo-7-(propan-2-yl)-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>
2.75

> <JCHEM_LOGP>
0.7951275517003497

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
9.718405939123429

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.457553588377468

> <JCHEM_PKA_STRONGEST_BASIC>
8.08430757356065

> <JCHEM_POLAR_SURFACE_AREA>
121.70000000000002

> <JCHEM_REFRACTIVITY>
149.53490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.84e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,7R)-N-[(1S,2S,4R,7S)-4-ethyl-2-hydroxy-7-isopropyl-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      12.280   3.052   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.017  10.600   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.192   8.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.748   3.213   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.889   8.912   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      14.262   7.505   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.744   9.943   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.337   9.094   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.264   2.570   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.731   7.666   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       9.802   8.618   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.946   9.649   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       9.217   5.866   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      11.586   6.636   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       8.788   3.850   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      12.411   9.173   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      10.122   7.112   0.000  0.00  0.00           N+0
HETATM   36  O   UNK     0      10.122   1.540   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.626  11.155   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       7.677   5.866   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      12.993   6.010   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      11.586   5.096   0.000  0.00  0.00           O+0
HETATM   41  H   UNK     0       8.788   0.770   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.787  -1.540   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      11.266   8.142   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       8.657   7.588   0.000  0.00  0.00           H+0
CONECT    1    5                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4   33                                                            
CONECT    5    1   29                                                       
CONECT    6    8    9                                                       
CONECT    7   10   11                                                       
CONECT    8    6   19                                                       
CONECT    9    6   21                                                       
CONECT   10    7   23                                                       
CONECT   11    7   34                                                       
CONECT   12   18   20                                                       
CONECT   13   17   22                                                       
CONECT   14   17   31                                                       
CONECT   15   18   33                                                       
CONECT   16    2    3   25                                                  
CONECT   17   13   14   24                                                  
CONECT   18   12   15   26   41                                             
CONECT   19    8   20   24                                                  
CONECT   20   12   19   22                                                  
CONECT   21    9   24   31                                                  
CONECT   22   13   20   33   42                                             
CONECT   23   10   30   34   43                                             
CONECT   24   17   19   21                                                  
CONECT   25   16   27   35   44                                             
CONECT   26   18   32   36                                                  
CONECT   27   25   34   37                                                  
CONECT   28   29   35   38                                                  
CONECT   29    5   28   32   40                                             
CONECT   30   23   35   39   40                                             
CONECT   31   14   21                                                       
CONECT   32   26   29                                                       
CONECT   33    4   15   22                                                  
CONECT   34   11   23   27                                                  
CONECT   35   25   28   30                                                  
CONECT   36   26                                                            
CONECT   37   27                                                            
CONECT   38   28                                                            
CONECT   39   30                                                            
CONECT   40   29   30                                                       
CONECT   41   18                                                            
CONECT   42   22                                                            
CONECT   43   23                                                            
CONECT   44   25                                                            
MASTER        0    0    0    0    0    0    0    0   44    0  100    0
END

Synonyms

Not Available

Molecular Formula

C₃₀H₃₇N₅O₅

Average Mass

547.656

Monoisotopic Mass

547.279469311

IUPAC Name

(4R,7R)-N-[(1S,2S,4R,7S)-4-ethyl-2-hydroxy-5,8-dioxo-7-(propan-2-yl)-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

(4R,7R)-N-[(1S,2S,4R,7S)-4-ethyl-2-hydroxy-7-isopropyl-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

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCCN1C(=O)[C@]([H])(C(C)C)N1C(=O)[C@@](CC)(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/C30H37N5O5/c1-5-29(28(38)35-25(16(2)3)27(37)34-11-7-10-23(34)30(35,39)40-29)32-26(36)18-12-20-19-8-6-9-21-24(19)17(14-31-21)13-22(20)33(4)15-18/h6,8-9,12,14,16,18,22-23,25,31,39H,5,7,10-11,13,15H2,1-4H3,(H,32,36)/t18-,22-,23+,25+,29-,30+/m1/s1

InChI Key

XWTYUTWHTOOWSS-LHBBTEICSA-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	0.18 g/L	ALOGPS
logP	2.75	ALOGPS
logP	0.8	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.46	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	4	ChemAxon
Refractivity	149.53 m³·mol⁻¹	ChemAxon
Polarizability	59.59 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_3_1) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2022-08-10	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2022-08-10	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-22	View Spectrum

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

Metabolic Reactions

Not Available

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

Source Type	Source Sub-type	Species	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

58828623

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13274438

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

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 Ergonine (MMDBc0002195)

MOL for #<Metabolite:0x0000559d04642318>

3D MOL for #<Metabolite:0x0000559d04642318>

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3D-SDF for #<Metabolite:0x0000559d04642318>

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3D PDB for #<Metabolite:0x0000559d04642318>

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INCHI for #<Metabolite:0x0000559d04642318>

Structure for #<Metabolite:0x0000559d04642318>

3D Structure for #<Metabolite:0x0000559d04642318>