MiMeDB: Showing metabocard for Ergosecaline (MMDBc0013274)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2021-05-15 04:36:52 UTC

Update Date

2025-10-07 16:06:06 UTC

Metabolite ID

MMDBc0013274

Metabolite Identification

Common Name

Ergosecaline

Description

Ergosecaline is a tryptamine derivative belonging to the class of alkaloids. There is limited literature available on this metabolite, and its biological properties and effects remain largely underexplored in scientific research.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152106362D          

 35 39  0  0  1  0            999 V2000
    7.0813    4.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    5.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7045    1.6998    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
    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
    0.1794    1.8869    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
    6.2688    4.8007    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
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9867    4.0255    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
    6.5170    3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    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
    5.1742    3.8822    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
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294    3.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    2.9637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.6183    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
    6.7991    4.1688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 16  8  2  0  0  0  0
 16 15  1  0  0  0  0
 17  7  2  0  0  0  0
 18  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 19 15  2  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  1  0  0  0
 14 21  1  1  0  0  0
 22 20  1  0  0  0  0
 24  3  1  1  0  0  0
 24 23  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26 20  1  0  0  0  0
 26 23  2  0  0  0  0
 27 21  2  0  0  0  0
 24 27  1  6  0  0  0
 28  4  1  0  0  0  0
 28 11  1  0  0  0  0
 28 18  1  0  0  0  0
 21 29  1  4  0  0  0
 30 22  2  0  0  0  0
 31 23  1  0  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 14 33  1  6  0  0  0
 18 34  1  1  0  0  0
 20 35  1  6  0  0  0
M  END


  Mrv1652305152106362D          

 35 39  0  0  1  0            999 V2000
    7.0813    4.9440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7385    5.4327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7045    1.6998    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
    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
    0.1794    1.8869    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
    6.2688    4.8007    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
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9867    4.0255    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
    6.5170    3.3935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8920    3.1070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4223    2.4750    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
    5.1742    3.8822    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
    5.4223    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3294    3.5368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0796    2.9637    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2348    2.6183    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
    6.7991    4.1688    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  2  0  0  0  0
  7  5  1  0  0  0  0
 12  1  1  0  0  0  0
 12  2  1  0  0  0  0
 13  9  1  0  0  0  0
 13 10  2  0  0  0  0
 14  8  1  0  0  0  0
 14 11  1  0  0  0  0
 15  6  1  0  0  0  0
 16  8  2  0  0  0  0
 16 15  1  0  0  0  0
 17  7  2  0  0  0  0
 18  9  1  0  0  0  0
 18 16  1  0  0  0  0
 19 13  1  0  0  0  0
 19 15  2  0  0  0  0
 19 17  1  0  0  0  0
 20 12  1  1  0  0  0
 14 21  1  1  0  0  0
 22 20  1  0  0  0  0
 24  3  1  1  0  0  0
 24 23  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26 20  1  0  0  0  0
 26 23  2  0  0  0  0
 27 21  2  0  0  0  0
 24 27  1  6  0  0  0
 28  4  1  0  0  0  0
 28 11  1  0  0  0  0
 28 18  1  0  0  0  0
 21 29  1  4  0  0  0
 30 22  2  0  0  0  0
 31 23  1  0  0  0  0
 32 22  1  0  0  0  0
 32 24  1  0  0  0  0
 14 33  1  6  0  0  0
 18 34  1  1  0  0  0
 20 35  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0013274

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(O)=N[C@@]1(C)OC(=O)[C@@]([H])(N=C1O)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C24H28N4O4/c1-12(2)20-22(30)32-24(3,23(31)26-20)27-21(29)14-8-16-15-6-5-7-17-19(15)13(10-25-17)9-18(16)28(4)11-14/h5-8,10,12,14,18,20,25H,9,11H2,1-4H3,(H,26,31)(H,27,29)/t14-,18-,20+,24+/m1/s1

> <INCHI_KEY>
SJBHTLCEMGAZPJ-MBQSRQCLSA-N

> <FORMULA>
C24H28N4O4

> <MOLECULAR_WEIGHT>
436.512

> <EXACT_MASS>
436.211055398

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
60

> <JCHEM_AVERAGE_POLARIZABILITY>
47.29464484871522

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,7R)-N-[(2S,5S)-3-hydroxy-2-methyl-6-oxo-5-(propan-2-yl)-5,6-dihydro-2H-1,4-oxazin-2-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>
2.89

> <JCHEM_LOGP>
0.8877123645345358

> <ALOGPS_LOGS>
-3.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
4.5494374682916

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.007331474020814

> <JCHEM_PKA_STRONGEST_BASIC>
8.094866721853121

> <JCHEM_POLAR_SURFACE_AREA>
110.51000000000002

> <JCHEM_REFRACTIVITY>
120.47149999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R,7R)-N-[(2S,5S)-3-hydroxy-5-isopropyl-2-methyl-6-oxo-5H-1,4-oxazin-2-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                                 15-MAY-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-MAY-21         0                                  
HETATM    1  C   UNK     0      13.218   9.229   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.712  10.141   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.648   3.173   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       1.479   4.553   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.944   4.077   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.335   3.522   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.702   8.961   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.264   2.570   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.175   7.514   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.165   6.335   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.132   5.800   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      10.122   4.620   0.000  0.00  0.00           C+0
HETATM   25  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0       9.659   7.247   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0       8.788   3.850   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   29  O   UNK     0      10.122   1.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      13.682   6.602   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       7.615   5.532   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.638   4.887   0.000  0.00  0.00           O+0
HETATM   33  H   UNK     0       8.788   0.770   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.787  -1.540   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0      12.692   7.782   0.000  0.00  0.00           H+0
CONECT    1   12                                                            
CONECT    2   12                                                            
CONECT    3   24                                                            
CONECT    4   28                                                            
CONECT    5    6    7                                                       
CONECT    6    5   15                                                       
CONECT    7    5   17                                                       
CONECT    8   14   16                                                       
CONECT    9   13   18                                                       
CONECT   10   13   25                                                       
CONECT   11   14   28                                                       
CONECT   12    1    2   20                                                  
CONECT   13    9   10   19                                                  
CONECT   14    8   11   21   33                                             
CONECT   15    6   16   19                                                  
CONECT   16    8   15   18                                                  
CONECT   17    7   19   25                                                  
CONECT   18    9   16   28   34                                             
CONECT   19   13   15   17                                                  
CONECT   20   12   22   26   35                                             
CONECT   21   14   27   29                                                  
CONECT   22   20   30   32                                                  
CONECT   23   24   26   31                                                  
CONECT   24    3   23   27   32                                             
CONECT   25   10   17                                                       
CONECT   26   20   23                                                       
CONECT   27   21   24                                                       
CONECT   28    4   11   18                                                  
CONECT   29   21                                                            
CONECT   30   22                                                            
CONECT   31   23                                                            
CONECT   32   22   24                                                       
CONECT   33   14                                                            
CONECT   34   18                                                            
CONECT   35   20                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

Synonyms

Not Available

Molecular Formula

C₂₄H₂₈N₄O₄

Average Mass

436.512

Monoisotopic Mass

436.211055398

IUPAC Name

(4R,7R)-N-[(2S,5S)-3-hydroxy-2-methyl-6-oxo-5-(propan-2-yl)-5,6-dihydro-2H-1,4-oxazin-2-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-[(2S,5S)-3-hydroxy-5-isopropyl-2-methyl-6-oxo-5H-1,4-oxazin-2-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@@]1(CN(C)[C@]2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(O)=N[C@@]1(C)OC(=O)[C@@]([H])(N=C1O)C(C)C

InChI Identifier

InChI=1S/C24H28N4O4/c1-12(2)20-22(30)32-24(3,23(31)26-20)27-21(29)14-8-16-15-6-5-7-17-19(15)13(10-25-17)9-18(16)28(4)11-14/h5-8,10,12,14,18,20,25H,9,11H2,1-4H3,(H,26,31)(H,27,29)/t14-,18-,20+,24+/m1/s1

InChI Key

SJBHTLCEMGAZPJ-MBQSRQCLSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hybrid peptides. Hybrid peptides are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Peptidomimetics

Sub Class

Hybrid peptides

Direct Parent

Hybrid peptides

Alternative Parents

Substituents

Hybrid peptide
Lysergic acid amide
Lysergic acid or derivatives
Indoloquinoline
Ergoline skeleton
Benzoquinoline
Alpha-amino acid ester
N-acyl-alpha amino acid or derivatives
Pyrroloquinoline
Quinoline-3-carboxamide
3-alkylindole
Alpha-amino acid or derivatives
Quinoline
Isoindole or derivatives
Alkaloid or derivatives
Indole
Indole or derivatives
Aralkylamine
Benzenoid
Morpholine
Oxazinane
Heteroaromatic compound
Pyrrole
Lactam
Lactone
Amino acid or derivatives
Secondary carboxylic acid amide
Tertiary amine
Tertiary aliphatic amine
Carboxylic acid ester
Carboxamide group
Carboxylic acid derivative
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Amine
Organopnictogen compound
Organooxygen compound
Organonitrogen 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	0.056 g/L	ALOGPS
logP	2.89	ALOGPS
logP	0.89	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	2.01	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	110.51 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	120.47 m³·mol⁻¹	ChemAxon
Polarizability	47.29 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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_3) - 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
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	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	197.0
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	80.8
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	427.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	343.0
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	351.2
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	171.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	1482.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	166.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	278.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	209.6
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	218.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	155.3
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	144.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	22.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	250.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	108.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	309.6
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	1287.9
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	886.4

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Ergosecaline_TMS_1	CC(C)[C@@H]1N=C(O)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	2336.92
Gas Chromatography	Ergosecaline_TMS_2	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O)[C@@H]2C=C3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	2338.63
Gas Chromatography	Ergosecaline_TMS_3	CC(C)[C@@H]1N=C(O)[C@@](C)(N=C(O)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	2103.92
Gas Chromatography	Ergosecaline_TMS_4	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	1834.11
Gas Chromatography	Ergosecaline_TMS_5	CC(C)[C@@H]1N=C(O)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	1677.96
Gas Chromatography	Ergosecaline_TMS_6	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	1722.15
Gas Chromatography	Ergosecaline_TMS_7	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard non polar	2025-10-23	1926.89
Gas Chromatography	Ergosecaline_TMS_1	CC(C)[C@@H]1N=C(O)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	1979.22
Gas Chromatography	Ergosecaline_TMS_2	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O)[C@@H]2C=C3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	2974.21
Gas Chromatography	Ergosecaline_TMS_3	CC(C)[C@@H]1N=C(O)[C@@](C)(N=C(O)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	2621.65
Gas Chromatography	Ergosecaline_TMS_4	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=C[NH]5)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	1596.04
Gas Chromatography	Ergosecaline_TMS_5	CC(C)[C@@H]1N=C(O)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	2140.18
Gas Chromatography	Ergosecaline_TMS_6	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	2137.04
Gas Chromatography	Ergosecaline_TMS_7	CC(C)[C@@H]1N=C(O[Si](C)(C)C)[C@@](C)(N=C(O[Si](C)(C)C)[C@@H]2C=C3C4=CC=CC5=C4C(=CN5[Si](C)(C)C)C[C@H]3N(C)C2)OC1=O	standard polar	2025-10-23	1029.28

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

78437812

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139586689

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 Ergosecaline (MMDBc0013274)

MOL for #<Metabolite:0x00007f9ad8645620>

3D MOL for #<Metabolite:0x00007f9ad8645620>

3D SDF for #<Metabolite:0x00007f9ad8645620>

3D-SDF for #<Metabolite:0x00007f9ad8645620>

PDB for #<Metabolite:0x00007f9ad8645620>

3D PDB for #<Metabolite:0x00007f9ad8645620>

SMILES for #<Metabolite:0x00007f9ad8645620>

INCHI for #<Metabolite:0x00007f9ad8645620>

Structure for #<Metabolite:0x00007f9ad8645620>

3D Structure for #<Metabolite:0x00007f9ad8645620>