MiMeDB: Showing metabocard for 5'-epi-ÃŸ-ergokryptine (MMDBc0019143)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-05-15 09:15:25 UTC

Update Date

2022-08-31 06:44:56 UTC

Metabolite ID

MMDBc0019143

Metabolite Identification

Common Name

5'-epi-ÃŸ-ergokryptine

Description

5'-epi-ss-ergokryptine 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 5'-epi-ss-ergokryptine.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652305152111152D          

 47 53  0  0  1  0            999 V2000
    8.1760   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9874    2.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314    1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498   -1.0439    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
    8.3475   -1.3410    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
    9.4050    2.2994    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
    8.5846    2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5766    1.4924    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
    5.6519    1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7344   -0.7889    0.0000 C   0  0  2  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
    8.2490    1.6320    0.0000 C   0  0  1  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
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059    0.0180    0.0000 C   0  0  2  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
    8.6906    0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4644    1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724    0.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  1  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
    5.4223    0.8250    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
    8.8621    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929    0.5701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4529    2.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3037   -0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599   -0.2306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7499    1.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629   -1.5959    0.0000 H   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
    7.6970    2.2451    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
    7.1213   -0.2369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0775    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  8  1  0  0  0  0
 17  2  1  0  0  0  0
 17  3  1  0  0  0  0
 18  4  1  1  0  0  0
 18  6  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  2  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  2  0  0  0  0
 22 21  1  0  0  0  0
 23 10  2  0  0  0  0
 24 11  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 26 21  2  0  0  0  0
 26 23  1  0  0  0  0
 27 18  1  1  0  0  0
 20 28  1  1  0  0  0
 29 27  1  0  0  0  0
 30 24  1  0  0  0  0
 32 17  1  1  0  0  0
 32 31  1  0  0  0  0
 33 15  1  0  0  0  0
 33 23  1  0  0  0  0
 34 28  2  0  0  0  0
 32 34  1  6  0  0  0
 35  5  1  0  0  0  0
 35 16  1  0  0  0  0
 35 25  1  0  0  0  0
 36 12  1  0  0  0  0
 36 24  1  0  0  0  0
 36 29  1  0  0  0  0
 37 27  1  0  0  0  0
 37 30  1  0  0  0  0
 37 31  1  0  0  0  0
 28 38  1  4  0  0  0
 39 29  2  0  0  0  0
 40 31  2  0  0  0  0
 41 30  1  0  0  0  0
 41 32  1  0  0  0  0
 18 42  1  6  0  0  0
 20 43  1  6  0  0  0
 24 44  1  1  0  0  0
 45 25  1  0  0  0  0
 27 46  1  6  0  0  0
 47 30  1  0  0  0  0
M  END


  Mrv1652305152111152D          

 47 53  0  0  1  0            999 V2000
    8.1760   -2.1479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9874    2.6586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8314    1.8187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9498   -1.0439    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
    8.3475   -1.3410    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
    9.4050    2.2994    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
    8.5846    2.3856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5766    1.4924    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
    5.6519    1.9049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7344   -0.7889    0.0000 C   0  0  2  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
    8.2490    1.6320    0.0000 C   0  0  1  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
    1.1355    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9059    0.0180    0.0000 C   0  0  2  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
    8.6906    0.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4644    1.3770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4724    0.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1368    1.2375    0.0000 C   0  0  1  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
    5.4223    0.8250    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
    8.8621    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2929    0.5701    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4529    2.0221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3037   -0.2791    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0599   -0.2306    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7499    1.7895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5629   -1.5959    0.0000 H   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
    7.6970    2.2451    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
    7.1213   -0.2369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0775    0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  9  7  2  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  8  1  0  0  0  0
 17  2  1  0  0  0  0
 17  3  1  0  0  0  0
 18  4  1  1  0  0  0
 18  6  1  0  0  0  0
 19 14  1  0  0  0  0
 19 15  2  0  0  0  0
 20 13  1  0  0  0  0
 20 16  1  0  0  0  0
 21  9  1  0  0  0  0
 22 13  2  0  0  0  0
 22 21  1  0  0  0  0
 23 10  2  0  0  0  0
 24 11  1  0  0  0  0
 25 14  1  0  0  0  0
 25 22  1  0  0  0  0
 26 19  1  0  0  0  0
 26 21  2  0  0  0  0
 26 23  1  0  0  0  0
 27 18  1  1  0  0  0
 20 28  1  1  0  0  0
 29 27  1  0  0  0  0
 30 24  1  0  0  0  0
 32 17  1  1  0  0  0
 32 31  1  0  0  0  0
 33 15  1  0  0  0  0
 33 23  1  0  0  0  0
 34 28  2  0  0  0  0
 32 34  1  6  0  0  0
 35  5  1  0  0  0  0
 35 16  1  0  0  0  0
 35 25  1  0  0  0  0
 36 12  1  0  0  0  0
 36 24  1  0  0  0  0
 36 29  1  0  0  0  0
 37 27  1  0  0  0  0
 37 30  1  0  0  0  0
 37 31  1  0  0  0  0
 28 38  1  4  0  0  0
 39 29  2  0  0  0  0
 40 31  2  0  0  0  0
 41 30  1  0  0  0  0
 41 32  1  0  0  0  0
 18 42  1  6  0  0  0
 20 43  1  6  0  0  0
 24 44  1  1  0  0  0
 45 25  1  0  0  0  0
 27 46  1  6  0  0  0
 47 30  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0019143

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(CC)[C@@]1([H])N2C(=O)[C@@](OC2([H])[C@]2([H])CCCN2C1=O)(N=C(O)[C@@]1([H])CN(C)C2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C32H41N5O4/c1-6-18(4)27-29(39)36-12-8-11-24(36)30-37(27)31(40)32(41-30,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-25(22)35(5)16-20/h7,9-10,13,15,17-18,20,24-25,27,30,33H,6,8,11-12,14,16H2,1-5H3,(H,34,38)/t18-,20-,24+,25?,27-,30?,32-/m1/s1

> <INCHI_KEY>
FJJIUHUJGHRNDZ-FJUKRFOXSA-N

> <FORMULA>
C32H41N5O4

> <MOLECULAR_WEIGHT>
559.711

> <EXACT_MASS>
559.31585482

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
62.01484135547972

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4R)-N-[(1S,4R,7R)-7-[(2R)-butan-2-yl]-5,8-dioxo-4-(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>
3.76

> <JCHEM_LOGP>
2.1271625738691053

> <ALOGPS_LOGS>
-3.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
17.026462938812703

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.550472570683503

> <JCHEM_PKA_STRONGEST_BASIC>
8.094839594759007

> <JCHEM_POLAR_SURFACE_AREA>
101.47000000000001

> <JCHEM_REFRACTIVITY>
156.20250000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-N-[(1S,4R,7R)-7-[(2R)-butan-2-yl]-4-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                                 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      15.262  -4.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.177   4.963   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.019   3.395   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.973  -1.949   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.121  -2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.582  -2.503   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.479   4.553   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      17.556   4.292   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.944   4.077   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      16.025   4.453   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      17.876   2.786   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.121   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.453  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.655  -0.476   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.454   0.000   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.550   3.556   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.438  -1.473   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.120   0.000   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.454   1.540   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.264   2.570   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.787   1.540   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.655   2.016   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      15.398   3.046   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.787  -0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.120   1.540   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      14.758   0.034   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       8.788   2.310   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      16.222   0.510   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.934   2.570   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      12.082   0.903   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.455   2.310   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      -0.250   0.770   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      10.122   1.540   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0       6.121  -0.770   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      16.543   2.016   0.000  0.00  0.00           N+0
HETATM   37  N   UNK     0      13.613   1.064   0.000  0.00  0.00           N+0
HETATM   38  O   UNK     0       8.312   3.775   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      17.367  -0.521   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      11.312  -0.431   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0      12.600   3.340   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0      14.117  -2.979   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0       8.788   0.770   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      14.368   4.191   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0       4.787  -1.540   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      13.293  -0.442   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      15.078   1.540   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2   17                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   35                                                            
CONECT    6    1   18                                                       
CONECT    7    9   10                                                       
CONECT    8   11   12                                                       
CONECT    9    7   21                                                       
CONECT   10    7   23                                                       
CONECT   11    8   24                                                       
CONECT   12    8   36                                                       
CONECT   13   20   22                                                       
CONECT   14   19   25                                                       
CONECT   15   19   33                                                       
CONECT   16   20   35                                                       
CONECT   17    2    3   32                                                  
CONECT   18    4    6   27   42                                             
CONECT   19   14   15   26                                                  
CONECT   20   13   16   28   43                                             
CONECT   21    9   22   26                                                  
CONECT   22   13   21   25                                                  
CONECT   23   10   26   33                                                  
CONECT   24   11   30   36   44                                             
CONECT   25   14   22   35   45                                             
CONECT   26   19   21   23                                                  
CONECT   27   18   29   37   46                                             
CONECT   28   20   34   38                                                  
CONECT   29   27   36   39                                                  
CONECT   30   24   37   41   47                                             
CONECT   31   32   37   40                                                  
CONECT   32   17   31   34   41                                             
CONECT   33   15   23                                                       
CONECT   34   28   32                                                       
CONECT   35    5   16   25                                                  
CONECT   36   12   24   29                                                  
CONECT   37   27   30   31                                                  
CONECT   38   28                                                            
CONECT   39   29                                                            
CONECT   40   31                                                            
CONECT   41   30   32                                                       
CONECT   42   18                                                            
CONECT   43   20                                                            
CONECT   44   24                                                            
CONECT   45   25                                                            
CONECT   46   27                                                            
CONECT   47   30                                                            
MASTER        0    0    0    0    0    0    0    0   47    0  106    0
END

Synonyms

Not Available

Molecular Formula

C₃₂H₄₁N₅O₄

Average Mass

559.711

Monoisotopic Mass

559.31585482

IUPAC Name

(4R)-N-[(1S,4R,7R)-7-[(2R)-butan-2-yl]-5,8-dioxo-4-(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)-N-[(1S,4R,7R)-7-[(2R)-butan-2-yl]-4-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@@](C)(CC)[C@@]1([H])N2C(=O)[C@@](OC2([H])[C@]2([H])CCCN2C1=O)(N=C(O)[C@@]1([H])CN(C)C2([H])CC3=CNC4=CC=CC(=C34)C2=C1)C(C)C

InChI Identifier

InChI=1S/C32H41N5O4/c1-6-18(4)27-29(39)36-12-8-11-24(36)30-37(27)31(40)32(41-30,17(2)3)34-28(38)20-13-22-21-9-7-10-23-26(21)19(15-33-23)14-25(22)35(5)16-20/h7,9-10,13,15,17-18,20,24-25,27,30,33H,6,8,11-12,14,16H2,1-5H3,(H,34,38)/t18-,20-,24+,25?,27-,30?,32-/m1/s1

InChI Key

FJJIUHUJGHRNDZ-FJUKRFOXSA-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
Alpha-amino acid or derivatives
Quinoline
3-alkylindole
Indole
Indole or derivatives
Isoindole or derivatives
Aralkylamine
N-alkylpiperazine
1,4-diazinane
Oxazolidinone
Piperazine
Benzenoid
Heteroaromatic compound
Tertiary carboxylic acid amide
Oxazolidine
Pyrrole
Pyrrolidine
Secondary carboxylic acid amide
Tertiary amine
Amino acid or derivatives
Tertiary aliphatic amine
Lactam
Carboxamide group
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Organopnictogen compound
Hydrocarbon derivative
Organic nitrogen compound
Carbonyl group
Amine
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	0.085 g/L	ALOGPS
logP	3.76	ALOGPS
logP	2.13	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.55	ChemAxon
pKa (Strongest Basic)	8.09	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	101.47 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	156.2 m³·mol⁻¹	ChemAxon
Polarizability	62.01 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_1_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
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

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

29212566

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

139588413

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 5'-epi-ÃŸ-ergokryptine (MMDBc0019143)

MOL for #<Metabolite:0x00007fed145035d0>

3D MOL for #<Metabolite:0x00007fed145035d0>

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3D-SDF for #<Metabolite:0x00007fed145035d0>

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3D Structure for #<Metabolite:0x00007fed145035d0>