MiMeDB: Showing metabocard for ouabagenin (MMDBc0056238)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:20:24 UTC

Update Date

2022-08-12 20:09:38 UTC

Metabolite ID

MMDBc0056238

Metabolite Identification

Common Name

ouabagenin

Description

ouabagenin(1-) belongs to the class of organic compounds known as steroid lactones. These are sterol lipids containing a lactone moiety linked to the steroid skeleton. Based on a literature review a significant number of articles have been published on ouabagenin(1-).

Structure

MOL SDF PDB SMILES InChI

  Mrv1652306172222202D          

 37 41  0  0  1  0            999 V2000
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    0.3444    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9686   -0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1551   -0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -0.0455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611   -0.6609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    2.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    2.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173   -0.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081    2.4441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676    1.1244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793    1.0873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7157    1.5229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.0084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  3  1  0  0  0  0
 14 12  1  1  0  0  0
 15  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  1  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21  4  1  0  0  0  0
 21  8  1  0  0  0  0
 22 11  1  1  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23  5  1  0  0  0  0
 23 15  1  0  0  0  0
 23 20  1  0  0  0  0
 24 11  1  0  0  0  0
 13 25  1  1  0  0  0
 16 26  1  6  0  0  0
 17 27  1  6  0  0  0
 28 18  2  0  0  0  0
 21 29  1  1  0  0  0
 23 30  1  1  0  0  0
 31 10  1  0  0  0  0
 31 18  1  0  0  0  0
 13 32  1  6  0  0  0
 14 33  1  6  0  0  0
 15 34  1  1  0  0  0
 16 35  1  1  0  0  0
 17 36  1  6  0  0  0
 19 37  1  6  0  0  0
M  CHG  1   6  -1
M  END

  Mrv1652306172222202D          

 37 41  0  0  1  0            999 V2000
    0.1073    0.1997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8399    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5867    1.7614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6520    2.7844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0962    2.2244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6883    0.3444    0.0000 C   0  5  0  0  0  0  0  0  0  0  0  0
    4.2475    0.8922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9960    2.2989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9990    0.3114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6344   -0.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6232    0.6018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8637    0.3176    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5278    1.6682    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3574    0.9689    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5596    1.8632    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8111    0.4566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4354    0.7470    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9686   -0.4316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0914    1.2325    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.4672    0.9421    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1838    2.1537    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9035    1.3777    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7475    1.7180    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1551   -0.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    1.8134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3429   -0.1741    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6647   -0.0455    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7611   -0.6609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4641    2.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9451    2.5190    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3173   -0.9379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8081    2.4441    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1676    1.1244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2793    1.0873    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5308   -0.3193    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7157    1.5229    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3717    2.0084    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
 12  6  1  0  0  0  0
 12 10  2  0  0  0  0
 13  7  1  0  0  0  0
 13  8  1  0  0  0  0
 14  3  1  0  0  0  0
 14 12  1  1  0  0  0
 15  2  1  0  0  0  0
 16  9  1  0  0  0  0
 17  7  1  0  0  0  0
 18  6  1  0  0  0  0
 19 15  1  0  0  0  0
 19 16  1  0  0  0  0
 20  1  1  1  0  0  0
 20  9  1  0  0  0  0
 20 14  1  0  0  0  0
 21  4  1  0  0  0  0
 21  8  1  0  0  0  0
 22 11  1  1  0  0  0
 22 17  1  0  0  0  0
 22 19  1  0  0  0  0
 22 21  1  0  0  0  0
 23  5  1  0  0  0  0
 23 15  1  0  0  0  0
 23 20  1  0  0  0  0
 24 11  1  0  0  0  0
 13 25  1  1  0  0  0
 16 26  1  6  0  0  0
 17 27  1  6  0  0  0
 28 18  2  0  0  0  0
 21 29  1  1  0  0  0
 23 30  1  1  0  0  0
 31 10  1  0  0  0  0
 31 18  1  0  0  0  0
 13 32  1  6  0  0  0
 14 33  1  6  0  0  0
 15 34  1  1  0  0  0
 16 35  1  1  0  0  0
 17 36  1  6  0  0  0
 19 37  1  6  0  0  0
M  CHG  1   6  -1
M  END
> <DATABASE_ID>
MMDBc0056238

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@@]([H])(O)C[C@@]([H])(O)[C@]4(CO)[C@@]3([H])[C@]([H])(O)C[C@]12C)C1=COC(=O)[CH-]1

> <INCHI_IDENTIFIER>
InChI=1S/C23H33O8/c1-20-9-16(26)19-15(23(20,30)5-3-14(20)12-6-18(28)31-10-12)2-4-21(29)8-13(25)7-17(27)22(19,21)11-24/h6,10,13-17,19,24-27,29-30H,2-5,7-9,11H2,1H3/q-1/t13-,14+,15+,16+,17+,19+,20+,21-,22+,23-/m0/s1

> <INCHI_KEY>
RPGXJNPPWHRVMA-QOHCMMFCSA-N

> <FORMULA>
C23H33O8

> <MOLECULAR_WEIGHT>
437.51

> <EXACT_MASS>
437.218091603

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.47804864663692

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-oxo-4-[(1S,2R,3R,5S,7S,10R,11S,14S,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,3-dihydrofuran-3-ide

> <JCHEM_LOGP>
-2.4329654486666676

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.12675595870725

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.66435036671475

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7628146895734202

> <JCHEM_POLAR_SURFACE_AREA>
147.68

> <JCHEM_REFRACTIVITY>
107.88759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
2-oxo-4-[(1S,2R,3R,5S,7S,10R,11S,14S,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-3H-furan-3-ide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0       0.200   0.373   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.950   5.197   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.179   4.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.151   0.643   0.000  0.00  0.00           C-1
HETATM    7  C   UNK     0       7.929   1.666   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.184  -0.887   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.897   1.123   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.612   0.593   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.675  -0.806   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.889  -0.054   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       4.374  -0.325   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       6.841  -0.085   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -5.154  -1.234   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.466   5.469   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       1.764   4.702   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -2.459  -1.751   0.000  0.00  0.00           O+0
HETATM   32  H   UNK     0       8.975   4.562   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0      -2.180   2.099   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       2.388   2.030   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.858  -0.596   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.936   2.843   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.427   3.749   0.000  0.00  0.00           H+0
CONECT    1   20                                                            
CONECT    2    4   15                                                       
CONECT    3    5   14                                                       
CONECT    4    2   21                                                       
CONECT    5    3   23                                                       
CONECT    6   12   18                                                       
CONECT    7   13   17                                                       
CONECT    8   13   21                                                       
CONECT    9   16   20                                                       
CONECT   10   12   31                                                       
CONECT   11   22   24                                                       
CONECT   12    6   10   14                                                  
CONECT   13    7    8   25   32                                             
CONECT   14    3   12   20   33                                             
CONECT   15    2   19   23   34                                             
CONECT   16    9   19   26   35                                             
CONECT   17    7   22   27   36                                             
CONECT   18    6   28   31                                                  
CONECT   19   15   16   22   37                                             
CONECT   20    1    9   14   23                                             
CONECT   21    4    8   22   29                                             
CONECT   22   11   17   19   21                                             
CONECT   23    5   15   20   30                                             
CONECT   24   11                                                            
CONECT   25   13                                                            
CONECT   26   16                                                            
CONECT   27   17                                                            
CONECT   28   18                                                            
CONECT   29   21                                                            
CONECT   30   23                                                            
CONECT   31   10   18                                                       
CONECT   32   13                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   17                                                            
CONECT   37   19                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   82    0
END

Synonyms

Value	Source
Ouabagenin	ChEBI
Ouabagenin anion	ChEBI

Molecular Formula

C₂₃H₃₃O₈

Average Mass

437.51

Monoisotopic Mass

437.218091603

IUPAC Name

2-oxo-4-[(1S,2R,3R,5S,7S,10R,11S,14S,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-2,3-dihydrofuran-3-ide

Traditional Name

2-oxo-4-[(1S,2R,3R,5S,7S,10R,11S,14S,15R,17R)-3,5,7,11,17-pentahydroxy-2-(hydroxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]-3H-furan-3-ide

CAS Registry Number

Not Available

SMILES

[H][C@@]1(CC[C@]2(O)[C@]3([H])CC[C@]4(O)C[C@@]([H])(O)C[C@@]([H])(O)[C@]4(CO)[C@@]3([H])[C@]([H])(O)C[C@]12C)C1=COC(=O)[CH-]1

InChI Identifier

InChI=1S/C23H33O8/c1-20-9-16(26)19-15(23(20,30)5-3-14(20)12-6-18(28)31-10-12)2-4-21(29)8-13(25)7-17(27)22(19,21)11-24/h6,10,13-17,19,24-27,29-30H,2-5,7-9,11H2,1H3/q-1/t13-,14+,15+,16+,17+,19+,20+,21-,22+,23-/m0/s1

InChI Key

RPGXJNPPWHRVMA-QOHCMMFCSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for ouabagenin (MMDBc0056238)

MOL for #<Metabolite:0x00007fd5d87e0990>

3D MOL for #<Metabolite:0x00007fd5d87e0990>

3D SDF for #<Metabolite:0x00007fd5d87e0990>

3D-SDF for #<Metabolite:0x00007fd5d87e0990>

PDB for #<Metabolite:0x00007fd5d87e0990>

3D PDB for #<Metabolite:0x00007fd5d87e0990>

SMILES for #<Metabolite:0x00007fd5d87e0990>

INCHI for #<Metabolite:0x00007fd5d87e0990>

Structure for #<Metabolite:0x00007fd5d87e0990>

3D Structure for #<Metabolite:0x00007fd5d87e0990>