MiMeDB: Showing metabocard for dihydroouabain (MMDBc0055928)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:11:01 UTC

Update Date

2022-08-12 20:09:29 UTC

Metabolite ID

MMDBc0055928

Metabolite Identification

Common Name

dihydroouabain

Description

DIHYDROOUABAIN belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety. Based on a literature review a significant number of articles have been published on DIHYDROOUABAIN.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172222112D          

 53 58  0  0  1  0            999 V2000
    5.8429   -0.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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  0  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
    6.1232   -0.2240    0.0000 C   0  0  1  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
    6.9354   -0.0788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2157    0.6972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6838    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8717    1.1827    0.0000 C   0  0  1  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
    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
    7.4672   -0.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0278    0.8424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9641    2.1038    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
    5.5914    0.4067    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
    6.6551   -0.8547    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535    0.1621    0.0000 H   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
    7.7475    0.0665    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035    0.5520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960    1.4731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1520    1.9586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 13  1  1  6  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  4  1  0  0  0  0
 16 14  1  1  0  0  0
 17  3  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 20  7  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 13  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26  2  1  1  0  0  0
 26 10  1  0  0  0  0
 26 16  1  0  0  0  0
 27  5  1  0  0  0  0
 27  9  1  0  0  0  0
 28 12  1  1  0  0  0
 28 19  1  0  0  0  0
 28 21  1  0  0  0  0
 28 27  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 26  1  0  0  0  0
 30 12  1  0  0  0  0
 18 31  1  6  0  0  0
 19 32  1  6  0  0  0
 33 20  2  0  0  0  0
 22 34  1  1  0  0  0
 23 35  1  1  0  0  0
 24 36  1  6  0  0  0
 27 37  1  1  0  0  0
 29 38  1  1  0  0  0
 39 11  1  0  0  0  0
 39 20  1  0  0  0  0
 40 13  1  0  0  0  0
 40 25  1  0  0  0  0
 15 41  1  1  0  0  0
 25 41  1  1  0  0  0
 13 42  1  1  0  0  0
 43 14  1  0  0  0  0
 15 44  1  6  0  0  0
 16 45  1  6  0  0  0
 17 46  1  1  0  0  0
 18 47  1  1  0  0  0
 19 48  1  6  0  0  0
 21 49  1  6  0  0  0
 22 50  1  6  0  0  0
 23 51  1  1  0  0  0
 24 52  1  1  0  0  0
 25 53  1  6  0  0  0
M  END


  Mrv1652306172222112D          

 53 58  0  0  1  0            999 V2000
    5.8429   -0.9999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    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  0  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
    6.1232   -0.2240    0.0000 C   0  0  1  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
    6.9354   -0.0788    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2157    0.6972    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.6838    1.3279    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8717    1.1827    0.0000 C   0  0  1  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
    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
    7.4672   -0.7095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0278    0.8424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9641    2.1038    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
    5.5914    0.4067    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
    6.6551   -0.8547    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535    0.1621    0.0000 H   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
    7.7475    0.0665    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4035    0.5520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4960    1.4731    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1520    1.9586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 13  1  1  6  0  0  0
 14  7  1  0  0  0  0
 14 11  1  0  0  0  0
 15  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  4  1  0  0  0  0
 16 14  1  1  0  0  0
 17  3  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 20  7  1  0  0  0  0
 21 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 13  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26  2  1  1  0  0  0
 26 10  1  0  0  0  0
 26 16  1  0  0  0  0
 27  5  1  0  0  0  0
 27  9  1  0  0  0  0
 28 12  1  1  0  0  0
 28 19  1  0  0  0  0
 28 21  1  0  0  0  0
 28 27  1  0  0  0  0
 29  6  1  0  0  0  0
 29 17  1  0  0  0  0
 29 26  1  0  0  0  0
 30 12  1  0  0  0  0
 18 31  1  6  0  0  0
 19 32  1  6  0  0  0
 33 20  2  0  0  0  0
 22 34  1  1  0  0  0
 23 35  1  1  0  0  0
 24 36  1  6  0  0  0
 27 37  1  1  0  0  0
 29 38  1  1  0  0  0
 39 11  1  0  0  0  0
 39 20  1  0  0  0  0
 40 13  1  0  0  0  0
 40 25  1  0  0  0  0
 15 41  1  1  0  0  0
 25 41  1  1  0  0  0
 13 42  1  1  0  0  0
 43 14  1  0  0  0  0
 15 44  1  6  0  0  0
 16 45  1  6  0  0  0
 17 46  1  1  0  0  0
 18 47  1  1  0  0  0
 19 48  1  6  0  0  0
 21 49  1  6  0  0  0
 22 50  1  6  0  0  0
 23 51  1  1  0  0  0
 24 52  1  1  0  0  0
 25 53  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0055928

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C29H46O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h13-19,21-25,30-32,34-38H,3-12H2,1-2H3/t13-,14?,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1

> <INCHI_KEY>
ZTFGOPUOTATSAL-CFVDWFIMSA-N

> <FORMULA>
C29H46O12

> <MOLECULAR_WEIGHT>
586.675

> <EXACT_MASS>
586.298926921

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
61.39343555876034

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]oxolan-2-one

> <JCHEM_LOGP>
-3.0472586180000003

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.14422712896711

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209638326414378

> <JCHEM_PKA_STRONGEST_BASIC>
-2.829529493873454

> <JCHEM_POLAR_SURFACE_AREA>
206.6

> <JCHEM_REFRACTIVITY>
140.0841

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]oxolan-2-one

> <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      10.907  -1.866   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.200   0.373   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.434   4.926   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.095   3.288   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.950   5.197   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.179   4.152   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.151   0.643   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.929   1.666   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.459   4.291   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.865   0.581   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.184  -0.887   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.897   1.123   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.430  -0.418   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.612   0.593   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.452   3.114   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.667   1.809   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.911   3.478   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.381   0.852   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.413   1.394   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.675  -0.806   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.904   2.301   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.946  -0.147   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      13.469   1.301   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      12.477   2.479   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      10.961   2.208   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.872   1.759   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.943   4.020   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.420   2.572   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.395   3.207   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       5.889  -0.054   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       4.374  -0.325   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       6.841  -0.085   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -5.154  -1.234   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      13.939  -1.324   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      14.985   1.572   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      13.000   3.927   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       6.466   5.469   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       1.764   4.702   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      -2.459  -1.751   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      10.437   0.759   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       9.968   3.385   0.000  0.00  0.00           O+0
HETATM   42  H   UNK     0      12.423  -1.595   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -0.100   0.303   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0       8.975   4.562   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -2.180   2.099   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0       2.388   2.030   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0       2.858  -0.596   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0       6.936   2.843   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       4.427   3.749   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      14.462   0.124   0.000  0.00  0.00           H+0
HETATM   51  H   UNK     0      11.953   1.030   0.000  0.00  0.00           H+0
HETATM   52  H   UNK     0      13.992   2.750   0.000  0.00  0.00           H+0
HETATM   53  H   UNK     0      11.484   3.656   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   26                                                            
CONECT    3    5   17                                                       
CONECT    4    6   16                                                       
CONECT    5    3   27                                                       
CONECT    6    4   29                                                       
CONECT    7   14   20                                                       
CONECT    8   15   19                                                       
CONECT    9   15   27                                                       
CONECT   10   18   26                                                       
CONECT   11   14   39                                                       
CONECT   12   28   30                                                       
CONECT   13    1   22   40   42                                             
CONECT   14    7   11   16   43                                             
CONECT   15    8    9   41   44                                             
CONECT   16    4   14   26   45                                             
CONECT   17    3   21   29   46                                             
CONECT   18   10   21   31   47                                             
CONECT   19    8   28   32   48                                             
CONECT   20    7   33   39                                                  
CONECT   21   17   18   28   49                                             
CONECT   22   13   23   34   50                                             
CONECT   23   22   24   35   51                                             
CONECT   24   23   25   36   52                                             
CONECT   25   24   40   41   53                                             
CONECT   26    2   10   16   29                                             
CONECT   27    5    9   28   37                                             
CONECT   28   12   19   21   27                                             
CONECT   29    6   17   26   38                                             
CONECT   30   12                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   22                                                            
CONECT   35   23                                                            
CONECT   36   24                                                            
CONECT   37   27                                                            
CONECT   38   29                                                            
CONECT   39   11   20                                                       
CONECT   40   13   25                                                       
CONECT   41   15   25                                                       
CONECT   42   13                                                            
CONECT   43   14                                                            
CONECT   44   15                                                            
CONECT   45   16                                                            
CONECT   46   17                                                            
CONECT   47   18                                                            
CONECT   48   19                                                            
CONECT   49   21                                                            
CONECT   50   22                                                            
CONECT   51   23                                                            
CONECT   52   24                                                            
CONECT   53   25                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  116    0
END

Synonyms

Value	Source
(1beta,3beta,5beta,11alpha,20XI)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycardanolide	ChEBI
3beta-[(6-Deoxy-alpha-L-mannopyranosyl)oxy]-1beta,5,11alpha,14,19-pentahydroxy-5beta,20xi-cardanolide	ChEBI
Dihydro-g-strophanthin	ChEBI
(1b,3b,5b,11a,20XI)-3-[(6-deoxy-a-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycardanolide	Generator
(1Β,3β,5β,11α,20xi)-3-[(6-deoxy-α-L-mannopyranosyl)oxy]-1,5,11,14,19-pentahydroxycardanolide	Generator
3b-[(6-Deoxy-a-L-mannopyranosyl)oxy]-1b,5,11a,14,19-pentahydroxy-5b,20xi-cardanolide	Generator
3Β-[(6-deoxy-α-L-mannopyranosyl)oxy]-1β,5,11α,14,19-pentahydroxy-5β,20xi-cardanolide	Generator

Molecular Formula

C₂₉H₄₆O₁₂

Average Mass

586.675

Monoisotopic Mass

586.298926921

IUPAC Name

4-[(1S,2R,3R,5S,7S,10R,11S,14R,15R,17R)-3,7,11,17-tetrahydroxy-2-(hydroxymethyl)-15-methyl-5-{[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]oxolan-2-one

Traditional Name

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C29H46O12/c1-13-22(34)23(35)24(36)25(40-13)41-15-8-19(32)28(12-30)21-17(3-5-27(28,37)9-15)29(38)6-4-16(14-7-20(33)39-11-14)26(29,2)10-18(21)31/h13-19,21-25,30-32,34-38H,3-12H2,1-2H3/t13-,14?,15-,16+,17+,18+,19+,21+,22-,23+,24+,25-,26+,27-,28+,29-/m0/s1

InChI Key

ZTFGOPUOTATSAL-CFVDWFIMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cardenolide glycosides and derivatives. Cardenolide glycosides and derivatives are compounds containing a carbohydrate glycosidically bound to the cardenolide moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Steroid lactones

Direct Parent

Cardenolide glycosides and derivatives

Alternative Parents

Substituents

Cardanolide-glycoside
Steroidal glycoside
19-hydroxysteroid
1-hydroxysteroid
14-hydroxysteroid
5-hydroxysteroid
11-hydroxysteroid
11-alpha-hydroxysteroid
Hydroxysteroid
Glycosyl compound
O-glycosyl compound
Gamma butyrolactone
Monosaccharide
Oxane
Tertiary alcohol
Cyclic alcohol
Tetrahydrofuran
Secondary alcohol
Carboxylic acid ester
Lactone
Polyol
Carboxylic acid derivative
Acetal
Oxacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Alcohol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Primary alcohol
Organooxygen compound
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-3	ChemAxon
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	206.6 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	140.08 m³·mol⁻¹	ChemAxon
Polarizability	61.39 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	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_32) - 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)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-18	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

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
Bacteria	Actinobacteria	1	Human ; Human feces

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

5254723

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6852401

PDB ID

Not Available

ChEBI ID

131146

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for dihydroouabain (MMDBc0055928)

MOL for #<Metabolite:0x00007fed15d077d0>

3D MOL for #<Metabolite:0x00007fed15d077d0>

3D SDF for #<Metabolite:0x00007fed15d077d0>

3D-SDF for #<Metabolite:0x00007fed15d077d0>

PDB for #<Metabolite:0x00007fed15d077d0>

3D PDB for #<Metabolite:0x00007fed15d077d0>

SMILES for #<Metabolite:0x00007fed15d077d0>

INCHI for #<Metabolite:0x00007fed15d077d0>

Structure for #<Metabolite:0x00007fed15d077d0>

3D Structure for #<Metabolite:0x00007fed15d077d0>