MiMeDB: Showing metabocard for isochenodeoxycholic acid (MMDBc0056042)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:14:04 UTC

Update Date

2022-08-12 20:09:33 UTC

Metabolite ID

MMDBc0056042

Metabolite Identification

Common Name

isochenodeoxycholic acid

Description

Isochenodeoxycholate belongs to the class of organic compounds known as dihydroxy bile acids, alcohols and derivatives. Dihydroxy bile acids, alcohols and derivatives are compounds containing or derived from a bile acid or alcohol, and which bears exactly two carboxylic acid groups. Based on a literature review very few articles have been published on Isochenodeoxycholate.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652306172222142D          

 36 39  0  0  1  0            999 V2000
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447    5.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0338    6.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402    6.7968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834    6.2584    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6556    4.6172    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862    2.2749    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226    1.8393    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531    3.1590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.7644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    3.1961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347    0.8683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077    1.6121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 14  1  1  6  0  0  0
 14  4  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17  5  1  0  0  0  0
 17 14  1  6  0  0  0
 18  6  1  0  0  0  0
 19  9  1  0  0  0  0
 20 13  1  0  0  0  0
 21  7  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  6  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24  3  1  6  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 16 25  1  6  0  0  0
 20 26  1  1  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
 14 29  1  1  0  0  0
 15 30  1  6  0  0  0
 16 31  1  1  0  0  0
 17 32  1  1  0  0  0
 18 33  1  1  0  0  0
 19 34  1  1  0  0  0
 20 35  1  6  0  0  0
 22 36  1  6  0  0  0
M  CHG  1  28  -1
M  END

  Mrv1652306172222142D          

 36 39  0  0  1  0            999 V2000
   -0.9665    3.8530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3377    3.6816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218    4.0837    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1616    4.7300    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1278    2.5220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8106    2.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3447    5.3813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9620    3.3912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5256    3.8268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1498    3.5364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7135    3.9720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7104    1.9845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3665    1.4990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1493    3.9658    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.8983    2.1297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2423    2.6152    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3571    3.3145    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4620    2.5654    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8059    3.0509    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5544    1.6442    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0338    6.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2741    2.4202    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6180    2.9057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1817    3.3413    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0544    2.4700    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0226    1.0135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5402    6.7968    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7834    6.2584    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.6556    4.6172    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0862    2.2749    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5226    1.8393    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4531    3.1590    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6596    1.7644    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9938    3.1961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8347    0.8683    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1077    1.6121    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  7  4  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 14  1  1  6  0  0  0
 14  4  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16  8  1  0  0  0  0
 16 12  1  0  0  0  0
 17  5  1  0  0  0  0
 17 14  1  6  0  0  0
 18  6  1  0  0  0  0
 19  9  1  0  0  0  0
 20 13  1  0  0  0  0
 21  7  1  0  0  0  0
 22 18  1  0  0  0  0
 22 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23  2  1  6  0  0  0
 23 10  1  0  0  0  0
 23 15  1  0  0  0  0
 23 19  1  0  0  0  0
 24  3  1  6  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 18  1  0  0  0  0
 16 25  1  6  0  0  0
 20 26  1  1  0  0  0
 27 21  2  0  0  0  0
 28 21  1  0  0  0  0
 14 29  1  1  0  0  0
 15 30  1  6  0  0  0
 16 31  1  1  0  0  0
 17 32  1  1  0  0  0
 18 33  1  1  0  0  0
 19 34  1  1  0  0  0
 20 35  1  6  0  0  0
 22 36  1  6  0  0  0
M  CHG  1  28  -1
M  END
> <DATABASE_ID>
MMDBc0056042

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1

> <INCHI_KEY>
RUDATBOHQWOJDD-JGFDLHJZSA-M

> <FORMULA>
C24H39O4

> <MOLECULAR_WEIGHT>
391.573

> <EXACT_MASS>
391.285383316

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
45.876075605567905

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoate

> <JCHEM_LOGP>
3.7133055236666674

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.296339908541825

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.595945733487658

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5356636301705279

> <JCHEM_POLAR_SURFACE_AREA>
80.59

> <JCHEM_REFRACTIVITY>
120.11089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoate

> <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      -1.804   7.192   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.230   6.872   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.534   7.623   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.302   8.829   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.239   4.708   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.513   3.844   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.643  10.045   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.262   6.330   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.714   7.143   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.746   6.601   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.198   7.414   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.793   3.704   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.284   2.798   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.279   7.403   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.277   3.976   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.786   4.882   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.667   6.187   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.729   4.789   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.238   5.695   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.768   3.069   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -0.063  11.472   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.245   4.518   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.754   5.424   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.206   6.237   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      11.302   4.611   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       3.775   1.892   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -1.008  12.687   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       1.462  11.682   0.000  0.00  0.00           O-1
HETATM   29  H   UNK     0      -1.224   8.619   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.761   4.247   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0      10.309   3.433   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.846   5.897   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.098   3.294   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.722   5.966   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.291   1.621   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.934   3.009   0.000  0.00  0.00           H+0
CONECT    1   14                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4    7   14                                                       
CONECT    5    6   17                                                       
CONECT    6    5   18                                                       
CONECT    7    4   21                                                       
CONECT    8   10   16                                                       
CONECT    9   11   19                                                       
CONECT   10    8   23                                                       
CONECT   11    9   24                                                       
CONECT   12   15   16                                                       
CONECT   13   15   20                                                       
CONECT   14    1    4   17   29                                             
CONECT   15   12   13   23   30                                             
CONECT   16    8   12   25   31                                             
CONECT   17    5   14   24   32                                             
CONECT   18    6   22   24   33                                             
CONECT   19    9   22   23   34                                             
CONECT   20   13   22   26   35                                             
CONECT   21    7   27   28                                                  
CONECT   22   18   19   20   36                                             
CONECT   23    2   10   15   19                                             
CONECT   24    3   11   17   18                                             
CONECT   25   16                                                            
CONECT   26   20                                                            
CONECT   27   21                                                            
CONECT   28   21                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   16                                                            
CONECT   32   17                                                            
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   22                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   78    0
END

Synonyms

Value	Source
(3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-Oate	ChEBI
(3b,5b,7a)-3,7-Dihydroxycholan-24-Oate	Generator
(3b,5b,7a)-3,7-Dihydroxycholan-24-Oic acid	Generator
(3beta,5beta,7alpha)-3,7-Dihydroxycholan-24-Oic acid	Generator
(3Β,5β,7α)-3,7-dihydroxycholan-24-Oate	Generator
(3Β,5β,7α)-3,7-dihydroxycholan-24-Oic acid	Generator
Isochenodeoxycholic acid	Generator

Molecular Formula

C₂₄H₃₉O₄

Average Mass

391.573

Monoisotopic Mass

391.285383316

IUPAC Name

(4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoate

Traditional Name

(4R)-4-[(1S,2S,5S,7S,9R,10R,11S,14R,15R)-5,9-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-14-yl]pentanoate

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(CCC([O-])=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@]([H])(O)C[C@]4([H])C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/p-1/t14-,15+,16+,17-,18+,19+,20-,22+,23+,24-/m1/s1

InChI Key

RUDATBOHQWOJDD-JGFDLHJZSA-M

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 isochenodeoxycholic acid (MMDBc0056042)

MOL for #<Metabolite:0x00007fd5d032dd88>

3D MOL for #<Metabolite:0x00007fd5d032dd88>

3D SDF for #<Metabolite:0x00007fd5d032dd88>

3D-SDF for #<Metabolite:0x00007fd5d032dd88>

PDB for #<Metabolite:0x00007fd5d032dd88>

3D PDB for #<Metabolite:0x00007fd5d032dd88>

SMILES for #<Metabolite:0x00007fd5d032dd88>

INCHI for #<Metabolite:0x00007fd5d032dd88>

Structure for #<Metabolite:0x00007fd5d032dd88>

3D Structure for #<Metabolite:0x00007fd5d032dd88>