MiMeDB: Showing metabocard for isolithocholic acid (MMDBc0056046)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 20:14:10 UTC

Update Date

2022-12-15 22:52:22 UTC

Metabolite ID

MMDBc0056046

Metabolite Identification

Common Name

isolithocholic acid

Description

Isolithocholate belongs to the class of organic compounds known as monohydroxy bile acids, alcohols and derivatives. These are bile acids, alcohols or any of their derivatives bearing a hydroxyl group. Based on a literature review very few articles have been published on Isolithocholate.

Structure

MOL SDF PDB SMILES InChI

  Mrv1652306172222142D          

 34 37  0  0  1  0            999 V2000
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1750    3.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    4.4489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923    3.9104    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.5533    2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -0.5585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 15  1  1  6  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
 19 15  1  6  0  0  0
 20  8  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  6  0  0  0
 23 12  1  0  0  0  0
 23 16  1  0  0  0  0
 23 21  1  0  0  0  0
 24  3  1  6  0  0  0
 24 13  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 17 25  1  6  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 15 28  1  1  0  0  0
 16 29  1  6  0  0  0
 17 30  1  1  0  0  0
 18 31  1  6  0  0  0
 19 32  1  1  0  0  0
 20 33  1  1  0  0  0
 21 34  1  1  0  0  0
M  CHG  1  27  -1
M  END

  Mrv1652306172222142D          

 34 37  0  0  1  0            999 V2000
    0.2424    1.5050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5466    1.3336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0307    1.7357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.3821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5754   -0.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7633   -0.7037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3367    0.1741    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0195   -0.2889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8642    3.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1708    1.0432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7345    1.4789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3587    1.1884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9224    1.6241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9193   -0.3634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0596    1.6179    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1072   -0.2182    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4511    0.2673    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4830    0.0722    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5660    0.9666    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6708    0.2174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0148    0.7029    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.1750    3.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8269    0.5577    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3905    0.9934    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2632    0.1221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6687    4.4489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9923    3.9104    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    0.5533    2.2692    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6390    0.4125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7314   -0.5086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9511   -0.5585    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7557    0.8111    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2027    0.8481    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2951   -0.0730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  5  1  0  0  0  0
  8  7  1  0  0  0  0
  9  4  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 15  1  1  6  0  0  0
 15  4  1  0  0  0  0
 16  5  1  0  0  0  0
 16 14  1  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18  6  1  0  0  0  0
 19  7  1  0  0  0  0
 19 15  1  6  0  0  0
 20  8  1  0  0  0  0
 20 18  1  0  0  0  0
 21 11  1  0  0  0  0
 21 18  1  0  0  0  0
 22  9  1  0  0  0  0
 23  2  1  6  0  0  0
 23 12  1  0  0  0  0
 23 16  1  0  0  0  0
 23 21  1  0  0  0  0
 24  3  1  6  0  0  0
 24 13  1  0  0  0  0
 24 19  1  0  0  0  0
 24 20  1  0  0  0  0
 17 25  1  6  0  0  0
 26 22  2  0  0  0  0
 27 22  1  0  0  0  0
 15 28  1  1  0  0  0
 16 29  1  6  0  0  0
 17 30  1  1  0  0  0
 18 31  1  6  0  0  0
 19 32  1  1  0  0  0
 20 33  1  1  0  0  0
 21 34  1  1  0  0  0
M  CHG  1  27  -1
M  END
> <DATABASE_ID>
MMDBc0056046

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/p-1/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1

> <INCHI_KEY>
SMEROWZSTRWXGI-WFVDQZAMSA-M

> <FORMULA>
C24H39O3

> <MOLECULAR_WEIGHT>
375.574

> <EXACT_MASS>
375.290468696

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
45.10577107773109

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
1

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

> <JCHEM_LOGP>
5.022070320666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.296396321121705

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.791043111632056

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3569565580180343

> <JCHEM_POLAR_SURFACE_AREA>
60.36

> <JCHEM_REFRACTIVITY>
118.51839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-hydroxy-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       0.452   2.809   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.487   2.489   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.791   3.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.558   4.447   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.541  -1.585   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.025  -1.314   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.495   0.325   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.770  -0.539   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.613   5.662   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.519   1.947   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.971   2.761   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.003   2.218   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.455   3.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.049  -0.678   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.978   3.020   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.533  -0.407   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.042   0.499   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       6.502   0.135   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.923   1.804   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.986   0.406   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.494   1.312   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.193   7.089   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       9.010   1.041   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.462   1.854   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      13.558   0.228   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       1.248   8.305   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       3.719   7.299   0.000  0.00  0.00           O-1
HETATM   28  H   UNK     0       1.033   4.236   0.000  0.00  0.00           H+0
HETATM   29  H   UNK     0      10.526   0.770   0.000  0.00  0.00           H+0
HETATM   30  H   UNK     0      12.565  -0.949   0.000  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.509  -1.043   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.411   1.514   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.978   1.583   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       8.017  -0.136   0.000  0.00  0.00           H+0
CONECT    1   15                                                            
CONECT    2   23                                                            
CONECT    3   24                                                            
CONECT    4    9   15                                                       
CONECT    5    6   16                                                       
CONECT    6    5   18                                                       
CONECT    7    8   19                                                       
CONECT    8    7   20                                                       
CONECT    9    4   22                                                       
CONECT   10   12   17                                                       
CONECT   11   13   21                                                       
CONECT   12   10   23                                                       
CONECT   13   11   24                                                       
CONECT   14   16   17                                                       
CONECT   15    1    4   19   28                                             
CONECT   16    5   14   23   29                                             
CONECT   17   10   14   25   30                                             
CONECT   18    6   20   21   31                                             
CONECT   19    7   15   24   32                                             
CONECT   20    8   18   24   33                                             
CONECT   21   11   18   23   34                                             
CONECT   22    9   26   27                                                  
CONECT   23    2   12   16   21                                             
CONECT   24    3   13   19   20                                             
CONECT   25   17                                                            
CONECT   26   22                                                            
CONECT   27   22                                                            
CONECT   28   15                                                            
CONECT   29   16                                                            
CONECT   30   17                                                            
CONECT   31   18                                                            
CONECT   32   19                                                            
CONECT   33   20                                                            
CONECT   34   21                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

Synonyms

Value	Source
(3beta,5beta)-3-Hydroxycholan-24-Oate	ChEBI
3beta-Lithocholate	ChEBI
(3b,5b)-3-Hydroxycholan-24-Oate	Generator
(3b,5b)-3-Hydroxycholan-24-Oic acid	Generator
(3beta,5beta)-3-Hydroxycholan-24-Oic acid	Generator
(3Β,5β)-3-hydroxycholan-24-Oate	Generator
(3Β,5β)-3-hydroxycholan-24-Oic acid	Generator
3b-Lithocholate	Generator
3b-Lithocholic acid	Generator
3beta-Lithocholic acid	Generator
3Β-lithocholate	Generator
3Β-lithocholic acid	Generator
Isolithocholic acid	Generator

Molecular Formula

C₂₄H₃₉O₃

Average Mass

375.574

Monoisotopic Mass

375.290468696

IUPAC Name

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

Traditional Name

(4R)-4-[(1S,2S,5S,7R,10R,11S,14R,15R)-5-hydroxy-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])CC[C@]4([H])C[C@@]([H])(O)CC[C@]4(C)[C@@]3([H])CC[C@]12C

InChI Identifier

InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/p-1/t15-,16-,17+,18+,19-,20+,21+,23+,24-/m1/s1

InChI Key

SMEROWZSTRWXGI-WFVDQZAMSA-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 isolithocholic acid (MMDBc0056046)

MOL for #<Metabolite:0x00007fd5cfcfb690>

3D MOL for #<Metabolite:0x00007fd5cfcfb690>

3D SDF for #<Metabolite:0x00007fd5cfcfb690>

3D-SDF for #<Metabolite:0x00007fd5cfcfb690>

PDB for #<Metabolite:0x00007fd5cfcfb690>

3D PDB for #<Metabolite:0x00007fd5cfcfb690>

SMILES for #<Metabolite:0x00007fd5cfcfb690>

INCHI for #<Metabolite:0x00007fd5cfcfb690>

Structure for #<Metabolite:0x00007fd5cfcfb690>

3D Structure for #<Metabolite:0x00007fd5cfcfb690>