Showing metabocard for Isobutanol (MMDBc0000252)

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Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:41:25 UTC
Update Date2024-09-28 03:51:34 UTC
Metabolite IDMMDBc0000252
Metabolite Identification
Common NameIsobutanol
DescriptionIsobutanol is an aliphatic alcohol. Isobutanol is a colorless, flammable, organic compound with a characteristic smell. Isobutanol is widely used in industry, as a solvent in chemical reactions, as well as being a useful starting material for organic synthesis. Isobutanol is a flammable liquid that should be stored and used in well-ventilated areas. It is moderately irritating to the skin and greatly irritating to the eyes, mucous membranes and respiratory tract. Exposure to high concentrations of its vapour can cause temporary narcosis. Isobutanol is occasionally found as a volatile component of urine and arises from gut microbial metabolism. Isobutanol is used as one of the markers to measure occupational exposure to a mixture of solvents. Aliphatic alcohols levels increase in both diabetes mellitus and insulin-dependent diabetes patients. (PMID: 5556886 , 2477620 , 9143482 , 7627316 , 2288731 ). Isobutanol is a microbial metabolite found in Clostridium, Cupriavidus, Escherichia, Geobacillus, Saccharomyces and Synechococcus (PMID: 19946322 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fd5cc3663d0>

  Mrv1652305271900172D          

  5  4  0  0  0  0            999 V2000
   18.6164   -3.7814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1875   -3.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9020   -3.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4730   -3.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1875   -4.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fd5cc3663d0>

HMDB0006006
     RDKit          3D
Isobutanol
 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.4973    1.3659   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -0.0452   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -1.0532   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0547   -0.4496    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    0.3330    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3965    1.7675    0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0432    2.0557   -0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741    1.4172   -0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826   -0.1396   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1413   -0.5359   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -1.8617   -0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1996   -1.5497    0.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7423   -0.4881    1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -1.4850    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891    0.6686   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  3 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
M  END
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3D SDF for #<Metabolite:0x00007fd5cc3663d0>

  Mrv1652305271900172D          

  5  4  0  0  0  0            999 V2000
   18.6164   -3.7814    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1875   -3.7814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9020   -3.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4730   -3.3689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1875   -4.6064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000252

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CO

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3

> <INCHI_KEY>
ZXEKIIBDNHEJCQ-UHFFFAOYSA-N

> <FORMULA>
C4H10O

> <MOLECULAR_WEIGHT>
74.1216

> <EXACT_MASS>
74.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
9.065725629445156

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylpropan-1-ol

> <ALOGPS_LOGP>
0.60

> <JCHEM_LOGP>
0.7257261073333335

> <ALOGPS_LOGS>
0.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.32703147494006

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7809564328612169

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
22.005499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.40e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isobutanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fd5cc3663d0>

HMDB0006006
     RDKit          3D
Isobutanol
 15 14  0  0  0  0  0  0  0  0999 V2000
   -0.4973    1.3659   -0.1161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0508   -0.0452   -0.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1777   -1.0532   -0.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0547   -0.4496    0.6673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    0.3330    0.4939 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3965    1.7675    0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0432    2.0557   -0.7883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741    1.4172   -0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3826   -0.1396   -1.3141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1413   -0.5359   -0.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0304   -1.8617   -0.9652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1996   -1.5497    0.7873 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7423   -0.4881    1.7146 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3602   -1.4850    0.3860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2891    0.6686   -0.4251 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  3 10  1  0
  3 11  1  0
  3 12  1  0
  4 13  1  0
  4 14  1  0
  5 15  1  0
M  END
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PDB for #<Metabolite:0x00007fd5cc3663d0>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  O   UNK     0      34.751  -7.059   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      32.083  -7.059   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.417  -6.289   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      30.750  -6.289   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.083  -8.599   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    3    4    5                                                  
CONECT    3    1    2                                                       
CONECT    4    2                                                            
CONECT    5    2                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x00007fd5cc3663d0>

COMPND    HMDB0006006
HETATM    1  C1  UNL     1      -0.497   1.366  -0.116  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.051  -0.045  -0.277  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.178  -1.053  -0.199  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.055  -0.450   0.667  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.196   0.333   0.494  1.00  0.00           O  
HETATM    6  H1  UNL     1      -0.396   1.767   0.904  1.00  0.00           H  
HETATM    7  H2  UNL     1       0.043   2.056  -0.788  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.574   1.417  -0.436  1.00  0.00           H  
HETATM    9  H4  UNL     1       0.383  -0.140  -1.314  1.00  0.00           H  
HETATM   10  H5  UNL     1      -2.141  -0.536  -0.433  1.00  0.00           H  
HETATM   11  H6  UNL     1      -1.030  -1.862  -0.965  1.00  0.00           H  
HETATM   12  H7  UNL     1      -1.200  -1.550   0.787  1.00  0.00           H  
HETATM   13  H8  UNL     1       0.742  -0.488   1.715  1.00  0.00           H  
HETATM   14  H9  UNL     1       1.360  -1.485   0.386  1.00  0.00           H  
HETATM   15  H10 UNL     1       2.289   0.669  -0.425  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    4    9
CONECT    3   10   11   12
CONECT    4    5   13   14
CONECT    5   15
END
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SMILES for #<Metabolite:0x00007fd5cc3663d0>

CC(C)CO
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INCHI for #<Metabolite:0x00007fd5cc3663d0>

InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3
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Synonyms
Molecular FormulaC4H10O
Average Mass74.1216
Monoisotopic Mass74.073164942
IUPAC Name2-methylpropan-1-ol
Traditional Nameisobutanol
CAS Registry Number78-83-1
SMILES
CC(C)CO
InChI Identifier
InChI=1S/C4H10O/c1-4(2)3-5/h4-5H,3H2,1-2H3
InChI KeyZXEKIIBDNHEJCQ-UHFFFAOYSA-N