Showing metabocard for isoamylol (MMDBc0033039)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:32:08 UTC
Update Date2024-04-30 19:59:13 UTC
Metabolite IDMMDBc0033039
Metabolite Identification
Common Nameisoamylol
DescriptionIsoamylol, also known as isopentanol, isoamyl alcohol or 3-methylbutanol, belongs to the class of organic compounds known as primary alcohols. Primary alcohols are compounds comprising the primary alcohol functional group, with the general structure RCOH (R=alkyl, aryl). Thus, isopentanol is considered to be a fatty alcohol lipid molecule. Isopentanol is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Isopentanol exists in all eukaryotes, ranging from yeast to humans. Isopentanol is an alcoholic, banana, and burnt tasting compound. Isopentanol is found, on average, in the highest concentration within milk (cow). Isopentanol has also been detected, but not quantified, in several different foods, such as chinese cinnamons, grapefruits, walnuts, wild leeks, and spearmints. This could make isopentanol a potential biomarker for the consumption of these foods. Isopentanol is one of several isomers of amyl alcohol. Isopentanol is the major higher chain alcohol in alcoholic beverages and is present in cider, mead, beer, wine, and spirits to varying degrees, being obtained by the fermentation of starches. Isopentanol, with regard to humans, has been found to be associated with the diseases such as ulcerative colitis; isopentanol has also been linked to the inborn metabolic disorder celiac disease. Isopentanol is a metabolite found in Escherichia (PMID:18676713 ).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007fa4c08402f8>


  Mrv1652309272007432D          

  6  5  0  0  1  0            999 V2000
   -0.9596    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6741    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fa4c08402f8>

HMDB0006007
     RDKit          3D
Isopentanol
 18 17  0  0  0  0  0  0  0  0999 V2000
   -0.9778   -1.2669    0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418    0.2037    0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505    1.0443   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6911    0.4900   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -0.3813    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -0.2095   -0.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966   -1.7291   -0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498   -1.4125   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541   -1.8271    1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    0.4061    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5536    1.2731   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863    0.4512   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8105    1.9991    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865    0.2485   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    1.5704   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -0.1070    1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780   -1.4328    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1296    0.6798   -0.5696 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
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
M  END
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3D SDF for #<Metabolite:0x00007fa4c08402f8>


  Mrv1652309272007432D          

  6  5  0  0  1  0            999 V2000
   -0.9596    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6741    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9596    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2451    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033039

> <DATABASE_NAME>
MIME

> <SMILES>
CC(C)CCO

> <INCHI_IDENTIFIER>
InChI=1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3

> <INCHI_KEY>
PHTQWCKDNZKARW-UHFFFAOYSA-N

> <FORMULA>
C5H12O

> <MOLECULAR_WEIGHT>
88.1482

> <EXACT_MASS>
88.088815006

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
11.028464538980348

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-methylbutan-1-ol

> <ALOGPS_LOGP>
1.33

> <JCHEM_LOGP>
1.0923410423333335

> <ALOGPS_LOGS>
-0.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.166789338364286

> <JCHEM_PKA_STRONGEST_BASIC>
-1.851046343399461

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
26.6835

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.80e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isoamyl alcohol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007fa4c08402f8>

HMDB0006007
     RDKit          3D
Isopentanol
 18 17  0  0  0  0  0  0  0  0999 V2000
   -0.9778   -1.2669    0.1535 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6418    0.2037    0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7505    1.0443   -0.3077 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6911    0.4900   -0.3467 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7154   -0.3813    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9966   -0.2095   -0.1692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966   -1.7291   -0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0498   -1.4125   -0.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7541   -1.8271    1.0975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656    0.4061    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5536    1.2731   -1.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6863    0.4512   -0.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8105    1.9991    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5865    0.2485   -1.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9266    1.5704   -0.1916 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7625   -0.1070    1.4261 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3780   -1.4328    0.2898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1296    0.6798   -0.5696 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
  5  6  1  0
  1  7  1  0
  1  8  1  0
  1  9  1  0
  2 10  1  0
  3 11  1  0
  3 12  1  0
  3 13  1  0
  4 14  1  0
  4 15  1  0
  5 16  1  0
  5 17  1  0
  6 18  1  0
M  END
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PDB for #<Metabolite:0x00007fa4c08402f8>

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0      -1.791   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.125   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.791   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.458   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.876   0.770   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       2.210   0.000   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1                                                            
CONECT    3    1                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
MASTER        0    0    0    0    0    0    0    0    6    0   10    0
END
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3D PDB for #<Metabolite:0x00007fa4c08402f8>

COMPND    HMDB0006007
HETATM    1  C1  UNL     1      -0.978  -1.267   0.154  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.642   0.204   0.316  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.750   1.044  -0.308  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.691   0.490  -0.347  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.715  -0.381   0.353  1.00  0.00           C  
HETATM    6  O1  UNL     1       2.997  -0.209  -0.169  1.00  0.00           O  
HETATM    7  H1  UNL     1      -0.397  -1.729  -0.672  1.00  0.00           H  
HETATM    8  H2  UNL     1      -2.050  -1.412  -0.113  1.00  0.00           H  
HETATM    9  H3  UNL     1      -0.754  -1.827   1.097  1.00  0.00           H  
HETATM   10  H4  UNL     1      -0.566   0.406   1.422  1.00  0.00           H  
HETATM   11  H5  UNL     1      -1.554   1.273  -1.357  1.00  0.00           H  
HETATM   12  H6  UNL     1      -2.686   0.451  -0.169  1.00  0.00           H  
HETATM   13  H7  UNL     1      -1.810   1.999   0.245  1.00  0.00           H  
HETATM   14  H8  UNL     1       0.586   0.248  -1.407  1.00  0.00           H  
HETATM   15  H9  UNL     1       0.927   1.570  -0.192  1.00  0.00           H  
HETATM   16  H10 UNL     1       1.763  -0.107   1.426  1.00  0.00           H  
HETATM   17  H11 UNL     1       1.378  -1.433   0.290  1.00  0.00           H  
HETATM   18  H12 UNL     1       3.130   0.680  -0.570  1.00  0.00           H  
CONECT    1    2    7    8    9
CONECT    2    3    4   10
CONECT    3   11   12   13
CONECT    4    5   14   15
CONECT    5    6   16   17
CONECT    6   18
END
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SMILES for #<Metabolite:0x00007fa4c08402f8>

CC(C)CCO
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INCHI for #<Metabolite:0x00007fa4c08402f8>

InChI=1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3
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Synonyms
ValueSource
1-HYDROXY-3-methylbutaneChEBI
2-Methyl-4-butanolChEBI
3-Methyl-1-butanolChEBI
3-MethylbutanolChEBI
Alcool isoamyliqueChEBI
I-amyl alcoholChEBI
Iso-amylalkoholChEBI
Isoamyl alcoholChEBI
IsobutylcarbinolChEBI
Isopentan-1-olChEBI
Isopentyl alcoholChEBI
IsopentylalkoholChEBI
Primary isoamyl alcoholChEBI
Isopentyl alcohol, 1-(14)C-labeledMeSH
Isopentyl alcohol, barium saltMeSH
Isopentyl alcohol, lead (2+) saltMeSH
Isopentyl alcohol, magnesium saltMeSH
Isopentyl alcohol, potassium saltMeSH
Isopentyl alcohol, sodium saltMeSH
Isopentyl alcohol, strontium saltMeSH
3-Methyl-butan-(1)-olHMDB
3-Methyl-butanolHMDB
3-Methylbutan-1-olHMDB
3-MethylbutanoIHMDB
Butan-1-ol, 3-methylHMDB
Fermentation amyl alcoholHMDB
Fusel oilHMDB
iso-Amyl alcoholHMDB
Isoamyl alcohol (3-methyl butanol)HMDB
Isoamyl alcohol (natural)HMDB
Isoamyl alkoholHMDB
IsoamylalcoholHMDB
IsoamylolHMDB
Isobutyl carbinolHMDB
Methyl-3-butan-1-olHMDB
IsopentanolChEBI
Molecular FormulaC5H12O
Average Mass88.1482
Monoisotopic Mass88.088815006
IUPAC Name3-methylbutan-1-ol
Traditional Nameisoamyl alcohol
CAS Registry Number123-51-3
SMILES
CC(C)CCO
InChI Identifier
InChI=1S/C5H12O/c1-5(2)3-4-6/h5-6H,3-4H2,1-2H3
InChI KeyPHTQWCKDNZKARW-UHFFFAOYSA-N