Showing metabocard for 1-Butanol (MMDBc0000251)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:41:22 UTC
Update Date2022-08-31 00:16:09 UTC
Metabolite IDMMDBc0000251
Metabolite Identification
Common Name1-Butanol
Description1-Butanol, which is also known as n-butanol or 1-butanol or butyl alcohol (sometimes also called biobutanol when produced biologically), is an alcohol with a 4 carbon structure and the molecular formula of C4H10O. It is primarily used as a solvent, as an intermediate in chemical synthesis, and as a fuel. There are four isomeric structures for butanol. The straight chain isomer with the alcohol at an internal carbon is sec-butanol or 2-butanol. The branched isomer with the alcohol at a terminal carbon is isobutanol, and the branched isomer with the alcohol at the internal carbon is tert-butanol. 1-Butanol is produced in small amounts by gut microbial fermenetation through the butanoate metabolic pathway. It has been found in Bacillus, Clostridium, Escherichia, Lactobacillus, Pseudomonas, Saccharomyces, Synechococcus and Thermoanaerobacterium (http://publications.lib.chalmers.se/records/fulltext/162787.pdf) (https://ac.els-cdn.com/S0079635206800470/1-s2.0-S0079635206800470-main.pdf?_tid=1db841d3-3e7b-496f-beae-05ff16913bc6&acdnat=1550288698_645db12231ee1d15d4bb7036d31d8aad) (https://dl.uctm.edu/journal/node/j2018-4/8_17-182_p_683-696.pdf).
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055d245a3ee28>


  Mrv1652303202019002D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x000055d245a3ee28>

HMDB0004327
     RDKit          3D
1-Butanol
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.5192   -0.3178    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9588   -0.1222   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660   -0.4929   -0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    0.2620    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162    1.6179   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6395   -0.3839    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262   -1.2713    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    0.5433    1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -0.7271   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232    0.9361   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6415   -1.5787   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -0.2721   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.0802    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4635   -0.1405    0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    1.8670   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 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:0x000055d245a3ee28>


  Mrv1652303202019002D          

  5  4  0  0  0  0            999 V2000
    2.4750   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000251

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCO

> <INCHI_IDENTIFIER>
InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3

> <INCHI_KEY>
LRHPLDYGYMQRHN-UHFFFAOYSA-N

> <FORMULA>
C4H10O

> <MOLECULAR_WEIGHT>
74.1216

> <EXACT_MASS>
74.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
9.214856371458051

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
butan-1-ol

> <ALOGPS_LOGP>
0.84

> <JCHEM_LOGP>
0.805321946

> <ALOGPS_LOGS>
0.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.954258074443697

> <JCHEM_PKA_STRONGEST_BASIC>
-1.944007518238327

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
22.1349

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.58e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x000055d245a3ee28>

HMDB0004327
     RDKit          3D
1-Butanol
 15 14  0  0  0  0  0  0  0  0999 V2000
   -1.5192   -0.3178    0.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9588   -0.1222   -0.4880 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4660   -0.4929   -0.6766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4344    0.2620    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4162    1.6179   -0.0028 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6395   -0.3839    0.7570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2262   -1.2713    1.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    0.5433    1.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5632   -0.7271   -1.1970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1232    0.9361   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6415   -1.5787   -0.5357 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7324   -0.2721   -1.7326 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1450    0.0802    1.2657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4635   -0.1405    0.1004 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015    1.8670   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  6  1  0
  1  7  1  0
  1  8  1  0
  2  9  1  0
  2 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:0x000055d245a3ee28>

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       4.620  -2.667   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4                                                            
MASTER        0    0    0    0    0    0    0    0    5    0    8    0
END
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3D PDB for #<Metabolite:0x000055d245a3ee28>

COMPND    HMDB0004327
HETATM    1  C1  UNL     1      -1.519  -0.318   0.875  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.959  -0.122  -0.488  1.00  0.00           C  
HETATM    3  C3  UNL     1       0.466  -0.493  -0.677  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.434   0.262   0.189  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.416   1.618  -0.003  1.00  0.00           O  
HETATM    6  H1  UNL     1      -2.639  -0.384   0.757  1.00  0.00           H  
HETATM    7  H2  UNL     1      -1.226  -1.271   1.353  1.00  0.00           H  
HETATM    8  H3  UNL     1      -1.370   0.543   1.558  1.00  0.00           H  
HETATM    9  H4  UNL     1      -1.563  -0.727  -1.197  1.00  0.00           H  
HETATM   10  H5  UNL     1      -1.123   0.936  -0.779  1.00  0.00           H  
HETATM   11  H6  UNL     1       0.642  -1.579  -0.536  1.00  0.00           H  
HETATM   12  H7  UNL     1       0.732  -0.272  -1.733  1.00  0.00           H  
HETATM   13  H8  UNL     1       1.145   0.080   1.266  1.00  0.00           H  
HETATM   14  H9  UNL     1       2.463  -0.140   0.100  1.00  0.00           H  
HETATM   15  H10 UNL     1       2.101   1.867  -0.686  1.00  0.00           H  
CONECT    1    2    6    7    8
CONECT    2    3    9   10
CONECT    3    4   11   12
CONECT    4    5   13   14
CONECT    5   15
END
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SMILES for #<Metabolite:0x000055d245a3ee28>

CCCCO
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INCHI for #<Metabolite:0x000055d245a3ee28>

InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3
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Synonyms
ValueSource
1-Butyl alcoholChEBI
1-HydroxybutaneChEBI
BuOHChEBI
N-Butan-1-olChEBI
N-ButanolChEBI
N-Butyl alcoholChEBI
N-ButylalkoholChEBI
Propyl carbinolChEBI
Butan-1-olKegg
ButanolHMDB
Butyl alcoholHMDB
Butyl hydroxideHMDB
HemostypHMDB
MethylolpropaneHMDB
PropylcarbinolHMDB
Alcohol, N-butylHMDB
N Butyl alcoholHMDB
Alcohol, butylHMDB
1 ButanolHMDB
N ButanolHMDB
1-ButanolChEBI
Molecular FormulaC4H10O
Average Mass74.1216
Monoisotopic Mass74.073164942
IUPAC Namebutan-1-ol
Traditional Namebutanol
CAS Registry Number71-36-3
SMILES
CCCCO
InChI Identifier
InChI=1S/C4H10O/c1-2-3-4-5/h5H,2-4H2,1H3
InChI KeyLRHPLDYGYMQRHN-UHFFFAOYSA-N