Showing metabocard for 3,3-Dimethyl-2-butanol (MMDBc0033390)

Xenobiotic
Record Information
Version2.0
StatusDetected and Quantified
Creation Date2021-11-19 04:46:36 UTC
Update Date2025-10-07 16:04:12 UTC
Metabolite IDMMDBc0033390
Metabolite Identification
Common Name3,3-Dimethyl-2-butanol
Description3,3-Dimethyl-2-butanol is a tertiary alcohol classified as a metabolite in biomedical literature. Its chemical structure features a butanol backbone with two methyl groups attached to the third carbon, contributing to its unique properties. This compound is involved in various chemical pathways, including those related to asymmetric synthesis, where it acts as a chiral auxiliary in reactions catalyzed by enzymes like Candida antarctica lipase B, affecting enantioselectivity (PMID:18381732 ). Additionally, studies have explored its interactions with other alcohols and polymers, utilizing techniques such as (13)C NMR and (1)H PFG NMR to analyze its behavior in solution (PMID:23456694 ). Furthermore, 3,3-dimethyl-2-butanol has been investigated in the context of secondary carbenium ions, although direct evidence of its involvement in this reaction pathway remains elusive (PMID:10423232 ). It has also been modeled in conjunction with various aliphatic carboxylic acids, indicating its relevance in organic synthesis (PMID:11266619 ). Overall, 3,3-dimethyl-2-butanol serves as an important compound in both synthetic and enzymatic processes within the realm of organic chemistry.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9af072e7b8>

10045
  Mrv0541 02241223092D          

  7  6  0  0  1  0            999 V2000
    3.7935   -0.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9760    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
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f9af072e7b8>

HMDB0245993
     RDKit          3D
3,3-Dimethyl-2-butanol
 21 20  0  0  0  0  0  0  0  0999 V2000
    1.9058    0.1582   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -0.4454    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307   -0.1417    1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983   -0.0261    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116    1.4605    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -0.3964   -1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5117   -0.7075    0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    1.0105   -1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    0.5336   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3012   -0.5739   -1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964   -1.5492    0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -0.7107    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    1.9209   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.8892    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8090    1.6287    0.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039   -1.3717   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3218    0.3794   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8969   -0.4757   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.2807    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5162   -0.4939    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.8082    0.9835 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
  4  6  1  0
  4  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  5 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  7 21  1  0
M  END
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3D SDF for #<Metabolite:0x00007f9af072e7b8>

10045
  Mrv0541 02241223092D          

  7  6  0  0  1  0            999 V2000
    3.7935   -0.2615    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.2615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520    0.4529    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.9760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.9760    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
  2  6  1  0  0  0  0
  3  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033390

> <DATABASE_NAME>
MIME

> <SMILES>
CC(O)C(C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3

> <INCHI_KEY>
DFOXKPDFWGNLJU-UHFFFAOYSA-N

> <FORMULA>
C6H14O

> <MOLECULAR_WEIGHT>
102.1748

> <EXACT_MASS>
102.10446507

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
12.652048700318383

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3,3-dimethylbutan-2-ol

> <ALOGPS_LOGP>
1.75

> <JCHEM_LOGP>
1.5203019819999999

> <ALOGPS_LOGS>
-0.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.701507953858457

> <JCHEM_PKA_STRONGEST_BASIC>
-1.1797604209823103

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
30.822400000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.38e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3,3-dimethyl-2-butanol

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f9af072e7b8>

HMDB0245993
     RDKit          3D
3,3-Dimethyl-2-butanol
 21 20  0  0  0  0  0  0  0  0999 V2000
    1.9058    0.1582   -0.5786 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9155   -0.4454    0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3307   -0.1417    1.6639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4983   -0.0261    0.1003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7116    1.4605    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -0.3964   -1.3529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5117   -0.7075    0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5269    1.0105   -1.1579 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    0.5336   -0.0496 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3012   -0.5739   -1.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9964   -1.5492    0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1493   -0.7107    1.8122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3409    1.9209   -0.7254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2366    1.8892    1.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8090    1.6287    0.2305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3039   -1.3717   -1.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3218    0.3794   -1.9750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8969   -0.4757   -1.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5704   -0.2807    1.9945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5162   -0.4939    0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4263   -1.8082    0.9835 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
  4  6  1  0
  4  7  1  0
  1  8  1  0
  1  9  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  5 13  1  0
  5 14  1  0
  5 15  1  0
  6 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  7 21  1  0
M  END
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PDB for #<Metabolite:0x00007f9af072e7b8>

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 10045                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       7.081  -0.488   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       4.414  -0.488   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.748   0.282   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.080  -1.258   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.644   0.845   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.184  -1.822   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.748   1.822   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    3    4    5    6                                             
CONECT    3    1    2    7                                                  
CONECT    4    2                                                            
CONECT    5    2                                                            
CONECT    6    2                                                            
CONECT    7    3                                                            
MASTER        0    0    0    0    0    0    0    0    7    0   12    0
END
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3D PDB for #<Metabolite:0x00007f9af072e7b8>

COMPND    HMDB0245993
HETATM    1  C1  UNL     1       1.906   0.158  -0.579  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.916  -0.445   0.357  1.00  0.00           C  
HETATM    3  O1  UNL     1       1.331  -0.142   1.664  1.00  0.00           O  
HETATM    4  C3  UNL     1      -0.498  -0.026   0.100  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.712   1.461   0.215  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.807  -0.396  -1.353  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.512  -0.707   0.953  1.00  0.00           C  
HETATM    8  H1  UNL     1       1.527   1.011  -1.158  1.00  0.00           H  
HETATM    9  H2  UNL     1       2.825   0.534  -0.050  1.00  0.00           H  
HETATM   10  H3  UNL     1       2.301  -0.574  -1.330  1.00  0.00           H  
HETATM   11  H4  UNL     1       0.996  -1.549   0.274  1.00  0.00           H  
HETATM   12  H5  UNL     1       2.149  -0.711   1.812  1.00  0.00           H  
HETATM   13  H6  UNL     1      -0.341   1.921  -0.725  1.00  0.00           H  
HETATM   14  H7  UNL     1      -0.237   1.889   1.118  1.00  0.00           H  
HETATM   15  H8  UNL     1      -1.809   1.629   0.230  1.00  0.00           H  
HETATM   16  H9  UNL     1      -0.304  -1.372  -1.523  1.00  0.00           H  
HETATM   17  H10 UNL     1      -0.322   0.379  -1.975  1.00  0.00           H  
HETATM   18  H11 UNL     1      -1.897  -0.476  -1.520  1.00  0.00           H  
HETATM   19  H12 UNL     1      -1.570  -0.281   1.995  1.00  0.00           H  
HETATM   20  H13 UNL     1      -2.516  -0.494   0.510  1.00  0.00           H  
HETATM   21  H14 UNL     1      -1.426  -1.808   0.984  1.00  0.00           H  
CONECT    1    2    8    9   10
CONECT    2    3    4   11
CONECT    3   12
CONECT    4    5    6    7
CONECT    5   13   14   15
CONECT    6   16   17   18
CONECT    7   19   20   21
END
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SMILES for #<Metabolite:0x00007f9af072e7b8>

CC(O)C(C)(C)C
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INCHI for #<Metabolite:0x00007f9af072e7b8>

InChI=1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3
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Synonyms
ValueSource
Pinacolyl alcoholMeSH
Molecular FormulaC6H14O
Average Mass102.1748
Monoisotopic Mass102.10446507
IUPAC Name3,3-dimethylbutan-2-ol
Traditional Name3,3-dimethyl-2-butanol
CAS Registry Number464-07-3
SMILES
CC(O)C(C)(C)C
InChI Identifier
InChI=1S/C6H14O/c1-5(7)6(2,3)4/h5,7H,1-4H3
InChI KeyDFOXKPDFWGNLJU-UHFFFAOYSA-N