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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:44:37 UTC

Update Date

2023-02-21 17:27:53 UTC

HMDB ID

HMDB0040205

Secondary Accession Numbers

HMDB40205

Metabolite Identification

Common Name

3-Methylbutyl 3-hydroxy-2-methylidenebutanoate

Description

3-Methylbutyl 3-hydroxy-2-methylidenebutanoate belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom. 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate has been detected, but not quantified in, herbs and spices. This could make 3-methylbutyl 3-hydroxy-2-methylidenebutanoate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0040205
     RDKit          3D
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate
 31 30  0  0  0  0  0  0  0  0999 V2000
   -2.8456    0.7376    1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4372    0.3161    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.3465    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997   -0.0560   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    0.8190    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.8720    0.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147   -0.4946    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4059   -0.2572    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    0.6692   -0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -1.6074   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -0.1962   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8282   -0.1315    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4337    0.5538   -1.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312    1.1072    2.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8819    0.7170    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388    1.5141   -0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    1.2907    1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702   -1.2189    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -0.9288   -0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652    0.2493    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474    0.2781   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6673    1.7247   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    0.6177   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248   -1.7532   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863   -1.6709    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653   -2.4260    0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337   -1.2820   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1432    0.8961    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9141   -0.7863    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5266   -0.5012   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295    0.6008   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  2 11  1  0
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
M  END

HMDB0040205
     RDKit          3D
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate
 31 30  0  0  0  0  0  0  0  0999 V2000
   -2.8456    0.7376    1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4372    0.3161    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.3465    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997   -0.0560   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    0.8190    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.8720    0.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147   -0.4946    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4059   -0.2572    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    0.6692   -0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -1.6074   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -0.1962   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8282   -0.1315    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4337    0.5538   -1.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312    1.1072    2.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8819    0.7170    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388    1.5141   -0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    1.2907    1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702   -1.2189    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -0.9288   -0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652    0.2493    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474    0.2781   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6673    1.7247   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    0.6177   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248   -1.7532   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863   -1.6709    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653   -2.4260    0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337   -1.2820   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1432    0.8961    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9141   -0.7863    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5266   -0.5012   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295    0.6008   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  2 11  1  0
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      13.186   0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.852   2.874   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184  -0.976   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.516   0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.518   0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.185   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.852   1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.184   0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.517   1.334   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.850   2.874   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       6.517   2.874   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       7.851   0.564   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2    7                                                            
CONECT    3    8                                                            
CONECT    4    9                                                            
CONECT    5    6    7                                                       
CONECT    6    5   13                                                       
CONECT    7    1    2    5                                                  
CONECT    8    3    9   10                                                  
CONECT    9    4    8   11                                                  
CONECT   10    8   12   13                                                  
CONECT   11    9                                                            
CONECT   12   10                                                            
CONECT   13    6   10                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0040205
HETATM    1  C1  UNL     1      -2.846   0.738   1.732  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.437   0.316   0.564  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.004   0.347   0.214  1.00  0.00           C  
HETATM    4  O1  UNL     1      -0.600  -0.056  -0.905  1.00  0.00           O  
HETATM    5  O2  UNL     1      -0.054   0.819   1.105  1.00  0.00           O  
HETATM    6  C4  UNL     1       1.333   0.872   0.824  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.915  -0.495   0.527  1.00  0.00           C  
HETATM    8  C6  UNL     1       3.406  -0.257   0.250  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.508   0.669  -0.925  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.018  -1.607  -0.009  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.430  -0.196  -0.412  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.828  -0.131   0.165  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.434   0.554  -1.586  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.131   1.107   2.438  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.882   0.717   1.989  1.00  0.00           H  
HETATM   16  H3  UNL     1       1.539   1.514  -0.053  1.00  0.00           H  
HETATM   17  H4  UNL     1       1.841   1.291   1.717  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.770  -1.219   1.330  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.507  -0.929  -0.406  1.00  0.00           H  
HETATM   20  H7  UNL     1       3.865   0.249   1.134  1.00  0.00           H  
HETATM   21  H8  UNL     1       4.347   0.278  -1.572  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.667   1.725  -0.648  1.00  0.00           H  
HETATM   23  H10 UNL     1       2.600   0.618  -1.547  1.00  0.00           H  
HETATM   24  H11 UNL     1       4.125  -1.753  -1.097  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.986  -1.671   0.530  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.365  -2.426   0.357  1.00  0.00           H  
HETATM   27  H14 UNL     1      -3.234  -1.282  -0.636  1.00  0.00           H  
HETATM   28  H15 UNL     1      -5.143   0.896   0.396  1.00  0.00           H  
HETATM   29  H16 UNL     1      -4.914  -0.786   1.041  1.00  0.00           H  
HETATM   30  H17 UNL     1      -5.527  -0.501  -0.626  1.00  0.00           H  
HETATM   31  H18 UNL     1      -4.329   0.601  -1.999  1.00  0.00           H  
CONECT    1    2    2   14   15
CONECT    2    3   11
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   16   17
CONECT    7    8   18   19
CONECT    8    9   10   20
CONECT    9   21   22   23
CONECT   10   24   25   26
CONECT   11   12   13   27
CONECT   12   28   29   30
CONECT   13   31
END

HMDB0040205
     RDKit          3D
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate
 31 30  0  0  0  0  0  0  0  0999 V2000
   -2.8456    0.7376    1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4372    0.3161    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0040    0.3465    0.2139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5997   -0.0560   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0543    0.8190    1.1045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.8720    0.8244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9147   -0.4946    0.5274 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4059   -0.2572    0.2502 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5076    0.6692   -0.9254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0183   -1.6074   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4300   -0.1962   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8282   -0.1315    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4337    0.5538   -1.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1312    1.1072    2.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8819    0.7170    1.9892 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5388    1.5141   -0.0525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8410    1.2907    1.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702   -1.2189    1.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -0.9288   -0.4059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652    0.2493    1.1343 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3474    0.2781   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6673    1.7247   -0.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5996    0.6177   -1.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1248   -1.7532   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9863   -1.6709    0.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3653   -2.4260    0.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337   -1.2820   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1432    0.8961    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9141   -0.7863    1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5266   -0.5012   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3295    0.6008   -1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
  2 11  1  0
 11 12  1  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  6 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
  9 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 10 26  1  0
 11 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Methylbutyl 3-hydroxy-2-methylidenebutanoic acid	Generator

Chemical Formula

C₁₀H₁₈O₃

Average Molecular Weight

186.2481

Monoisotopic Molecular Weight

186.125594442

IUPAC Name

3-methylbutyl 3-hydroxy-2-methylidenebutanoate

Traditional Name

3-methylbutyl 3-hydroxy-2-methylidenebutanoate

CAS Registry Number

80758-72-1

SMILES

CC(C)CCOC(=O)C(=C)C(C)O

InChI Identifier

InChI=1S/C10H18O3/c1-7(2)5-6-13-10(12)8(3)9(4)11/h7,9,11H,3,5-6H2,1-2,4H3

InChI Key

URBTVTZTLQVLCO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta hydroxy acids and derivatives. Beta hydroxy acids and derivatives are compounds containing a carboxylic acid substituted with a hydroxyl group on the C3 carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Beta hydroxy acids and derivatives

Direct Parent

Beta hydroxy acids and derivatives

Alternative Parents

Substituents

Beta-hydroxy acid
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0040205)
Cytoplasm (HMDB: HMDB0040205)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040205)

Source

Exogenous

Exogenous (HMDB: HMDB0040205)

Food

Food (HMDB: HMDB0040205)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Endogenous

Plant

Plant (HMDB: HMDB0040205)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040205)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	2575 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.99 g/L	ALOGPS
logP	2.06	ALOGPS
logP	2.05	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	14.67	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	51.03 m³·mol⁻¹	ChemAxon
Polarizability	21.39 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	145.034	31661259
DarkChem	[M-H]-	140.364	31661259
DeepCCS	[M+H]+	147.398	30932474
DeepCCS	[M-H]-	144.67	30932474
DeepCCS	[M-2H]-	181.046	30932474
DeepCCS	[M+Na]+	156.577	30932474
AllCCS	[M+H]+	145.0	32859911
AllCCS	[M+H-H2O]+	141.4	32859911
AllCCS	[M+NH4]+	148.3	32859911
AllCCS	[M+Na]+	149.3	32859911
AllCCS	[M-H]-	144.7	32859911
AllCCS	[M+Na-2H]-	146.3	32859911
AllCCS	[M+HCOO]-	148.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.82 minutes	32390414
Predicted by Siyang on May 30, 2022	13.2049 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.42 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	24.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2018.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	382.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	144.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	206.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	95.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	511.7 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	625.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	76.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1013.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	440.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1368.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	325.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	337.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	340.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	19.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate	CC(C)CCOC(=O)C(=C)C(C)O	1807.6	Standard polar	33892256
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate	CC(C)CCOC(=O)C(=C)C(C)O	1237.5	Standard non polar	33892256
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate	CC(C)CCOC(=O)C(=C)C(C)O	1268.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate,1TMS,isomer #1	C=C(C(=O)OCCC(C)C)C(C)O[Si](C)(C)C	1360.7	Semi standard non polar	33892256
3-Methylbutyl 3-hydroxy-2-methylidenebutanoate,1TBDMS,isomer #1	C=C(C(=O)OCCC(C)C)C(C)O[Si](C)(C)C(C)(C)C	1573.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-006w-9000000000-2d8aa32f0aee73861028	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9310000000-dff46ec742a31ca355e4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 10V, Positive-QTOF	splash10-014r-3900000000-46e7503ba08f7efc1a2e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 20V, Positive-QTOF	splash10-00di-9200000000-bd0d433d801577b2f97b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 40V, Positive-QTOF	splash10-0pir-9000000000-036a4301b11aa4a0c3a6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 10V, Negative-QTOF	splash10-000i-2900000000-7d05421ff2a5235e105e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 20V, Negative-QTOF	splash10-01ba-9500000000-7a457f653a43a494bc34	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 40V, Negative-QTOF	splash10-00xr-9000000000-f6285fe8154838b4bc92	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 10V, Positive-QTOF	splash10-0002-9300000000-67c32606ebfd9d9bf3c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 20V, Positive-QTOF	splash10-007k-9000000000-2ef4574d78a4f7cb2db0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 40V, Positive-QTOF	splash10-0aba-9000000000-a5794991aa881f83c693	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 10V, Negative-QTOF	splash10-00kr-5900000000-d956e6eb789750fc15da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 20V, Negative-QTOF	splash10-00rl-9200000000-16342c389986d90a412a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate 40V, Negative-QTOF	splash10-00di-9000000000-3149e6ba364d6caea820	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB019917

KNApSAcK ID

Not Available

Chemspider ID

479563

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

551273

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1624361

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 3-Methylbutyl 3-hydroxy-2-methylidenebutanoate (HMDB0040205)

MOL for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

3D MOL for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

3D SDF for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

3D-SDF for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

PDB for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

3D PDB for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

SMILES for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

INCHI for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

Structure for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

3D Structure for HMDB0040205 (3-Methylbutyl 3-hydroxy-2-methylidenebutanoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra