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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 23:22:02 UTC

Update Date

2022-03-07 02:55:37 UTC

HMDB ID

HMDB0038083

Secondary Accession Numbers

HMDB38083

Metabolite Identification

Common Name

2-Isopropyl citrate

Description

2-Isopropyl citrate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review very few articles have been published on 2-Isopropyl citrate.

Structure

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

HMDB0038083
     RDKit          3D
2-Isopropyl citrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.5689   -0.9808    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8280   -0.1371   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471   -0.3071   -1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4638   -0.4963   -0.3468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695    0.3232    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    1.4981    0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0049   -0.0765    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310   -1.3741   -0.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    0.9249   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.8147   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047   -0.0548   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900    1.8767   -1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.0677    1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232   -0.2307    1.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256    0.6890    2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1995   -1.5278    2.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126   -0.7935    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854   -0.5739    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -2.0500    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936    0.9182   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    0.4207   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069   -1.3392   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -0.0644   -2.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -1.5712   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4909    1.9331   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.9868   -1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    2.8148   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1289    1.1354    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -0.5221    2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7967   -2.3040    1.5721 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END


  Mrv0541 05061310122D          

 16 15  0  0  0  0            999 V2000
    1.5395   -2.4454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    0.8250    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
    1.9520   -1.7309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2539    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6039    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1270    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  9  3  1  0  0  0  0
  9  4  1  0  0  0  0
  9  8  1  0  0  0  0
 10  6  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  2  0  0  0  0
 13  7  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  1  0  0  0  0
 16  5  1  0  0  0  0
 16  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038083

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H14O7/c1-5(2)16-8(14)9(15,3-6(10)11)4-7(12)13/h5,15H,3-4H2,1-2H3,(H,10,11)(H,12,13)

> <INCHI_KEY>
VRBUFFFVTDWWMY-UHFFFAOYSA-N

> <FORMULA>
C9H14O7

> <MOLECULAR_WEIGHT>
234.2033

> <EXACT_MASS>
234.073952802

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
21.43795234857874

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-hydroxy-3-[(propan-2-yloxy)carbonyl]pentanedioic acid

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-0.4034104166666671

> <ALOGPS_LOGS>
-0.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.303332032096942

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5987790806997313

> <JCHEM_PKA_STRONGEST_BASIC>
-4.1903449708176845

> <JCHEM_POLAR_SURFACE_AREA>
121.13

> <JCHEM_REFRACTIVITY>
49.5604

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-hydroxy-3-(isopropoxycarbonyl)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038083
     RDKit          3D
2-Isopropyl citrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.5689   -0.9808    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8280   -0.1371   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471   -0.3071   -1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4638   -0.4963   -0.3468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695    0.3232    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    1.4981    0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0049   -0.0765    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310   -1.3741   -0.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    0.9249   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.8147   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047   -0.0548   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900    1.8767   -1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.0677    1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232   -0.2307    1.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256    0.6890    2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1995   -1.5278    2.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126   -0.7935    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854   -0.5739    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -2.0500    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936    0.9182   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    0.4207   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069   -1.3392   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -0.0644   -2.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -1.5712   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4909    1.9331   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.9868   -1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    2.8148   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1289    1.1354    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -0.5221    2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7967   -2.3040    1.5721 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  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       2.874  -4.565   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.184  -3.231   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.207   1.540   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  C   UNK     0       3.644  -3.231   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.207   3.080   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.206   0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.874   0.770   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.874   3.850   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.541   3.850   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.206   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.127   0.000   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       5.184  -0.564   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.104   2.104   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       2.874  -1.897   0.000  0.00  0.00           O+0
CONECT    1    5                                                            
CONECT    2    5                                                            
CONECT    3    6    9                                                       
CONECT    4    7    9                                                       
CONECT    5    1    2   16                                                  
CONECT    6    3   10   11                                                  
CONECT    7    4   12   13                                                  
CONECT    8    9   14   16                                                  
CONECT    9    3    4    8   15                                             
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    7                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    5    8                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0038083
HETATM    1  C1  UNL     1      -3.569  -0.981   0.624  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.828  -0.137  -0.416  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.447  -0.307  -1.759  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.464  -0.496  -0.347  1.00  0.00           O  
HETATM    5  C4  UNL     1      -0.469   0.323   0.064  1.00  0.00           C  
HETATM    6  O2  UNL     1      -0.722   1.498   0.420  1.00  0.00           O  
HETATM    7  C5  UNL     1       1.005  -0.077   0.137  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.031  -1.374  -0.308  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.678   0.925  -0.727  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.108   0.815  -0.930  1.00  0.00           C  
HETATM   11  O4  UNL     1       3.905  -0.055  -0.567  1.00  0.00           O  
HETATM   12  O5  UNL     1       3.690   1.877  -1.666  1.00  0.00           O  
HETATM   13  C8  UNL     1       1.373   0.068   1.592  1.00  0.00           C  
HETATM   14  C9  UNL     1       2.723  -0.231   1.992  1.00  0.00           C  
HETATM   15  O6  UNL     1       3.526   0.689   2.299  1.00  0.00           O  
HETATM   16  O7  UNL     1       3.199  -1.528   2.060  1.00  0.00           O  
HETATM   17  H1  UNL     1      -3.013  -0.793   1.591  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.585  -0.574   0.809  1.00  0.00           H  
HETATM   19  H3  UNL     1      -3.529  -2.050   0.415  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.994   0.918  -0.088  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.282   0.421  -1.857  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.807  -1.339  -1.961  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.739  -0.064  -2.580  1.00  0.00           H  
HETATM   24  H8  UNL     1       1.652  -1.571  -1.023  1.00  0.00           H  
HETATM   25  H9  UNL     1       1.491   1.933  -0.246  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.107   0.987  -1.693  1.00  0.00           H  
HETATM   27  H11 UNL     1       3.391   2.815  -1.494  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.129   1.135   1.868  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.644  -0.522   2.217  1.00  0.00           H  
HETATM   30  H14 UNL     1       2.797  -2.304   1.572  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    4   20
CONECT    3   21   22   23
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    9   13
CONECT    8   24
CONECT    9   10   25   26
CONECT   10   11   11   12
CONECT   12   27
CONECT   13   14   28   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0038083
     RDKit          3D
2-Isopropyl citrate
 30 29  0  0  0  0  0  0  0  0999 V2000
   -3.5689   -0.9808    0.6241 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8280   -0.1371   -0.4163 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4471   -0.3071   -1.7586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4638   -0.4963   -0.3468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4695    0.3232    0.0641 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7223    1.4981    0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0049   -0.0765    0.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0310   -1.3741   -0.3078 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6777    0.9249   -0.7270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1077    0.8147   -0.9300 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9047   -0.0548   -0.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6900    1.8767   -1.6656 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3727    0.0677    1.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7232   -0.2307    1.9925 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5256    0.6890    2.2987 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1995   -1.5278    2.0602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0126   -0.7935    1.5912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5854   -0.5739    0.8088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5286   -2.0500    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936    0.9182   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2821    0.4207   -1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8069   -1.3392   -1.9614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7392   -0.0644   -2.5800 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6520   -1.5712   -1.0234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4909    1.9331   -0.2456 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1071    0.9868   -1.6927 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3914    2.8148   -1.4938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1289    1.1354    1.8679 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6439   -0.5221    2.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7967   -2.3040    1.5721 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
  7 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  3 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 12 27  1  0
 13 28  1  0
 13 29  1  0
 16 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Isopropyl citric acid	Generator
3-Hydroxy-3-[(propan-2-yloxy)carbonyl]pentanedioate	HMDB

Chemical Formula

C₉H₁₄O₇

Average Molecular Weight

234.2033

Monoisotopic Molecular Weight

234.073952802

IUPAC Name

3-hydroxy-3-[(propan-2-yloxy)carbonyl]pentanedioic acid

Traditional Name

3-hydroxy-3-(isopropoxycarbonyl)pentanedioic acid

CAS Registry Number

83966-24-9

SMILES

CC(C)OC(=O)C(O)(CC(O)=O)CC(O)=O

InChI Identifier

InChI=1S/C9H14O7/c1-5(2)16-8(14)9(15,3-6(10)11)4-7(12)13/h5,15H,3-4H2,1-2H3,(H,10,11)(H,12,13)

InChI Key

VRBUFFFVTDWWMY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0038083)
Cytoplasm (HMDB: HMDB0038083)

Source

Exogenous

Food

Food (HMDB: HMDB0038083)

Not Available

Nutrient (HMDB: HMDB0038083)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	126 - 128 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	121 g/L	ALOGPS
logP	-0.75	ALOGPS
logP	-0.4	ChemAxon
logS	-0.29	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	121.13 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	49.56 m³·mol⁻¹	ChemAxon
Polarizability	21.44 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	154.714	31661259
DarkChem	[M-H]-	151.01	31661259
DeepCCS	[M+H]+	147.955	30932474
DeepCCS	[M-H]-	145.346	30932474
DeepCCS	[M-2H]-	180.729	30932474
DeepCCS	[M+Na]+	156.469	30932474
AllCCS	[M+H]+	151.9	32859911
AllCCS	[M+H-H2O]+	148.5	32859911
AllCCS	[M+NH4]+	155.0	32859911
AllCCS	[M+Na]+	155.9	32859911
AllCCS	[M-H]-	148.3	32859911
AllCCS	[M+Na-2H]-	149.1	32859911
AllCCS	[M+HCOO]-	150.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Isopropyl citrate	CC(C)OC(=O)C(O)(CC(O)=O)CC(O)=O	3054.5	Standard polar	33892256
2-Isopropyl citrate	CC(C)OC(=O)C(O)(CC(O)=O)CC(O)=O	1445.7	Standard non polar	33892256
2-Isopropyl citrate	CC(C)OC(=O)C(O)(CC(O)=O)CC(O)=O	1762.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Isopropyl citrate,1TMS,isomer #1	CC(C)OC(=O)C(CC(=O)O)(CC(=O)O)O[Si](C)(C)C	1753.5	Semi standard non polar	33892256
2-Isopropyl citrate,1TMS,isomer #2	CC(C)OC(=O)C(O)(CC(=O)O)CC(=O)O[Si](C)(C)C	1745.3	Semi standard non polar	33892256
2-Isopropyl citrate,2TMS,isomer #1	CC(C)OC(=O)C(CC(=O)O)(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1767.6	Semi standard non polar	33892256
2-Isopropyl citrate,2TMS,isomer #2	CC(C)OC(=O)C(O)(CC(=O)O[Si](C)(C)C)CC(=O)O[Si](C)(C)C	1730.6	Semi standard non polar	33892256
2-Isopropyl citrate,3TMS,isomer #1	CC(C)OC(=O)C(CC(=O)O[Si](C)(C)C)(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1819.1	Semi standard non polar	33892256
2-Isopropyl citrate,1TBDMS,isomer #1	CC(C)OC(=O)C(CC(=O)O)(CC(=O)O)O[Si](C)(C)C(C)(C)C	1994.4	Semi standard non polar	33892256
2-Isopropyl citrate,1TBDMS,isomer #2	CC(C)OC(=O)C(O)(CC(=O)O)CC(=O)O[Si](C)(C)C(C)(C)C	2002.8	Semi standard non polar	33892256
2-Isopropyl citrate,2TBDMS,isomer #1	CC(C)OC(=O)C(CC(=O)O)(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2220.4	Semi standard non polar	33892256
2-Isopropyl citrate,2TBDMS,isomer #2	CC(C)OC(=O)C(O)(CC(=O)O[Si](C)(C)C(C)(C)C)CC(=O)O[Si](C)(C)C(C)(C)C	2207.9	Semi standard non polar	33892256
2-Isopropyl citrate,3TBDMS,isomer #1	CC(C)OC(=O)C(CC(=O)O[Si](C)(C)C(C)(C)C)(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2460.3	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 - 2-Isopropyl citrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-6900000000-fa172542d1a877d69cae	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Isopropyl citrate GC-MS (3 TMS) - 70eV, Positive	splash10-03di-4009000000-6634b6170f4de96916f1	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Isopropyl citrate 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 - 2-Isopropyl citrate 10V, Positive-QTOF	splash10-00n0-0950000000-48ff06052d2ec811b5ec	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 20V, Positive-QTOF	splash10-03g4-3900000000-afc31f0d6ce48f7c3d4e	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 40V, Positive-QTOF	splash10-0570-7900000000-1d52b97d1e313d4b6d11	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 10V, Negative-QTOF	splash10-008j-0930000000-34ff2a3fc3340b179f55	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 20V, Negative-QTOF	splash10-0ac0-4920000000-40c315170b1d94120d53	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 40V, Negative-QTOF	splash10-0pb9-9700000000-c5f9bec5581aba8fce02	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 10V, Positive-QTOF	splash10-014j-0960000000-778f6b03e519dc519815	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 20V, Positive-QTOF	splash10-00pu-5910000000-9c3ead9a7fe40a3371f2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 40V, Positive-QTOF	splash10-03dm-9100000000-64a9014e919a7ec72209	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 10V, Negative-QTOF	splash10-00di-0900000000-a3ccf71fbf642629adfb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 20V, Negative-QTOF	splash10-0a6r-1900000000-c1b3810c6c35b6461e96	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Isopropyl citrate 40V, Negative-QTOF	splash10-0a4i-9400000000-3dcd38c04d3b5440e2ac	2021-09-23	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

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

FDB017296

KNApSAcK ID

Not Available

Chemspider ID

21163824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57483158

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

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 2-Isopropyl citrate (HMDB0038083)

MOL for HMDB0038083 (2-Isopropyl citrate)

3D MOL for HMDB0038083 (2-Isopropyl citrate)

3D SDF for HMDB0038083 (2-Isopropyl citrate)

3D-SDF for HMDB0038083 (2-Isopropyl citrate)

PDB for HMDB0038083 (2-Isopropyl citrate)

3D PDB for HMDB0038083 (2-Isopropyl citrate)

SMILES for HMDB0038083 (2-Isopropyl citrate)

INCHI for HMDB0038083 (2-Isopropyl citrate)

Structure for HMDB0038083 (2-Isopropyl citrate)

3D Structure for HMDB0038083 (2-Isopropyl citrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra