Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:49:48 UTC

Update Date

2022-03-07 02:53:21 UTC

HMDB ID

HMDB0032438

Secondary Accession Numbers

HMDB32438

Metabolite Identification

Common Name

1-Isopropyl citrate

Description

1-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 1-Isopropyl citrate.

Structure

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

HMDB0032438
     RDKit          3D
1-Isopropyl citrate
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.8226   -1.4740    0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -0.5167   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0678    0.6486   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968    0.0619    0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -0.0633   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177   -0.7012   -1.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    0.5735    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7149    0.3559   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.8687   -1.5085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971    0.9961    0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1307    0.8387    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.2445   -1.0536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310    1.3539    0.6878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9651   -1.1097   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.7380   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653   -1.7503    0.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071   -1.2527    1.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -1.3432    0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5054   -2.5114    0.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -1.0276   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    0.3642   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8438    0.9757   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469    1.5322   -0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630    1.6703    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    0.1404    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909    0.2304   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390    2.0767    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278    0.5204    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4091    2.3442    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -2.3084    1.3174 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
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 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
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
 16 30  1  0
M  END


  Mrv0541 05061310122D          

 16 15  0  0  0  0            999 V2000
    4.4270    1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270   -0.3020    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
    1.9520   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145    0.4125    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
    2.7770   -0.3020    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
    1.5395    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
    3.1895   -1.0164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1105    0.4125    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
    3.1895    0.4125    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  8  2  0  0  0  0
 14  8  1  0  0  0  0
 15  9  1  0  0  0  0
 16  5  1  0  0  0  0
 16  7  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032438

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
SKHXHUZZFVMERR-UHFFFAOYSA-N

> <FORMULA>
C9H14O7

> <MOLECULAR_WEIGHT>
234.2033

> <EXACT_MASS>
234.073952802

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
21.388198101227637

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-2-[2-oxo-2-(propan-2-yloxy)ethyl]butanedioic acid

> <ALOGPS_LOGP>
-0.74

> <JCHEM_LOGP>
-0.4034104166666671

> <ALOGPS_LOGS>
-0.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.321981739428947

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4233685380136847

> <JCHEM_PKA_STRONGEST_BASIC>
-4.185863386275206

> <JCHEM_POLAR_SURFACE_AREA>
121.13000000000001

> <JCHEM_REFRACTIVITY>
49.5604

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
citric acid, isopropyl ester

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032438
     RDKit          3D
1-Isopropyl citrate
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.8226   -1.4740    0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -0.5167   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0678    0.6486   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968    0.0619    0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -0.0633   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177   -0.7012   -1.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    0.5735    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7149    0.3559   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.8687   -1.5085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971    0.9961    0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1307    0.8387    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.2445   -1.0536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310    1.3539    0.6878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9651   -1.1097   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.7380   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653   -1.7503    0.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071   -1.2527    1.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -1.3432    0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5054   -2.5114    0.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -1.0276   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    0.3642   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8438    0.9757   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469    1.5322   -0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630    1.6703    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    0.1404    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909    0.2304   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390    2.0767    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278    0.5204    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4091    2.3442    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -2.3084    1.3174 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
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 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
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 10 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       8.264   2.104   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.264  -0.564   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       3.644  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.494   0.770   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       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.540   0.000   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       5.954  -1.897   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       1.540  -1.540   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.206   0.770   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       5.954   0.770   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   16                                                  
CONECT    8    9   13   14                                                  
CONECT    9    3    4    8   15                                             
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    7                                                            
CONECT   13    8                                                            
CONECT   14    8                                                            
CONECT   15    9                                                            
CONECT   16    5    7                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0032438
HETATM    1  C1  UNL     1       3.823  -1.474   0.595  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.133  -0.517  -0.330  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.068   0.649  -0.670  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.997   0.062   0.298  1.00  0.00           O  
HETATM    5  C4  UNL     1       0.727  -0.063  -0.249  1.00  0.00           C  
HETATM    6  O2  UNL     1       0.618  -0.701  -1.311  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.404   0.573   0.474  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.715   0.356  -0.234  1.00  0.00           C  
HETATM    9  O3  UNL     1      -1.740   0.869  -1.508  1.00  0.00           O  
HETATM   10  C7  UNL     1      -2.797   0.996   0.643  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.131   0.839   0.037  1.00  0.00           C  
HETATM   12  O4  UNL     1      -4.258   0.245  -1.054  1.00  0.00           O  
HETATM   13  O5  UNL     1      -5.231   1.354   0.688  1.00  0.00           O  
HETATM   14  C9  UNL     1      -1.965  -1.110  -0.255  1.00  0.00           C  
HETATM   15  O6  UNL     1      -2.166  -1.738  -1.336  1.00  0.00           O  
HETATM   16  O7  UNL     1      -1.965  -1.750   0.982  1.00  0.00           O  
HETATM   17  H1  UNL     1       3.607  -1.253   1.672  1.00  0.00           H  
HETATM   18  H2  UNL     1       4.926  -1.343   0.437  1.00  0.00           H  
HETATM   19  H3  UNL     1       3.505  -2.511   0.361  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.789  -1.028  -1.249  1.00  0.00           H  
HETATM   21  H5  UNL     1       5.120   0.364  -0.582  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.844   0.976  -1.720  1.00  0.00           H  
HETATM   23  H7  UNL     1       3.847   1.532  -0.033  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.263   1.670   0.579  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.475   0.140   1.490  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.391   0.230  -2.181  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.539   2.077   0.825  1.00  0.00           H  
HETATM   28  H12 UNL     1      -2.828   0.520   1.640  1.00  0.00           H  
HETATM   29  H13 UNL     1      -5.409   2.344   0.798  1.00  0.00           H  
HETATM   30  H14 UNL     1      -2.727  -2.308   1.317  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   24   25
CONECT    8    9   10   14
CONECT    9   26
CONECT   10   11   27   28
CONECT   11   12   12   13
CONECT   13   29
CONECT   14   15   15   16
CONECT   16   30
END

HMDB0032438
     RDKit          3D
1-Isopropyl citrate
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.8226   -1.4740    0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1326   -0.5167   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0678    0.6486   -0.6702 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9968    0.0619    0.2978 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270   -0.0633   -0.2493 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6177   -0.7012   -1.3105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4036    0.5735    0.4739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7149    0.3559   -0.2340 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7395    0.8687   -1.5085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7971    0.9961    0.6434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1307    0.8387    0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2578    0.2445   -1.0536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2310    1.3539    0.6878 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9651   -1.1097   -0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1660   -1.7380   -1.3363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9653   -1.7503    0.9823 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6071   -1.2527    1.6717 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -1.3432    0.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5054   -2.5114    0.3610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -1.0276   -1.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    0.3642   -0.5824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8438    0.9757   -1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8469    1.5322   -0.0328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2630    1.6703    0.5786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4748    0.1404    1.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3909    0.2304   -2.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5390    2.0767    0.8255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8278    0.5204    1.6398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4091    2.3442    0.7975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7270   -2.3084    1.3174 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
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  8 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
  7 24  1  0
  7 25  1  0
  9 26  1  0
 10 27  1  0
 10 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
1-Isopropyl citric acid	Generator
Citric acid, monoisopropyl ester	HMDB
mono(1-Methylethyl) 2-hydroxy-1,2,3-propanetricarboxylate	HMDB
Monoisopropyl citrate	HMDB
2-Hydroxy-2-[2-oxo-2-(propan-2-yloxy)ethyl]butanedioate	Generator

Chemical Formula

C₉H₁₄O₇

Average Molecular Weight

234.2033

Monoisotopic Molecular Weight

234.073952802

IUPAC Name

2-hydroxy-2-[2-oxo-2-(propan-2-yloxy)ethyl]butanedioic acid

Traditional Name

citric acid, isopropyl ester

CAS Registry Number

1321-57-9

SMILES

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

InChI Identifier

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

InChI Key

SKHXHUZZFVMERR-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
Hydroxy acid
Alpha-hydroxy acid
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: HMDB0032438)
Cytoplasm (HMDB: HMDB0032438)

Source

Exogenous

Food

Food (HMDB: HMDB0032438)

Not Available

Nutrient (HMDB: HMDB0032438)

Industrial application

Manufacturing industry

Laboratory chemical

Laboratory chemical (HMDB: HMDB0032438)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	117 g/L	ALOGPS
logP	-0.74	ALOGPS
logP	-0.4	ChemAxon
logS	-0.3	ALOGPS
pKa (Strongest Acidic)	3.42	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	21.39 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]+	154.741	31661259
DarkChem	[M-H]-	150.643	31661259
DeepCCS	[M+H]+	151.301	30932474
DeepCCS	[M-H]-	148.041	30932474
DeepCCS	[M-2H]-	184.101	30932474
DeepCCS	[M+Na]+	159.874	30932474
AllCCS	[M+H]+	151.8	32859911
AllCCS	[M+H-H2O]+	148.4	32859911
AllCCS	[M+NH4]+	154.9	32859911
AllCCS	[M+Na]+	155.7	32859911
AllCCS	[M-H]-	149.2	32859911
AllCCS	[M+Na-2H]-	150.0	32859911
AllCCS	[M+HCOO]-	151.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Isopropyl citrate	CC(C)OC(=O)CC(O)(CC(O)=O)C(O)=O	3057.1	Standard polar	33892256
1-Isopropyl citrate	CC(C)OC(=O)CC(O)(CC(O)=O)C(O)=O	1407.5	Standard non polar	33892256
1-Isopropyl citrate	CC(C)OC(=O)CC(O)(CC(O)=O)C(O)=O	1777.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Isopropyl citrate,1TMS,isomer #1	CC(C)OC(=O)CC(CC(=O)O)(O[Si](C)(C)C)C(=O)O	1753.0	Semi standard non polar	33892256
1-Isopropyl citrate,1TMS,isomer #2	CC(C)OC(=O)CC(O)(CC(=O)O[Si](C)(C)C)C(=O)O	1746.4	Semi standard non polar	33892256
1-Isopropyl citrate,1TMS,isomer #3	CC(C)OC(=O)CC(O)(CC(=O)O)C(=O)O[Si](C)(C)C	1711.1	Semi standard non polar	33892256
1-Isopropyl citrate,2TMS,isomer #1	CC(C)OC(=O)CC(CC(=O)O[Si](C)(C)C)(O[Si](C)(C)C)C(=O)O	1772.1	Semi standard non polar	33892256
1-Isopropyl citrate,2TMS,isomer #2	CC(C)OC(=O)CC(CC(=O)O)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1783.6	Semi standard non polar	33892256
1-Isopropyl citrate,2TMS,isomer #3	CC(C)OC(=O)CC(O)(CC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1752.7	Semi standard non polar	33892256
1-Isopropyl citrate,3TMS,isomer #1	CC(C)OC(=O)CC(CC(=O)O[Si](C)(C)C)(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1855.4	Semi standard non polar	33892256
1-Isopropyl citrate,1TBDMS,isomer #1	CC(C)OC(=O)CC(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O	1988.1	Semi standard non polar	33892256
1-Isopropyl citrate,1TBDMS,isomer #2	CC(C)OC(=O)CC(O)(CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	1984.4	Semi standard non polar	33892256
1-Isopropyl citrate,1TBDMS,isomer #3	CC(C)OC(=O)CC(O)(CC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	1997.1	Semi standard non polar	33892256
1-Isopropyl citrate,2TBDMS,isomer #1	CC(C)OC(=O)CC(CC(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)O	2234.5	Semi standard non polar	33892256
1-Isopropyl citrate,2TBDMS,isomer #2	CC(C)OC(=O)CC(CC(=O)O)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2229.1	Semi standard non polar	33892256
1-Isopropyl citrate,2TBDMS,isomer #3	CC(C)OC(=O)CC(O)(CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2222.3	Semi standard non polar	33892256
1-Isopropyl citrate,3TBDMS,isomer #1	CC(C)OC(=O)CC(CC(=O)O[Si](C)(C)C(C)(C)C)(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2464.0	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 - 1-Isopropyl citrate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000x-9810000000-21a1668c63a4b43af56e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Isopropyl citrate GC-MS (3 TMS) - 70eV, Positive	splash10-01yd-7009100000-1f1110e5bb984ef34ad3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-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 - 1-Isopropyl citrate 10V, Positive-QTOF	splash10-00nr-1920000000-776ef66b4d8a1cef691b	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 20V, Positive-QTOF	splash10-03di-6900000000-1173b5a5fd96784b7229	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 40V, Positive-QTOF	splash10-01ox-9500000000-6987de6b39f3608b6412	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 10V, Negative-QTOF	splash10-0019-3910000000-187c0ae6868d3b9abc11	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 20V, Negative-QTOF	splash10-0a4r-8900000000-4044fbfc29970b0317d9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 40V, Negative-QTOF	splash10-0a4i-9200000000-adf4a51426f404f5835e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 10V, Positive-QTOF	splash10-0fri-1690000000-ee4a1ef0a0376e1d00d2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 20V, Positive-QTOF	splash10-0nmu-9200000000-37676688ca5dbc320263	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 40V, Positive-QTOF	splash10-0006-9000000000-fdbb3194906843c53292	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 10V, Negative-QTOF	splash10-05di-0910000000-2cde4509d25790d81168	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 20V, Negative-QTOF	splash10-004i-2900000000-cccda1f8a89208b2cb9e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Isopropyl citrate 40V, Negative-QTOF	splash10-0a5c-9000000000-eded397f024631ca64b9	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	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

FDB017295

KNApSAcK ID

Not Available

Chemspider ID

7991831

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9816081

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 1-Isopropyl citrate (HMDB0032438)

MOL for HMDB0032438 (1-Isopropyl citrate)

3D MOL for HMDB0032438 (1-Isopropyl citrate)

3D SDF for HMDB0032438 (1-Isopropyl citrate)

3D-SDF for HMDB0032438 (1-Isopropyl citrate)

PDB for HMDB0032438 (1-Isopropyl citrate)

3D PDB for HMDB0032438 (1-Isopropyl citrate)

SMILES for HMDB0032438 (1-Isopropyl citrate)

INCHI for HMDB0032438 (1-Isopropyl citrate)

Structure for HMDB0032438 (1-Isopropyl citrate)

3D Structure for HMDB0032438 (1-Isopropyl citrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra