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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:40:48 UTC

Update Date

2022-03-07 02:57:11 UTC

HMDB ID

HMDB0041756

Secondary Accession Numbers

HMDB41756

Metabolite Identification

Common Name

Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Description

Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety. Based on a literature review very few articles have been published on Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate.

Structure

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

HMDB0041756
     RDKit          3D
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.6789   -1.0795    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765    0.1342    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.9809    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4250   -0.1895    0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    0.2104   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.8738   -1.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925   -0.1284   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727    0.3824   -2.2591 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968    0.5573    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488    0.2878    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745    1.0778   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2192    0.8014   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -0.2932    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0283   -0.6193    0.2313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596   -1.0930    0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2074   -2.2191    1.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090   -0.7975    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9957   -1.3728   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -1.9750    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5960   -0.9301    0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0503    0.7185   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    0.3836    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160    1.8825    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1837    1.3447    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -1.2226   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.3361   -2.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0066    0.2536    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3319    1.6542   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5184    1.9356   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617    1.4089   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7288   -0.0682   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5268   -2.7968    2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844   -1.4386    1.2926 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

  Mrv0541 02271201322D          

 17 17  0  0  0  0            999 V2000
   -2.1509    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8654    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8654   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1509   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4364    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5798   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7220    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4215    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8504    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0075   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7070    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1359    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  2  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  2  7  1  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 10 15  1  0  0  0  0
 11 16  2  0  0  0  0
 13 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0041756

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)OC(=O)C(O)CC1=CC(O)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O5/c1-7(2)17-12(16)11(15)6-8-3-4-9(13)10(14)5-8/h3-5,7,11,13-15H,6H2,1-2H3

> <INCHI_KEY>
ZYFWDUKUSGLMGL-UHFFFAOYSA-N

> <FORMULA>
C12H16O5

> <MOLECULAR_WEIGHT>
240.2524

> <EXACT_MASS>
240.099773622

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
24.712238921911666

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
propan-2-yl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

> <ALOGPS_LOGP>
1.10

> <JCHEM_LOGP>
1.4966432416666668

> <ALOGPS_LOGS>
-1.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.389744151365

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.282822360881433

> <JCHEM_PKA_STRONGEST_BASIC>
-3.8399248789150358

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
61.3571

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.16e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0041756
     RDKit          3D
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.6789   -1.0795    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765    0.1342    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.9809    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4250   -0.1895    0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    0.2104   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.8738   -1.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925   -0.1284   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727    0.3824   -2.2591 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968    0.5573    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488    0.2878    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745    1.0778   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2192    0.8014   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -0.2932    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0283   -0.6193    0.2313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596   -1.0930    0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2074   -2.2191    1.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090   -0.7975    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9957   -1.3728   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -1.9750    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5960   -0.9301    0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0503    0.7185   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    0.3836    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160    1.8825    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1837    1.3447    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -1.2226   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.3361   -2.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0066    0.2536    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3319    1.6542   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5184    1.9356   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617    1.4089   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7288   -0.0682   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5268   -2.7968    2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844   -1.4386    1.2926 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      -4.015   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -5.349   0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -5.349  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.015  -1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.681  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.681   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.682   1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.682  -1.540   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -1.348   1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.014   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.320   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       2.653   0.770   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       3.987   1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.321   0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -0.014  -0.770   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       1.320   3.080   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.987   3.080   0.000  0.00  0.00           C+0
CONECT    1    2    6                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    1    5    9                                                  
CONECT    7    2                                                            
CONECT    8    3                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   17                                                  
CONECT   14   13                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   13                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0041756
HETATM    1  C1  UNL     1      -4.679  -1.079   0.140  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.777   0.134   0.121  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.135   0.981   1.321  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.425  -0.189   0.059  1.00  0.00           O  
HETATM    5  C4  UNL     1      -1.643   0.210  -1.012  1.00  0.00           C  
HETATM    6  O2  UNL     1      -2.198   0.874  -1.921  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.192  -0.128  -1.095  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.373   0.382  -2.259  1.00  0.00           O  
HETATM    9  C6  UNL     1       0.497   0.557   0.067  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.949   0.288   0.083  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.874   1.078  -0.563  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.219   0.801  -0.530  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.676  -0.293   0.165  1.00  0.00           C  
HETATM   14  O4  UNL     1       6.028  -0.619   0.231  1.00  0.00           O  
HETATM   15  C11 UNL     1       3.760  -1.093   0.817  1.00  0.00           C  
HETATM   16  O5  UNL     1       4.207  -2.219   1.534  1.00  0.00           O  
HETATM   17  C12 UNL     1       2.409  -0.797   0.771  1.00  0.00           C  
HETATM   18  H1  UNL     1      -4.996  -1.373  -0.898  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.165  -1.975   0.557  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.596  -0.930   0.732  1.00  0.00           H  
HETATM   21  H4  UNL     1      -4.050   0.719  -0.780  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.197   0.384   2.253  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.516   1.883   1.422  1.00  0.00           H  
HETATM   24  H7  UNL     1      -5.184   1.345   1.136  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.060  -1.223  -1.088  1.00  0.00           H  
HETATM   26  H9  UNL     1       0.075   1.336  -2.388  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.007   0.254   1.007  1.00  0.00           H  
HETATM   28  H11 UNL     1       0.332   1.654  -0.082  1.00  0.00           H  
HETATM   29  H12 UNL     1       2.518   1.936  -1.108  1.00  0.00           H  
HETATM   30  H13 UNL     1       4.962   1.409  -1.031  1.00  0.00           H  
HETATM   31  H14 UNL     1       6.729  -0.068  -0.226  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.527  -2.797   2.007  1.00  0.00           H  
HETATM   33  H16 UNL     1       1.684  -1.439   1.293  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    4   21
CONECT    3   22   23   24
CONECT    4    5
CONECT    5    6    6    7
CONECT    7    8    9   25
CONECT    8   26
CONECT    9   10   27   28
CONECT   10   11   11   17
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   15
CONECT   14   31
CONECT   15   16   17   17
CONECT   16   32
CONECT   17   33
END

HMDB0041756
     RDKit          3D
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.6789   -1.0795    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7765    0.1342    0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1352    0.9809    1.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4250   -0.1895    0.0586 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6430    0.2104   -1.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1984    0.8738   -1.9207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1925   -0.1284   -1.0947 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3727    0.3824   -2.2591 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4968    0.5573    0.0669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9488    0.2878    0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8745    1.0778   -0.5633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2192    0.8014   -0.5299 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6760   -0.2932    0.1648 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0283   -0.6193    0.2313 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7596   -1.0930    0.8168 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2074   -2.2191    1.5340 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4090   -0.7975    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9957   -1.3728   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1647   -1.9750    0.5573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5960   -0.9301    0.7323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0503    0.7185   -0.7797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1973    0.3836    2.2530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5160    1.8825    1.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1837    1.3447    1.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0598   -1.2226   -1.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0754    1.3361   -2.3881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0066    0.2536    1.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3319    1.6542   -0.0819 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5184    1.9356   -1.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9617    1.4089   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7288   -0.0682   -0.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5268   -2.7968    2.0071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6844   -1.4386    1.2926 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
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  3 24  1  0
  7 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 16 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid	Generator
Propan-2-yl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoic acid	HMDB

Chemical Formula

C₁₂H₁₆O₅

Average Molecular Weight

240.2524

Monoisotopic Molecular Weight

240.099773622

IUPAC Name

propan-2-yl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

Traditional Name

isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate

CAS Registry Number

Not Available

SMILES

CC(C)OC(=O)C(O)CC1=CC(O)=C(O)C=C1

InChI Identifier

InChI=1S/C12H16O5/c1-7(2)17-12(16)11(15)6-8-3-4-9(13)10(14)5-8/h3-5,7,11,13-15H,6H2,1-2H3

InChI Key

ZYFWDUKUSGLMGL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catechols. Catechols are compounds containing a 1,2-benzenediol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Catechol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Fatty acid ester
Monocyclic benzene moiety
Fatty acyl
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0041756)
Cytoplasm (HMDB: HMDB0041756)

Source

Exogenous

Exogenous (HMDB: HMDB0041756)

Food

Food (HMDB: HMDB0041756)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041756)

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	3.16 g/L	ALOGPS
logP	1.1	ALOGPS
logP	1.5	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	9.28	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	61.36 m³·mol⁻¹	ChemAxon
Polarizability	24.71 Å³	ChemAxon
Number of Rings	1	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]+	157.119	31661259
DarkChem	[M-H]-	155.983	31661259
DeepCCS	[M+H]+	161.882	30932474
DeepCCS	[M-H]-	159.524	30932474
DeepCCS	[M-2H]-	192.41	30932474
DeepCCS	[M+Na]+	167.976	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	158.9	32859911
AllCCS	[M+Na]+	159.9	32859911
AllCCS	[M-H]-	155.9	32859911
AllCCS	[M+Na-2H]-	156.4	32859911
AllCCS	[M+HCOO]-	157.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate	CC(C)OC(=O)C(O)CC1=CC(O)=C(O)C=C1	3291.0	Standard polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate	CC(C)OC(=O)C(O)CC1=CC(O)=C(O)C=C1	2007.5	Standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate	CC(C)OC(=O)C(O)CC1=CC(O)=C(O)C=C1	1966.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,1TMS,isomer #1	CC(C)OC(=O)C(CC1=CC=C(O)C(O)=C1)O[Si](C)(C)C	1990.6	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,1TMS,isomer #2	CC(C)OC(=O)C(O)CC1=CC=C(O)C(O[Si](C)(C)C)=C1	1954.7	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,1TMS,isomer #3	CC(C)OC(=O)C(O)CC1=CC=C(O[Si](C)(C)C)C(O)=C1	1971.7	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,2TMS,isomer #1	CC(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C(O)=C1)O[Si](C)(C)C	2019.6	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,2TMS,isomer #2	CC(C)OC(=O)C(CC1=CC=C(O)C(O[Si](C)(C)C)=C1)O[Si](C)(C)C	1987.7	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,2TMS,isomer #3	CC(C)OC(=O)C(O)CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1	2034.6	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,3TMS,isomer #1	CC(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C)C(O[Si](C)(C)C)=C1)O[Si](C)(C)C	2075.7	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,1TBDMS,isomer #1	CC(C)OC(=O)C(CC1=CC=C(O)C(O)=C1)O[Si](C)(C)C(C)(C)C	2226.6	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,1TBDMS,isomer #2	CC(C)OC(=O)C(O)CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1	2200.3	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,1TBDMS,isomer #3	CC(C)OC(=O)C(O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1	2229.5	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,2TBDMS,isomer #1	CC(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O)=C1)O[Si](C)(C)C(C)(C)C	2493.9	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,2TBDMS,isomer #2	CC(C)OC(=O)C(CC1=CC=C(O)C(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C	2457.0	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,2TBDMS,isomer #3	CC(C)OC(=O)C(O)CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1	2500.9	Semi standard non polar	33892256
Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate,3TBDMS,isomer #1	CC(C)OC(=O)C(CC1=CC=C(O[Si](C)(C)C(C)(C)C)C(O[Si](C)(C)C(C)(C)C)=C1)O[Si](C)(C)C(C)(C)C	2735.0	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 - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-3900000000-609823490e9cea044dd9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate GC-MS (3 TMS) - 70eV, Positive	splash10-014l-3019100000-098391a4d5eb8ce70356	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 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 - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 10V, Positive-QTOF	splash10-022c-4980000000-87c60e08d08dcea89054	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 20V, Positive-QTOF	splash10-03k9-5910000000-898016e3044752e00d21	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 40V, Positive-QTOF	splash10-0006-9200000000-085bc83f5f0745fdfa2f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 10V, Negative-QTOF	splash10-0a4r-9380000000-cd134a736f3b45c716d1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 20V, Negative-QTOF	splash10-0a4i-9200000000-ba412f97fc2968a7b2e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 40V, Negative-QTOF	splash10-0a4i-9000000000-512d3ae495971962a2a1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 10V, Negative-QTOF	splash10-0079-6390000000-ff740186112d1b148060	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 20V, Negative-QTOF	splash10-00di-7910000000-6e1a5cc219cc95bca68a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 40V, Negative-QTOF	splash10-05fr-9800000000-fd4c4b7a5bc0ff277976	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 10V, Positive-QTOF	splash10-0006-0790000000-969fb74fd59ea23f67c7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 20V, Positive-QTOF	splash10-0fki-0900000000-0567c32218dd2c4075d8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate 40V, Positive-QTOF	splash10-0abc-4900000000-16ebf6d96f9921f4a272	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
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, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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
Predicted 1D NMR	¹³C 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

FDB029926

KNApSAcK ID

Not Available

Chemspider ID

23254884

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44234503

PDB ID

Not Available

ChEBI ID

174242

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

Neveu V, Perez-Jimenez J, Vos F, Crespy V, du Chaffaut L, Mennen L, Knox C, Eisner R, Cruz J, Wishart D, Scalbert A: Phenol-Explorer: an online comprehensive database on polyphenol contents in foods. Database (Oxford). 2010;2010:bap024. doi: 10.1093/database/bap024. Epub 2010 Jan 8. [PubMed:20428313 ]

Showing metabocard for Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (HMDB0041756)

MOL for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

3D MOL for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

3D SDF for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

3D-SDF for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

PDB for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

3D PDB for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

SMILES for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

INCHI for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

Structure for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

3D Structure for HMDB0041756 (Isopropyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra