Hmdb loader

Showing metabocard for 2-(6'-methylthio)hexylmalate (HMDB0304053)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesXML
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 06:45:25 UTC
Update Date2021-09-24 06:45:25 UTC
HMDB IDHMDB0304053
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-(6'-methylthio)hexylmalate
Description 2-(6'-methylthio)hexylmalate is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-(6'-methylthio)hexylmalate can be found in a number of food items such as common mushroom, greenthread tea, butternut squash, and romaine lettuce, which makes 2-(6'-methylthio)hexylmalate a potential biomarker for the consumption of these food products.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0304053 (2-(6'-methylthio)hexylmalate)


  Mrv1533005141521382D          

 17 16  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.0164    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    2.5559    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  CHG  2  14  -1  17  -1
M  END
Download

3D MOL for HMDB0304053 (2-(6'-methylthio)hexylmalate)

HMDB0304053
     RDKit          3D
2-(6'-methylthio)hexylmalate
 35 34  0  0  0  0  0  0  0  0999 V2000
   -6.8685   -0.2633    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4184   -0.9104   -0.3922 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9526   -0.1029    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895   -0.5878   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5244    0.1429    0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -0.3143   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9382    0.3977    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -0.1239   -0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    0.5296    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5332    0.2464    1.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.0035   -0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334   -1.4755   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010   -1.9453    0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -2.3705   -1.4843 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2726    2.0034   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1723    2.3571   -1.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388    2.9097    0.9029 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.6191   -1.0557    0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5581    0.1212    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2783    0.5565   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   -0.3219    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    0.9891    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.3887   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -1.6826   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -0.0395    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6013    1.2363    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2732    0.0057   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0770   -1.3953   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8427    1.4993    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.2266    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    0.0311   -1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914   -1.2212   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299    0.2816    1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4253    0.1879   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531    0.4805   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
M  CHG  2  14  -1  17  -1
M  END
Download

3D SDF for HMDB0304053 (2-(6'-methylthio)hexylmalate)


  Mrv1533005141521382D          

 17 16  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8888    1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1908    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6197    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9052    1.0164    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    7.0638    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4763    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2388    2.5559    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  9 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
M  CHG  2  14  -1  17  -1
M  END
> <DATABASE_ID>
HMDB0304053

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCCCCCC(O)(CC([O-])=O)C([O-])=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O5S/c1-17-7-5-3-2-4-6-11(16,10(14)15)8-9(12)13/h16H,2-8H2,1H3,(H,12,13)(H,14,15)/p-2

> <INCHI_KEY>
FEKMFSGDBKSRNR-UHFFFAOYSA-L

> <FORMULA>
C11H18O5S

> <MOLECULAR_WEIGHT>
262.32

> <EXACT_MASS>
262.088592013

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.3238715079048

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-2-[6-(methylsulfanyl)hexyl]butanedioate

> <ALOGPS_LOGP>
1.59

> <JCHEM_LOGP>
1.8216215023333326

> <ALOGPS_LOGS>
-2.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.6875906055320575

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7353681233959573

> <JCHEM_PKA_STRONGEST_BASIC>
-4.065838486914715

> <JCHEM_POLAR_SURFACE_AREA>
100.49000000000001

> <JCHEM_REFRACTIVITY>
86.799

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.40e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-2-[6-(methylsulfanyl)hexyl]butanedioate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0304053 (2-(6'-methylthio)hexylmalate)

HMDB0304053
     RDKit          3D
2-(6'-methylthio)hexylmalate
 35 34  0  0  0  0  0  0  0  0999 V2000
   -6.8685   -0.2633    0.4800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4184   -0.9104   -0.3922 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9526   -0.1029    0.2981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6895   -0.5878   -0.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5244    0.1429    0.2690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2410   -0.3143   -0.3781 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9382    0.3977    0.2448 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1821   -0.1239   -0.4665 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4332    0.5296    0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5332    0.2464    1.4248 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6025   -0.0035   -0.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6334   -1.4755   -0.5333 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1010   -1.9453    0.5360 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1728   -2.3705   -1.4843 O   0  0  0  0  0  1  0  0  0  0  0  0
    3.2726    2.0034   -0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1723    2.3571   -1.3602 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2388    2.9097    0.9029 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.6191   -1.0557    0.6748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5581    0.1212    1.4648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2783    0.5565   -0.1447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8743   -0.3219    1.3806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0187    0.9891    0.1038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6979   -0.3887   -1.4599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6138   -1.6826   -0.2228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4888   -0.0395    1.3500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6013    1.2363    0.1090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2732    0.0057   -1.4491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0770   -1.3953   -0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8427    1.4993    0.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0079    0.2266    1.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647    0.0311   -1.5476 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914   -1.2212   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4299    0.2816    1.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4253    0.1879   -1.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5531    0.4805   -0.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
M  CHG  2  14  -1  17  -1
M  END
Download

PDB for HMDB0304053 (2-(6'-methylthio)hexylmalate)

HEADER    PROTEIN                                 14-MAY-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-MAY-15         0                                  
HETATM    1  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0       4.620   2.667   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.622   2.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      13.956   3.437   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      14.726   2.104   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      15.289   4.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.623   3.437   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      17.957   4.207   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      16.623   1.897   0.000  0.00  0.00           O-1
HETATM   15  C   UNK     0      13.186   4.771   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.956   6.105   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      11.646   4.771   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11   15                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END
Download

3D PDB for HMDB0304053 (2-(6'-methylthio)hexylmalate)

COMPND    HMDB0304053
HETATM    1  C1  UNL     1      -6.868  -0.263   0.480  1.00  0.00           C  
HETATM    2  S1  UNL     1      -5.418  -0.910  -0.392  1.00  0.00           S  
HETATM    3  C2  UNL     1      -3.953  -0.103   0.298  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.689  -0.588  -0.376  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.524   0.143   0.269  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.241  -0.314  -0.378  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.938   0.398   0.245  1.00  0.00           C  
HETATM    8  C7  UNL     1       2.182  -0.124  -0.467  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.433   0.530   0.085  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.533   0.246   1.425  1.00  0.00           O  
HETATM   11  C9  UNL     1       4.602  -0.003  -0.713  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.633  -1.476  -0.533  1.00  0.00           C  
HETATM   13  O2  UNL     1       5.101  -1.945   0.536  1.00  0.00           O  
HETATM   14  O3  UNL     1       4.173  -2.371  -1.484  1.00  0.00           O1-
HETATM   15  C11 UNL     1       3.273   2.003  -0.156  1.00  0.00           C  
HETATM   16  O4  UNL     1       3.172   2.357  -1.360  1.00  0.00           O  
HETATM   17  O5  UNL     1       3.239   2.910   0.903  1.00  0.00           O1-
HETATM   18  H1  UNL     1      -7.619  -1.056   0.675  1.00  0.00           H  
HETATM   19  H2  UNL     1      -6.558   0.121   1.465  1.00  0.00           H  
HETATM   20  H3  UNL     1      -7.278   0.556  -0.145  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.874  -0.322   1.381  1.00  0.00           H  
HETATM   22  H5  UNL     1      -4.019   0.989   0.104  1.00  0.00           H  
HETATM   23  H6  UNL     1      -2.698  -0.389  -1.460  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.614  -1.683  -0.223  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.489  -0.040   1.350  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.601   1.236   0.109  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.273   0.006  -1.449  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.077  -1.395  -0.326  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.843   1.499   0.059  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.008   0.227   1.334  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.065   0.031  -1.548  1.00  0.00           H  
HETATM   32  H15 UNL     1       2.191  -1.221  -0.293  1.00  0.00           H  
HETATM   33  H16 UNL     1       4.430   0.282   1.795  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.425   0.188  -1.785  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.553   0.481  -0.413  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   11   15
CONECT   10   33
CONECT   11   12   34   35
CONECT   12   13   13   14
CONECT   15   16   16   17
END
Download

SMILES for HMDB0304053 (2-(6'-methylthio)hexylmalate)

CSCCCCCCC(O)(CC([O-])=O)C([O-])=O
Download

INCHI for HMDB0304053 (2-(6'-methylthio)hexylmalate)

InChI=1S/C11H20O5S/c1-17-7-5-3-2-4-6-11(16,10(14)15)8-9(12)13/h16H,2-8H2,1H3,(H,12,13)(H,14,15)/p-2
Download
View in JSmolView Stereo Labels
Synonyms
ValueSource
2-Hydroxy-2-[6-(methylsulfanyl)hexyl]butanedioic acidGenerator
2-Hydroxy-2-[6-(methylsulphanyl)hexyl]butanedioateGenerator
2-Hydroxy-2-[6-(methylsulphanyl)hexyl]butanedioic acidGenerator
2-(6'-methylthio)Hexylmalic acidMetaCyc, Generator
Chemical FormulaC11H18O5S
Average Molecular Weight262.32
Monoisotopic Molecular Weight262.088592013
IUPAC Name2-hydroxy-2-[6-(methylsulfanyl)hexyl]butanedioate
Traditional Name2-hydroxy-2-[6-(methylsulfanyl)hexyl]butanedioate
CAS Registry NumberNot Available
SMILES
CSCCCCCCC(O)(CC([O-])=O)C([O-])=O
InChI Identifier
InChI=1S/C11H20O5S/c1-17-7-5-3-2-4-6-11(16,10(14)15)8-9(12)13/h16H,2-8H2,1H3,(H,12,13)(H,14,15)/p-2
InChI KeyFEKMFSGDBKSRNR-UHFFFAOYSA-L
Chemical Taxonomy
Description Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassHydroxy acids and derivatives
Sub ClassMedium-chain hydroxy acids and derivatives
Direct ParentMedium-chain hydroxy acids and derivatives
Alternative Parents
Substituents
  • Medium-chain hydroxy acid
  • Medium-chain fatty acid
  • Branched fatty acid
  • Hydroxy fatty acid
  • Thia fatty acid
  • Dicarboxylic acid or derivatives
  • Fatty acyl
  • Fatty acid
  • Tertiary alcohol
  • Carboxylic acid derivative
  • Carboxylic acid
  • Dialkylthioether
  • Sulfenyl compound
  • Thioether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organooxygen compound
  • Organosulfur compound
  • Carbonyl group
  • Alcohol
  • Organic anion
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP1.59ALOGPS
logP1.82ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)3.74ChemAxon
pKa (Strongest Basic)-4.1ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area100.49 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity86.8 m³·mol⁻¹ChemAxon
Polarizability27.32 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
AllCCS[M+H]+159.4732859911
AllCCS[M+H-H2O]+156.26532859911
AllCCS[M+Na]+163.29432859911
AllCCS[M+NH4]+162.44132859911
AllCCS[M-H]-158.68632859911
AllCCS[M+Na-2H]-159.28532859911
AllCCS[M+HCOO]-160.05432859911
DeepCCS[M+H]+153.12430932474
DeepCCS[M-H]-149.67230932474
DeepCCS[M-2H]-185.42830932474
DeepCCS[M+Na]+161.7230932474

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Predicted by Siyang on May 30, 202212.7134 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20224.19 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid1985.6 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid325.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid132.1 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid192.9 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid267.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid538.1 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid656.3 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)104.1 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid1101.2 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid412.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid1212.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid404.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid347.5 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate349.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA281.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water133.2 seconds40023050

Predicted Kovats Retention Indices

Not Available
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030313
KNApSAcK IDNot Available
Chemspider ID24785361
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound44237240
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available