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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:33 UTC

Update Date

2021-09-14 15:29:55 UTC

HMDB ID

HMDB0002034

Secondary Accession Numbers

HMDB02034

Metabolite Identification

Common Name

Homolanthionine

Description

Homolanthionine belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon). Homolanthionine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make homolanthionine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Homolanthionine.

Structure

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

HMDB0002034
     RDKit          3D
Homolanthionine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.2079   -0.4481   -0.6122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -0.4431    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0828    0.2738    0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.5084   -0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0695    0.1536   -1.4521 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.6037   -0.7450   -2.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    1.5144   -2.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    0.2340   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399    0.8184   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    0.9848    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    1.5577   -0.7195 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1496   -0.2808    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915   -0.7220    0.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -0.9791    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0760    0.1818    1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5256    0.2785    2.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3535    0.6795    1.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1496   -0.8595   -0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4315    0.5550   -0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -1.5211    0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740    1.3030   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715    0.2916    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653   -1.5564   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1605   -0.5044   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    0.8860    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -0.8098    0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    0.2453   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.8534   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4371    1.7481    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709    1.3595   -0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124    1.1700   -1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742   -0.5629    2.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    0.1752    1.9694 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  2  0
  5  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END


  Mrv0541 02231219202D          

 17 16  0  0  0  0            999 V2000
    6.3113   -9.5013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1363   -9.5013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5488  -10.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5488   -8.7868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1363  -10.9302    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.3738  -10.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7863  -10.9302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6113  -10.9302    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0238  -11.6448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0238  -10.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1988  -10.2158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8488  -10.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2613   -9.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0863   -9.5014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8489   -8.7868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4988  -10.2158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.4989   -8.7869    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  3  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  8  1  0  0  0  0
 11  8  2  0  0  0  0
 12 10  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002034

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CCS(=O)(=O)CCC(N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O6S/c9-5(7(11)12)1-3-17(15,16)4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)

> <INCHI_KEY>
CMACTJDDABKNPX-UHFFFAOYSA-N

> <FORMULA>
C8H16N2O6S

> <MOLECULAR_WEIGHT>
268.287

> <EXACT_MASS>
268.072906944

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
25.19036937488643

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-4-(3-amino-3-carboxypropanesulfonyl)butanoic acid

> <ALOGPS_LOGP>
-3.98

> <JCHEM_LOGP>
-7.614971758808269

> <ALOGPS_LOGS>
-0.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
1.984092510680969

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2285570253590983

> <JCHEM_PKA_STRONGEST_BASIC>
8.99038614779422

> <JCHEM_POLAR_SURFACE_AREA>
160.77999999999997

> <JCHEM_REFRACTIVITY>
57.6572

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.04e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
homolanthionine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002034
     RDKit          3D
Homolanthionine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.2079   -0.4481   -0.6122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -0.4431    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0828    0.2738    0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.5084   -0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0695    0.1536   -1.4521 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.6037   -0.7450   -2.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    1.5144   -2.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    0.2340   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399    0.8184   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    0.9848    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    1.5577   -0.7195 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1496   -0.2808    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915   -0.7220    0.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -0.9791    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0760    0.1818    1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5256    0.2785    2.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3535    0.6795    1.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1496   -0.8595   -0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4315    0.5550   -0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -1.5211    0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740    1.3030   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715    0.2916    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653   -1.5564   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1605   -0.5044   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    0.8860    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -0.8098    0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    0.2453   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.8534   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4371    1.7481    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709    1.3595   -0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124    1.1700   -1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742   -0.5629    2.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    0.1752    1.9694 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  2  0
  5  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      11.781 -17.736   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      13.321 -17.736   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.091 -19.069   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      14.091 -16.402   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      13.321 -20.403   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      15.631 -19.069   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.401 -20.403   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      17.941 -20.403   0.000  0.00  0.00           S+0
HETATM    9  O   UNK     0      18.711 -21.737   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.711 -19.069   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.171 -19.069   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      20.251 -19.069   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.021 -17.736   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.561 -17.736   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      20.251 -16.402   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0      23.331 -19.069   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      23.331 -16.402   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5    6                                                  
CONECT    4    2                                                            
CONECT    5    3                                                            
CONECT    6    3    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8   12                                                       
CONECT   11    8                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13   16   17                                                  
CONECT   15   13                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0002034
HETATM    1  N1  UNL     1      -4.208  -0.448  -0.612  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.385  -0.443   0.588  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.083   0.274   0.226  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.454  -0.508  -0.883  1.00  0.00           C  
HETATM    5  S1  UNL     1       0.069   0.154  -1.452  1.00  0.00           S  
HETATM    6  O1  UNL     1       0.604  -0.745  -2.531  1.00  0.00           O  
HETATM    7  O2  UNL     1      -0.122   1.514  -2.039  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.306   0.234  -0.180  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.540   0.818  -0.825  1.00  0.00           C  
HETATM   10  C6  UNL     1       3.709   0.985   0.085  1.00  0.00           C  
HETATM   11  N2  UNL     1       4.783   1.558  -0.720  1.00  0.00           N  
HETATM   12  C7  UNL     1       4.150  -0.281   0.698  1.00  0.00           C  
HETATM   13  O3  UNL     1       5.292  -0.722   0.414  1.00  0.00           O  
HETATM   14  O4  UNL     1       3.339  -0.979   1.568  1.00  0.00           O  
HETATM   15  C8  UNL     1      -4.076   0.182   1.705  1.00  0.00           C  
HETATM   16  O5  UNL     1      -3.526   0.278   2.823  1.00  0.00           O  
HETATM   17  O6  UNL     1      -5.354   0.679   1.550  1.00  0.00           O  
HETATM   18  H1  UNL     1      -5.150  -0.859  -0.348  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.431   0.555  -0.870  1.00  0.00           H  
HETATM   20  H3  UNL     1      -3.128  -1.521   0.779  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.374   1.303  -0.058  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.472   0.292   1.142  1.00  0.00           H  
HETATM   23  H6  UNL     1      -1.365  -1.556  -0.556  1.00  0.00           H  
HETATM   24  H7  UNL     1      -2.160  -0.504  -1.738  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.011   0.886   0.642  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.553  -0.810   0.132  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.825   0.245  -1.752  1.00  0.00           H  
HETATM   28  H11 UNL     1       2.260   1.853  -1.182  1.00  0.00           H  
HETATM   29  H12 UNL     1       3.437   1.748   0.850  1.00  0.00           H  
HETATM   30  H13 UNL     1       5.671   1.359  -0.180  1.00  0.00           H  
HETATM   31  H14 UNL     1       4.812   1.170  -1.673  1.00  0.00           H  
HETATM   32  H15 UNL     1       3.074  -0.563   2.428  1.00  0.00           H  
HETATM   33  H16 UNL     1      -6.146   0.175   1.969  1.00  0.00           H  
CONECT    1    2   18   19
CONECT    2    3   15   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6    6    7    7
CONECT    5    8
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   12   29
CONECT   11   30   31
CONECT   12   13   13   14
CONECT   14   32
CONECT   15   16   16   17
CONECT   17   33
END

HMDB0002034
     RDKit          3D
Homolanthionine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.2079   -0.4481   -0.6122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3852   -0.4431    0.5878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0828    0.2738    0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4541   -0.5084   -0.8827 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0695    0.1536   -1.4521 S   0  0  0  0  0  6  0  0  0  0  0  0
    0.6037   -0.7450   -2.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1225    1.5144   -2.0388 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3063    0.2340   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5399    0.8184   -0.8248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7087    0.9848    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    1.5577   -0.7195 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1496   -0.2808    0.6976 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2915   -0.7220    0.4141 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3387   -0.9791    1.5675 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0760    0.1818    1.7054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5256    0.2785    2.8231 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3535    0.6795    1.5497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1496   -0.8595   -0.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4315    0.5550   -0.8698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1276   -1.5211    0.7789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3740    1.3030   -0.0576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4715    0.2916    1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3653   -1.5564   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1605   -0.5044   -1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0115    0.8860    0.6417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5526   -0.8098    0.1322 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8246    0.2453   -1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2597    1.8534   -1.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4371    1.7481    0.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6709    1.3595   -0.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8124    1.1700   -1.6732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0742   -0.5629    2.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    0.1752    1.9694 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  2  0
  5  7  2  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Homolanthionine sulfone	MeSH
L-Homolanthionine	HMDB
2-Amino-4-(3-amino-3-carboxypropanesulfonyl)butanoate	Generator, HMDB
2-Amino-4-(3-amino-3-carboxypropanesulphonyl)butanoate	Generator, HMDB
2-Amino-4-(3-amino-3-carboxypropanesulphonyl)butanoic acid	Generator, HMDB

Chemical Formula

C₈H₁₆N₂O₆S

Average Molecular Weight

268.287

Monoisotopic Molecular Weight

268.072906944

IUPAC Name

2-amino-4-(3-amino-3-carboxypropanesulfonyl)butanoic acid

Traditional Name

homolanthionine

CAS Registry Number

31982-10-2

SMILES

NC(CCS(=O)(=O)CCC(N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O6S/c9-5(7(11)12)1-3-17(15,16)4-2-6(10)8(13)14/h5-6H,1-4,9-10H2,(H,11,12)(H,13,14)

InChI Key

CMACTJDDABKNPX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids

Alternative Parents

Substituents

Alpha-amino acid
Thia fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Sulfone
Sulfonyl
Amino acid
Carboxylic acid
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Amine
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0002034)

Source

Endogenous

Endogenous (HMDB: HMDB0002034)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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	30.4 g/L	ALOGPS
logP	-4	ALOGPS
logP	-7.6	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	8.99	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	160.78 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	57.66 m³·mol⁻¹	ChemAxon
Polarizability	25.19 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]+	160.404	31661259
DarkChem	[M-H]-	154.809	31661259
DeepCCS	[M+H]+	155.326	30932474
DeepCCS	[M-H]-	152.968	30932474
DeepCCS	[M-2H]-	186.283	30932474
DeepCCS	[M+Na]+	162.321	30932474
AllCCS	[M+H]+	155.0	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	157.8	32859911
AllCCS	[M+Na]+	158.6	32859911
AllCCS	[M-H]-	153.6	32859911
AllCCS	[M+Na-2H]-	154.1	32859911
AllCCS	[M+HCOO]-	154.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	1.43 minutes	32390414
Predicted by Siyang on May 30, 2022	9.3827 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.3 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	495.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	414.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	253.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	33.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	165.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	69.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	306.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	236.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	1018.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	550.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	45.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	669.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	189.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	291.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	766.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	684.5 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	499.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Homolanthionine	NC(CCS(=O)(=O)CCC(N)C(O)=O)C(O)=O	3338.2	Standard polar	33892256
Homolanthionine	NC(CCS(=O)(=O)CCC(N)C(O)=O)C(O)=O	2042.6	Standard non polar	33892256
Homolanthionine	NC(CCS(=O)(=O)CCC(N)C(O)=O)C(O)=O	2915.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Homolanthionine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(N)C(=O)O	2454.1	Semi standard non polar	33892256
Homolanthionine,1TMS,isomer #2	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O)C(=O)O	2505.3	Semi standard non polar	33892256
Homolanthionine,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C	2492.2	Semi standard non polar	33892256
Homolanthionine,2TMS,isomer #2	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C	2510.3	Semi standard non polar	33892256
Homolanthionine,2TMS,isomer #3	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O	2512.4	Semi standard non polar	33892256
Homolanthionine,2TMS,isomer #4	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O)C(=O)O	2566.4	Semi standard non polar	33892256
Homolanthionine,2TMS,isomer #5	C[Si](C)(C)N(C(CCS(=O)(=O)CCC(N)C(=O)O)C(=O)O)[Si](C)(C)C	2622.9	Semi standard non polar	33892256
Homolanthionine,3TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2514.0	Semi standard non polar	33892256
Homolanthionine,3TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2696.9	Standard non polar	33892256
Homolanthionine,3TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3968.9	Standard polar	33892256
Homolanthionine,3TMS,isomer #2	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2552.1	Semi standard non polar	33892256
Homolanthionine,3TMS,isomer #2	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	2712.6	Standard non polar	33892256
Homolanthionine,3TMS,isomer #2	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O	3576.4	Standard polar	33892256
Homolanthionine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2666.3	Semi standard non polar	33892256
Homolanthionine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2776.8	Standard non polar	33892256
Homolanthionine,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(N)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4219.4	Standard polar	33892256
Homolanthionine,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2668.4	Semi standard non polar	33892256
Homolanthionine,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2769.3	Standard non polar	33892256
Homolanthionine,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	4065.9	Standard polar	33892256
Homolanthionine,3TMS,isomer #5	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2694.8	Semi standard non polar	33892256
Homolanthionine,3TMS,isomer #5	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2776.0	Standard non polar	33892256
Homolanthionine,3TMS,isomer #5	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3724.3	Standard polar	33892256
Homolanthionine,4TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2513.9	Semi standard non polar	33892256
Homolanthionine,4TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2849.0	Standard non polar	33892256
Homolanthionine,4TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3152.3	Standard polar	33892256
Homolanthionine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2663.5	Semi standard non polar	33892256
Homolanthionine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2902.0	Standard non polar	33892256
Homolanthionine,4TMS,isomer #2	C[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3771.0	Standard polar	33892256
Homolanthionine,4TMS,isomer #3	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2688.2	Semi standard non polar	33892256
Homolanthionine,4TMS,isomer #3	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2923.4	Standard non polar	33892256
Homolanthionine,4TMS,isomer #3	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3301.2	Standard polar	33892256
Homolanthionine,4TMS,isomer #4	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2676.8	Semi standard non polar	33892256
Homolanthionine,4TMS,isomer #4	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2908.4	Standard non polar	33892256
Homolanthionine,4TMS,isomer #4	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3337.7	Standard polar	33892256
Homolanthionine,4TMS,isomer #5	C[Si](C)(C)N(C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2841.0	Semi standard non polar	33892256
Homolanthionine,4TMS,isomer #5	C[Si](C)(C)N(C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2992.2	Standard non polar	33892256
Homolanthionine,4TMS,isomer #5	C[Si](C)(C)N(C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3451.6	Standard polar	33892256
Homolanthionine,5TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2641.3	Semi standard non polar	33892256
Homolanthionine,5TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	3032.6	Standard non polar	33892256
Homolanthionine,5TMS,isomer #1	C[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2964.6	Standard polar	33892256
Homolanthionine,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2855.8	Semi standard non polar	33892256
Homolanthionine,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3120.4	Standard non polar	33892256
Homolanthionine,5TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3111.8	Standard polar	33892256
Homolanthionine,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2817.2	Semi standard non polar	33892256
Homolanthionine,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3213.9	Standard non polar	33892256
Homolanthionine,6TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2849.2	Standard polar	33892256
Homolanthionine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(N)C(=O)O	2707.9	Semi standard non polar	33892256
Homolanthionine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O)C(=O)O	2749.6	Semi standard non polar	33892256
Homolanthionine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C	2962.8	Semi standard non polar	33892256
Homolanthionine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2987.3	Semi standard non polar	33892256
Homolanthionine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2988.3	Semi standard non polar	33892256
Homolanthionine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O)C(=O)O	3026.0	Semi standard non polar	33892256
Homolanthionine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCS(=O)(=O)CCC(N)C(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3058.7	Semi standard non polar	33892256
Homolanthionine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3186.9	Semi standard non polar	33892256
Homolanthionine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3459.0	Standard non polar	33892256
Homolanthionine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3909.9	Standard polar	33892256
Homolanthionine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3215.3	Semi standard non polar	33892256
Homolanthionine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3459.3	Standard non polar	33892256
Homolanthionine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3605.5	Standard polar	33892256
Homolanthionine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3298.0	Semi standard non polar	33892256
Homolanthionine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3511.8	Standard non polar	33892256
Homolanthionine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(N)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4062.5	Standard polar	33892256
Homolanthionine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3302.5	Semi standard non polar	33892256
Homolanthionine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3499.3	Standard non polar	33892256
Homolanthionine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3954.6	Standard polar	33892256
Homolanthionine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3366.3	Semi standard non polar	33892256
Homolanthionine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3492.4	Standard non polar	33892256
Homolanthionine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3695.8	Standard polar	33892256
Homolanthionine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3376.0	Semi standard non polar	33892256
Homolanthionine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3801.3	Standard non polar	33892256
Homolanthionine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3383.5	Standard polar	33892256
Homolanthionine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3518.2	Semi standard non polar	33892256
Homolanthionine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3837.8	Standard non polar	33892256
Homolanthionine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(N)CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3763.0	Standard polar	33892256
Homolanthionine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3552.4	Semi standard non polar	33892256
Homolanthionine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3851.4	Standard non polar	33892256
Homolanthionine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3458.5	Standard polar	33892256
Homolanthionine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3562.1	Semi standard non polar	33892256
Homolanthionine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3851.0	Standard non polar	33892256
Homolanthionine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3482.1	Standard polar	33892256
Homolanthionine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3675.5	Semi standard non polar	33892256
Homolanthionine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3906.7	Standard non polar	33892256
Homolanthionine,4TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3538.8	Standard polar	33892256
Homolanthionine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3730.6	Semi standard non polar	33892256
Homolanthionine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	4158.1	Standard non polar	33892256
Homolanthionine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCS(=O)(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3307.5	Standard polar	33892256
Homolanthionine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3905.4	Semi standard non polar	33892256
Homolanthionine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4218.3	Standard non polar	33892256
Homolanthionine,5TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCS(=O)(=O)CCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3365.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Homolanthionine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-4920000000-b96e484710f39ff7e05a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homolanthionine GC-MS (2 TMS) - 70eV, Positive	splash10-00di-4930000000-a0558017189431e6ccaf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homolanthionine 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 - Homolanthionine 10V, Positive-QTOF	splash10-01b9-0490000000-62b6a8e25c1c430af637	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 20V, Positive-QTOF	splash10-05fr-1940000000-403b26b3a72d47193118	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 40V, Positive-QTOF	splash10-00dj-2900000000-d1e188e3acc62df6bd16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 10V, Negative-QTOF	splash10-014i-0190000000-f340fa81087a07f1aef5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 20V, Negative-QTOF	splash10-014i-7890000000-9469e0fb88d7ec2ec275	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 40V, Negative-QTOF	splash10-0ht9-9800000000-40279f35154fb6c6f791	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 10V, Positive-QTOF	splash10-01b9-0190000000-d1a9ee16e4319b8e5920	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 20V, Positive-QTOF	splash10-0f8i-0900000000-5b37862e0adc1668371d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 40V, Positive-QTOF	splash10-0ue9-2900000000-145750283caaf9cb78cb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 10V, Negative-QTOF	splash10-0gb9-0090000000-a06c86eba68b74043de1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 20V, Negative-QTOF	splash10-0gb9-1290000000-7ab8cf7b31bc5045f17b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homolanthionine 40V, Negative-QTOF	splash10-0006-9810000000-06e18e594e36c1d2a268	2021-09-25	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 (predicted from logP)

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

FDB022810

KNApSAcK ID

Not Available

Chemspider ID

166320

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6449

PubChem Compound

191531

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

Kubota, Koji; Yoshihara, Yasuhiko; Okada, Hiroshi. L-Homolanthionine. Jpn. Kokai Tokkyo Koho (1974), 3 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Tallan HH, Pascal TA, Schneidman K, Gillam BM, Gaull GE: Homolanthionine synthesis by human liver cystathionase. Biochem Biophys Res Commun. 1971 Apr 16;43(2):303-10. [PubMed:5577445 ]
Kromer JO, Heinzle E, Schroder H, Wittmann C: Accumulation of homolanthionine and activation of a novel pathway for isoleucine biosynthesis in Corynebacterium glutamicum McbR deletion strains. J Bacteriol. 2006 Jan;188(2):609-18. [PubMed:16385051 ]
Perry TL, Hansen S, MacDougall L: Homolanthionine excretion in homocystinuria. Science. 1966 Jun 24;152(3730):1750-2. [PubMed:5938411 ]

Showing metabocard for Homolanthionine (HMDB0002034)

MOL for HMDB0002034 (Homolanthionine)

3D MOL for HMDB0002034 (Homolanthionine)

3D SDF for HMDB0002034 (Homolanthionine)

3D-SDF for HMDB0002034 (Homolanthionine)

PDB for HMDB0002034 (Homolanthionine)

3D PDB for HMDB0002034 (Homolanthionine)

SMILES for HMDB0002034 (Homolanthionine)

INCHI for HMDB0002034 (Homolanthionine)

Structure for HMDB0002034 (Homolanthionine)

3D Structure for HMDB0002034 (Homolanthionine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra