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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 06:32:16 UTC

Update Date

2022-11-23 21:42:15 UTC

HMDB ID

HMDB0249714

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(3-amino-3-carboxypropylthio)pentanoic acid

Description

cbhcy, also known as 5-acps-C5 acid, 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). Based on a literature review very few articles have been published on cbhcy. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-(3-amino-3-carboxypropylthio)pentanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-(3-amino-3-carboxypropylthio)pentanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0249714
     RDKit          3D
Cbhcy
 32 31  0  0  0  0  0  0  0  0999 V2000
   -2.6798    1.0832    1.2465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796   -0.2284    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -1.0856    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.2680    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    0.4234    1.0360 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250    1.1391   -0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.3589   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497    0.5129   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6247   -0.2253   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -0.0933    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    0.5871    1.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597   -0.7294   -0.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507   -0.1424    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820    0.9826   -0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1869   -1.2560   -0.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615    1.7652    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6789    1.4215    2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917   -0.7279    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155   -2.0872    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -0.6413   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -1.7056    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -1.8693    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    2.1962   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.0018   -1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5027    0.7439   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424   -0.7058   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0948    0.0772    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    1.5917   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355    0.1885   -1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020   -1.2980   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -0.2669   -0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0960   -1.6713   -1.0055 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
 10 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 15 32  1  0
M  END


  Mrv1652309112108322D          

 15 14  0  0  0  0            999 V2000
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  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  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249714

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CCSCCCCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H17NO4S/c10-7(9(13)14)4-6-15-5-2-1-3-8(11)12/h7H,1-6,10H2,(H,11,12)(H,13,14)

> <INCHI_KEY>
BMONDXDFXRPNKQ-UHFFFAOYSA-N

> <FORMULA>
C9H17NO4S

> <MOLECULAR_WEIGHT>
235.3

> <EXACT_MASS>
235.087829205

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.18371142674016

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-[(3-amino-3-carboxypropyl)sulfanyl]pentanoic acid

> <ALOGPS_LOGP>
-1.65

> <JCHEM_LOGP>
-1.9481372780126096

> <ALOGPS_LOGS>
-2.08

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.617444090673764

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5529736055266063

> <JCHEM_PKA_STRONGEST_BASIC>
9.50232405741572

> <JCHEM_POLAR_SURFACE_AREA>
100.61999999999999

> <JCHEM_REFRACTIVITY>
57.775200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.98e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-[(3-amino-3-carboxypropyl)sulfanyl]pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249714
     RDKit          3D
Cbhcy
 32 31  0  0  0  0  0  0  0  0999 V2000
   -2.6798    1.0832    1.2465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796   -0.2284    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -1.0856    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.2680    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    0.4234    1.0360 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250    1.1391   -0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.3589   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497    0.5129   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6247   -0.2253   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -0.0933    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    0.5871    1.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597   -0.7294   -0.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507   -0.1424    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820    0.9826   -0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1869   -1.2560   -0.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615    1.7652    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6789    1.4215    2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917   -0.7279    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155   -2.0872    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -0.6413   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -1.7056    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -1.8693    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    2.1962   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.0018   -1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5027    0.7439   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424   -0.7058   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0948    0.0772    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    1.5917   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355    0.1885   -1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020   -1.2980   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -0.2669   -0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0960   -1.6713   -1.0055 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
 10 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      13.241   6.105   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.573   5.335   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       7.906   7.645   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0       9.240   3.795   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0249714
HETATM    1  N1  UNL     1      -2.680   1.083   1.246  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.180  -0.228   1.009  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.250  -1.086   0.184  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.907  -1.268   0.844  1.00  0.00           C  
HETATM    5  S1  UNL     1      -0.229   0.423   1.036  1.00  0.00           S  
HETATM    6  C4  UNL     1       0.125   1.139  -0.572  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.282   0.359  -1.211  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.450   0.513  -0.257  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.625  -0.225  -0.817  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.771  -0.093   0.093  1.00  0.00           C  
HETATM   11  O1  UNL     1       4.648   0.587   1.146  1.00  0.00           O  
HETATM   12  O2  UNL     1       5.960  -0.729  -0.242  1.00  0.00           O  
HETATM   13  C9  UNL     1      -4.451  -0.142   0.262  1.00  0.00           C  
HETATM   14  O3  UNL     1      -4.882   0.983  -0.063  1.00  0.00           O  
HETATM   15  O4  UNL     1      -5.187  -1.256  -0.095  1.00  0.00           O  
HETATM   16  H1  UNL     1      -2.761   1.765   0.489  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.679   1.422   2.209  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.392  -0.728   1.978  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.715  -2.087   0.089  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.178  -0.641  -0.819  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.965  -1.706   1.836  1.00  0.00           H  
HETATM   22  H7  UNL     1      -0.217  -1.869   0.221  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.398   2.196  -0.483  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.727   1.002  -1.294  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.503   0.744  -2.214  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.942  -0.706  -1.292  1.00  0.00           H  
HETATM   27  H12 UNL     1       2.095   0.077   0.713  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.622   1.592  -0.139  1.00  0.00           H  
HETATM   29  H14 UNL     1       3.835   0.188  -1.827  1.00  0.00           H  
HETATM   30  H15 UNL     1       3.402  -1.298  -0.969  1.00  0.00           H  
HETATM   31  H16 UNL     1       6.837  -0.267  -0.054  1.00  0.00           H  
HETATM   32  H17 UNL     1      -5.096  -1.671  -1.005  1.00  0.00           H  
CONECT    1    2   16   17
CONECT    2    3   13   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   11   12
CONECT   12   31
CONECT   13   14   14   15
CONECT   15   32
END

HMDB0249714
     RDKit          3D
Cbhcy
 32 31  0  0  0  0  0  0  0  0999 V2000
   -2.6798    1.0832    1.2465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1796   -0.2284    1.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2498   -1.0856    0.1839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9067   -1.2680    0.8443 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2288    0.4234    1.0360 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1250    1.1391   -0.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2822    0.3589   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4497    0.5129   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6247   -0.2253   -0.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7705   -0.0933    0.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6481    0.5871    1.1455 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9597   -0.7294   -0.2419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4507   -0.1424    0.2619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8820    0.9826   -0.0634 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1869   -1.2560   -0.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7615    1.7652    0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6789    1.4215    2.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3917   -0.7279    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7155   -2.0872    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1777   -0.6413   -0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646   -1.7056    1.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2169   -1.8693    0.2214 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3979    2.1962   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    1.0018   -1.2940 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5027    0.7439   -2.2141 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9424   -0.7058   -1.2918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0948    0.0772    0.7126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6219    1.5917   -0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8355    0.1885   -1.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4020   -1.2980   -0.9687 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8373   -0.2669   -0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0960   -1.6713   -1.0055 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
 10 11  2  0
 10 12  1  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 12 31  1  0
 15 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
5-(3-Amino-3-carboxypropylsulfanyl)pentanoic acid	MeSH
5-ACPS-C5 acid	MeSH
(R,S)-5-(3-Amino-3-carboxy-propylsulfanyl)-pentanoic acid	MeSH

Chemical Formula

C₉H₁₇NO₄S

Average Molecular Weight

235.3

Monoisotopic Molecular Weight

235.087829205

IUPAC Name

5-[(3-amino-3-carboxypropyl)sulfanyl]pentanoic acid

Traditional Name

5-[(3-amino-3-carboxypropyl)sulfanyl]pentanoic acid

CAS Registry Number

Not Available

SMILES

NC(CCSCCCCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C9H17NO4S/c10-7(9(13)14)4-6-15-5-2-1-3-8(11)12/h7H,1-6,10H2,(H,11,12)(H,13,14)

InChI Key

BMONDXDFXRPNKQ-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
Amino acid
Carboxylic acid
Thioether
Sulfenyl compound
Dialkylthioether
Organic oxygen compound
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxide
Amine
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

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
logP	-1.6	ALOGPS
logP	-1.9	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	2.55	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	100.62 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	57.78 m³·mol⁻¹	ChemAxon
Polarizability	25.18 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
DeepCCS	[M+H]+	148.035	30932474
DeepCCS	[M-H]-	144.01	30932474
DeepCCS	[M-2H]-	181.679	30932474
DeepCCS	[M+Na]+	157.344	30932474
AllCCS	[M+H]+	150.3	32859911
AllCCS	[M+H-H2O]+	147.1	32859911
AllCCS	[M+NH4]+	153.2	32859911
AllCCS	[M+Na]+	154.0	32859911
AllCCS	[M-H]-	153.1	32859911
AllCCS	[M+Na-2H]-	154.2	32859911
AllCCS	[M+HCOO]-	155.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Cbhcy	NC(CCSCCCCC(O)=O)C(O)=O	3308.5	Standard polar	33892256
Cbhcy	NC(CCSCCCCC(O)=O)C(O)=O	1899.3	Standard non polar	33892256
Cbhcy	NC(CCSCCCCC(O)=O)C(O)=O	2240.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Cbhcy,3TMS,isomer #1	C[Si](C)(C)NC(CCSCCCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2260.8	Semi standard non polar	33892256
Cbhcy,3TMS,isomer #1	C[Si](C)(C)NC(CCSCCCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2249.7	Standard non polar	33892256
Cbhcy,3TMS,isomer #1	C[Si](C)(C)NC(CCSCCCCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2484.4	Standard polar	33892256
Cbhcy,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2377.4	Semi standard non polar	33892256
Cbhcy,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2305.8	Standard non polar	33892256
Cbhcy,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2687.5	Standard polar	33892256
Cbhcy,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CCSCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2410.2	Semi standard non polar	33892256
Cbhcy,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CCSCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2278.9	Standard non polar	33892256
Cbhcy,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CCSCCCCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2662.4	Standard polar	33892256
Cbhcy,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2405.6	Semi standard non polar	33892256
Cbhcy,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2362.3	Standard non polar	33892256
Cbhcy,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2373.0	Standard polar	33892256
Cbhcy,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCSCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2938.7	Semi standard non polar	33892256
Cbhcy,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCSCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2820.9	Standard non polar	33892256
Cbhcy,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CCSCCCCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2793.2	Standard polar	33892256
Cbhcy,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3063.5	Semi standard non polar	33892256
Cbhcy,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2851.2	Standard non polar	33892256
Cbhcy,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCSCCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2896.8	Standard polar	33892256
Cbhcy,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CCSCCCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3074.9	Semi standard non polar	33892256
Cbhcy,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CCSCCCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2837.2	Standard non polar	33892256
Cbhcy,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CCSCCCCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2888.0	Standard polar	33892256
Cbhcy,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCSCCC(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	3290.1	Semi standard non polar	33892256
Cbhcy,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCSCCC(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	3068.7	Standard non polar	33892256
Cbhcy,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCSCCC(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	2784.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9500000000-bb6f72370bdf2db9d09e	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-03	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 - 5-(3-amino-3-carboxypropylthio)pentanoic acid 10V, Positive-QTOF	splash10-0ktr-4590000000-ed3f48c3e3342a332168	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid 20V, Positive-QTOF	splash10-0zfr-9700000000-8e19cb64433f7987d5f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid 40V, Positive-QTOF	splash10-052r-9100000000-e07624c3830ecacd80f5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid 10V, Negative-QTOF	splash10-001i-0930000000-602ac2f3649fd9f8643b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid 20V, Negative-QTOF	splash10-00lr-2900000000-6baf8a6cf8e68f631c6a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-(3-amino-3-carboxypropylthio)pentanoic acid 40V, Negative-QTOF	splash10-0159-6900000000-57e34cd082eaed44702c	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

2757972

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3518587

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 5-(3-amino-3-carboxypropylthio)pentanoic acid (HMDB0249714)

MOL for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

3D MOL for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

3D SDF for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

3D-SDF for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

PDB for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

3D PDB for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

SMILES for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

INCHI for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

Structure for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

3D Structure for HMDB0249714 (5-(3-amino-3-carboxypropylthio)pentanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra