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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:46:43 UTC

Update Date

2021-09-26 22:52:30 UTC

HMDB ID

HMDB0244631

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1-Hydroxy-2-(N-acetylcysteinyl)-3-butene

Description

1-Hydroxy-2-(N-acetylcysteinyl)-3-butene belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. Based on a literature review a small amount of articles have been published on 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene. This compound has been identified in human blood as reported by (PMID: 31557052 ). 1-hydroxy-2-(n-acetylcysteinyl)-3-butene is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 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

HMDB0244631
     RDKit          3D
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.6253    0.0508   -1.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422   -0.6580   -0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340   -0.1350    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    1.0246    1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5297    1.4233    2.6180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.3765    0.7341 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   -1.0533    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.8858   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105    0.2214   -0.2806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427    1.3187   -1.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    2.4079   -0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    1.4282   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -2.1081   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6053   -1.9817   -0.5791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770   -3.3144   -0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773   -0.3851   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9238    1.0547   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -1.6625   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.9892    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.8927    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601    0.6742    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6475    1.0058    2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -1.3270    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2050   -1.9550    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.8114   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450    0.1458    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788    2.0848    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1278    2.7772   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447    3.2637   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -3.8838    0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 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
  4 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 15 30  1  0
M  END

  Mrv1652309102123462D          

 15 14  0  0  0  0            999 V2000
    0.6974   -2.9487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -4.3519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476   -3.4164    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5877   -4.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3979   -3.8842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9379   -4.5078    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.7481   -4.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2882   -4.9755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0983   -4.8196    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0181   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8283   -3.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3177   -4.8196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578   -5.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5075   -4.9755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  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
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244631

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC(CSC(CO)C=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO4S/c1-3-7(4-11)15-5-8(9(13)14)10-6(2)12/h3,7-8,11H,1,4-5H2,2H3,(H,10,12)(H,13,14)

> <INCHI_KEY>
CVFXMLXLNNEEJM-UHFFFAOYSA-N

> <FORMULA>
C9H15NO4S

> <MOLECULAR_WEIGHT>
233.28

> <EXACT_MASS>
233.072179141

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
23.74636440647962

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid

> <ALOGPS_LOGP>
-0.35

> <JCHEM_LOGP>
-0.5088983096666664

> <ALOGPS_LOGS>
-1.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.862734649295732

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.919136815602759

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9964013668413463

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
57.619000000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244631
     RDKit          3D
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.6253    0.0508   -1.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422   -0.6580   -0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340   -0.1350    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    1.0246    1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5297    1.4233    2.6180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.3765    0.7341 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   -1.0533    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.8858   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105    0.2214   -0.2806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427    1.3187   -1.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    2.4079   -0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    1.4282   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -2.1081   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6053   -1.9817   -0.5791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770   -3.3144   -0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773   -0.3851   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9238    1.0547   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -1.6625   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.9892    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.8927    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601    0.6742    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6475    1.0058    2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -1.3270    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2050   -1.9550    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.8114   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450    0.1458    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788    2.0848    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1278    2.7772   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447    3.2637   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -3.8838    0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 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
  4 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 15 30  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       1.302  -5.504   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310  -6.668   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       1.806  -8.124   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       3.822  -6.377   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       4.830  -7.541   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.343  -7.250   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       7.351  -8.415   0.000  0.00  0.00           S+0
HETATM    8  C   UNK     0       8.863  -8.124   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.871  -9.288   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      11.383  -8.997   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       9.367  -6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.879  -6.377   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.326  -8.997   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.334 -10.161   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       2.814  -9.288   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0244631
HETATM    1  C1  UNL     1       3.625   0.051  -1.222  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.842  -0.658  -0.409  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.334  -0.135   0.868  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.130   1.025   1.414  1.00  0.00           C  
HETATM    5  O1  UNL     1       2.530   1.423   2.618  1.00  0.00           O  
HETATM    6  S1  UNL     1       0.616   0.377   0.734  1.00  0.00           S  
HETATM    7  C5  UNL     1      -0.405  -1.053   0.446  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.437  -0.886  -0.661  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.311   0.221  -0.281  1.00  0.00           N  
HETATM   10  C7  UNL     1      -2.543   1.319  -1.152  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.447   2.408  -0.704  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.029   1.428  -2.292  1.00  0.00           O  
HETATM   13  C9  UNL     1      -2.342  -2.108  -0.556  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.605  -1.982  -0.579  1.00  0.00           O  
HETATM   15  O4  UNL     1      -1.677  -3.314  -0.433  1.00  0.00           O  
HETATM   16  H1  UNL     1       3.977  -0.385  -2.155  1.00  0.00           H  
HETATM   17  H2  UNL     1       3.924   1.055  -1.024  1.00  0.00           H  
HETATM   18  H3  UNL     1       2.566  -1.663  -0.709  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.434  -0.989   1.613  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.150   1.893   0.743  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.160   0.674   1.686  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.647   1.006   2.717  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.950  -1.327   1.364  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.205  -1.955   0.165  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.991  -0.811  -1.637  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.745   0.146   0.668  1.00  0.00           H  
HETATM   27  H12 UNL     1      -4.079   2.085   0.149  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.128   2.777  -1.497  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.845   3.264  -0.272  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.609  -3.884   0.399  1.00  0.00           H  
CONECT    1    2    2   16   17
CONECT    2    3   18
CONECT    3    4    6   19
CONECT    4    5   20   21
CONECT    5   22
CONECT    6    7
CONECT    7    8   23   24
CONECT    8    9   13   25
CONECT    9   10   26
CONECT   10   11   12   12
CONECT   11   27   28   29
CONECT   13   14   14   15
CONECT   15   30
END

HMDB0244631
     RDKit          3D
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene
 30 29  0  0  0  0  0  0  0  0999 V2000
    3.6253    0.0508   -1.2220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8422   -0.6580   -0.4086 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3340   -0.1350    0.8682 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1299    1.0246    1.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5297    1.4233    2.6180 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6162    0.3765    0.7341 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4047   -1.0533    0.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4371   -0.8858   -0.6607 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3105    0.2214   -0.2806 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5427    1.3187   -1.1521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4466    2.4079   -0.7041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0288    1.4282   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3421   -2.1081   -0.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6053   -1.9817   -0.5791 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6770   -3.3144   -0.4331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9773   -0.3851   -2.1553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9238    1.0547   -1.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5664   -1.6625   -0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4342   -0.9892    1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1502    1.8927    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1601    0.6742    1.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6475    1.0058    2.7174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9505   -1.3270    1.3636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2050   -1.9550    0.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9913   -0.8114   -1.6368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7450    0.1458    0.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0788    2.0848    0.1486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1278    2.7772   -1.4974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8447    3.2637   -0.2719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6088   -3.8838    0.3986 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  2  0
  8 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
  4 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  9 26  1  0
 11 27  1  0
 11 28  1  0
 11 29  1  0
 15 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-[(1-Hydroxybut-3-en-2-yl)sulfanyl]-2-[(1-hydroxyethylidene)amino]propanoate	HMDB
3-[(1-Hydroxybut-3-en-2-yl)sulphanyl]-2-[(1-hydroxyethylidene)amino]propanoate	HMDB
3-[(1-Hydroxybut-3-en-2-yl)sulphanyl]-2-[(1-hydroxyethylidene)amino]propanoic acid	HMDB

Chemical Formula

C₉H₁₅NO₄S

Average Molecular Weight

233.28

Monoisotopic Molecular Weight

233.072179141

IUPAC Name

2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid

Traditional Name

2-acetamido-3-[(1-hydroxybut-3-en-2-yl)sulfanyl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NC(CSC(CO)C=C)C(O)=O

InChI Identifier

InChI=1S/C9H15NO4S/c1-3-7(4-11)15-5-8(9(13)14)10-6(2)12/h3,7-8,11H,1,4-5H2,2H3,(H,10,12)(H,13,14)

InChI Key

CVFXMLXLNNEEJM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Cysteine or derivatives
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Dialkylthioether
Primary alcohol
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic oxide
Carbonyl group
Organic nitrogen compound
Alcohol
Hydrocarbon derivative
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)

Source

Exogenous

Exogenous (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	-0.35	ALOGPS
logP	-0.51	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	57.62 m³·mol⁻¹	ChemAxon
Polarizability	23.75 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]+	150.238	30932474
DeepCCS	[M-H]-	146.453	30932474
DeepCCS	[M-2H]-	184.156	30932474
DeepCCS	[M+Na]+	159.82	30932474
AllCCS	[M+H]+	152.5	32859911
AllCCS	[M+H-H2O]+	149.2	32859911
AllCCS	[M+NH4]+	155.6	32859911
AllCCS	[M+Na]+	156.4	32859911
AllCCS	[M-H]-	149.9	32859911
AllCCS	[M+Na-2H]-	151.0	32859911
AllCCS	[M+HCOO]-	152.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene	CC(=O)NC(CSC(CO)C=C)C(O)=O	3166.9	Standard polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene	CC(=O)NC(CSC(CO)C=C)C(O)=O	1748.9	Standard non polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene	CC(=O)NC(CSC(CO)C=C)C(O)=O	1965.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene,3TMS,isomer #1	C=CC(CO[Si](C)(C)C)SCC(C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C	1997.7	Semi standard non polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene,3TMS,isomer #1	C=CC(CO[Si](C)(C)C)SCC(C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C	2048.8	Standard non polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene,3TMS,isomer #1	C=CC(CO[Si](C)(C)C)SCC(C(=O)O[Si](C)(C)C)N(C(C)=O)[Si](C)(C)C	2213.1	Standard polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene,3TBDMS,isomer #1	C=CC(CO[Si](C)(C)C(C)(C)C)SCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(C)=O)[Si](C)(C)C(C)(C)C	2681.7	Semi standard non polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene,3TBDMS,isomer #1	C=CC(CO[Si](C)(C)C(C)(C)C)SCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(C)=O)[Si](C)(C)C(C)(C)C	2654.6	Standard non polar	33892256
1-Hydroxy-2-(N-acetylcysteinyl)-3-butene,3TBDMS,isomer #1	C=CC(CO[Si](C)(C)C(C)(C)C)SCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(C)=O)[Si](C)(C)C(C)(C)C	2578.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9110000000-40b20b1f3b6f6268ca5c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene GC-MS (TBDMS_2_3) - 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 - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 10V, Positive-QTOF	splash10-03di-1920000000-b4401b088da70978d004	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 20V, Positive-QTOF	splash10-00e9-0900000000-3d2e7529ad189ae0bee2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 40V, Positive-QTOF	splash10-000i-9200000000-f553b4a376cb83c59943	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 10V, Negative-QTOF	splash10-0hl9-1920000000-fa6a0b6709910eb9ba2f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 20V, Negative-QTOF	splash10-00dr-9300000000-8d4f726bfb4f56ab767c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene 40V, Negative-QTOF	splash10-00di-9000000000-872f78373f931139fd1f	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	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

2785633

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3547512

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 1-Hydroxy-2-(N-acetylcysteinyl)-3-butene (HMDB0244631)

MOL for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

3D MOL for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

3D SDF for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

3D-SDF for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

PDB for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

3D PDB for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

SMILES for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

INCHI for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

Structure for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

3D Structure for HMDB0244631 (1-Hydroxy-2-(N-acetylcysteinyl)-3-butene)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra