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Showing metabocard for N-Acetyl-DL-homocysteine (HMDB0255054)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 14:35:13 UTC
Update Date2021-09-26 23:09:33 UTC
HMDB IDHMDB0255054
Secondary Accession NumbersNone
Metabolite Identification
Common NameN-Acetyl-DL-homocysteine
DescriptionN-Acetyl-DL-homocysteine 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 N-Acetyl-DL-homocysteine. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-acetyl-dl-homocysteine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Acetyl-DL-homocysteine 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0255054 (N-Acetyl-DL-homocysteine)

  Mrv1652309112116352D          

 11 10  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
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3D MOL for HMDB0255054 (N-Acetyl-DL-homocysteine)

HMDB0255054
     RDKit          3D
N-Acetyl-DL-homocysteine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.6598    0.5131   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928    0.2576   -0.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173    0.3276   -1.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2652   -0.0463    0.1755 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1169   -0.3141   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411    0.7228    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4574    0.4459   -0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762    1.7487    0.5178 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -1.6970    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389   -2.4244    0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217   -2.2876   -0.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838    1.5980    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142    0.2954   -1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999   -0.1138    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.0904    1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.2138   -1.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569    1.6949   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366    0.8047    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079    0.4895   -1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773   -0.4939    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5995    1.2322    1.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -2.4491   -1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
 11 22  1  0
M  END
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3D SDF for HMDB0255054 (N-Acetyl-DL-homocysteine)

  Mrv1652309112116352D          

 11 10  0  0  0  0            999 V2000
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    0.1914    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
  5  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255054

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC(CCS)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO3S/c1-4(8)7-5(2-3-11)6(9)10/h5,11H,2-3H2,1H3,(H,7,8)(H,9,10)

> <INCHI_KEY>
REYLLNRLWCBKCM-UHFFFAOYSA-N

> <FORMULA>
C6H11NO3S

> <MOLECULAR_WEIGHT>
177.22

> <EXACT_MASS>
177.045964392

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
17.499914572313624

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-acetamido-4-sulfanylbutanoic acid

> <ALOGPS_LOGP>
0.27

> <JCHEM_LOGP>
-0.4954455433333339

> <ALOGPS_LOGS>
-1.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.189948891218494

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9452331058032635

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8012784045568746

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
42.378800000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.69e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
DL-homocysteine, N-acetyl-

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0255054 (N-Acetyl-DL-homocysteine)

HMDB0255054
     RDKit          3D
N-Acetyl-DL-homocysteine
 22 21  0  0  0  0  0  0  0  0999 V2000
   -3.6598    0.5131   -0.2269 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2928    0.2576   -0.7277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1173    0.3276   -1.9654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2652   -0.0463    0.1755 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1169   -0.3141   -0.2213 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0411    0.7228    0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4574    0.4459   -0.1110 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5762    1.7487    0.5178 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4162   -1.6970    0.1265 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4389   -2.4244    0.7220 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6217   -2.2876   -0.1668 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6838    1.5980    0.0735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4142    0.2954   -1.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7999   -0.1138    0.6755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4672   -0.0904    1.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230   -0.2138   -1.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7569    1.6949   -0.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0366    0.8047    1.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079    0.4895   -1.2247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8773   -0.4939    0.2835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5995    1.2322    1.2998 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0086   -2.4491   -1.0695 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  6 17  1  0
  6 18  1  0
  7 19  1  0
  7 20  1  0
  8 21  1  0
 11 22  1  0
M  END
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PDB for HMDB0255054 (N-Acetyl-DL-homocysteine)

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       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       5.954   3.437   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      11.288   3.437   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       7.287   1.127   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       8.621   0.357   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       5.954   0.357   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    9                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    5   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0255054 (N-Acetyl-DL-homocysteine)

COMPND    HMDB0255069
HETATM    1  C1  UNL     1      -3.343  -1.064  -0.190  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.998  -0.568   0.170  1.00  0.00           C  
HETATM    3  O1  UNL     1      -1.554  -0.712   1.332  1.00  0.00           O  
HETATM    4  N1  UNL     1      -1.192   0.077  -0.792  1.00  0.00           N  
HETATM    5  C3  UNL     1       0.137   0.608  -0.547  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.162  -0.450  -0.415  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.532   0.102  -0.171  1.00  0.00           C  
HETATM    8  S1  UNL     1       3.769  -1.237  -0.052  1.00  0.00           S  
HETATM    9  C6  UNL     1       0.031   1.575   0.561  1.00  0.00           C  
HETATM   10  O2  UNL     1      -1.093   1.806   1.132  1.00  0.00           O  
HETATM   11  O3  UNL     1       1.096   2.296   1.064  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.396  -1.298  -1.287  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.605  -2.017   0.330  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.097  -0.271   0.026  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.598   0.175  -1.768  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.382   1.255  -1.444  1.00  0.00           H  
HETATM   17  H6  UNL     1       1.206  -1.051  -1.357  1.00  0.00           H  
HETATM   18  H7  UNL     1       0.873  -1.202   0.372  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.609   0.686   0.779  1.00  0.00           H  
HETATM   20  H9  UNL     1       2.830   0.713  -1.044  1.00  0.00           H  
HETATM   21  H10 UNL     1       3.894  -1.715   1.253  1.00  0.00           H  
HETATM   22  H11 UNL     1       1.355   2.294   2.050  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3    4
CONECT    4    5   15
CONECT    5    6    9   16
CONECT    6    7   17   18
CONECT    7    8   19   20
CONECT    8   21
CONECT    9   10   10   11
CONECT   11   22
END
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SMILES for HMDB0255054 (N-Acetyl-DL-homocysteine)

CC(=O)NC(CCS)C(O)=O
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INCHI for HMDB0255054 (N-Acetyl-DL-homocysteine)

InChI=1S/C6H11NO3S/c1-4(8)7-5(2-3-11)6(9)10/h5,11H,2-3H2,1H3,(H,7,8)(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-[(1-Hydroxyethylidene)amino]-4-sulfanylbutanoateHMDB
2-[(1-Hydroxyethylidene)amino]-4-sulphanylbutanoateHMDB
2-[(1-Hydroxyethylidene)amino]-4-sulphanylbutanoic acidHMDB
Chemical FormulaC6H11NO3S
Average Molecular Weight177.22
Monoisotopic Molecular Weight177.045964392
IUPAC Name2-acetamido-4-sulfanylbutanoic acid
Traditional NameDL-homocysteine, N-acetyl-
CAS Registry NumberNot Available
SMILES
CC(=O)NC(CCS)C(O)=O
InChI Identifier
InChI=1S/C6H11NO3S/c1-4(8)7-5(2-3-11)6(9)10/h5,11H,2-3H2,1H3,(H,7,8)(H,9,10)
InChI KeyREYLLNRLWCBKCM-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Thia fatty acid
  • Fatty acyl
  • Fatty acid
  • Acetamide
  • Secondary carboxylic acid amide
  • Carboxamide group
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Alkylthiol
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID97408
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound108348
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]