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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:50:41 UTC
Update Date2021-09-26 22:54:28 UTC
HMDB IDHMDB0245792
Secondary Accession NumbersNone
Metabolite Identification
Common Name3-[(2,2-Dichlorovinyl)thio]-L-alanine
Description3-[(2,2-Dichlorovinyl)thio]-L-alanine belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 3-[(2,2-Dichlorovinyl)thio]-L-alanine. This compound has been identified in human blood as reported by (PMID: 31557052 ). 3-[(2,2-dichlorovinyl)thio]-l-alanine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 3-[(2,2-Dichlorovinyl)thio]-L-alanine 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
Thumb
SynonymsNot Available
Chemical FormulaC5H7Cl2NO2S
Average Molecular Weight216.08
Monoisotopic Molecular Weight214.957455
IUPAC Name2-amino-3-[(2,2-dichloroethenyl)sulfanyl]propanoic acid
Traditional Name2-amino-3-[(2,2-dichloroethenyl)sulfanyl]propanoic acid
CAS Registry NumberNot Available
SMILES
NC(CSC=C(Cl)Cl)C(O)=O
InChI Identifier
InChI=1S/C5H7Cl2NO2S/c6-4(7)2-11-1-3(8)5(9)10/h2-3H,1,8H2,(H,9,10)
InChI KeyHTUPGSGHOGPTAF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentCysteine and derivatives
Alternative Parents
Substituents
  • Cysteine or derivatives
  • Alpha-amino acid
  • Thioenolether
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Vinyl chloride
  • Vinyl halide
  • Sulfenyl compound
  • Haloalkene
  • Chloroalkene
  • Organic oxygen compound
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organochloride
  • Organohalogen compound
  • Amine
  • Carbonyl group
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-1.4ALOGPS
logP-1.5ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.53ChemAxon
pKa (Strongest Basic)9.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.21 m³·mol⁻¹ChemAxon
Polarizability18.79 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+134.130932474
DeepCCS[M-H]-130.69130932474
DeepCCS[M-2H]-167.73630932474
DeepCCS[M+Na]+142.88730932474
AllCCS[M+H]+141.832859911
AllCCS[M+H-H2O]+138.432859911
AllCCS[M+NH4]+145.032859911
AllCCS[M+Na]+145.932859911
AllCCS[M-H]-141.932859911
AllCCS[M+Na-2H]-143.932859911
AllCCS[M+HCOO]-146.332859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-[(2,2-Dichlorovinyl)thio]-L-alanineNC(CSC=C(Cl)Cl)C(O)=O2557.4Standard polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanineNC(CSC=C(Cl)Cl)C(O)=O1544.1Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanineNC(CSC=C(Cl)Cl)C(O)=O1824.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TMS,isomer #1C[Si](C)(C)NC(CSC=C(Cl)Cl)C(=O)O[Si](C)(C)C1775.2Semi standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TMS,isomer #1C[Si](C)(C)NC(CSC=C(Cl)Cl)C(=O)O[Si](C)(C)C1757.9Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TMS,isomer #1C[Si](C)(C)NC(CSC=C(Cl)Cl)C(=O)O[Si](C)(C)C2239.1Standard polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TMS,isomer #2C[Si](C)(C)N(C(CSC=C(Cl)Cl)C(=O)O)[Si](C)(C)C1922.3Semi standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TMS,isomer #2C[Si](C)(C)N(C(CSC=C(Cl)Cl)C(=O)O)[Si](C)(C)C1842.9Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TMS,isomer #2C[Si](C)(C)N(C(CSC=C(Cl)Cl)C(=O)O)[Si](C)(C)C2463.2Standard polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CSC=C(Cl)Cl)N([Si](C)(C)C)[Si](C)(C)C1913.5Semi standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CSC=C(Cl)Cl)N([Si](C)(C)C)[Si](C)(C)C1910.4Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,3TMS,isomer #1C[Si](C)(C)OC(=O)C(CSC=C(Cl)Cl)N([Si](C)(C)C)[Si](C)(C)C2156.4Standard polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CSC=C(Cl)Cl)C(=O)O[Si](C)(C)C(C)(C)C2240.2Semi standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CSC=C(Cl)Cl)C(=O)O[Si](C)(C)C(C)(C)C2245.9Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(CSC=C(Cl)Cl)C(=O)O[Si](C)(C)C(C)(C)C2414.1Standard polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CSC=C(Cl)Cl)C(=O)O)[Si](C)(C)C(C)(C)C2331.5Semi standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CSC=C(Cl)Cl)C(=O)O)[Si](C)(C)C(C)(C)C2274.0Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(C(CSC=C(Cl)Cl)C(=O)O)[Si](C)(C)C(C)(C)C2518.8Standard polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CSC=C(Cl)Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2567.5Semi standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CSC=C(Cl)Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2542.9Standard non polar33892256
3-[(2,2-Dichlorovinyl)thio]-L-alanine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CSC=C(Cl)Cl)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2437.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9100000000-1b2f41738086c4d43c792021-09-23Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine GC-MS (TMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine 10V, Positive-QTOFsplash10-004j-0910000000-934117b7dbcb63d647172021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine 20V, Positive-QTOFsplash10-0v6u-4900000000-90a310e2e0886328fbc52021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine 40V, Positive-QTOFsplash10-003u-9300000000-ab2ab4176d53a3d7d9412021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine 10V, Negative-QTOFsplash10-03di-1690000000-1630049b9d0375b09d682021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine 20V, Negative-QTOFsplash10-001i-9100000000-55a5a51b3492a9df3bdb2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-[(2,2-Dichlorovinyl)thio]-L-alanine 40V, Negative-QTOFsplash10-003r-9800000000-84e2e432e2a8a88886862021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
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 ID26503590
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53462812
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 ]