Hmdb loader
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 19:08:04 UTC
Update Date2021-10-13 06:40:20 UTC
HMDB IDHMDB0034323
Secondary Accession Numbers
  • HMDB34323
Metabolite Identification
Common NameS-Allylcysteine
DescriptionS-Allylcysteine 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. S-Allylcysteine is a cooked and roasted tasting compound. S-Allylcysteine is found, on average, in the highest concentration within soft-necked garlics (Allium sativum L. var. sativum). S-Allylcysteine has also been detected, but not quantified in, several different foods, such as onion-family vegetables, welsh onions (Allium fistulosum), garden onion (var.), garden onions (Allium cepa), and green onion. This could make S-allylcysteine a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on S-Allylcysteine.
Structure
Data?1563862545
Synonyms
ValueSource
L-DeoxyallIInHMDB
S-2-Propenyl-L-cysteineHMDB, MeSH
S-Allyl-L -cysteineHMDB
Allyl cysteineMeSH, HMDB
2-Amino-3-(prop-2-en-1-ylsulfanyl)propanoateGenerator
2-Amino-3-(prop-2-en-1-ylsulphanyl)propanoateGenerator
2-Amino-3-(prop-2-en-1-ylsulphanyl)propanoic acidGenerator
S-AllylcysteineMeSH
Chemical FormulaC6H11NO2S
Average Molecular Weight161.222
Monoisotopic Molecular Weight161.051049291
IUPAC Name2-amino-3-(prop-2-en-1-ylsulfanyl)propanoic acid
Traditional NameS-allyl cysteine
CAS Registry Number21593-77-1
SMILES
NC(CSCC=C)C(O)=O
InChI Identifier
InChI=1S/C6H11NO2S/c1-2-3-10-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)
InChI KeyZFAHNWWNDFHPOH-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
  • Amino acid
  • Allyl sulfur compound
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Thioether
  • Sulfenyl compound
  • Dialkylthioether
  • Carbonyl group
  • Amine
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point218 °CNot Available
Boiling Point300.00 to 301.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility0The Good Scents Company Information System
LogP1.310The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility13.7 g/LALOGPS
logP10(-1.8) g/LALOGPS
logP10(-1.8) g/LChemAxon
logS10(-1.1) g/LALOGPS
pKa (Strongest Acidic)2.53ChemAxon
pKa (Strongest Basic)9.14ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity42.09 m³·mol⁻¹ChemAxon
Polarizability16.85 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.13431661259
DarkChem[M-H]-129.03431661259

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
S-Allylcysteine,1TMS,#1C=CCSCC(N)C(=O)O[Si](C)(C)C1433.3Semi standard non polarhttps://arxiv.org/abs/1905.12712
S-Allylcysteine,1TMS,#2C=CCSCC(N[Si](C)(C)C)C(=O)O1501.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
S-Allylcysteine,1TBDMS,#1C=CCSCC(N)C(=O)O[Si](C)(C)C(C)(C)C1654.9Semi standard non polarhttps://arxiv.org/abs/1905.12712
S-Allylcysteine,1TBDMS,#2C=CCSCC(N[Si](C)(C)C(C)(C)C)C(=O)O1717.2Semi standard non polarhttps://arxiv.org/abs/1905.12712
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - S-Allylcysteine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-6472ab7f2d2b13b420922017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Allylcysteine GC-MS (1 TMS) - 70eV, Positivesplash10-0007-9500000000-6130c45418f29c7eb2ab2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - S-Allylcysteine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 10V, Positive-QTOFsplash10-0296-5900000000-8c89fd146060416fb06f2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 20V, Positive-QTOFsplash10-00fu-9300000000-9edb4d3a5be841c6a27e2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 40V, Positive-QTOFsplash10-006x-9000000000-8dde9c26474a4aa9cf9c2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 10V, Negative-QTOFsplash10-0229-4900000000-5ea2674e8ab9863410c82017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 20V, Negative-QTOFsplash10-00di-9500000000-584904bc5c18c5d83a032017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 40V, Negative-QTOFsplash10-0080-9100000000-847061c3a2deccc782b72017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 10V, Positive-QTOFsplash10-00dj-7900000000-cf1399bc43a29b3b3b3f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 20V, Positive-QTOFsplash10-00di-9200000000-ee198d96f7aa130ede352021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 40V, Positive-QTOFsplash10-006x-9000000000-55e1f534cff75732a9622021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 10V, Negative-QTOFsplash10-00di-9000000000-f82699e969ddcd674ff22021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 20V, Negative-QTOFsplash10-0089-9100000000-9c1e17063ccb59bc374a2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - S-Allylcysteine 40V, Negative-QTOFsplash10-00di-9000000000-bfbf6eb00eab590319dc2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB012675
KNApSAcK IDC00037771
Chemspider ID88744
KEGG Compound IDC16759
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkS-Allyl cysteine
METLIN IDNot Available
PubChem Compound98280
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1593931
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .