Record Information
Version1.0
Creation date2010-04-08 22:04:36 UTC
Update date2020-02-24 19:10:08 UTC
Primary IDFDB000512
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCycloalliin
DescriptionCycloalliin 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). Cycloalliin has been detected, but not quantified in, several different foods, such as wild leeks (Allium ampeloprasum), red onion, garden onion (var.), onion-family vegetables, and garden onions (Allium cepa). This could make cycloalliin a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Cycloalliin.
CAS Number455-41-4
Structure
Thumb
Synonyms
SynonymSource
CycloallinMeSH
3-Methyl-1,4-thiazane-5-carboxylic acid-1-oxideMeSH
5-Methyl-3-thiomorpholinecarboxylic acid 1-oxide, 9ciHMDB
5-Methyl-1-oxo-1λ⁴-thiomorpholine-3-carboxylateGenerator
CycloalliinMeSH
5-Methyl-3-thiomorpholinecarboxylic acid 1-oxide, 9CIdb_source
Predicted PropertiesNot Available
Chemical FormulaC6H11NO3S
IUPAC name
InChI IdentifierInChI=1S/C6H11NO3S/c1-4-2-11(10)3-5(7-4)6(8)9/h4-5,7H,2-3H2,1H3,(H,8,9)
InChI KeyJYMHODZXTIGVPA-UHFFFAOYSA-N
Isomeric SMILESCC1CS(=O)CC(N1)C(O)=O
Average Molecular Weight177.221
Monoisotopic Molecular Weight177.045963913
Classification
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).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentAlpha amino acids
Alternative Parents
Substituents
  • Alpha-amino acid
  • Thiomorpholine-3-carboxylic acid
  • 1,4-thiazinane
  • Sulfoxide
  • Amino acid
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Sulfinyl compound
  • Organoheterocyclic compound
  • Azacycle
  • Carbonyl group
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Organic nitrogen compound
  • Amine
  • Hydrocarbon derivative
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 40.66%; H 6.26%; N 7.90%; O 27.08%; S 18.09%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]20D -17.4 (H2O)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSCycloalliin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-9300000000-c19fb58b8de9b4610c82Spectrum
Predicted GC-MSCycloalliin, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00el-9300000000-5b90c0be83f8decf8a0bSpectrum
Predicted GC-MSCycloalliin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCycloalliin, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCycloalliin, TMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCycloalliin, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSCycloalliin, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-da896183c9bf8df450df2016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01sl-8900000000-682ada8684b8090f32762016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-9200000000-1b42ba22c9af8fcd4eb42016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01t9-2900000000-fe357d631947ab91f41f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9200000000-efc045a11871e7c316e92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0002-9300000000-7515b0068f427240f60f2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-cb152457ebfe3e0f4d462021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03n9-4900000000-f23b089a2c4aef2574dd2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03kc-9200000000-bdeea7b8047cc9c026622021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-74647462bbc23f49b6352021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-9500000000-2bb2019b64d2851923a62021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03el-9000000000-f4d852c7a488a1d50b372021-09-25View Spectrum
NMRNot Available
ChemSpider ID19100864
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID12305351
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29417
CRC / DFC (Dictionary of Food Compounds) IDBDB27-V:BDB27-V
EAFUS IDNot Available
Dr. Duke IDCYCLOALLIIN
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
anti aggregantDUKE
fibrinolyticDUKE
lachrymatoryDUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).