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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2019-10-11 15:38:33 UTC
Update Date2022-03-07 03:18:18 UTC
HMDB IDHMDB0240533
Secondary Accession NumbersNone
Metabolite Identification
Common NameIberin-cysteine
DescriptionIberin-cysteine 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 Iberin-cysteine.
Structure
Thumb
Synonyms
ValueSource
2-Amino-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoateHMDB
2-Amino-3-{[(3-methanesulphinylpropyl)thio(carbonoimidyl)]sulphanyl}propanoateHMDB
2-Amino-3-{[(3-methanesulphinylpropyl)thio(carbonoimidyl)]sulphanyl}propanoic acidHMDB
Chemical FormulaC8H16N2O3S3
Average Molecular Weight284.41
Monoisotopic Molecular Weight284.032305905
IUPAC Name2-amino-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoic acid
Traditional Name2-amino-3-{[(3-methanesulfinylpropyl)thio(carbonoimidyl)]sulfanyl}propanoic acid
CAS Registry NumberNot Available
SMILES
CS(=O)CCCN=C(S)SCC(N)C(O)=O
InChI Identifier
InChI=1S/C8H16N2O3S3/c1-16(13)4-2-3-10-8(14)15-5-6(9)7(11)12/h6H,2-5,9H2,1H3,(H,10,14)(H,11,12)
InChI KeyTVMBFSAEYQAFEF-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
  • Dithiocarbamic acid ester
  • Amino acid
  • Sulfoxide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Sulfenyl compound
  • Sulfinyl compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • 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-1.3ALOGPS
logP-3.2ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)1.67ChemAxon
pKa (Strongest Basic)8.89ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area92.75 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity71.51 m³·mol⁻¹ChemAxon
Polarizability29.19 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]+153.34330932474
DeepCCS[M-H]-149.51630932474
DeepCCS[M-2H]-186.86530932474
DeepCCS[M+Na]+162.52830932474
AllCCS[M+H]+158.732859911
AllCCS[M+H-H2O]+155.932859911
AllCCS[M+NH4]+161.232859911
AllCCS[M+Na]+161.932859911
AllCCS[M-H]-158.332859911
AllCCS[M+Na-2H]-159.532859911
AllCCS[M+HCOO]-160.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Iberin-cysteineCS(=O)CCCN=C(S)SCC(N)C(O)=O3753.2Standard polar33892256
Iberin-cysteineCS(=O)CCCN=C(S)SCC(N)C(O)=O2338.4Standard non polar33892256
Iberin-cysteineCS(=O)CCCN=C(S)SCC(N)C(O)=O2648.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Iberin-cysteine,1TMS,isomer #1CS(=O)CCCN=C(S)SCC(N)C(=O)O[Si](C)(C)C2449.1Semi standard non polar33892256
Iberin-cysteine,1TMS,isomer #2CS(=O)CCCN=C(SCC(N)C(=O)O)S[Si](C)(C)C2526.1Semi standard non polar33892256
Iberin-cysteine,1TMS,isomer #3CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C)C(=O)O2463.1Semi standard non polar33892256
Iberin-cysteine,2TMS,isomer #1CS(=O)CCCN=C(SCC(N)C(=O)O[Si](C)(C)C)S[Si](C)(C)C2523.6Semi standard non polar33892256
Iberin-cysteine,2TMS,isomer #1CS(=O)CCCN=C(SCC(N)C(=O)O[Si](C)(C)C)S[Si](C)(C)C2807.0Standard non polar33892256
Iberin-cysteine,2TMS,isomer #1CS(=O)CCCN=C(SCC(N)C(=O)O[Si](C)(C)C)S[Si](C)(C)C3942.3Standard polar33892256
Iberin-cysteine,2TMS,isomer #2CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C2498.8Semi standard non polar33892256
Iberin-cysteine,2TMS,isomer #2CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C2673.7Standard non polar33892256
Iberin-cysteine,2TMS,isomer #2CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C3443.4Standard polar33892256
Iberin-cysteine,2TMS,isomer #3CS(=O)CCCN=C(SCC(N[Si](C)(C)C)C(=O)O)S[Si](C)(C)C2559.7Semi standard non polar33892256
Iberin-cysteine,2TMS,isomer #3CS(=O)CCCN=C(SCC(N[Si](C)(C)C)C(=O)O)S[Si](C)(C)C2809.3Standard non polar33892256
Iberin-cysteine,2TMS,isomer #3CS(=O)CCCN=C(SCC(N[Si](C)(C)C)C(=O)O)S[Si](C)(C)C3730.3Standard polar33892256
Iberin-cysteine,2TMS,isomer #4CS(=O)CCCN=C(S)SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2611.4Semi standard non polar33892256
Iberin-cysteine,2TMS,isomer #4CS(=O)CCCN=C(S)SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2716.2Standard non polar33892256
Iberin-cysteine,2TMS,isomer #4CS(=O)CCCN=C(S)SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C3602.0Standard polar33892256
Iberin-cysteine,3TMS,isomer #1CS(=O)CCCN=C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)S[Si](C)(C)C2572.8Semi standard non polar33892256
Iberin-cysteine,3TMS,isomer #1CS(=O)CCCN=C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)S[Si](C)(C)C2975.0Standard non polar33892256
Iberin-cysteine,3TMS,isomer #1CS(=O)CCCN=C(SCC(N[Si](C)(C)C)C(=O)O[Si](C)(C)C)S[Si](C)(C)C3241.4Standard polar33892256
Iberin-cysteine,3TMS,isomer #2CS(=O)CCCN=C(S)SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2602.1Semi standard non polar33892256
Iberin-cysteine,3TMS,isomer #2CS(=O)CCCN=C(S)SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C2848.9Standard non polar33892256
Iberin-cysteine,3TMS,isomer #2CS(=O)CCCN=C(S)SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C3359.7Standard polar33892256
Iberin-cysteine,3TMS,isomer #3CS(=O)CCCN=C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C2715.1Semi standard non polar33892256
Iberin-cysteine,3TMS,isomer #3CS(=O)CCCN=C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C2998.6Standard non polar33892256
Iberin-cysteine,3TMS,isomer #3CS(=O)CCCN=C(SCC(C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C3373.1Standard polar33892256
Iberin-cysteine,4TMS,isomer #1CS(=O)CCCN=C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C2699.3Semi standard non polar33892256
Iberin-cysteine,4TMS,isomer #1CS(=O)CCCN=C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C3129.9Standard non polar33892256
Iberin-cysteine,4TMS,isomer #1CS(=O)CCCN=C(SCC(C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C2989.4Standard polar33892256
Iberin-cysteine,1TBDMS,isomer #1CS(=O)CCCN=C(S)SCC(N)C(=O)O[Si](C)(C)C(C)(C)C2662.8Semi standard non polar33892256
Iberin-cysteine,1TBDMS,isomer #2CS(=O)CCCN=C(SCC(N)C(=O)O)S[Si](C)(C)C(C)(C)C2760.4Semi standard non polar33892256
Iberin-cysteine,1TBDMS,isomer #3CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C(C)(C)C)C(=O)O2683.4Semi standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #1CS(=O)CCCN=C(SCC(N)C(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C2987.3Semi standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #1CS(=O)CCCN=C(SCC(N)C(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3317.7Standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #1CS(=O)CCCN=C(SCC(N)C(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3825.0Standard polar33892256
Iberin-cysteine,2TBDMS,isomer #2CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2915.8Semi standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #2CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3170.0Standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #2CS(=O)CCCN=C(S)SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3588.0Standard polar33892256
Iberin-cysteine,2TBDMS,isomer #3CS(=O)CCCN=C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O)S[Si](C)(C)C(C)(C)C3020.4Semi standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #3CS(=O)CCCN=C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O)S[Si](C)(C)C(C)(C)C3323.6Standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #3CS(=O)CCCN=C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O)S[Si](C)(C)C(C)(C)C3629.7Standard polar33892256
Iberin-cysteine,2TBDMS,isomer #4CS(=O)CCCN=C(S)SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3048.2Semi standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #4CS(=O)CCCN=C(S)SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3151.8Standard non polar33892256
Iberin-cysteine,2TBDMS,isomer #4CS(=O)CCCN=C(S)SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3662.0Standard polar33892256
Iberin-cysteine,3TBDMS,isomer #1CS(=O)CCCN=C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3230.4Semi standard non polar33892256
Iberin-cysteine,3TBDMS,isomer #1CS(=O)CCCN=C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3693.2Standard non polar33892256
Iberin-cysteine,3TBDMS,isomer #1CS(=O)CCCN=C(SCC(N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3345.5Standard polar33892256
Iberin-cysteine,3TBDMS,isomer #2CS(=O)CCCN=C(S)SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3262.2Semi standard non polar33892256
Iberin-cysteine,3TBDMS,isomer #2CS(=O)CCCN=C(S)SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3480.6Standard non polar33892256
Iberin-cysteine,3TBDMS,isomer #2CS(=O)CCCN=C(S)SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C3572.2Standard polar33892256
Iberin-cysteine,3TBDMS,isomer #3CS(=O)CCCN=C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3375.4Semi standard non polar33892256
Iberin-cysteine,3TBDMS,isomer #3CS(=O)CCCN=C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3648.5Standard non polar33892256
Iberin-cysteine,3TBDMS,isomer #3CS(=O)CCCN=C(SCC(C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3434.9Standard polar33892256
Iberin-cysteine,4TBDMS,isomer #1CS(=O)CCCN=C(SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3581.9Semi standard non polar33892256
Iberin-cysteine,4TBDMS,isomer #1CS(=O)CCCN=C(SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3939.8Standard non polar33892256
Iberin-cysteine,4TBDMS,isomer #1CS(=O)CCCN=C(SCC(C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C3247.8Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Iberin-cysteine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Iberin-cysteine 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 - Iberin-cysteine 10V, Negative-QTOFsplash10-01q9-2590000000-13b91abcc47614670ef82021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iberin-cysteine 20V, Negative-QTOFsplash10-03fs-2900000000-f270d58962776358e04f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iberin-cysteine 40V, Negative-QTOFsplash10-08fr-9600000000-ab9fc471493500cd149c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iberin-cysteine 10V, Positive-QTOFsplash10-000i-0590000000-de3051f5fbb76e1c45bc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iberin-cysteine 20V, Positive-QTOFsplash10-0a4i-5910000000-8752591e6c87aa277a842021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Iberin-cysteine 40V, Positive-QTOFsplash10-0006-9300000000-a303b5f014e3cefd57162021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB093726
KNApSAcK IDNot Available
Chemspider ID28557609
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound78068909
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 ReferencesNot Available