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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2021-09-24 06:20:45 UTC
Update Date2021-09-24 06:20:45 UTC
HMDB IDHMDB0304003
Secondary Accession NumbersNone
Metabolite Identification
Common Name(Z)-2-methylureidoacrylate peracid
Description(z)-2-methyl-ureidoacrylate peracid, also known as (Z)-2-methylureidoperacrylic acid, is a member of the class of compounds known as peroxycarboxylic acids. Peroxycarboxylic acids are organic acids with the general formula [H]OOC(R)=O (R = H, organyl group) (z)-2-methyl-ureidoacrylate peracid is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). (z)-2-methyl-ureidoacrylate peracid can be found in a number of food items such as pepper (spice), narrowleaf cattail, sweet rowanberry, and european plum, which makes (z)-2-methyl-ureidoacrylate peracid a potential biomarker for the consumption of these food products (z)-2-methyl-ureidoacrylate peracid may be a unique E.coli metabolite.
Structure
Thumb
Synonyms
ValueSource
(Z)-2-Methyl-ureidoacrylate peracidChEBI
(Z)-2-Methylureidoacrylate peracidChEBI
(Z)-2-Methyl-ureidoacrylic acid peracidGenerator
(Z)-2-Methylureidoacrylic acid peracidGenerator
(Z)-2-MethylureidoperacrylateGenerator
Chemical FormulaC5H8N2O4
Average Molecular Weight160.128
Monoisotopic Molecular Weight160.048406754
IUPAC Name(2Z)-3-[(C-hydroxycarbonimidoyl)amino]-2-methylprop-2-eneperoxoic acid
Traditional Name(2Z)-3-(C-hydroxycarbonimidoylamino)-2-methylprop-2-eneperoxoic acid
CAS Registry NumberNot Available
SMILES
[H]\C(NC(O)=N)=C(/C)C(=O)OO
InChI Identifier
InChI=1S/C5H8N2O4/c1-3(4(8)11-10)2-7-5(6)9/h2,10H,1H3,(H3,6,7,9)/b3-2-
InChI KeyGHIKATUDZMBUJC-IHWYPQMZSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as peroxycarboxylic acids. These are organic acids with the general formula [H]OOC(R)=O (R = H, organyl group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassPeroxycarboxylic acids and derivatives
Direct ParentPeroxycarboxylic acids
Alternative Parents
Substituents
  • Peroxycarboxylic acid
  • Vinylogous amide
  • Carboxylic acid salt
  • Carbonic acid derivative
  • Hydroperoxide
  • Urea
  • Monocarboxylic acid or derivatives
  • Peroxol
  • Organic salt
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Source
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-0.51ALOGPS
logP-0.26ChemAxon
logS-2.2ALOGPS
pKa (Strongest Acidic)7.58ChemAxon
pKa (Strongest Basic)6.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area102.64 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.98 m³·mol⁻¹ChemAxon
Polarizability14.21 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
AllCCS[M+H]+136.68632859911
AllCCS[M+H-H2O]+132.78832859911
AllCCS[M+Na]+141.3632859911
AllCCS[M+NH4]+140.31432859911
AllCCS[M-H]-131.10132859911
AllCCS[M+Na-2H]-133.02932859911
AllCCS[M+HCOO]-135.19632859911
DeepCCS[M+H]+134.26630932474
DeepCCS[M-H]-131.31930932474
DeepCCS[M-2H]-167.91930932474
DeepCCS[M+Na]+143.44230932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #1C/C(=C/N(C(=N)O[Si](C)(C)C)[Si](C)(C)C)C(=O)OO1783.7Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #1C/C(=C/N(C(=N)O[Si](C)(C)C)[Si](C)(C)C)C(=O)OO1686.6Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #1C/C(=C/N(C(=N)O[Si](C)(C)C)[Si](C)(C)C)C(=O)OO2707.1Standard polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #2C/C(=C/NC(=N[Si](C)(C)C)O[Si](C)(C)C)C(=O)OO1750.7Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #2C/C(=C/NC(=N[Si](C)(C)C)O[Si](C)(C)C)C(=O)OO1542.8Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #2C/C(=C/NC(=N[Si](C)(C)C)O[Si](C)(C)C)C(=O)OO2807.7Standard polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #3C/C(=C/N(C(O)=N[Si](C)(C)C)[Si](C)(C)C)C(=O)OO1839.9Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #3C/C(=C/N(C(O)=N[Si](C)(C)C)[Si](C)(C)C)C(=O)OO1585.6Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TMS,isomer #3C/C(=C/N(C(O)=N[Si](C)(C)C)[Si](C)(C)C)C(=O)OO2589.4Standard polar33892256
(Z)-2-methylureidoacrylate peracid,3TMS,isomer #1C/C(=C/N(C(=N[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C(=O)OO1820.8Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,3TMS,isomer #1C/C(=C/N(C(=N[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C(=O)OO1614.8Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,3TMS,isomer #1C/C(=C/N(C(=N[Si](C)(C)C)O[Si](C)(C)C)[Si](C)(C)C)C(=O)OO2269.3Standard polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #1C/C(=C/N(C(=N)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2230.9Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #1C/C(=C/N(C(=N)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2006.3Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #1C/C(=C/N(C(=N)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2694.9Standard polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #2C/C(=C/NC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)OO2191.3Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #2C/C(=C/NC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)OO1881.4Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #2C/C(=C/NC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)OO2701.4Standard polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #3C/C(=C/N(C(O)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2290.1Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #3C/C(=C/N(C(O)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO1929.7Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,2TBDMS,isomer #3C/C(=C/N(C(O)=N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2614.3Standard polar33892256
(Z)-2-methylureidoacrylate peracid,3TBDMS,isomer #1C/C(=C/N(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2450.2Semi standard non polar33892256
(Z)-2-methylureidoacrylate peracid,3TBDMS,isomer #1C/C(=C/N(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2103.8Standard non polar33892256
(Z)-2-methylureidoacrylate peracid,3TBDMS,isomer #1C/C(=C/N(C(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)OO2467.9Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (Z)-2-methylureidoacrylate peracid GC-MS (TMS_3_1) - 70eV, PositiveNot Available2022-08-08Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 10V, Positive-QTOFsplash10-02ta-4900000000-88cc136af0d9cf8fed062015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 20V, Positive-QTOFsplash10-0ge9-8900000000-f0263f14019f98c4e6382015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 40V, Positive-QTOFsplash10-0a4i-9000000000-a76c177213d3334dc8952015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 10V, Negative-QTOFsplash10-066u-4900000000-4ac9398dd913063cd59b2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 20V, Negative-QTOFsplash10-014m-9600000000-444e0b0b45dec38f479d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 40V, Negative-QTOFsplash10-0006-9000000000-91f99e0c6b15da47b7de2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 10V, Positive-QTOFsplash10-01u3-7900000000-745e23a79497921baba12021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 20V, Positive-QTOFsplash10-0596-9100000000-258dee5fd55117d5d2082021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 40V, Positive-QTOFsplash10-052o-9000000000-8b94ac9f2367422309362021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 10V, Negative-QTOFsplash10-0a4i-9500000000-6258fd6ad65111a11c472021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 20V, Negative-QTOFsplash10-0006-9000000000-f9e84da72d0ee286dbb62021-10-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (Z)-2-methylureidoacrylate peracid 40V, Negative-QTOFsplash10-0006-9000000000-c0a51904932f93b8dae62021-10-21Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)2022-08-20Wishart 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 IDFDB030179
KNApSAcK IDNot Available
Chemspider ID26333051
KEGG Compound IDC20232
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID63249
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