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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2017-08-02 20:47:32 UTC
Update Date2022-03-07 03:18:01 UTC
HMDB IDHMDB0094745
Secondary Accession Numbers
  • HMDB94745
Metabolite Identification
Common Name3-hydroxyoct-1-enoylglycine
Description2-[(3-hydroxy-1-oxooct-1-en-2-yl)amino]acetic acid 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). 2-[(3-hydroxy-1-oxooct-1-en-2-yl)amino]acetic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).
Structure
Data?1563871223
Synonyms
ValueSource
2-[(3-Hydroxy-1-oxooct-1-en-2-yl)amino]acetateGenerator
Chemical FormulaC10H17NO4
Average Molecular Weight215.249
Monoisotopic Molecular Weight215.115758031
IUPAC Name2-[(3-hydroxy-1-oxooct-1-en-2-yl)amino]acetic acid
Traditional Name[(3-hydroxy-1-oxooct-1-en-2-yl)amino]acetic acid
CAS Registry NumberNot Available
SMILES
CCCCCC(O)C(NCC(O)=O)=C=O
InChI Identifier
InChI=1S/C10H17NO4/c1-2-3-4-5-9(13)8(7-12)11-6-10(14)15/h9,11,13H,2-6H2,1H3,(H,14,15)
InChI KeyWNRQUHXKMFQBFS-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Amino acid
  • Secondary alcohol
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Ynolate
  • Secondary amine
  • Alcohol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Carbonyl group
  • Amine
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot 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
logP1.15ALOGPS
logP0.63ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)3.65ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area86.63 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity53.73 m³·mol⁻¹ChemAxon
Polarizability22.79 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+153.94831661259
DarkChem[M-H]-149.13331661259
DeepCCS[M+H]+151.74630932474
DeepCCS[M-H]-147.830932474
DeepCCS[M-2H]-185.16130932474
DeepCCS[M+Na]+160.830932474
AllCCS[M+H]+150.132859911
AllCCS[M+H-H2O]+146.532859911
AllCCS[M+NH4]+153.432859911
AllCCS[M+Na]+154.432859911
AllCCS[M-H]-149.032859911
AllCCS[M+Na-2H]-149.932859911
AllCCS[M+HCOO]-150.932859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
3-hydroxyoct-1-enoylglycineCCCCCC(O)C(NCC(O)=O)=C=O2810.5Standard polar33892256
3-hydroxyoct-1-enoylglycineCCCCCC(O)C(NCC(O)=O)=C=O1713.0Standard non polar33892256
3-hydroxyoct-1-enoylglycineCCCCCC(O)C(NCC(O)=O)=C=O1847.8Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
3-hydroxyoct-1-enoylglycine,1TMS,isomer #1CCCCCC(O[Si](C)(C)C)C(=C=O)NCC(=O)O1885.8Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,1TMS,isomer #2CCCCCC(O)C(=C=O)NCC(=O)O[Si](C)(C)C1892.6Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,1TMS,isomer #3CCCCCC(O)C(=C=O)N(CC(=O)O)[Si](C)(C)C1940.7Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,2TMS,isomer #1CCCCCC(O[Si](C)(C)C)C(=C=O)NCC(=O)O[Si](C)(C)C1924.4Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,2TMS,isomer #2CCCCCC(O[Si](C)(C)C)C(=C=O)N(CC(=O)O)[Si](C)(C)C1993.0Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,2TMS,isomer #3CCCCCC(O)C(=C=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1965.4Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,3TMS,isomer #1CCCCCC(O[Si](C)(C)C)C(=C=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2015.0Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,3TMS,isomer #1CCCCCC(O[Si](C)(C)C)C(=C=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C1896.9Standard non polar33892256
3-hydroxyoct-1-enoylglycine,3TMS,isomer #1CCCCCC(O[Si](C)(C)C)C(=C=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2053.3Standard polar33892256
3-hydroxyoct-1-enoylglycine,1TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)C(=C=O)NCC(=O)O2130.4Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,1TBDMS,isomer #2CCCCCC(O)C(=C=O)NCC(=O)O[Si](C)(C)C(C)(C)C2146.1Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,1TBDMS,isomer #3CCCCCC(O)C(=C=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2181.2Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,2TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)C(=C=O)NCC(=O)O[Si](C)(C)C(C)(C)C2406.7Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,2TBDMS,isomer #2CCCCCC(O[Si](C)(C)C(C)(C)C)C(=C=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2479.3Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,2TBDMS,isomer #3CCCCCC(O)C(=C=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2468.6Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,3TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)C(=C=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2736.9Semi standard non polar33892256
3-hydroxyoct-1-enoylglycine,3TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)C(=C=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2458.0Standard non polar33892256
3-hydroxyoct-1-enoylglycine,3TBDMS,isomer #1CCCCCC(O[Si](C)(C)C(C)(C)C)C(=C=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2454.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 3-hydroxyoct-1-enoylglycine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-7900000000-b21393baa79f009fdb602017-09-14Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-hydroxyoct-1-enoylglycine GC-MS (2 TMS) - 70eV, Positivesplash10-00g3-9222000000-c4bcfc332a5d3cdda6602017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 3-hydroxyoct-1-enoylglycine 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 - 3-hydroxyoct-1-enoylglycine 10V, Negative-QTOFsplash10-03di-1790000000-0f8d0d5b203e9b42303b2017-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 20V, Negative-QTOFsplash10-03k9-5920000000-020d3559c26df098d0252017-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 40V, Negative-QTOFsplash10-08mm-9200000000-084bc4c39c52466f9aed2017-09-14Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 10V, Positive-QTOFsplash10-014j-1970000000-6b32b002d4ba469cabcc2017-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 20V, Positive-QTOFsplash10-0aba-6910000000-a26c2c8c0d50f4e956d82017-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 40V, Positive-QTOFsplash10-0a4l-9100000000-de36ceeb2ec87356b5aa2017-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 10V, Positive-QTOFsplash10-00kb-1930000000-5bb979e0735533fd87552021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 20V, Positive-QTOFsplash10-0040-9300000000-155aa03d4310d0b179942021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 40V, Positive-QTOFsplash10-02ec-9000000000-c82f3eed7c32aea575ef2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 10V, Negative-QTOFsplash10-03di-0490000000-2110664a7f3d0e8c34cc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 20V, Negative-QTOFsplash10-03l9-9840000000-2afe30f52a4d1cd45f6a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 3-hydroxyoct-1-enoylglycine 40V, Negative-QTOFsplash10-05fu-9100000000-83b2777759cfb6f5db3c2021-09-22Wishart 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 Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedAdult (24-38years old)Not 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 IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
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