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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2009-11-30 15:52:18 UTC
Update Date2020-02-26 21:38:25 UTC
HMDB IDHMDB0013286
Secondary Accession Numbers
  • HMDB13286
Metabolite Identification
Common NameN-Undecanoylglycine
DescriptionN-Undecanoylglycine is an acylglycine with C-11 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine ↔ CoA + N-acylglycine.
Structure
Data?1582753105
Synonyms
ValueSource
2-Undecanamidoacetic acidChEBI
Acylglycine c:11ChEBI
Undecanamidoacetic acidChEBI
2-UndecanamidoacetateGenerator
UndecanamidoacetateGenerator
UndecanoylglycineHMDB
Chemical FormulaC13H25NO3
Average Molecular Weight243.3425
Monoisotopic Molecular Weight243.183443671
IUPAC Name2-undecanamidoacetic acid
Traditional Nameundecanamidoacetic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCCCCC(=O)NCC(O)=O
InChI Identifier
InChI=1S/C13H25NO3/c1-2-3-4-5-6-7-8-9-10-12(15)14-11-13(16)17/h2-11H2,1H3,(H,14,15)(H,16,17)
InChI KeyHEUQYIQQCNOXOG-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentN-acyl-alpha amino acids
Alternative Parents
Substituents
  • N-acyl-alpha-amino acid
  • Fatty amide
  • N-acyl-amine
  • Fatty acyl
  • Carboxamide group
  • Secondary carboxylic acid amide
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Carbonyl group
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
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
Water Solubility0.06 g/LALOGPS
logP3.48ALOGPS
logP2.93ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)4.05ChemAxon
pKa (Strongest Basic)-1.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area66.4 ŲChemAxon
Rotatable Bond Count11ChemAxon
Refractivity66.88 m³·mol⁻¹ChemAxon
Polarizability29.18 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]+160.56231661259
DarkChem[M-H]-158.99431661259
DeepCCS[M+H]+162.5930932474
DeepCCS[M-H]-158.56830932474
DeepCCS[M-2H]-195.91430932474
DeepCCS[M+Na]+171.65830932474
AllCCS[M+H]+161.332859911
AllCCS[M+H-H2O]+158.032859911
AllCCS[M+NH4]+164.432859911
AllCCS[M+Na]+165.232859911
AllCCS[M-H]-163.132859911
AllCCS[M+Na-2H]-164.032859911
AllCCS[M+HCOO]-165.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N-UndecanoylglycineCCCCCCCCCCC(=O)NCC(O)=O3038.4Standard polar33892256
N-UndecanoylglycineCCCCCCCCCCC(=O)NCC(O)=O1902.1Standard non polar33892256
N-UndecanoylglycineCCCCCCCCCCC(=O)NCC(O)=O2098.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N-Undecanoylglycine,1TMS,isomer #1CCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C2099.2Semi standard non polar33892256
N-Undecanoylglycine,1TMS,isomer #2CCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C2097.1Semi standard non polar33892256
N-Undecanoylglycine,2TMS,isomer #1CCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2129.8Semi standard non polar33892256
N-Undecanoylglycine,2TMS,isomer #1CCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2153.3Standard non polar33892256
N-Undecanoylglycine,2TMS,isomer #1CCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C2253.3Standard polar33892256
N-Undecanoylglycine,1TBDMS,isomer #1CCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C2332.6Semi standard non polar33892256
N-Undecanoylglycine,1TBDMS,isomer #2CCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C2335.2Semi standard non polar33892256
N-Undecanoylglycine,2TBDMS,isomer #1CCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2604.0Semi standard non polar33892256
N-Undecanoylglycine,2TBDMS,isomer #1CCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2524.9Standard non polar33892256
N-Undecanoylglycine,2TBDMS,isomer #1CCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2506.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N-Undecanoylglycine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-273ae30b77d2c733c9d42017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Undecanoylglycine GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9210000000-0e5d18413b50ab9a398f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Undecanoylglycine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N-Undecanoylglycine 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 - N-Undecanoylglycine 10V, Positive-QTOFsplash10-002f-5690000000-f6ec3334ea832336c7182017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 20V, Positive-QTOFsplash10-056r-9310000000-5b46aa4470644bcb03b62017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 40V, Positive-QTOFsplash10-0a6u-9200000000-3bb8565c101bedead5ed2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 10V, Negative-QTOFsplash10-0006-0190000000-b363951685dded08970d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 20V, Negative-QTOFsplash10-006x-6890000000-a1ebff210aaf0c1d0c5b2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 40V, Negative-QTOFsplash10-05fu-9200000000-7f217a91d4c1bf009d342017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 10V, Positive-QTOFsplash10-002f-8190000000-b8c644f19f4828bd87af2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 20V, Positive-QTOFsplash10-057j-9100000000-2495e4ba38bc8397eac62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 40V, Positive-QTOFsplash10-0api-9000000000-82476ef88261174bfc6c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 10V, Negative-QTOFsplash10-0006-1090000000-026a259e3d821c0b867a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 20V, Negative-QTOFsplash10-00di-9020000000-7929a3d481fda5d756032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N-Undecanoylglycine 40V, Negative-QTOFsplash10-00di-9000000000-77d408cf5bc92e1b44fd2021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane (predicted from logP)
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 IDFDB029363
KNApSAcK IDNot Available
Chemspider ID399857
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound454092
PDB IDNot Available
ChEBI ID74438
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