Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2017-03-23 01:54:51 UTC
Update Date2023-02-21 17:30:55 UTC
HMDB IDHMDB0062472
Secondary Accession Numbers
  • HMDB62472
Metabolite Identification
Common Nameglycinamide
Descriptionglycinamide, also known as aminomethylamide, belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group). glycinamide is a very strong basic compound (based on its pKa). Glycinamide is a chemical compound with the molecular formula C2H6N2O. In humans, glycinamide is involved in the metabolic disorder called the purine nucleoside phosphorylase deficiency pathway. Its ΔpKa/°C is -0.029 and it has a solubility in water at 0 °C of 6.4 M.Glycinamide is a reagent used in the synthesis of glycineamide ribonucleotide (an intermediate in de novo purine biosynthesis). The hydrochloride salt of glycinamide, glycinamide hydrochloride, is one of Good's buffers with a pH in the physiological range. Glycinamide hydrochloride has a pKa near the physiological pH (8.20 at 20°C), making it useful in cell culture work. It is the amide derivative of the amino acid glycine.
Structure
Data?1677000654
Synonyms
ValueSource
AMINOMETHYLAMIDEChEBI
GlycinamidChEBI
Glycine amideChEBI
Glycine amide hydrochlorideHMDB
Glycine amide hydrobromideHMDB
Chemical FormulaC2H6N2O
Average Molecular Weight74.0818
Monoisotopic Molecular Weight74.048012824
IUPAC Name2-aminoacetamide
Traditional Nameglycinamide
CAS Registry Number598-41-4
SMILES
NCC(N)=O
InChI Identifier
InChI=1S/C2H6N2O/c3-1-2(4)5/h1,3H2,(H2,4,5)
InChI KeyBEBCJVAWIBVWNZ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group).
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboximidic acids and derivatives
Sub ClassCarboximidic acids
Direct ParentCarboximidic acids
Alternative Parents
Substituents
  • Carboximidic acid
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Primary aliphatic amine
  • Amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
DispositionNot Available
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water Solubility544 g/lALOGPS
LogP-2.49ALOGPS
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-2.5ALOGPS
logP-2ChemAxon
logS0.87ALOGPS
pKa (Strongest Acidic)16.37ChemAxon
pKa (Strongest Basic)8.15ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area69.11 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity17.83 m³·mol⁻¹ChemAxon
Polarizability7.05 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
DarkChem[M+H]+112.53831661259
DarkChem[M-H]-105.52231661259
DeepCCS[M+H]+121.33330932474
DeepCCS[M-H]-119.4930932474
DeepCCS[M-2H]-154.84230932474
DeepCCS[M+Na]+128.6530932474
AllCCS[M+H]+122.332859911
AllCCS[M+H-H2O]+117.832859911
AllCCS[M+NH4]+126.532859911
AllCCS[M+Na]+127.732859911
AllCCS[M-H]-125.432859911
AllCCS[M+Na-2H]-131.032859911
AllCCS[M+HCOO]-137.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
glycinamideNCC(N)=O1723.9Standard polar33892256
glycinamideNCC(N)=O823.6Standard non polar33892256
glycinamideNCC(N)=O1030.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
glycinamide,1TMS,isomer #1C[Si](C)(C)NCC(N)=O1193.6Semi standard non polar33892256
glycinamide,1TMS,isomer #1C[Si](C)(C)NCC(N)=O1094.5Standard non polar33892256
glycinamide,1TMS,isomer #1C[Si](C)(C)NCC(N)=O1996.5Standard polar33892256
glycinamide,1TMS,isomer #2C[Si](C)(C)NC(=O)CN1103.0Semi standard non polar33892256
glycinamide,1TMS,isomer #2C[Si](C)(C)NC(=O)CN1105.9Standard non polar33892256
glycinamide,1TMS,isomer #2C[Si](C)(C)NC(=O)CN2138.5Standard polar33892256
glycinamide,2TMS,isomer #1C[Si](C)(C)NCC(=O)N[Si](C)(C)C1279.6Semi standard non polar33892256
glycinamide,2TMS,isomer #1C[Si](C)(C)NCC(=O)N[Si](C)(C)C1263.0Standard non polar33892256
glycinamide,2TMS,isomer #1C[Si](C)(C)NCC(=O)N[Si](C)(C)C1515.8Standard polar33892256
glycinamide,2TMS,isomer #2C[Si](C)(C)N(CC(N)=O)[Si](C)(C)C1369.8Semi standard non polar33892256
glycinamide,2TMS,isomer #2C[Si](C)(C)N(CC(N)=O)[Si](C)(C)C1348.4Standard non polar33892256
glycinamide,2TMS,isomer #2C[Si](C)(C)N(CC(N)=O)[Si](C)(C)C1783.5Standard polar33892256
glycinamide,2TMS,isomer #3C[Si](C)(C)N(C(=O)CN)[Si](C)(C)C1272.0Semi standard non polar33892256
glycinamide,2TMS,isomer #3C[Si](C)(C)N(C(=O)CN)[Si](C)(C)C1335.6Standard non polar33892256
glycinamide,2TMS,isomer #3C[Si](C)(C)N(C(=O)CN)[Si](C)(C)C1690.7Standard polar33892256
glycinamide,3TMS,isomer #1C[Si](C)(C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C1454.4Semi standard non polar33892256
glycinamide,3TMS,isomer #1C[Si](C)(C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C1407.4Standard non polar33892256
glycinamide,3TMS,isomer #1C[Si](C)(C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C1442.8Standard polar33892256
glycinamide,3TMS,isomer #2C[Si](C)(C)NCC(=O)N([Si](C)(C)C)[Si](C)(C)C1380.7Semi standard non polar33892256
glycinamide,3TMS,isomer #2C[Si](C)(C)NCC(=O)N([Si](C)(C)C)[Si](C)(C)C1383.9Standard non polar33892256
glycinamide,3TMS,isomer #2C[Si](C)(C)NCC(=O)N([Si](C)(C)C)[Si](C)(C)C1396.9Standard polar33892256
glycinamide,4TMS,isomer #1C[Si](C)(C)N(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1581.2Semi standard non polar33892256
glycinamide,4TMS,isomer #1C[Si](C)(C)N(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1523.5Standard non polar33892256
glycinamide,4TMS,isomer #1C[Si](C)(C)N(CC(=O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1401.0Standard polar33892256
glycinamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(N)=O1399.3Semi standard non polar33892256
glycinamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(N)=O1323.4Standard non polar33892256
glycinamide,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(N)=O2180.7Standard polar33892256
glycinamide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)CN1336.9Semi standard non polar33892256
glycinamide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)CN1310.4Standard non polar33892256
glycinamide,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC(=O)CN2243.6Standard polar33892256
glycinamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)N[Si](C)(C)C(C)(C)C1723.4Semi standard non polar33892256
glycinamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)N[Si](C)(C)C(C)(C)C1650.0Standard non polar33892256
glycinamide,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=O)N[Si](C)(C)C(C)(C)C1678.1Standard polar33892256
glycinamide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC(N)=O)[Si](C)(C)C(C)(C)C1747.1Semi standard non polar33892256
glycinamide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC(N)=O)[Si](C)(C)C(C)(C)C1725.1Standard non polar33892256
glycinamide,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N(CC(N)=O)[Si](C)(C)C(C)(C)C1849.6Standard polar33892256
glycinamide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(=O)CN)[Si](C)(C)C(C)(C)C1672.2Semi standard non polar33892256
glycinamide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(=O)CN)[Si](C)(C)C(C)(C)C1686.7Standard non polar33892256
glycinamide,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N(C(=O)CN)[Si](C)(C)C(C)(C)C1743.4Standard polar33892256
glycinamide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2056.9Semi standard non polar33892256
glycinamide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1998.9Standard non polar33892256
glycinamide,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC(=O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1793.3Standard polar33892256
glycinamide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2016.3Semi standard non polar33892256
glycinamide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1992.4Standard non polar33892256
glycinamide,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1767.9Standard polar33892256
glycinamide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2338.1Semi standard non polar33892256
glycinamide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2316.1Standard non polar33892256
glycinamide,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)N(CC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C1873.0Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - glycinamide GC-MS (2 TMS)splash10-0udi-3900000000-2539519bfe43c84c88eb2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - glycinamide GC-MS (2 TMS)splash10-0fe0-3911000000-bc961d6504813cb6a2352014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - glycinamide GC-MS (3 TMS)splash10-00dr-3900000000-edffb19ec1b3e35737c72014-06-16HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - glycinamide GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9000000000-51ca8832dcd98d57ce852017-08-28Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - glycinamide 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 - glycinamide 10V, Positive-QTOFsplash10-004i-9000000000-e45353804e77c1f30e0b2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 20V, Positive-QTOFsplash10-053r-9000000000-a212521b9cdf392e7a952017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 40V, Positive-QTOFsplash10-0a59-9000000000-92d310499244b03b3e352017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 10V, Negative-QTOFsplash10-00di-9000000000-6bedd94d73112a31c0932017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 20V, Negative-QTOFsplash10-00di-9000000000-d3372f9513a13600f30e2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 40V, Negative-QTOFsplash10-0006-9000000000-8393c24e9c324ce4452f2017-07-26Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 10V, Positive-QTOFsplash10-004i-9000000000-303c985782d1b02d86652021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 20V, Positive-QTOFsplash10-057i-9000000000-2e3de551c82bf3bce4482021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 40V, Positive-QTOFsplash10-052f-9000000000-efc32a8d19218e8ce4212021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 10V, Negative-QTOFsplash10-00di-9000000000-87753cf4baa848fb88032021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 20V, Negative-QTOFsplash10-00di-9000000000-b1cced23e1f0f410bf292021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - glycinamide 40V, Negative-QTOFsplash10-0006-9000000000-90726b17dc36e29c52992021-09-22Wishart 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

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX 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 IDDB03636
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 LinkGlycinamide
METLIN IDNot Available
PubChem Compound69020
PDB IDNot Available
ChEBI ID42843
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