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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 22:42:28 UTC
Update Date2021-09-26 22:54:14 UTC
HMDB IDHMDB0245650
Secondary Accession NumbersNone
Metabolite Identification
Common Name2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid
Description2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid, also known as CDTPAA or dtpa cyclic anhydride, belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. Based on a literature review very few articles have been published on 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-(bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.
Structure
Thumb
Synonyms
ValueSource
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetateGenerator
CDTPAAHMDB
DTPA cyclic anhydrideHMDB
Cyclic dtpa anhydrideHMDB
Chemical FormulaC14H19N3O8
Average Molecular Weight357.319
Monoisotopic Molecular Weight357.117214584
IUPAC Name2-{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid
Traditional Name{bis[2-(2,6-dioxomorpholin-4-yl)ethyl]amino}acetic acid
CAS Registry NumberNot Available
SMILES
OC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C1
InChI Identifier
InChI=1S/C14H19N3O8/c18-10(19)5-15(1-3-16-6-11(20)24-12(21)7-16)2-4-17-8-13(22)25-14(23)9-17/h1-9H2,(H,18,19)
InChI KeyRAZLJUXJEOEYAM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassPentacarboxylic acids and derivatives
Direct ParentPentacarboxylic acids and derivatives
Alternative Parents
Substituents
  • Pentacarboxylic acid or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • Morpholine
  • Oxazinane
  • Carboxylic acid anhydride
  • Amino acid or derivatives
  • Amino acid
  • Tertiary amine
  • Tertiary aliphatic amine
  • Carboxylic acid
  • Organoheterocyclic compound
  • Azacycle
  • Oxacycle
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Amine
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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-0.85ALOGPS
logP-4.8ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.07ChemAxon
pKa (Strongest Basic)8.76ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count9ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area133.76 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity80.04 m³·mol⁻¹ChemAxon
Polarizability33.77 ųChemAxon
Number of Rings2ChemAxon
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]+171.91130932474
DeepCCS[M-H]-169.55330932474
DeepCCS[M-2H]-203.18530932474
DeepCCS[M+Na]+178.52730932474
AllCCS[M+H]+176.432859911
AllCCS[M+H-H2O]+173.632859911
AllCCS[M+NH4]+178.932859911
AllCCS[M+Na]+179.732859911
AllCCS[M-H]-176.732859911
AllCCS[M+Na-2H]-176.732859911
AllCCS[M+HCOO]-176.832859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acidOC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C13396.4Standard polar33892256
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acidOC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C12509.0Standard non polar33892256
2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acidOC(=O)CN(CCN1CC(=O)OC(=O)C1)CCN1CC(=O)OC(=O)C13217.4Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (Non-derivatized) - 70eV, Positivesplash10-01tl-6792000000-cb46c50f3df64d8f4f932021-09-24Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 10V, Positive-QTOFsplash10-0a4i-0009000000-c0e439c2e611e7ec0d792021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 20V, Positive-QTOFsplash10-052f-0709000000-2ce3e77601c69473ea8e2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 40V, Positive-QTOFsplash10-0kfx-2900000000-f19c7a2fb6f4dc54538c2021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 10V, Negative-QTOFsplash10-014i-1495000000-e232c8347538fcb4a2542021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 20V, Negative-QTOFsplash10-07xr-1459000000-92fe98c8fa5c83452e092021-10-12Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-(Bis(2-(2,6-dioxomorpholino)ethyl)amino)acetic acid 40V, Negative-QTOFsplash10-0006-8910000000-bd100739fd8d8bda40252021-10-12Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-10-13Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot 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 ID91101
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound100825
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 References
  1. Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]