Hmdb loader
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-13 11:46:08 UTC
Update Date2021-09-14 15:44:37 UTC
HMDB IDHMDB0041887
Secondary Accession Numbers
  • HMDB41887
Metabolite Identification
Common NameEndalin
DescriptionEndalin, also known as endoxin, belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. Pyrimidine 2',3'-dideoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3. Endalin has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make endalin a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Endalin.
Structure
Data?1563863711
Synonyms
ValueSource
Digoxin-like immunoreactive substanceMeSH
Ouabain-like factorMeSH
Digitalis-like factorsMeSH
Digoxin-immunoreactive factorsMeSH
Digoxin-like immunoreactive factorMeSH
Endogenous digoxin-like factorMeSH
Digoxin-like factorsMeSH
Endogenous digitalis-like factorMeSH
EndoxinMeSH
Ouabain-like natriuretic factorMeSH
EndalinMeSH
Chemical FormulaC9H12FN3O3
Average Molecular Weight229.2083
Monoisotopic Molecular Weight229.08626947
IUPAC Name5-fluoro-1-[5-(hydroxymethyl)oxolan-2-yl]-4-imino-1,4-dihydropyrimidin-2-ol
Traditional Name5-fluoro-1-[5-(hydroxymethyl)oxolan-2-yl]-4-iminopyrimidin-2-ol
CAS Registry Number106908-12-7
SMILES
OCC1CCC(O1)N1C=C(F)C(=N)N=C1O
InChI Identifier
InChI=1S/C9H12FN3O3/c10-6-3-13(9(15)12-8(6)11)7-2-1-5(4-14)16-7/h3,5,7,14H,1-2,4H2,(H2,11,12,15)
InChI KeyQBEIABZPRBJOFU-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as pyrimidine 2',3'-dideoxyribonucleosides. Pyrimidine 2',3'-dideoxyribonucleosides are compounds consisting of a pyrimidine linked to a ribose which lacks a hydroxyl group at positions 2 and 3.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPyrimidine nucleosides
Sub ClassPyrimidine 2',3'-dideoxyribonucleosides
Direct ParentPyrimidine 2',3'-dideoxyribonucleosides
Alternative Parents
Substituents
  • Pyrimidine 2',3'-dideoxyribonucleoside
  • Aminopyrimidine
  • Halopyrimidine
  • Pyrimidone
  • Aryl fluoride
  • Aryl halide
  • Hydropyrimidine
  • Pyrimidine
  • Imidolactam
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Hydrocarbon derivative
  • Primary amine
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Organofluoride
  • Organohalogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Amine
  • Organopnictogen compound
  • Organic oxide
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic 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
Water Solubility0.23 g/LALOGPS
logP-0.56ALOGPS
logP-0.011ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)5.59ChemAxon
pKa (Strongest Basic)0.29ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area89.14 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity63.86 m³·mol⁻¹ChemAxon
Polarizability21.05 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DeepCCS[M+H]+155.20630932474
DeepCCS[M-H]-152.84830932474
DeepCCS[M-2H]-186.81130932474
DeepCCS[M+Na]+162.8230932474
AllCCS[M+H]+150.832859911
AllCCS[M+H-H2O]+146.932859911
AllCCS[M+NH4]+154.432859911
AllCCS[M+Na]+155.532859911
AllCCS[M-H]-149.932859911
AllCCS[M+Na-2H]-150.032859911
AllCCS[M+HCOO]-150.232859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
EndalinOCC1CCC(O1)N1C=C(F)C(=N)N=C1O3460.5Standard polar33892256
EndalinOCC1CCC(O1)N1C=C(F)C(=N)N=C1O2073.1Standard non polar33892256
EndalinOCC1CCC(O1)N1C=C(F)C(=N)N=C1O2147.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Endalin,1TMS,isomer #1C[Si](C)(C)OCC1CCC(N2C=C(F)C(=N)N=C2O)O12154.1Semi standard non polar33892256
Endalin,1TMS,isomer #2C[Si](C)(C)OC1=NC(=N)C(F)=CN1C1CCC(CO)O12092.3Semi standard non polar33892256
Endalin,1TMS,isomer #3C[Si](C)(C)N=C1N=C(O)N(C2CCC(CO)O2)C=C1F2093.6Semi standard non polar33892256
Endalin,2TMS,isomer #1C[Si](C)(C)OCC1CCC(N2C=C(F)C(=N)N=C2O[Si](C)(C)C)O12129.0Semi standard non polar33892256
Endalin,2TMS,isomer #2C[Si](C)(C)N=C1N=C(O)N(C2CCC(CO[Si](C)(C)C)O2)C=C1F2096.8Semi standard non polar33892256
Endalin,2TMS,isomer #3C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)N(C2CCC(CO)O2)C=C1F2074.5Semi standard non polar33892256
Endalin,3TMS,isomer #1C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)N(C2CCC(CO[Si](C)(C)C)O2)C=C1F2104.9Semi standard non polar33892256
Endalin,3TMS,isomer #1C[Si](C)(C)N=C1N=C(O[Si](C)(C)C)N(C2CCC(CO[Si](C)(C)C)O2)C=C1F2027.8Standard non polar33892256
Endalin,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1CCC(N2C=C(F)C(=N)N=C2O)O12395.5Semi standard non polar33892256
Endalin,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC1=NC(=N)C(F)=CN1C1CCC(CO)O12329.4Semi standard non polar33892256
Endalin,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C1N=C(O)N(C2CCC(CO)O2)C=C1F2368.4Semi standard non polar33892256
Endalin,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC1CCC(N2C=C(F)C(=N)N=C2O[Si](C)(C)C(C)(C)C)O12591.0Semi standard non polar33892256
Endalin,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)N=C1N=C(O)N(C2CCC(CO[Si](C)(C)C(C)(C)C)O2)C=C1F2600.5Semi standard non polar33892256
Endalin,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)N(C2CCC(CO)O2)C=C1F2529.8Semi standard non polar33892256
Endalin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)N(C2CCC(CO[Si](C)(C)C(C)(C)C)O2)C=C1F2741.6Semi standard non polar33892256
Endalin,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)N=C1N=C(O[Si](C)(C)C(C)(C)C)N(C2CCC(CO[Si](C)(C)C(C)(C)C)O2)C=C1F2715.4Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (Non-derivatized) - 70eV, Positivesplash10-004i-9410000000-cfa0332d389cc64b82be2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (2 TMS) - 70eV, Positivesplash10-0fbi-9623000000-453fbe04ccaa1e01e0712017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TMS_2_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TBDMS_1_1) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TBDMS_1_2) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TBDMS_1_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Endalin GC-MS (TBDMS_2_3) - 70eV, PositiveNot Available2021-11-03Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 10V, Positive-QTOFsplash10-001i-0900000000-9b5eefb8dfe9f68006d02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 20V, Positive-QTOFsplash10-001i-0900000000-aa5c890f72ac4ab4c4882017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 40V, Positive-QTOFsplash10-0gxc-6900000000-bdc4d26410087d75b6002017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 10V, Negative-QTOFsplash10-004i-0590000000-b07bddb859caa8c303f02017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 20V, Negative-QTOFsplash10-01ri-3930000000-8dad25ac1591bf33a0c22017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 40V, Negative-QTOFsplash10-0006-9500000000-d58e9da864cd76b808552017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 10V, Negative-QTOFsplash10-004i-0090000000-08dd19e0b1e7698891db2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 20V, Negative-QTOFsplash10-0fbc-4920000000-e113213a923464a39e242021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 40V, Negative-QTOFsplash10-0006-9600000000-62c50d6416f63cf496922021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 10V, Positive-QTOFsplash10-001i-0590000000-7eb34ce77edafa4d8e762021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 20V, Positive-QTOFsplash10-001r-6910000000-1756effe4e3c03750dca2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Endalin 40V, Positive-QTOFsplash10-03l0-9700000000-477dd097456a0b3cd6992021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart 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 IDFDB111676
KNApSAcK IDNot Available
Chemspider ID315524
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound355450
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