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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:33:36 UTC
Update Date2022-03-07 02:52:21 UTC
HMDB IDHMDB0029928
Secondary Accession Numbers
  • HMDB29928
Metabolite Identification
Common NameDeoxyeritadenine
DescriptionDeoxyeritadenine belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring. Based on a literature review very few articles have been published on Deoxyeritadenine.
Structure
Data?1563861912
Synonyms
ValueSource
4-(6-Amino-9H-purin-9-yl)-2-hydroxybutanoateHMDB
Chemical FormulaC9H11N5O3
Average Molecular Weight237.2153
Monoisotopic Molecular Weight237.086189243
IUPAC Name4-(6-amino-9H-purin-9-yl)-2-hydroxybutanoic acid
Traditional Name4-(6-aminopurin-9-yl)-2-hydroxybutanoic acid
CAS Registry Number31701-90-3
SMILES
NC1=C2N=CN(CCC(O)C(O)=O)C2=NC=N1
InChI Identifier
InChI=1S/C9H11N5O3/c10-7-6-8(12-3-11-7)14(4-13-6)2-1-5(15)9(16)17/h3-5,15H,1-2H2,(H,16,17)(H2,10,11,12)
InChI KeyNWPWVFAEENVVJM-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 6-aminopurines. These are purines that carry an amino group at position 6. Purine is a bicyclic aromatic compound made up of a pyrimidine ring fused to an imidazole ring.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazopyrimidines
Sub ClassPurines and purine derivatives
Direct Parent6-aminopurines
Alternative Parents
Substituents
  • 6-aminopurine
  • Aminopyrimidine
  • Alpha-hydroxy acid
  • Hydroxy acid
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Imidolactam
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • Amino acid or derivatives
  • Amino acid
  • Azacycle
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Organic oxygen compound
  • Primary amine
  • Carbonyl group
  • Organic nitrogen compound
  • Organopnictogen compound
  • Organooxygen compound
  • Alcohol
  • Amine
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point270 - 271 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility33690 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility6.32 g/LALOGPS
logP-1.2ALOGPS
logP-2.9ChemAxon
logS-1.6ALOGPS
pKa (Strongest Acidic)3.39ChemAxon
pKa (Strongest Basic)5.15ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area127.15 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity58.48 m³·mol⁻¹ChemAxon
Polarizability22.34 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
DarkChem[M+H]+152.79731661259
DarkChem[M-H]-147.97631661259
DeepCCS[M+H]+150.08730932474
DeepCCS[M-H]-147.69230932474
DeepCCS[M-2H]-180.97630932474
DeepCCS[M+Na]+156.12730932474
AllCCS[M+H]+152.032859911
AllCCS[M+H-H2O]+148.332859911
AllCCS[M+NH4]+155.432859911
AllCCS[M+Na]+156.432859911
AllCCS[M-H]-151.832859911
AllCCS[M+Na-2H]-151.632859911
AllCCS[M+HCOO]-151.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
DeoxyeritadenineNC1=C2N=CN(CCC(O)C(O)=O)C2=NC=N13088.0Standard polar33892256
DeoxyeritadenineNC1=C2N=CN(CCC(O)C(O)=O)C2=NC=N12093.6Standard non polar33892256
DeoxyeritadenineNC1=C2N=CN(CCC(O)C(O)=O)C2=NC=N12474.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Deoxyeritadenine,1TMS,isomer #1C[Si](C)(C)OC(CCN1C=NC2=C(N)N=CN=C21)C(=O)O2485.8Semi standard non polar33892256
Deoxyeritadenine,1TMS,isomer #2C[Si](C)(C)OC(=O)C(O)CCN1C=NC2=C(N)N=CN=C212458.8Semi standard non polar33892256
Deoxyeritadenine,1TMS,isomer #3C[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O)C(=O)O2598.1Semi standard non polar33892256
Deoxyeritadenine,2TMS,isomer #1C[Si](C)(C)OC(=O)C(CCN1C=NC2=C(N)N=CN=C21)O[Si](C)(C)C2426.2Semi standard non polar33892256
Deoxyeritadenine,2TMS,isomer #2C[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O[Si](C)(C)C)C(=O)O2506.4Semi standard non polar33892256
Deoxyeritadenine,2TMS,isomer #3C[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O)C(=O)O[Si](C)(C)C2451.9Semi standard non polar33892256
Deoxyeritadenine,2TMS,isomer #4C[Si](C)(C)N(C1=NC=NC2=C1N=CN2CCC(O)C(=O)O)[Si](C)(C)C2542.1Semi standard non polar33892256
Deoxyeritadenine,3TMS,isomer #1C[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2453.1Semi standard non polar33892256
Deoxyeritadenine,3TMS,isomer #1C[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C2439.6Standard non polar33892256
Deoxyeritadenine,3TMS,isomer #2C[Si](C)(C)OC(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)C(=O)O2486.0Semi standard non polar33892256
Deoxyeritadenine,3TMS,isomer #2C[Si](C)(C)OC(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)C(=O)O2539.5Standard non polar33892256
Deoxyeritadenine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C212431.7Semi standard non polar33892256
Deoxyeritadenine,3TMS,isomer #3C[Si](C)(C)OC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C212475.6Standard non polar33892256
Deoxyeritadenine,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C2469.4Semi standard non polar33892256
Deoxyeritadenine,4TMS,isomer #1C[Si](C)(C)OC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C)[Si](C)(C)C)N=CN=C21)O[Si](C)(C)C2534.7Standard non polar33892256
Deoxyeritadenine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CCN1C=NC2=C(N)N=CN=C21)C(=O)O2766.4Semi standard non polar33892256
Deoxyeritadenine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN1C=NC2=C(N)N=CN=C212717.9Semi standard non polar33892256
Deoxyeritadenine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O)C(=O)O2846.1Semi standard non polar33892256
Deoxyeritadenine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CCN1C=NC2=C(N)N=CN=C21)O[Si](C)(C)C(C)(C)C2886.2Semi standard non polar33892256
Deoxyeritadenine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O[Si](C)(C)C(C)(C)C)C(=O)O2939.8Semi standard non polar33892256
Deoxyeritadenine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O)C(=O)O[Si](C)(C)C(C)(C)C2876.3Semi standard non polar33892256
Deoxyeritadenine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)N(C1=NC=NC2=C1N=CN2CCC(O)C(=O)O)[Si](C)(C)C(C)(C)C2987.8Semi standard non polar33892256
Deoxyeritadenine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3048.3Semi standard non polar33892256
Deoxyeritadenine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC1=NC=NC2=C1N=CN2CCC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C3130.4Standard non polar33892256
Deoxyeritadenine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)C(=O)O3100.2Semi standard non polar33892256
Deoxyeritadenine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)C(=O)O3192.1Standard non polar33892256
Deoxyeritadenine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213044.3Semi standard non polar33892256
Deoxyeritadenine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(O)CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C213154.5Standard non polar33892256
Deoxyeritadenine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C3215.2Semi standard non polar33892256
Deoxyeritadenine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C(CCN1C=NC2=C(N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N=CN=C21)O[Si](C)(C)C(C)(C)C3389.1Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyeritadenine GC-MS (Non-derivatized) - 70eV, Positivesplash10-00dm-3920000000-7cf2c8f791f25b1041162017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyeritadenine GC-MS (2 TMS) - 70eV, Positivesplash10-00rl-7159000000-e4ab661ae48a42b683c22017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Deoxyeritadenine 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 - Deoxyeritadenine 10V, Positive-QTOFsplash10-00dr-0390000000-43e8fbc4a980eb6750872015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 20V, Positive-QTOFsplash10-000i-0930000000-860f402f4894bacb2a572015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 40V, Positive-QTOFsplash10-000i-3900000000-c69840c03e5fb34c7d232015-04-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 10V, Negative-QTOFsplash10-000i-1390000000-fb184810b322cf47c0252015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 20V, Negative-QTOFsplash10-001i-0920000000-9bc7540ae362bf1c4b122015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 40V, Negative-QTOFsplash10-053r-2900000000-195d39096276fb9d2df92015-04-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 10V, Negative-QTOFsplash10-001i-0900000000-f69382028826abe575802021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 20V, Negative-QTOFsplash10-001i-0900000000-d0e295318965c58f8da12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 40V, Negative-QTOFsplash10-0a4i-1900000000-a5ac70a1453fcc07ecbd2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 10V, Positive-QTOFsplash10-000i-0090000000-b95720eff94fff87d02a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 20V, Positive-QTOFsplash10-000i-0790000000-671a39d9a36fa31c23db2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Deoxyeritadenine 40V, Positive-QTOFsplash10-000i-1900000000-56d1184607bf7c768c9e2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-30Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB001187
KNApSAcK IDC00054304
Chemspider ID4476756
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound5318134
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1812311
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .