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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 15:12:28 UTC
Update Date2021-09-14 15:44:46 UTC
HMDB IDHMDB0003040
Secondary Accession Numbers
  • HMDB03040
Metabolite Identification
Common NameArabinosylhypoxanthine
DescriptionArabinosylhypoxanthine belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety. Arabinosylhypoxanthine 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 arabinosylhypoxanthine a potential biomarker for the consumption of these foods. Based on a literature review a small amount of articles have been published on Arabinosylhypoxanthine.
Structure
Data?1582752261
Synonyms
ValueSource
Ara-HXHMDB, MeSH
9 beta-D-Arabinofuranosyl-1,9-dihydro-6H-purin-6-oneMeSH, HMDB
Hypoxanthine arabinosideMeSH, HMDB
9 beta-D-ArabinofuranosylhypoxanthineMeSH, HMDB
AraHxMeSH, HMDB
Ara-HMeSH, HMDB
Chemical FormulaC10H12N4O5
Average Molecular Weight268.2261
Monoisotopic Molecular Weight268.080769514
IUPAC Name9-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-6,9-dihydro-3H-purin-6-one
Traditional Name9-[(3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one
CAS Registry Number7013-16-3
SMILES
OC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O
InChI Identifier
InChI=1S/C10H12N4O5/c15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h2-4,6-7,10,15-17H,1H2,(H,11,12,18)/t4-,6-,7+,10?/m1/s1
InChI KeyUGQMRVRMYYASKQ-KBNQYOMWSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as purine nucleosides. Purine nucleosides are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleosides
Sub ClassNot Available
Direct ParentPurine nucleosides
Alternative Parents
Substituents
  • Purine nucleoside
  • Glycosyl compound
  • N-glycosyl compound
  • 6-oxopurine
  • Hypoxanthine
  • Pentose monosaccharide
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Pyrimidone
  • Pyrimidine
  • Monosaccharide
  • N-substituted imidazole
  • Vinylogous amide
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Azole
  • Imidazole
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Alcohol
  • Organonitrogen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effect
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 Solubility14.3 g/LALOGPS
logP-1.7ALOGPS
logP-2ChemAxon
logS-1.3ALOGPS
pKa (Strongest Acidic)6.94ChemAxon
pKa (Strongest Basic)2.74ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area129.2 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity60.9 m³·mol⁻¹ChemAxon
Polarizability24.68 ųChemAxon
Number of Rings3ChemAxon
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]+160.16931661259
DarkChem[M-H]-158.80131661259
DeepCCS[M+H]+149.23430932474
DeepCCS[M-H]-146.83830932474
DeepCCS[M-2H]-180.9530932474
DeepCCS[M+Na]+155.75230932474
AllCCS[M+H]+160.232859911
AllCCS[M+H-H2O]+156.632859911
AllCCS[M+NH4]+163.632859911
AllCCS[M+Na]+164.632859911
AllCCS[M-H]-158.432859911
AllCCS[M+Na-2H]-157.932859911
AllCCS[M+HCOO]-157.432859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ArabinosylhypoxanthineOC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O3429.0Standard polar33892256
ArabinosylhypoxanthineOC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O1846.4Standard non polar33892256
ArabinosylhypoxanthineOC[C@H]1OC([C@@H](O)[C@@H]1O)N1C=NC2=C1NC=NC2=O2878.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Arabinosylhypoxanthine,1TMS,isomer #1C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O2582.0Semi standard non polar33892256
Arabinosylhypoxanthine,1TMS,isomer #2C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O2571.0Semi standard non polar33892256
Arabinosylhypoxanthine,1TMS,isomer #3C[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2[NH]C=NC3=O)O[C@@H]1CO2585.9Semi standard non polar33892256
Arabinosylhypoxanthine,1TMS,isomer #4C[Si](C)(C)N1C=NC(=O)C2=C1N(C1O[C@H](CO)[C@@H](O)[C@@H]1O)C=N22661.8Semi standard non polar33892256
Arabinosylhypoxanthine,2TMS,isomer #1C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O2538.1Semi standard non polar33892256
Arabinosylhypoxanthine,2TMS,isomer #2C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C2537.4Semi standard non polar33892256
Arabinosylhypoxanthine,2TMS,isomer #3C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O2641.1Semi standard non polar33892256
Arabinosylhypoxanthine,2TMS,isomer #4C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C2548.3Semi standard non polar33892256
Arabinosylhypoxanthine,2TMS,isomer #5C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O2657.2Semi standard non polar33892256
Arabinosylhypoxanthine,2TMS,isomer #6C[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)O[C@@H]1CO2659.3Semi standard non polar33892256
Arabinosylhypoxanthine,3TMS,isomer #1C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2529.3Semi standard non polar33892256
Arabinosylhypoxanthine,3TMS,isomer #2C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O2640.4Semi standard non polar33892256
Arabinosylhypoxanthine,3TMS,isomer #3C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C2637.9Semi standard non polar33892256
Arabinosylhypoxanthine,3TMS,isomer #4C[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C2654.4Semi standard non polar33892256
Arabinosylhypoxanthine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2662.9Semi standard non polar33892256
Arabinosylhypoxanthine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C2886.7Standard non polar33892256
Arabinosylhypoxanthine,4TMS,isomer #1C[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C3145.9Standard polar33892256
Arabinosylhypoxanthine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O2829.3Semi standard non polar33892256
Arabinosylhypoxanthine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O2823.2Semi standard non polar33892256
Arabinosylhypoxanthine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2[NH]C=NC3=O)O[C@@H]1CO2834.7Semi standard non polar33892256
Arabinosylhypoxanthine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)N1C=NC(=O)C2=C1N(C1O[C@H](CO)[C@@H](O)[C@@H]1O)C=N22925.9Semi standard non polar33892256
Arabinosylhypoxanthine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O2993.1Semi standard non polar33892256
Arabinosylhypoxanthine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C2985.0Semi standard non polar33892256
Arabinosylhypoxanthine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O3092.3Semi standard non polar33892256
Arabinosylhypoxanthine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2[NH]C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C2992.1Semi standard non polar33892256
Arabinosylhypoxanthine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O3103.5Semi standard non polar33892256
Arabinosylhypoxanthine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)C(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)O[C@@H]1CO3103.4Semi standard non polar33892256
Arabinosylhypoxanthine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2[NH]C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3162.9Semi standard non polar33892256
Arabinosylhypoxanthine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O3283.1Semi standard non polar33892256
Arabinosylhypoxanthine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C3271.2Semi standard non polar33892256
Arabinosylhypoxanthine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1C(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)O[C@H](CO)[C@H]1O[Si](C)(C)C(C)(C)C3280.7Semi standard non polar33892256
Arabinosylhypoxanthine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3447.7Semi standard non polar33892256
Arabinosylhypoxanthine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3610.1Standard non polar33892256
Arabinosylhypoxanthine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC[C@H]1OC(N2C=NC3=C2N([Si](C)(C)C(C)(C)C)C=NC3=O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C3453.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (Non-derivatized) - 70eV, Positivesplash10-0adl-9250000000-d6ee10ae0804bda3e4ce2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (3 TMS) - 70eV, Positivesplash10-0gc0-3392100000-105fd86588f87bbc76822017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Arabinosylhypoxanthine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Arabinosylhypoxanthine 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 - Arabinosylhypoxanthine 10V, Positive-QTOFsplash10-000i-0940000000-1edfa7642cf5a4fed66d2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Positive-QTOFsplash10-000i-0900000000-c4a771b28fab509863352017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Positive-QTOFsplash10-06ri-1900000000-bad238ac23d41426077a2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Negative-QTOFsplash10-014r-0590000000-987a2099b121adf313622017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Negative-QTOFsplash10-000i-0900000000-1f1240b42ef89dc97aae2017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Negative-QTOFsplash10-0a4u-3900000000-ffc6c0f2b3a8bd03b9412017-09-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Positive-QTOFsplash10-000i-0910000000-33dc079e70e0b33bf9862021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Positive-QTOFsplash10-000i-0900000000-b2e36fb98660834d7d242021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Positive-QTOFsplash10-000i-1900000000-2747044cf1ae427677f92021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 10V, Negative-QTOFsplash10-014s-0490000000-6a0e0735ea6ec840b8a62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 20V, Negative-QTOFsplash10-052r-1900000000-1e57f5864e9a304e81c62021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Arabinosylhypoxanthine 40V, Negative-QTOFsplash10-0a4r-2900000000-a2ec1536ad3b3b6df4002021-09-25Wishart 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
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified10.63 (1.60 - 78.33) uMAdult (>18 years old)Both
Herpes zoster infections
details
Associated Disorders and Diseases
Disease References
Herpes zoster
  1. McCann WP, Hall LM, Siler W, Barton N, Whitley RJ: High-pressure liquid chromatographic methods for determining arabinosyladenine-5'-monophosphate, arabinosyladenine, and arabinosylhypoxanthine in plasma and urine. Antimicrob Agents Chemother. 1985 Aug;28(2):265-73. [PubMed:2423028 ]
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB023100
KNApSAcK IDNot Available
Chemspider ID24654354
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID3022
PubChem Compound46874582
PDB IDNot Available
ChEBI ID705435
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceReist, Elmer J.; Benitez, Allen; Goodman, Leon; Baker, B. R.; Lee, William W. Potential anticancer agents. LXXVI. Synthesis of purine nucleosides of b-D-arabinofuranose. Journal of Organic Chemistry (1962), 27 3274-9.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Schwartz PM, Shipman C Jr, Drach JC: Antiviral activity of arabinosyladenine and arabinosylhypoxanthine in herpes simplex virus-infected KB cells: selective inhibition of viral deoxyribonucleic acid synthesis in the presence of an adenosine deaminase inhibitor. Antimicrob Agents Chemother. 1976 Jul;10(1):64-74. [PubMed:185947 ]
  2. Buchanan RA, Kinkel AW, Alford CA Jr, Whitley RJ: Plasma levels and urinary excretion of vidarabine after repeated dosing. Clin Pharmacol Ther. 1980 May;27(5):690-6. [PubMed:7371366 ]
  3. Chang T, Glazko AJ: Effect of an adenosine deaminase inhibitor on the uptake and metabolism of arabinosyl adenine (Vidarabine) by intact human erythrocytes. Res Commun Chem Pathol Pharmacol. 1976 May;14(1):127-40. [PubMed:935646 ]
  4. McCann WP, Hall LM, Siler W, Barton N, Whitley RJ: High-pressure liquid chromatographic methods for determining arabinosyladenine-5'-monophosphate, arabinosyladenine, and arabinosylhypoxanthine in plasma and urine. Antimicrob Agents Chemother. 1985 Aug;28(2):265-73. [PubMed:2423028 ]