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Showing Compound Inosine (FDB011802)

Record Information
Version1.0
Creation date2010-04-08 22:09:50 UTC
Update date2019-11-26 03:05:27 UTC
Primary IDFDB011802
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameInosine
DescriptionInosine 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. Inosine is an extremely weak basic (essentially neutral) compound (based on its pKa). Inosine is found, on average, in the highest concentration within milk (cow). Inosine has also been detected, but not quantified in, several different foods, such as climbing beans, garland chrysanthemums, acerola, olives, and lemons. This could make inosine a potential biomarker for the consumption of these foods.
CAS Number58-63-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
(-)-InosineHMDB
1,9-dihydro-9-b-D-Ribofuranosyl-6H-purin-6-oneHMDB
1,9-Dihydro-9-b-D-ribofuranosyl-6H-purin-6-one, 9CIdb_source
1,9-Dihydro-9-beta-D-ribofuranosyl-6H-purin-6-onebiospider
1,9-dihydro-9-beta-delta-Ribofuranosyl-6H-purin-6-oneHMDB
9-b-D-Ribofuranosyl-9H-purin-6-olGenerator
9-b-D-ribofuranosyl-Hypoxanthinebiospider
9-b-D-RibofuranosylhypoxanthineGenerator
9-b-D-Ribofuranosylhypoxanthine, 8CIdb_source
9-beta-D-ribofuranosyl-9H-purin-6-olbiospider
9-beta-D-ribofuranosyl-Hypoxanthinebiospider
9-beta-D-Ribofuranosylhypoxanthinebiospider
9-beta-delta-Ribofuranosyl-hypoxanthineHMDB
9-beta-delta-RibofuranosylhypoxanthineHMDB
9-β-D-ribofuranosyl-9H-purin-6-olGenerator
9-β-D-ribofuranosylhypoxanthineGenerator
9beta-D-Ribofuranosylhypoxanthinebiospider
9beta-delta-RibofuranosylhypoxanthineHMDB
Aminosin?db_source
Atorelbiospider
beta-D-Ribofuranoside hypoxanthine-9biospider
beta-delta-Ribofuranoside hypoxanthine-9HMDB
beta-InosineHMDB
Carninedb_source
Delimmundb_source
HXRHMDB
Hypoxanthine 9-beta-D-ribofuranosidebiospider
Hypoxanthine 9-beta-delta-ribofuranosideHMDB
Hypoxanthine d-ribosidebiospider
Hypoxanthine nucleosideHMDB
Hypoxanthine ribonucleosidebiospider
Hypoxanthine ribosidedb_source
Hypoxanthine-9 beta-D-ribofuranosideHMDB
Hypoxanthine-9 beta-delta-ribofuranosideHMDB
Hypoxanthine-9-beta-D-ribofuranosidebiospider
Hypoxanthine-9-beta-delta-ribofuranosideHMDB
Hypoxanthine-9-D-ribofuranosidebiospider
Hypoxanthine-9-delta-ribofuranosideHMDB
Hypoxanthine-riboseHMDB
Hypoxanthosinedb_source
iChEBI
Indole-3-carboxaldehydeHMDB
InoHMDB
Inosiedb_source
Inosinbiospider
InosinaChEBI
Inosine (8CI,9CI)biospider
InosinumChEBI
Inotin (TN)biospider
Iso-prinosineHMDB
Oxiaminbiospider
Oxiaminedb_source
Panholic-LHMDB
Pantholic-LHMDB
Ribonosinebiospider
Riboxinebiospider
Selferbiospider
Trophicardyldb_source
Predicted Properties
PropertyValueSource
Water Solubility27.6 g/LALOGPS
logP-1.2ALOGPS
logP-1.6ChemAxon
logS-0.99ALOGPS
pKa (Strongest Acidic)11.61ChemAxon
pKa (Strongest Basic)-0.12ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area133.75 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity60.48 m³·mol⁻¹ChemAxon
Polarizability24.49 ųChemAxon
Number of Rings9ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC30H36N12O15
IUPAC nametris(2-(6-hydroxy-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol)
InChI IdentifierInChI=1S/3C10H12N4O5/c3*15-1-4-6(16)7(17)10(19-4)14-3-13-5-8(14)11-2-12-9(5)18/h3*2-4,6-7,10,15-17H,1H2,(H,11,12,18)
InChI KeyNAZZGEPJWLXKQI-UHFFFAOYSA-N
Isomeric SMILESOCC1OC(C(O)C1O)N1C=NC2=C1NC=NC2=O.OCC1OC(C(O)C1O)N1C=NC2=C1N=CNC2=O.OCC1OC(C(O)C1O)N1C=NC2=C1N=CN=C2O
Average Molecular Weight804.6782
Monoisotopic Molecular Weight804.242308542
Classification
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
  • Purinone
  • Imidazopyrimidine
  • Purine
  • Pyrimidone
  • Monosaccharide
  • N-substituted imidazole
  • Pyrimidine
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Vinylogous amide
  • Tetrahydrofuran
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Alcohol
  • Organic oxide
  • Organopnictogen compound
  • Organic nitrogen compound
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkNot Available
External DescriptorsNot Available
Ontology
OntologyNo ontology term
Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateSolid
Physical DescriptionNot Available
Mass CompositionC 44.78%; H 4.51%; N 20.89%; O 29.82%DFC
Melting PointMp 215° dec.DFC
Boiling PointNot Available
Experimental Water Solubility15.8 mg/mL at 20 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP-2.10HANSCH,C ET AL. (1995)
Experimental pKapKa3 12.5 (25°)DFC
Isoelectric pointNot Available
Charge0
Optical Rotation[a]18D -49.2 (c, 0.9 in H2O)DFC
Spectroscopic UV Data[neutral] lmax 249 (e 12200) (H2O) (pH 6)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
SpectraNot Available
ChemSpider ID5799
ChEMBL IDCHEMBL1556
KEGG Compound IDC00294
Pubchem Compound ID6021
Pubchem Substance IDNot Available
ChEBI ID17596
Phenol-Explorer IDNot Available
DrugBank IDDB04335
HMDB IDHMDB00195
CRC / DFC (Dictionary of Food Compounds) IDGZH66-L:GZH66-L
EAFUS IDNot Available
Dr. Duke IDHYPOXANTHOSINE|INOSINE
BIGG ID34525
KNApSAcK IDC00019692
HET IDNOS
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDInosine
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
Anti-inflammatory35472 An agent that reduces inflammation, playing a biological role in suppressing immune responses and therapeutic applications in managing pain, swelling, and redness. Key medical uses include treating arthritis, allergies, and autoimmune disorders, as well as relieving symptoms of conditions such as asthma and dermatitis.DUKE
Anti septic-shockAn agent that acts against infections causing septic shock, reducing mortality and morbidity by combating microbial invasion, inflammation, and organ dysfunction, commonly used in intensive care units to treat life-threatening sepsis.DUKE
Bronchoprotectant52217 An agent that protects the airways from irritants and inflammation, preventing bronchospasm. Therapeutically, it is used to manage respiratory conditions such as asthma and chronic obstructive pulmonary disease (COPD), reducing symptoms and improving lung function.DUKE
Immunomodulator50846 An agent that regulates the immune system, modifying its response to maintain balance. Therapeutically, it's used to treat autoimmune diseases, prevent transplant rejection, and manage chronic inflammatory conditions, such as rheumatoid arthritis and multiple sclerosis.DUKE
Neuroprotective63726 An agent that protects nerve cells from damage or degeneration, reducing the risk of neurodegenerative diseases. Therapeutically, it helps manage conditions like Alzheimer's, Parkinson's, and stroke, promoting neuronal survival and function.DUKE
PodagragenicA substance that induces or exacerbates gout, particularly podagra, a painful condition of the big toe. It has no therapeutic applications, but understanding its biological role can inform treatment and management of gout, with key medical uses including diagnosis and prevention of gout attacks.DUKE
UbiquiotAn antioxidant that protects cells from damage, playing a crucial role in energy production. Therapeutically, it has applications in managing neurodegenerative and cardiovascular diseases, with key medical uses including reducing oxidative stress and improving mitochondrial function.DUKE
UricogenicAn agent that promotes breakdown of purines, leading to uric acid production, playing a role in gout management and kidney stone prevention, with potential therapeutic applications in treating hyperuricemia and related disorders.DUKE
Enzymes
NameGene NameUniProt ID
Adenosine deaminaseADAP00813
Purine nucleoside phosphorylasePNPP00491
Cytosolic 5'-nucleotidase 3NT5C3Q9H0P0
Pathways
NameSMPDB LinkKEGG Link
Purine MetabolismSMP00050 map00230
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).