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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2009-01-29 15:42:29 UTC
Update Date2019-01-11 19:29:46 UTC
HMDB IDHMDB0011617
Secondary Accession Numbers
  • HMDB11617
Metabolite Identification
Common NameAdenosine 2'-phosphate
DescriptionAdenosine 2'-phosphate is converted enzymatically from adenosine 2',3'-cyclic phosphate via the enzyme 2',3'-cyclic-nucleotide 3'-phosphodiesterase (EC 3.1.4.37). In the brain, this enzyme acts on 2',3'-cyclic AMP more rapidly than on the UMP or CMP derivatives. In the liver, this enzyme acts on 2',3'-cyclic CMP more rapidly than on the purine derivatives; it also hydrolyses the corresponding 3',5'-cyclic phosphates, more slowly. This latter enzyme has been called cyclic-CMP phosphodiesterase. (KEGG). This enzyme belongs to the family of hydrolases, specifically those acting on phosphoric diester bonds. The systematic name of this enzyme class is nucleoside-2',3'-cyclic-phosphate 2'-nucleotidohydrolase. (Wikipedia).
Structure
Data?1547234986
Synonyms
ValueSource
2'-Adenylic acidHMDB
Adenosine-2'-monophosphateHMDB
AMP 2'-PhosphateHMDB
2'-AMPMeSH
2'-Adenosine monophosphateMeSH
Adenosine 2' phosphateMeSH
Adenosine monophosphateMeSH
Adenosine phosphate disodiumMeSH
Phosphate dipotassium, adenosineMeSH
5'-Phosphate, adenosineMeSH
AMPMeSH
Acid, 2'-adenylicMeSH
Acid, 5'-adenylicMeSH
Adenosine 5' phosphateMeSH
Adenosine 5'-phosphateMeSH
Adenosine phosphate dipotassiumMeSH
PhosphadenMeSH
Phosphate disodium, adenosineMeSH
2' Adenosine monophosphateMeSH
5'-Adenylic acidMeSH
Adenosine 3' phosphateMeSH
Dipotassium, adenosine phosphateMeSH
Disodium, adenosine phosphateMeSH
2' Adenylic acidMeSH
5' Adenylic acidMeSH
Adenosine 3'-phosphateMeSH
Adenylic acidMeSH
Monophosphate, 2'-adenosineMeSH
Chemical FormulaC10H14N5O7P
Average Molecular Weight347.2212
Monoisotopic Molecular Weight347.063084339
IUPAC Name{[(3R,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Name[(3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl]oxyphosphonic acid
CAS Registry Number130-49-4
SMILES
NC1=NC=NC2=C1N=CN2C1O[C@H](CO)[C@@H](O)[C@H]1OP(O)(O)=O
InChI Identifier
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10?/m1/s1
InChI KeyQDFHPFSBQFLLSW-VTHZCTBJSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentPentose phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • N-glycosyl compound
  • Glycosyl compound
  • 6-aminopurine
  • Purine
  • Imidazopyrimidine
  • Monoalkyl phosphate
  • Aminopyrimidine
  • Phosphoric acid ester
  • Imidolactam
  • Alkyl phosphate
  • Pyrimidine
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Imidazole
  • Tetrahydrofuran
  • Azole
  • Heteroaromatic compound
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Amine
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Primary amine
  • Primary alcohol
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.51 g/LALOGPS
logP-3.1ALOGPS
logP-4.8ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)0.69ChemAxon
pKa (Strongest Basic)4.91ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area186.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity74.07 m³·mol⁻¹ChemAxon
Polarizability29.37 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9111000000-30858a96532ff89d651fJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-0002-9100200000-d0f6652856d0c3a7b618JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0941000000-0d2f4c87b9492b797b1aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-05494a612a44c915d42cJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-0900000000-c69e1b186d62119a3e6fJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-000t-4509000000-0758f239dfa7d66c56d7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-3900000000-078e645388a3975224b2JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9500000000-a2593421479e03ad710fJSpectraViewer | MoNA
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
FoodDB IDFDB028322
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDC00946
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound53481006
PDB IDNot Available
ChEBI ID28223
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. HOLLANDER VP, HOLLANDER N, BROWN JD: Inhibition of steroid-mediated pyridine nucleotide transhydrogenase and 17-betta-hydroxysteroid dehydrogenase by 2'adenylic acid. Proc Soc Exp Biol Med. 1959 Jul;101(3):475-7. [PubMed:13675287 ]

Enzymes

General function:
Involved in 2',3'-cyclic-nucleotide 3'-phosphodiesterase activity
Specific function:
May participate in RNA metabolism in the myelinating cell, CNP is the third most abundant protein in central nervous system myelin (By similarity).
Gene Name:
CNP
Uniprot ID:
P09543
Molecular weight:
47578.22