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Record Information
Version4.0
StatusDetected and Quantified
Creation Date2006-08-12 23:23:28 UTC
Update Date2019-07-23 05:45:49 UTC
HMDB IDHMDB0003540
Secondary Accession Numbers
  • HMDB0006550
  • HMDB03540
  • HMDB06550
Metabolite Identification
Common Name3'-AMP
DescriptionAdenylic acid. Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position.
Structure
Data?1563860749
Synonyms
ValueSource
3'-Adenosine monophosphateChEBI
3'-Adenylic acidChEBI
Adenosine 3'-monophosphateChEBI
Adenosine 3'-phosphateChEBI
Adenosine-3'-monophosphateChEBI
AMP 3'-PhosphateChEBI
Synadenylic acidChEBI
3'-Adenosine monophosphoric acidGenerator
3'-AdenylateGenerator
Adenosine 3'-monophosphoric acidGenerator
Adenosine 3'-phosphoric acidGenerator
Adenosine-3'-monophosphoric acidGenerator
AMP 3'-Phosphoric acidGenerator
SynadenylateGenerator
Adenosine-3'-phosphateHMDB
Yeast adenylic acidHMDB
2' Adenylic acidHMDB
5' Adenylic acidHMDB
Phosphate dipotassium, adenosineHMDB
5'-Adenylic acidHMDB
Adenylic acidHMDB
5'-Phosphate, adenosineHMDB
Adenosine 2'-phosphateHMDB
Dipotassium, adenosine phosphateHMDB
Phosphate disodium, adenosineHMDB
monoPhosphate, 2'-adenosineHMDB
2'-AMPHMDB
2'-Adenosine monophosphateHMDB
Adenosine 2' phosphateHMDB
Adenosine phosphate dipotassiumHMDB
Adenosine 3' phosphateHMDB
Disodium, adenosine phosphateHMDB
PhosphadenHMDB
2'-Adenylic acidHMDB
AMPHMDB
Adenosine monophosphateHMDB
Adenosine phosphate disodiumHMDB
2' Adenosine monophosphateHMDB
Acid, 2'-adenylicHMDB
Acid, 5'-adenylicHMDB
Adenosine 5' phosphateHMDB
Adenosine 5'-phosphateHMDB
Chemical FormulaC10H14N5O7P
Average Molecular Weight347.2212
Monoisotopic Molecular Weight347.063084339
IUPAC Name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}phosphonic acid
Traditional Nameadenosine-3'-phosphate
CAS Registry Number84-21-9
SMILES
NC1=C2N=CN([C@@H]3O[C@H](CO)[C@@H](OP(O)(O)=O)[C@H]3O)C2=NC=N1
InChI Identifier
InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
InChI KeyLNQVTSROQXJCDD-KQYNXXCUSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassRibonucleoside 3'-phosphates
Sub ClassNot Available
Direct ParentRibonucleoside 3'-phosphates
Alternative Parents
Substituents
  • Pentose phosphate
  • Ribonucleoside 3'-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Pentose monosaccharide
  • Monosaccharide phosphate
  • Purine
  • Imidazopyrimidine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • N-substituted imidazole
  • Monosaccharide
  • Pyrimidine
  • Imidolactam
  • Alkyl phosphate
  • Heteroaromatic compound
  • Tetrahydrofuran
  • Azole
  • Imidazole
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Primary amine
  • Amine
  • Alcohol
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Biological location:

Source:

Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point197 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility500 mg/L at 15 °CNot Available
LogP-1.453Not Available
Predicted Properties
PropertyValueSource
Water Solubility3.48 g/LALOGPS
logP-3.1ALOGPS
logP-4.8ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)0.87ChemAxon
pKa (Strongest Basic)4.94ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area186.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity74.07 m³·mol⁻¹ChemAxon
Polarizability29.67 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0kuv-0973000000-eb7c71515eea7eb1a837JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0kuv-0973000000-eb7c71515eea7eb1a837JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9511000000-80f5030da41a88c5adf7JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-03xr-7973700000-7630afa3708fa5e5ab9eJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-03di-2093000000-f9389aa723f687dcb780JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-01u1-9463000000-deedf4a3a159267bf008JSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-1900000000-3070b457af9f8caf95aeJSpectraViewer | MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0901000000-01666f7ac8779350ae53JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-2913000000-583726ba8cf3132ced34JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-3743b8381504a528e937JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-3900000000-674aca6f0bee774491a7JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0032-4709000000-0e304c018489ee824b4eJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-3900000000-28c48abec776120de260JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9500000000-64e6e28bb636afabd554JSpectraViewer | MoNA
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected and Quantified0.137 +/- 0.204 uMAdult (>18 years old)Both
Normal
    • Sugimoto et al. (...
details
SalivaDetected and Quantified0.269 +/- 0.162 uMAdult (>18 years old)Both
Normal
    • Sugimoto et al. (...
details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB023193
KNApSAcK IDC00019350
Chemspider ID37610
KEGG Compound IDC01367
BioCyc IDNot Available
BiGG ID2224997
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound41211
PDB IDNot Available
ChEBI ID28931
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Jackson EK, Ren J, Gillespie DG: 2',3'-cAMP, 3'-AMP, and 2'-AMP inhibit human aortic and coronary vascular smooth muscle cell proliferation via A2B receptors. Am J Physiol Heart Circ Physiol. 2011 Aug;301(2):H391-401. doi: 10.1152/ajpheart.00336.2011. Epub 2011 May 27. [PubMed:21622827 ]