Record Information
Version1.0
Creation date2015-05-07 19:46:45 UTC
Update date2020-09-17 15:38:13 UTC
Primary IDFDB030677
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameAMP
DescriptionAdenosine monophosphate, also known as adenylic acid or 5'-AMP, belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached. Adenosine monophosphate is a drug which is used for nutritional supplementation, also for treating dietary shortage or imbalance. Adenosine monophosphate is a strong basic compound (based on its pKa). Adenosine monophosphate exists in all living species, ranging from bacteria to humans. In humans, adenosine monophosphate is involved in the metabolic disorder called the canavan disease pathway. Outside of the human body, Adenosine monophosphate is found, on average, in the highest concentration within beers. Adenosine monophosphate has also been detected, but not quantified in, several different foods, such as spinachs, cowpea, parsley, arctic blackberries, and kumquats. This could make adenosine monophosphate a potential biomarker for the consumption of these foods. A purine ribonucleoside 5'-monophosphate having adenine as the nucleobase.
CAS Number61-19-8
Structure
Thumb
Synonyms
SynonymSource
5'-Adenosine monophosphateChEBI
5'-Adenylic acidChEBI
5'-AMPChEBI
5'-O-PhosphonoadenosineChEBI
Adenosine 5'-(dihydrogen phosphate)ChEBI
Adenosine 5'-phosphateChEBI
Adenosine phosphateChEBI
Adenosine-5'-monophosphoric acidChEBI
Adenosine-5'pChEBI
Adenosini phosphasChEBI
AdenylateChEBI
Adenylic acidChEBI
Ado5'pChEBI
AMPChEBI
Fosfato de adenosinaChEBI
pAChEBI
PAdoChEBI
Phosphate d'adenosineChEBI
Adenosine 5'-monophosphateKegg
AdenylKegg
5'-Adenosine monophosphoric acidGenerator
5'-AdenylateGenerator
Adenosine 5'-(dihydrogen phosphoric acid)Generator
Adenosine 5'-phosphoric acidGenerator
Adenosine phosphoric acidGenerator
Adenosine-5'-monophosphateGenerator
Phosphoric acid d'adenosineGenerator
Adenosine 5'-monophosphoric acidGenerator
Adenosine monophosphoric acidGenerator
Adenosine 5'-phosphorateHMDB
Adenosine-5'-monophosphorateHMDB
Adenosine-5-monophosphorateHMDB
Adenosine-5-monophosphoric acidHMDB
Adenosine-monophosphateHMDB
Adenosine-phosphateHMDB
AdenoviteHMDB
CardiomoneHMDB
LycedanHMDB
Muscle adenylateHMDB
Muscle adenylic acidHMDB
My-b-denHMDB
My-beta-denHMDB
PhosadenHMDB
PhosphadenHMDB
PhosphentasideHMDB
5'-Phosphate, adenosineHMDB
Acid, 2'-adenylicHMDB
2'-Adenylic acidHMDB
Adenosine 3' phosphateHMDB
Disodium, adenosine phosphateHMDB
Phosphate dipotassium, adenosineHMDB
Adenosine 2'-phosphateHMDB
Adenosine 5' phosphateHMDB
Adenosine phosphate dipotassiumHMDB
Dipotassium, adenosine phosphateHMDB
2' Adenylic acidHMDB
5' Adenylic acidHMDB
Acid, 5'-adenylicHMDB
Adenosine 3'-phosphateHMDB
monoPhosphate, 2'-adenosineHMDB
Phosphate disodium, adenosineHMDB
2' Adenosine monophosphateHMDB
2'-AMPHMDB
2'-Adenosine monophosphateHMDB
Adenosine 2' phosphateHMDB
Adenosine phosphate disodiumHMDB
Predicted Properties
PropertyValueSource
Water Solubility3.31 g/LALOGPS
logP-3.1ALOGPS
logP-4.7ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)1.22ChemAxon
pKa (Strongest Basic)3.92ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count10ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area186.07 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity74.07 m³·mol⁻¹ChemAxon
Polarizability29.96 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H14N5O7P
IUPAC name{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
InChI IdentifierInChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(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 KeyUDMBCSSLTHHNCD-KQYNXXCUSA-N
Isomeric SMILESNC1=C2N=CN([C@@H]3O[C@H](COP(O)(O)=O)[C@@H](O)[C@H]3O)C2=NC=N1
Average Molecular Weight347.2212
Monoisotopic Molecular Weight347.063084339
Classification
Description Belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassPurine ribonucleotides
Direct ParentPurine ribonucleoside monophosphates
Alternative Parents
Substituents
  • Purine ribonucleoside monophosphate
  • Pentose phosphate
  • Pentose-5-phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Pentose monosaccharide
  • Imidazopyrimidine
  • Purine
  • Aminopyrimidine
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Monosaccharide
  • Pyrimidine
  • Imidolactam
  • N-substituted imidazole
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Tetrahydrofuran
  • Azole
  • Imidazole
  • Heteroaromatic compound
  • Secondary alcohol
  • 1,2-diol
  • Organoheterocyclic compound
  • Oxacycle
  • Azacycle
  • Organonitrogen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Amine
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effect

Health effect:

Disposition

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
GC-MSAMP, 5 TMS, GC-MS Spectrumsplash10-014i-0974000000-7ce25c09f93913b81e9bSpectrum
GC-MSAMP, 4 TMS, GC-MS Spectrumsplash10-014i-0975000000-8175538459abaf92d36fSpectrum
GC-MSAMP, non-derivatized, GC-MS Spectrumsplash10-014i-0974000000-7ce25c09f93913b81e9bSpectrum
GC-MSAMP, non-derivatized, GC-MS Spectrumsplash10-014i-0975000000-8175538459abaf92d36fSpectrum
Predicted GC-MSAMP, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-002b-9713000000-019182f931e395f479cdSpectrum
Predicted GC-MSAMP, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0gl0-4942400000-fb8ced86745a4de1b047Spectrum
MS/MS
TypeDescriptionSplash KeyView
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-052b-0209001000-f6c3cf706bb3b839d180Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-053s-0395300000-e2a342872025e6e960aeSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-0900000000-2b9fb262817de641a5cdSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-053r-0007920000-ee7bab39079e225a1b07Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-0002-0109000000-52331e416cbdd8218b97Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-014i-3900000000-ddc799b6e2bb5d5ac9a6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-0900000000-68d6660e0cfbfb8f02adSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Positivesplash10-000i-0900000000-27f73c3a0a9566986a0eSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03dm-0007009001-639c5cafae90b10dfc5fSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03di-0290000000-e0b5612abd24736e70daSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0a4i-0039210000-3e5b716531d739ca25d9Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0009000000-9232b7438abb1f6256b6Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0007-2109007000-3e1cf347bd9e054b9368Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0006-0002009000-b840e6edcca65562937bSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-03di-0190000000-948ec97ae442eda212cbSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT (LTQ Orbitrap XL, Thermo Scientfic) , Negativesplash10-0002-0009000000-bd1c10704f289141803aSpectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positivesplash10-0002-0109000000-433eab5bd833cd92f290Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) 30V, Positivesplash10-000b-0709000000-fa268a51905a453bc6f5Spectrum
MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negativesplash10-002b-9104000000-bc358c1d8c03290fc49dSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0913000000-52bfdec6ec6f2f9422f4Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-9bf867ba72f77732e0ceSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-000i-1900000000-fab6495d31eac8de123cSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0032-6709000000-fd9ea223f556b17d2d3aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0059-8900000000-3937203187746280b10aSpectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-5947ff2a364087cb0e38Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR SpectrumSpectrum
2D NMR[1H,1H] 2D NMR SpectrumSpectrum
2D NMR[1H,13C] 2D NMR SpectrumSpectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference