Record Information
Version1.0
Creation date2015-10-09 22:29:20 UTC
Update date2017-01-19 02:36:17 UTC
FoodComEx IDPC000228
FoodDB RecordFDB021806
Chemical Information
NameAdenosine monophosphate
DescriptionAdenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP can be produced during ATP synthesis by the enzyme adenylate kinase. AMP has recently been approved as a 'Bitter Blocker' additive to foodstuffs. When AMP is added to bitter foods or foods with a bitter aftertaste it makes them seem 'sweeter'. This potentially makes lower calorie food products more palatable [HMDB]
CAS Number61-19-8
Structure
Thumb
Synonyms
SynonymSource
5'-Adenosine monoateChEBI
5'-Adenosine monoic acidGenerator
5'-AdenylateGenerator
5'-Adenylic acidChEBI
5'-AMPChEBI
5'-O-OnoadenosineChEBI
AdenHMDB
Adenosine 5'-(dihydrogen ate)ChEBI
Adenosine 5'-(dihydrogen ic acid)Generator
Adenosine 5'-ateChEBI
Adenosine 5'-ic acidGenerator
Adenosine 5'-monoateChEBI
Adenosine 5'-monoic acidGenerator
Adenosine 5'-orateHMDB
Adenosine 5'-oric acidHMDB
Adenosine ateChEBI
Adenosine ic acidGenerator
ADENOSINE monoATEChEBI
ADENOSINE monoic acidGenerator
Adenosine-5-monoorateHMDB
Adenosine-5-monooric acidHMDB
Adenosine-5'-monoateGenerator
Adenosine-5'-monoic acidGenerator
Adenosine-5'-monoorateHMDB
Adenosine-5'-monooric acidChEBI
Adenosine-5'pChEBI
Adenosine-ateHMDB
Adenosine-monoateHMDB
Adenosini asChEBI
AdenoviteHMDB
AdenylateChEBI
Adenylic acidChEBI
Ado5'pChEBI
ate D'adenosineChEBI
CardiomoneHMDB
EntasideHMDB
Fosfato de adenosinaChEBI
ic acid D'adenosineGenerator
LycedanHMDB
Muscle adenylateHMDB
Muscle adenylic acidHMDB
My-b-denHMDB
My-beta-denHMDB
PAdoChEBI
PhosadenHMDB
Chemical FormulaC10H14N5O7P
IUPAC name{[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)
InChI KeyUDMBCSSLTHHNCD-UHFFFAOYSA-N
Isomeric SMILESNC1=C2N=CN(C3OC(COP(O)(O)=O)C(O)C3O)C2=NC=N1
Average Molecular Weight347.2212
Monoisotopic Molecular Weight347.063084339
Chemical Taxonomy
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 DescriptorsNot Available
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointNot Available
Foods of Origin
FoodContent Range AverageReference
FoodReference
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity AvailableProduction upon request, up to 2 g
Delivery TimeNot Available
Storage Formsolid
Storage Conditions-80°C
StabilityNot Available
PurityNot Available
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Rosa Vazquez Fresnovazquezf@ualberta.ca
Commercial Vendors
AKSci C904
AKSci J93669
Toronto Research Chemicals A281780