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Record Information
Version1.0
Creation Date2016-09-30 23:05:10 UTC
Update Date2020-05-21 16:29:00 UTC
BMDB IDBMDB0003540
Secondary Accession Numbers
  • BMDB03540
Metabolite Identification
Common Name3'-AMP
Description3'-AMP, also known as 3'-3'-amp or AMP 3'-phosphate, 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. 3'-AMP exists as a solid, possibly soluble (in water), and a strong basic compound (based on its pKa) molecule. 3'-AMP exists in all living organisms, ranging from bacteria to humans. In cattle, 3'-AMP is involved in the metabolic pathway called the pyrimidine metabolism pathway.
Structure
Thumb
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 acidMeSH, HMDB
5' Adenylic acidMeSH, HMDB
Phosphate dipotassium, adenosineMeSH, HMDB
5'-Adenylic acidMeSH, HMDB
Adenylic acidMeSH, HMDB
5'-Phosphate, adenosineMeSH, HMDB
Adenosine 2'-phosphateMeSH, HMDB
Dipotassium, adenosine phosphateMeSH, HMDB
Phosphate disodium, adenosineMeSH, HMDB
Monophosphate, 2'-adenosineMeSH, HMDB
2'-AMPMeSH, HMDB
2'-Adenosine monophosphateMeSH, HMDB
Adenosine 2' phosphateMeSH, HMDB
Adenosine phosphate dipotassiumMeSH, HMDB
Adenosine 3' phosphateMeSH, HMDB
Disodium, adenosine phosphateMeSH, HMDB
PhosphadenMeSH, HMDB
2'-Adenylic acidMeSH, HMDB
AMPMeSH, HMDB
Adenosine monophosphateMeSH, HMDB
Adenosine phosphate disodiumMeSH, HMDB
2' Adenosine monophosphateMeSH, HMDB
Acid, 2'-adenylicMeSH, HMDB
Acid, 5'-adenylicMeSH, HMDB
Adenosine 5' phosphateMeSH, HMDB
Adenosine 5'-phosphateMeSH, HMDB
Chemical FormulaC10H14N5O7P
Average Molecular Weight347.2212
Monoisotopic Molecular Weight347.063084339
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number84-21-9
SMILESNot Available
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
StatusDetected but not Quantified
Origin
  • Endogenous
BiofunctionNot Available
ApplicationNot Available
Cellular locationsNot Available
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 PropertiesNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Liver
  • Placenta
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
LiverDetected but not QuantifiedNot QuantifiedNot SpecifiedNot Specified
Normal
details
PlacentaExpected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal
  • Not Applicable
details
Abnormal Concentrations
Not Available
HMDB IDHMDB0003540
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB 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)Not Available
General ReferencesNot Available

Enzymes

General function:
Nucleotide transport and metabolism
Specific function:
Involved in maintaining the homeostasis of cellular nucleotides by catalyzing the interconversion of nucleoside phosphates. Has GTP:AMP phosphotransferase and ITP:AMP phosphotransferase activities.
Gene Name:
AK3
Uniprot ID:
P08760
Molecular weight:
25671.0
Reactions
Uridine 5'-diphosphate + ADP → Uridine triphosphate + 3'-AMPdetails
General function:
Not Available
Specific function:
Mediates the ATP-dependent import of long-chain fatty acids (LCFA) into the cell by mediating their translocation at the plasma membrane. Has also an acyl-CoA ligase activity for long-chain and very-long-chain fatty acids. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane-associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LCFA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism.
Gene Name:
SLC27A1
Uniprot ID:
Q3ZKN0
Molecular weight:
71123.0
Reactions
3a,7a-Dihydroxycoprostanic acid + Adenosine triphosphate + Coenzyme A → 3a,7a-Dihydroxy-5b-cholestanoyl-CoA + Pyrophosphate + 3'-AMPdetails