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3' 5'-cyclic AMP (PC000213)

Record Information
Version1.0
Creation date2015-10-09 22:29:15 UTC
Update date2017-01-19 02:36:16 UTC
FoodComEx IDPC000213
FoodDB RecordFDB001497
Chemical Information
Name3' 5'-cyclic AMP
DescriptionCyclic adenosine monophosphate (cAMP) is a second messenger important in many biological processes. cAMP is derived from adenosine triphosphate (ATP) and used for intracellular signal transduction in many different organisms, conveying the cAMP-dependent pathway. 3' 5'-cyclic AMP is found in many foods, some of which are lotus, other cereal product, chicory roots, and peach.
CAS Number60-92-4
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
3',5'-cyclic AMPbiospider
3'5'-Cyclic AMPHMDB
6-(6-amino-9H-Purin-9-yl)tetrahydro-4H-furo[3,2-D][1,3,2]dioxainine-2,7-diol 2-oxideHMDB
AcrasinHMDB
Adenosine 3,5'-cyclic monoorateHMDB
Adenosine 3,5'-cyclic monooric acidHMDB
Adenosine 3,5'-cyclic monophosphoratebiospider
Adenosine 3,5'-cyclic monophosphoric acidbiospider
Adenosine 3',5'-ateChEBI
Adenosine 3',5'-cyclic ateChEBI
Adenosine 3',5'-cyclic ic acidGenerator
Adenosine 3',5'-cyclic monoateChEBI
Adenosine 3',5'-cyclic monoic acidGenerator
Adenosine 3',5'-cyclic monophosphatebiospider
Adenosine 3',5'-cyclic phosphatebiospider
Adenosine 3',5'-cycloateHMDB
Adenosine 3',5'-cyclophosphatebiospider
Adenosine 3',5'-cyclophosphoric acidbiospider
Adenosine 3',5'-ic acidGenerator
Adenosine 3',5'-monoateHMDB
Adenosine cyclic 3',5'-monophosphatebiospider
Adenosine cyclic 3',5'-phosphatebiospider
Adenosine cyclic monoateHMDB
Adenosine cyclic monophosphatebiospider
Adenosine cyclic-monoateHMDB
ADENOSINE-3',5'-cyclic-monoATEChEBI
ADENOSINE-3',5'-cyclic-monoic acidGenerator
Adenosine-cyclic-ateHMDB
Adenosine-cyclic-oric-acidHMDB
Adenosine, 3',5'-cyclic-monophosphoric acidbiospider
CAMPbiospider
Cyclic 3',5'-adenylateHMDB
Cyclic 3',5'-adenylic acidHMDB
Cyclic 3',5'-AMPHMDB
Cyclic adenosine 3',5'-ateHMDB
Cyclic adenylateGenerator
Cyclic adenylic acidChEBI
Cyclic AMPChEBI
Chemical FormulaC10H12N5O6P
IUPAC name(4aR,6R,7R,7aS)-6-(6-amino-9H-purin-9-yl)-2,7-dihydroxy-hexahydro-2lambda5-furo[3,2-d][1,3,2]dioxaphosphinin-2-one
InChI IdentifierInChI=1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1
InChI KeyIVOMOUWHDPKRLL-KQYNXXCUSA-N
Isomeric SMILESNC1=NC=NC2=C1N=CN2[C@@H]1O[C@@H]2COP(O)(=O)O[C@H]2[C@H]1O
Average Molecular Weight329.2059
Monoisotopic Molecular Weight329.052519653
Chemical Taxonomy
Description Belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group.
KingdomOrganic compounds
Super ClassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
Sub ClassCyclic purine nucleotides
Direct Parent3',5'-cyclic purine nucleotides
Alternative Parents
Substituents
  • 3',5'-cyclic purine ribonucleotide
  • Pentose phosphate
  • Glycosyl compound
  • N-glycosyl compound
  • 6-aminopurine
  • Monosaccharide phosphate
  • Purine
  • Imidazopyrimidine
  • Aminopyrimidine
  • Organic phosphoric acid derivative
  • N-substituted imidazole
  • Monosaccharide
  • Pyrimidine
  • Imidolactam
  • Imidazole
  • Azole
  • Tetrahydrofuran
  • Heteroaromatic compound
  • Secondary alcohol
  • Oxacycle
  • Azacycle
  • Organoheterocyclic compound
  • Alcohol
  • Organic oxygen compound
  • Organic nitrogen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Amine
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logP-2.96HANSCH,C ET AL. (1995)
Experimental Water SolubilityNot Available
Melting Point219-220 oC
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 1 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 H355
AKSci J92407
AKSci HMDB0000058
Cayman Chemical 18820
MetaSci HMDB0000058
Toronto Research Chemicals A280455