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CHEBI:145730 - 8-PIP-cAMP

ChEBI IDCHEBI:145730
ChEBI Name8-PIP-cAMP
Stars
DefinitionA cyclic adenyl ribonucleotide that is cAMP (cyclic adenosine 3',5'-phosphate) in which the hydrogen at position 8 has been replaced by a piperidin-1-yl group. A selective cAMP-dependent protein kinase A (PKA) activator and cAMP analogue with high selectivity for site A of PKA type I and for site B of PKA type II.
Last Modified2 January 2020
SubmitterKalpana P
DownloadsMolfile
FormulaC15H21N6O6P
Net Charge0
Average Mass412.343
Monoisotopic Mass412.12602
SMILESNc1ncnc2c1nc(N1CCCCC1)n2[C@@H]1O[C@@H]2COP(=O)(O)O[C@H]2[C@H]1O
InChIInChI=1S/C15H21N6O6P/c16-12-9-13(18-7-17-12)21(15(19-9)20-4-2-1-3-5-20)14-10(22)11-8(26-14)6-25-28(23,24)27-11/h7-8,10-11,14,22H,1-6H2,(H,23,24)(H2,16,17,18)/t8-,10-,11-,14-/m1/s1
InChIKeyKBRGEUZQYNIAKB-IDTAVKCVSA-N
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Role:
protein kinase A agonist  A protein kinase agonist that selectively binds to and activates a protein kinase A receptor
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
8-PIP-cAMP (CHEBI:145730) has functional parent 3',5'-cyclic AMP (CHEBI:17489)
8-PIP-cAMP (CHEBI:145730) has role antineoplastic agent (CHEBI:35610)
8-PIP-cAMP (CHEBI:145730) has role protein kinase A agonist (CHEBI:78547)
8-PIP-cAMP (CHEBI:145730) is a 3',5'-cyclic purine nucleotide (CHEBI:19834)
8-PIP-cAMP (CHEBI:145730) is a adenyl ribonucleotide (CHEBI:61296)
8-PIP-cAMP (CHEBI:145730) is a piperidines (CHEBI:26151)
8-PIP-cAMP (CHEBI:145730) is a tertiary amino compound (CHEBI:50996)
IUPAC Name 
8-piperidin-1-yladenosine 3',5'-(hydrogen phosphate)
Synonyms  Source
(4aR,6R,7R,7aS)-6-[6-amino-8-(piperidin-1-yl)-9H-purin-9-yl]tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinine-2,7-diol 2-oxideIUPAC
8-piperidinoadenosine-3',5'-cyclic monophosphateChEBI
Citations