CHEBI:31445 - cyclic ADP-β-D-ribose

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ChEBI Name cyclic ADP-β-D-ribose
ChEBI ID CHEBI:31445
ChEBI ASCII Name cyclic ADP-beta-D-ribose
Definition A cyclic purine nucleotide that is synthesised from NAD+ by ADP-ribosyl cyclase; acts as an agonist at ryanodine receptors.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H21N5O13P2
Net Charge 0
Average Mass 541.30050
Monoisotopic Mass 541.06111
InChI InChI=1S/C15H21N5O13P2/c16-12-7-13-18-4-19(12)14-10(23)8(21)5(31-14)1-29-34(25,26)33-35(27,28)30-2-6-9(22)11(24)15(32-6)20(13)3-17-7/h3-6,8-11,14-16,21-24H,1-2H2,(H,25,26)(H,27,28)/t5-,6-,8-,9-,10-,11-,14-,15-/m1/s1
InChIKey BQOHYSXSASDCEA-KEOHHSTQSA-N
SMILES O[C@@H]1[C@H]2COP(O)(=O)OP(O)(=O)OC[C@H]3O[C@H]([C@H](O)[C@@H]3O)n3cnc4n(cnc4c3=N)[C@H](O2)[C@@H]1O
Roles Classification
Biological Role(s): ryanodine receptor agonist
A ryanodine receptor modulator which activates the receptor. Ryanodine receptors (RyRs) act as selective ion channels, modulating the release of calcium. Activating the receptors causes the release of calcium, so depleting internal calcium and ultimately preventing further muscle contraction.
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
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ChEBI Ontology
Outgoing cyclic ADP-β-D-ribose (CHEBI:31445) has functional parent ADP-β-D-ribose (CHEBI:191409)
cyclic ADP-β-D-ribose (CHEBI:31445) has role metabolite (CHEBI:25212)
cyclic ADP-β-D-ribose (CHEBI:31445) has role ryanodine receptor agonist (CHEBI:67114)
cyclic ADP-β-D-ribose (CHEBI:31445) is a cyclic purine nucleotide (CHEBI:36982)
cyclic ADP-β-D-ribose (CHEBI:31445) is a nucleotide-sugar (CHEBI:25609)
cyclic ADP-β-D-ribose (CHEBI:31445) is conjugate acid of cyclic ADP-β-D-ribose(2−) (CHEBI:73672)
Incoming 2'-phospho-cyclic ADP-ribose (CHEBI:76081) has functional parent cyclic ADP-β-D-ribose (CHEBI:31445)
cyclic ADP-β-D-ribose(2−) (CHEBI:73672) is conjugate base of cyclic ADP-β-D-ribose (CHEBI:31445)
Synonyms Sources
cADP-ribose ChEBI
cADPR KEGG COMPOUND
cyclic adenosine diphosphate ribose MetaCyc
cyclic ADP-ribose ChEBI
E-NAD ChemIDplus
Enzyme-activated NAD ChemIDplus
Manual Xrefs Databases
C13050 KEGG COMPOUND
CADPR Wikipedia
CPD-14880 MetaCyc
US2005065109 Patent
US2005276762 Patent
WO2006120681 Patent
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Registry Numbers Types Sources
119340-53-3 CAS Registry Number ChemIDplus
7064766 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
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Last Modified
16 January 2023