diadenosine diphosphate   Click here for help

GtoPdb Ligand ID: 1065

Synonyms: diadenosine pyrophosphate | diadenosine-5',5'-pyrophosphate
Compound class: Metabolite
Comment: A dinucleotide polysphosphate with predicted effects on the cardiovascular system and neurotransmission, that are thought to be mediated by promoting release of NO or prostacyclin (PGI2), or by modulating potassium channel and/or purinergic receptor activities [1].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 21
Hydrogen bond donors 8
Rotatable bonds 10
Topological polar surface area 360.53
Molecular weight 676.12
XLogP -5.56
No. Lipinski's rules broken 2
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Canonical SMILES OCC1OC(C(C1OP(=O)(OP(=O)(OCC1OC(C(C1O)O)n1cnc2c1ncnc2N)O)O)O)n1cnc2c1ncnc2N
Isomeric SMILES OC[C@H]1O[C@@H]([C@@H]([C@@H]1OP(=O)(OP(=O)(OC[C@H]1O[C@H]([C@@H]([C@@H]1O)O)n1cnc2c1ncnc2N)O)O)O)n1cnc2c1ncnc2N
InChI InChI=1S/C20H26N10O13P2/c21-15-9-17(25-3-23-15)29(5-27-9)19-12(33)11(32)8(41-19)2-39-44(35,36)43-45(37,38)42-14-7(1-31)40-20(13(14)34)30-6-28-10-16(22)24-4-26-18(10)30/h3-8,11-14,19-20,31-34H,1-2H2,(H,35,36)(H,37,38)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20+/m1/s1
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
[[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] [(2R,3S,4R,5S)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] hydrogen phosphate
Synonyms Click here for help
diadenosine pyrophosphate | diadenosine-5',5'-pyrophosphate
Database Links Click here for help
GtoPdb PubChem SID 135651440
PubChem CID 188326
Search Google for chemical match using the InChIKey FHISWBUCBBVWGG-SNESVTBZSA-N
Search Google for chemicals with the same backbone FHISWBUCBBVWGG
UniChem Compound Search for chemical match using the InChIKey FHISWBUCBBVWGG-SNESVTBZSA-N
UniChem Connectivity Search for chemical match using the InChIKey FHISWBUCBBVWGG-SNESVTBZSA-N