Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:33:31 UTC
Update Date2024-04-30 19:38:37 UTC
Metabolite IDMMDBc0029591
Metabolite Identification
Common NameDiadenosine tetraphosphate
DescriptionDiadenosine tetraphosphate (AP4A) is a diadenosine polyphosphate. APnAs isolated substances are Ap3A, Ap4A, Ap5A, and Ap6A. The APnAs were discovered in the mid-sixties in the course of studies on aminoacyl-tRNA synthetases (aaRS). APnAs have emerged as intracellular and extracellular signalling molecules implicated in the maintenance and regulation of vital cellular functions and become considered as second messengers. It is an intermediate of purine metabolism pathway.
Structure
Synonyms
ValueSource
(PpA)2ChEBI
a(5')P4(5')aChEBI
AppppAChEBI
Bis(5'-adenylyl) diphosphateChEBI
P1,P4-Bis(5'-adenosyl) tetraphosphateChEBI
Bis(5'-adenylyl) diphosphoric acidGenerator
P1,P4-Bis(5'-adenosyl) tetraphosphoric acidGenerator
Diadenosine tetraphosphoric acidGenerator
5',5'''-diadenosine tetraphosphateHMDB
Adenosine 5'-tetraphosphate, 5'-ester with adenosineHMDB
Adenosine-(5')-tetraphospho-(5')-adenosineHMDB
Diadenosine 5',5'''-P1,P4-tetraphosphateHMDB
P1,P4-Di(adenosin-5'-yl)tetraphosphateHMDB
P1,P4-Diadenosine-5'-tetraphosphateHMDB
Ap4aMeSH, HMDB
P(1), P(4)-Diadenosine-5'tetraphosphateMeSH, HMDB
Diadenosine 5',5'''-P(1),P(4)--tetraphosphateMeSH, HMDB
Adenosine(5')tetraphospho(5')adenosineMeSH, HMDB
Bis(5'-adenosyl)tetraphosphateMeSH, HMDB
P1,P4-Bis(5'-adenosyl)tetraphosphoric acidGenerator, HMDB
Diadenosine tetraphosphateMeSH
p(1),p(4)-Bis(5'-adenosyl) tetraphosphoric acidGenerator, HMDB
Molecular FormulaC20H28N10O19P4
Average Mass836.387
Monoisotopic Mass836.048264812
IUPAC Name[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphinic acid
Traditional Nameappppa
CAS Registry Number5542-28-9
SMILES
NC1=C2N=CN([C@@H]3O[C@H](COP(O)(=O)OP(O)(=O)OP(O)(=O)OP(O)(=O)OC[C@H]4O[C@H]([C@H](O)[C@@H]4O)N4C=NC5=C(N)N=CN=C45)[C@@H](O)[C@H]3O)C2=NC=N1
InChI Identifier
InChI=1S/C20H28N10O19P4/c21-15-9-17(25-3-23-15)29(5-27-9)19-13(33)11(31)7(45-19)1-43-50(35,36)47-52(39,40)49-53(41,42)48-51(37,38)44-2-8-12(32)14(34)20(46-8)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)(H,39,40)(H,41,42)(H2,21,23,25)(H2,22,24,26)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChI KeyYOAHKNVSNCMZGQ-XPWFQUROSA-N