P1,P3-Bis(5'-adenosyl) triphosphate (BioCAD00000015794)

blood

Metabolite Card

Formula: C20H27N10O16P3 (756.0819)
SMILES: NC1=C2N=CN([C@H]3O[C@@H](COP(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

Synonyms [en]

ApppA; adenosine 5'-triphosphate 5'-adenosine; Diadenosine triphosphate; P1,P3-Bis(5'-adenosyl) triphosphate; 5'Ap3A; adenosine(5')triphospho(5')adenosine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

P1,P3-Bis(5'-adenosyl) triphosphate. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000015794). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Diadenosine triphosphate (AP3A) is a diadenosine polyphosphate. Diadenosine polyphosphates (APnAs, n = 3-6) are a family of endogenous vasoactive purine dinucleotides which have been isolated from thrombocytes. APnAs have been demonstrated to be involved in the control of vascular tone as well as the growth of vascular smooth muscle cells and hence, possibly, in atherogenesis. APnAs isolated substances are Ap3A, Ap4A, Ap5A, and Ap6A. APnAs are naturally occurring substances that facilitate tear secretion; they are released from the corneal epithelium, they stimulate tear production and therefore they may be considered as physiological modulators of tear secretion. 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. Great variety of physiological and pathological effects in mammalian cells was found to be associated with alterations of APnAs. APnAs are polyphosphated nucleotidic substances which are found in the CNS and are known to be released in a calcium-dependent manner from storage vesicles in brain synaptosomes. AP3A is a primer for oligoadenylate synthesis catalyzed by interferon-inducible 2-5A synthetase. AP3A is synthesized in cells by tryptophanyl-tRNA synthetase (WRS); cellular level of AP3A significantly increases after interferon treatment. AP3A is an avid inhibitor of eosinophil-derived neurotoxin (EDN). EDN is a catalytically proficient member of the pancreatic ribonuclease superfamily secreted along with other eosinophil granule proteins during innate host defense responses and various eosinophil-related inflammatory and allergic diseases. The ribonucleolytic activity of EDN is central to its antiviral and neurotoxic activities and possibly to other facets of its biological activity. AP3A accumulates in cells in response to various physiological factors. AP3A FHIT (Fragile histidine Triad) is a human tumor suppressor gene. The Fhit protein is believed to inhibit tumor growth by inducing apoptosis through interaction with AP3A. (PMID: 11212966, 12738682, 11810214, 9607303, 8922753, 9187362, 16401072, 12833632, 11896678).

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 56432-02-1
  • CAS Registry Number: 5959-90-0
  • PubChem: 14464643
  • PubChem: 165381
  • PubChem: 3035419
  • ChEBI: ChEBI:27775
  • HMDB: HMDB0001155
  • HMDB: HMDB01155
  • KEGG: C06197
  • NCBI MeSH: diadenosine triphosphate
  • DrugBank: DB01690
  • RefMet: RM0138939
  • Metlin: METLIN_6244
  • Coconut NaturalProduct: CNP0041067.1
  • Coconut NaturalProduct: CNP0041067.2
  • Coconut NaturalProduct: CNP0083548.1
  • Coconut NaturalProduct: CNP0083548.2

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00187 3.6.1.29 P1,P3-bis(5'-adenosyl)-triphosphate adenylohydrolase
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Organism Source

Taxonomy Source

  1. Homo sapiens [ncbi taxid: 9606]
  2. Mus musculus [ncbi taxid: 10090]

Pathway Synthetic

pathway id name
PathBank:SMP0000808 Inner Membrane Transport
PathBank:SMP0121270 Inner Membrane Transport
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