Page last updated: 2024-10-15

inosine triphosphate

Description

Inosine Triphosphate: Inosine 5'-(tetrahydrogen triphosphate). An inosine nucleotide containing three phosphate groups esterified to the sugar moiety. Synonym: IRPPP. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135398643
CHEMBL ID1233686
CHEBI ID16039
SCHEMBL ID163281
MeSH IDM0011373

Synonyms (35)

Synonym
CHEMBL1233686
inosine-5'-triphosphate
[(2r,3s,4r,5r)-3,4-dihydroxy-5-(6-oxo-3h-purin-9-yl)oxolan-2-yl]methyl (hydroxy-phosphonooxyphosphoryl) hydrogen phosphate
gtpl1743
2'-inosine-5'-triphosphate
CHEBI:16039 ,
inosine 5'-(tetrahydrogen triphosphate)
o(5')-(tetrahydroxytriphosphoryl)inosine
einecs 205-046-7
inosine 5'-(tetrahydrogen triphosphate) (8ci,9ci)
5'-itp
5-itp
inosine 5(tetrahydrogen triphosphate)
inosine 5-triphopshate
inosine triphosphate
132-06-9
inosine 5'-triphosphate
C00081
ITT ,
BMSE000255
212a76r77x ,
unii-212a76r77x
SCHEMBL163281
DTXSID8074499
({[({[(2r,3s,4r,5r)-3,4-dihydroxy-5-(6-hydroxy-9h-purin-9-yl)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)phosphonic acid
inosine 5
9-{5-o-[(s)-hydroxy{[(r)-hydroxy(phosphonooxy)phosphoryl]oxy}phosphoryl]-beta-d-ribofuranosyl}-9h-purin-6-ol
Q3151473
ethyl(r)-(+)-4-bromo-3-hydroxybutanoate
[[(2r,3s,4r,5r)-3,4-dihydroxy-5-(6-oxo-1h-purin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
inosine 5/'-(tetrahydrogen triphosphate)
[[(2r,3s,4r,5r)-3,4-dihydroxy-5-(6-hydroxypurin-9-yl)oxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
STARBLD0016629
[[(2~{r},3~{s},4~{r},5~{r})-3,4-bis(oxidanyl)-5-(6-oxidanylidene-1~{h}-purin-9-yl)oxolan-2-yl]methoxy-oxidanyl-phosphoryl] phosphono hydrogen phosphate
CZU ,

Dosage Studied

ExcerptReference
" Similar biphasic dose-response curves were obtained with a variety of adenosine analogues on basal adenylate cyclase activity in RBL cells, with inhibition and stimulation of adenosine 3':5'-cyclic monophosphate (cyclic AMP) production at nM and microM concentrations, respectively."( Adenosine receptors in rat basophilic leukaemia cells: transductional mechanisms and effects on 5-hydroxytryptamine release.
Abbracchio, MP; Cattabeni, F; De Matteis, MA; Luini, A; Paoletti, AM, 1992
)
" Pretreatment with dexamethasone for 48 hours shifted the dose-response trisphosphate curves of angiotensin II- and arginine vasopressin-induced inositol trisphosphate production to the left, that is, it significantly reduced the half-maximal effective concentrations of angiotensin II (from 25 nM to 5 nM) and arginine vasopressin (from 50 nM to 25 nM)."( Potentiation of inositol trisphosphate production by dexamethasone.
Iwaita, Y; Kato, H; Nakazato, Y; Saruta, T; Sato, A; Suzuki, H, 1992
)
" Through the use of the fluorescent Ca(2+)-sensitive dye Fluo-4, EKODE was shown to rapidly increase intracellular [Ca(2+)] ([Ca(2+)](i)) along a bell-shaped dose-response relationship with a maximum peak at 5 microM."( An oxidized metabolite of linoleic acid increases intracellular calcium in rat adrenal glomerulosa cells.
Bilodeau, L; Chouinard, L; Gallo-Payet, N; Goodfriend, TL; Mackendale, C; Payet, MD, 2006
)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (3)

RoleDescription
human metaboliteAny mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metaboliteAny mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
Escherichia coli metaboliteAny bacterial metabolite produced during a metabolic reaction in Escherichia coli.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (2)

ClassDescription
inosine phosphate
purine ribonucleoside 5'-triphosphate
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Pathways (2)

PathwayProteinsCompounds
Purine nucleotides and Nucleosides metabolism ( Purine nucleotides and Nucleosides metabolism )10577
ATP + IDP = ADP + ITP ( Purine nucleotides and Nucleosides metabolism )74

Bioassays (10)

Assay IDTitleYearJournalArticle
AID1541390Substrate activity at recombinant full-length chicken CGAS expressed in Escherichia coli BL21 (DE3) assessed as cyclic dinucleotide formation by measuring reaction conversion at 1 mM incubated for 16 hrs in presence of GTP by HPLC-UV analysis2019Journal of medicinal chemistry, 12-12, Volume: 62, Issue:23
Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.
AID1541392Substrate activity at recombinant full-length mouse CGAS expressed in Escherichia coli BL21 (DE3) assessed as cyclic dinucleotide formation by measuring reaction conversion at 1 mM incubated for 16 hrs in presence of ATP by HPLC-UV analysis2019Journal of medicinal chemistry, 12-12, Volume: 62, Issue:23
Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.
AID600872Ratio of EC50 for rat P2Y2 expressed in Xenopus oocytes to EC50 for rat P2Y4 expressed in Xenopus oocytes2011Journal of medicinal chemistry, Jun-23, Volume: 54, Issue:12
Pyrimidine nucleotides with 4-alkyloxyimino and terminal tetraphosphate δ-ester modifications as selective agonists of the P2Y(4) receptor.
AID1541393Substrate activity at recombinant full-length chicken CGAS expressed in Escherichia coli BL21 (DE3) assessed as cyclic dinucleotide formation by measuring reaction conversion at 1 mM incubated for 16 hrs in presence of ATP by HPLC-UV analysis2019Journal of medicinal chemistry, 12-12, Volume: 62, Issue:23
Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.
AID1541388Substrate activity at recombinant full-length human CGAS expressed in Escherichia coli BL21 (DE3) assessed as cyclic dinucleotide formation by measuring reaction conversion at 1 mM incubated for 16 hrs in presence of GTP by HPLC-UV analysis2019Journal of medicinal chemistry, 12-12, Volume: 62, Issue:23
Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.
AID1541391Substrate activity at recombinant full-length human CGAS expressed in Escherichia coli BL21 (DE3) assessed as cyclic dinucleotide formation by measuring reaction conversion at 1 mM incubated for 16 hrs in presence of ATP by HPLC-UV analysis2019Journal of medicinal chemistry, 12-12, Volume: 62, Issue:23
Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.
AID1541389Substrate activity at recombinant full-length mouse CGAS expressed in Escherichia coli BL21 (DE3) assessed as cyclic dinucleotide formation by measuring reaction conversion at 1 mM incubated for 16 hrs in presence of GTP by HPLC-UV analysis2019Journal of medicinal chemistry, 12-12, Volume: 62, Issue:23
Enzymatic Preparation of 2'-5',3'-5'-Cyclic Dinucleotides, Their Binding Properties to Stimulator of Interferon Genes Adaptor Protein, and Structure/Activity Correlations.
AID1346293Rat P2Y4 receptor (P2Y receptors)1998British journal of pharmacology, Jun, Volume: 124, Issue:3
Molecular cloning and characterization of rat P2Y4 nucleotide receptor.
AID1346293Rat P2Y4 receptor (P2Y receptors)2000Molecular pharmacology, May, Volume: 57, Issue:5
ATP, an agonist at the rat P2Y(4) receptor, is an antagonist at the human P2Y(4) receptor.
AID1346348Human P2Y4 receptor (P2Y receptors)2000Molecular pharmacology, May, Volume: 57, Issue:5
ATP, an agonist at the rat P2Y(4) receptor, is an antagonist at the human P2Y(4) receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (397)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990118 (29.72)18.7374
1990's173 (43.58)18.2507
2000's56 (14.11)29.6817
2010's39 (9.82)24.3611
2020's11 (2.77)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (0.49%)5.53%
Reviews13 (3.16%)6.00%
Case Studies3 (0.73%)4.05%
Observational0 (0.00%)0.25%
Other393 (95.62%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]