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EntityQ80863· pop 82· linked from 2,698 articles

adenosine triphosphate

Also known as 5'-ATP, adenosine 5' triphosphate, H4atp, [[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-tetrahydrofuran-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxyphosphonic acid, [[[(2R,3R,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxy-oxolan-2-yl]methoxy-hydroxy-phosphoryl]oxy-hydroxy-phosphoryl]oxyphosphonic acid, Adenylpyrophosphorate, Adenosine 5'-triphosphorate, Adetol

the energy-carrying molecule in living cells

OverviewAI-generated

Adenosine triphosphate is a chemical compound with the formula C₁₀H₁₆N₅O₁₃P₃. It was discovered in 1929 and has a decomposition point of 144. The compound possesses a mass of 506.996 and a weight of 507.18. Its chemical structure is defined by a charge of 0, seven hydrogen bond donors, and seventeen hydrogen bond acceptors. The calculated xlogp value is -5.7, while the topological polar surface area is 279.

The substance is associated with a large body of scientific literature, with 132,605 related entries recorded in PubMed. Additionally, the topic is referenced by 2,698 other encyclopedia articles.

Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

In the Vinony graph

Within Vinony's link graph, adenosine triphosphate is referenced by 2,698 other articles, and connects out to photosynthesis, carbohydrate and lipid.

It is catalogued under topics including Adenosine receptor agonists, Cellular respiration and Chembox image size set.

Its subject is documented across 82 Wikipedia language editions.

Chemical data

Formula: C10H16N5O13P3
Molecular weight: 507.18 g/mol
IUPAC name: [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] phosphono hydrogen phosphate
SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O)N
InChIKey: ZKHQWZAMYRWXGA-KQYNXXCUSA-N
XLogP: -5.7
Polar surface area: 279 Å²
H-bond donors: 7
H-bond acceptors: 17
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule
Indications: major depressive disorder, depressive disorder, Alzheimer disease

via ChEMBL · EBI

Research

132,605 papers

Electrophysiologic effects of adenosine triphosphate and adenosine on the mammalian heart: clinical and experimental aspects.ReviewJournal of the American College of Cardiology · 1984Belhassen B, Pelleg ADOI: 10.1016/s0735-1097(84)80233-8
PHOTOSYNTHESIS.ReviewAnnual review of biochemistry · 1965VERNON LP, AVRON MDOI: 10.1146/annurev.bi.34.070165.001413
Safety Assessment of Adenosine as Used in Cosmetics.International journal of toxicology · 2024Cherian P, Bergfeld WF, Belsito DV et al.DOI: 10.1177/10915818231221790
ADENOSINE TRIPHOSPHATE: CHANGES IN MUSCLES DOING NEGATIVE WORK.Science (New York, N.Y.) · 1964INFANTE AA, KLAUPIKS D, DAVIES REDOI: 10.1126/science.144.3626.1577
Cell death and adenosine triphosphate: the paradox.Circulation · 2005Schaper J, Kostin SDOI: 10.1161/CIRCULATIONAHA.105.551846
What is the drug of choice for the acute termination of paroxysmal supraventricular tachycardia: verapamil, adenosine triphosphate, or adenosine?Pacing and clinical electrophysiology : PACE · 1993Belhassen B, Viskin SDOI: 10.1111/j.1540-8159.1993.tb01044.x
Calcium-adenosine triphosphate-lipid interactions and their significance in the excitatory membrane.ReviewNeurosciences research · 1969Abood LG
Adenosine triphosphate usage by flagella.Science (New York, N.Y.) · 1967Brokaw CJDOI: 10.1126/science.156.3771.76

via PubMed

Wikidata facts

Has part: phosphorus
Mass: 506.996
Has use: medication

Show 9 more facts

Commons category: Adenosine triphosphate
decomposition point: 144
chemical formula: C₁₀H₁₆N₅O₁₃P₃
time of discovery or invention: 1929-00-00
isomeric SMILES: C1=NC2=C(C(=N1)N)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
canonical SMILES: C1=NC2=C(C(=N1)N)N=CN2C3C(C(C(O3)COP(=O)(O)OP(=O)(O)OP(=O)(O)O)O)O
short name: ATP
subject has role: metabolite
found in taxon: Caenorhabditis elegans