U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C10H15N5O10P2
Molecular Weight 427.2011
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ADENOSINE DIPHOSPHATE

SMILES

NC1=NC=NC2=C1N=CN2[C@@H]3O[C@H](COP(O)(=O)OP(O)(O)=O)[C@@H](O)[C@H]3O

InChI

InChIKey=XTWYTFMLZFPYCI-KQYNXXCUSA-N
InChI=1S/C10H15N5O10P2/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(24-10)1-23-27(21,22)25-26(18,19)20/h2-4,6-7,10,16-17H,1H2,(H,21,22)(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1

HIDE SMILES / InChI

Molecular Formula C10H15N5O10P2
Molecular Weight 427.2011
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
24.0 nM [EC50]
30.0 µM [EC50]
308.0 nM [IC50]
2.2 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Changes in cortical and hippocampal ectonucleotidase activities in mice lacking cellular prion protein.
2001-03-23
Adhesion of adenosine diphosphate-activated platelets to human brain microvascular endothelial cells under flow in vitro is mediated via GPIIb/IIIa.
2001-03-23
[Identification and isolation of GTP-binding regulator protein from plasma membranes of oocytes from the starfish Asterias amurensis].
2001-03-10
Theoretical studies on the regulation of oxidative phosphorylation in intact tissues.
2001-03-01
Control of oxidative phosphorylation in skeletal muscle.
2001-03-01
Cross-talk between catalytic and regulatory elements in a DEAD motor domain is essential for SecA function.
2001-03-01
Methyl pyruvate initiates membrane depolarization and insulin release by metabolic factors other than ATP.
2001-03-01
A myosin II mutation uncouples ATPase activity from motility and shortens step size.
2001-03
The Arp2/3 complex nucleates actin filament branches from the sides of pre-existing filaments.
2001-03
Effect of ions and nucleotides on the interactions of yeast Rad51 protein with single-stranded oligonucleotides.
2001-03
Purification and characterization of homo- and hetero-dimeric acetate kinases from the sulfate-reducing bacterium Desulfovibrio vulgaris.
2001-03
Effects of KRN2391 on ionic currents in rabbit femoral arterial myocytes.
2001-03
GrpE accelerates peptide binding and release from the high affinity state of DnaK.
2001-03
Differential recovery of retinal function after mitochondrial inhibition by methanol intoxication.
2001-03
Molecular dynamics study of the energetic, mechanistic, and structural implications of a closed phosphate tube in ncd.
2001-03
Successful nonfreezing, subzero preservation of rat liver with 2,3-butanediol and type I antifreeze protein.
2001-03
Temporal effect of alcohol consumption on reactivity of pial arterioles: role of oxygen radicals.
2001-03
Cytochrome b(5) plays a key role in human microsomal chromium(VI) reduction.
2001-02-28
Significance of endothelial prostacyclin and nitric oxide in peripheral and pulmonary circulation.
2001-02-24
Structure of a Bag/Hsc70 complex: convergent functional evolution of Hsp70 nucleotide exchange factors.
2001-02-23
A 1.8 A resolution structure of pig muscle 3-phosphoglycerate kinase with bound MgADP and 3-phosphoglycerate in open conformation: new insight into the role of the nucleotide in domain closure.
2001-02-23
NAD+ inhibits the self-splicing of the group I intron.
2001-02-16
Adenosine diphosphate ribose dilates bovine coronary small arteries through apyrase- and 5'-nucleotidase-mediated metabolism.
2001-02-15
ADP receptor antagonists inhibit platelet aggregation induced by the chemokines SDF-1, MDC and TARC.
2001-02-09
FRET analysis indicates that the two ATPase active sites of the P-glycoprotein multidrug transporter are closely associated.
2001-02-06
Force dependence of the Michaelis constant in a two-state ratchet model for molecular motors.
2001-02-05
Inhibition of platelet function by administration of MRS2179, a P2Y1 receptor antagonist.
2001-02-02
ADP-insensitive phosphoenzyme intermediate of sarcoplasmic reticulum Ca(2+)-ATPase has a compact conformation resistant to proteinase K, V8 protease and trypsin.
2001-02-02
Effect of gamma radiation on the in vitro aggregability of WBC-reduced apheresis platelets.
2001-02
The application of pig blood in the in vitro measurement of platelet adhesion.
2001-02
Role of ETB and B2 receptors in the ex vivo platelet inhibitory properties of endothelin and bradykinin in the mouse.
2001-02
Free ATP inhibits thimet oligopeptidase (EC 3.4.24.15) activity, induces autophosphorylation in vitro, and controls oligopeptide degradation in macrophage.
2001-02
Diazoxide protects mitochondria from anoxic injury: implications for myopreservation.
2001-02
Rapid assessment of glycoprotein IIb/IIIa blockade with the platelet function analyzer (PFA-100) during percutaneous coronary intervention.
2001-02
Human platelets bind and degrade 2-arachidonoylglycerol, which activates these cells through a cannabinoid receptor.
2001-02
Transition state complexes of the Klebsiella pneumoniae nitrogenase proteins. Spectroscopic properties of aluminium fluoride-stabilized and beryllium fluoride-stabilized MgADP complexes reveal conformational differences of the Fe protein.
2001-02
Evidence for iterative ratcheting of receptor-bound hsp70 between its ATP and ADP conformations during assembly of glucocorticoid receptor.hsp90 heterocomplexes.
2001-01-30
Cerebroprotective action of a Na+/Ca2+ channel blocker NS-7. I. Effect on the cerebral infarction and edema at the acute stage of permanent middle cerebral artery occlusion in rats.
2001-01-26
Identification of the platelet ADP receptor targeted by antithrombotic drugs.
2001-01-11
Cardiovascular biology. Small cells, big issues.
2001-01-11
Matrix metalloproteinase 2 in tumor cell-induced platelet aggregation: regulation by nitric oxide.
2001-01-01
Increase in nuclear calcium in smooth muscle cells exposed to oxidized low density lipoprotein.
2001-01
Expression of translation initiation factors elF-4E and elF-2alpha and a potential physiologic role of continuous protein synthesis in human platelets.
2001-01
Neonatal platelet activation in preeclampsia.
2001-01
The effect of a novel glycoprotein IIb/IIIa antagonist, SR 121566A, on platelet aggregation and activation in rhesus monkeys.
2001-01
Melatonin protects fetal rat brain against oxidative mitochondrial damage.
2001-01
The C-terminal cysteine-rich region dictates specific catalytic properties in chimeras of the ectonucleotidases NTPDase1 and NTPDase2.
2001-01
Impaired platelet prostacyclin receptor activity: a monozygotic twin study discordant for spinal cord injury.
2001-01
Of mice and men: K(ATP) channels and insulin secretion.
2001
Co-transmitter function of ATP in central catecholaminergic neurons of the rat.
2001
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:54:23 GMT 2025
Edited
by admin
on Mon Mar 31 17:54:23 GMT 2025
Record UNII
61D2G4IYVH
Record Status Validated (UNII)
Record Version
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Name Type Language
ADENOSINE DIPHOSPHATE
MI   WHO-DD  
Systematic Name English
ADENOSINE DIPHOSPHATE [MI]
Preferred Name English
Adenosine diphosphate [WHO-DD]
Common Name English
ADENOSINE 5'-(TRIHYDROGEN DIPHOSPHATE)
Systematic Name English
ADP
Common Name English
ADENOSINE, 5'-(TRIHYDROGEN PYROPHOSPHATE)
Common Name English
Classification Tree Code System Code
LOINC 1724-4
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
LOINC 73675-1
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
LOINC 35135-3
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
LOINC 82871-5
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
Code System Code Type Description
SMS_ID
100000077979
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-392-5
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
WIKIPEDIA
ADENOSINE DIPHOSPHATE
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
PUBCHEM
6022
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
FDA UNII
61D2G4IYVH
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
CAS
58-64-0
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
EVMPD
SUB12740MIG
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
EPA CompTox
DTXSID60883210
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
MERCK INDEX
m1412
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY Merck Index
CHEBI
16761
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
MESH
D000244
Created by admin on Mon Mar 31 17:54:23 GMT 2025 , Edited by admin on Mon Mar 31 17:54:23 GMT 2025
PRIMARY
Related Record Type Details
METABOLIC ENZYME -> SUBSTRATE
TARGET -> AGONIST
Leads to platelet activation