Adenosine 5′-(α,β-methylene)diphosphate - Moligand™, ≥98% , Inhibitor of Ecto-5'-Nucleotidase, CAS No.3768-14-7, Inhibitor of Ecto-5'-Nucleotidase

CAS: 3768-14-7 Cat. No.: M607522 Molecular Weight: 425.23 PubChem CID: 92199

GRADE & PURITY Moligand™, ≥98%

Synonyms

AMP-CP | AMPCP | 5'-O-[(R)-hydroxy(phosphonomethyl)phosphoryl]adenosine | [4-(4-propylcyclohexyl)phenyl]boronic acid | (E)-4-(2-(2-ethoxyphenyl)hydrazono)-5-methyl-2-(4-phenylthiazol-2-yl)-2,4-dihydro-3H-pyrazol-3-one | .ALPHA.,.BETA.-METHYLENE ADENOSINE

Storage

Protected from light,Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

Adenosine 5′-(α,β-methylene)diphosphate has been used as a component of culture media, to study its effects as an inhibitor of cluster of differentiation 73 (CD73) and adenosinergic signaling regulation via CD73 or ecto-5′-nucleotidase.

Specifications

Synonyms

AMP-CP | AMPCP | 5'-O-[(R)-hydroxy(phosphonomethyl)phosphoryl]adenosine | [4-(4-propylcyclohexyl)phenyl]boronic acid | (E)-4-(2-(2-ethoxyphenyl)hydrazono)-5-methyl-2-(4-phenylthiazol-2-yl)-2, 4-dihydro-3H-pyrazol-3-one | .ALPHA., .BETA.-METHYLENE ADENOSINE

Specifications & Purity

Moligand™, ≥98%

Storage

Protected from light, Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Mechanism of action

Inhibitor of Ecto-5'-Nucleotidase

Purity

≥98%

Names and Identifiers

• Canonical Smiles: Nc1ncnc2n(cnc12)[C@@H]3O[C@H](COP(O)(=O)CP(O)(O)=O)[C@@H](O)[C@H]3O
• IUPAC Name: [[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]methylphosphonic acid
• InChIKey: OLCWZBFDIYXLAA-IOSLPCCCSA-N
• INCHI: 1S/C11H17N5O9P2/c12-9-6-10(14-2-13-9)16(3-15-6)11-8(18)7(17)5(25-11)1-24-27(22,23)4-26(19,20)21/h2-3,5,7-8,11,17-18H,1,4H2,(H,22,23)(H2,12,13,14)(H2,19,20,21)/t5-,7-,8-,11-/m1/s1
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(CP(=O)(O)O)O)O)O)N
• PubChem CID: 92199
• Molecular Weight: 425.23

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleotides
      • Subclass Purine ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine ribonucleoside monophosphates
• Alternative Parents: Glycosylamines 6-aminopurines Pentoses Bisphosphonates Aminopyrimidines and derivatives Phosphonic acid esters Imidolactams N-substituted imidazoles Organic phosphonic acids Heteroaromatic compounds Tetrahydrofurans Secondary alcohols 1,2-diols Azacyclic compounds Oxacyclic compounds Organic oxides Primary amines Hydrocarbon derivatives Organophosphorus compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine ribonucleoside monophosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Pentose monosaccharide - Bisphosphonate - Imidazopyrimidine - Purine - Aminopyrimidine - Monosaccharide - N-substituted imidazole - Phosphonic acid ester - Pyrimidine - Imidolactam - Tetrahydrofuran - Azole - Imidazole - Organophosphonic acid derivative - Organophosphonic acid - Heteroaromatic compound - Secondary alcohol - 1,2-diol - Azacycle - Oxacycle - Organoheterocyclic compound - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organooxygen compound - Organophosphorus compound - Amine - Alcohol - Primary amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
• External Descriptors: nucleoside diphosphate analogue

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

NT5E Tchem 5'-nucleotidase (9 Activities)

Discover Target: NT5E

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

P2RY12 Tclin Purinergic receptor P2Y12 (2369 Activities)

Discover Target: P2RY12

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

P2RY1 Tchem Purinergic receptor P2Y1 (1327 Activities)

Discover Target: P2RY1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)

Discover Target: SMPD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PLCG1 Tchem Phospholipase C-gamma-1 (184 Activities)

Discover Target: PLCG1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PLCB3 Tbio Phospholipase C-beta-3 (157 Activities)

Discover Target: PLCB3

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)

Discover Target: KDM4A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

ENPP1 Tchem Ectonucleotide pyrophosphatase/phosphodiesterase family member 1 (635 Activities)

Discover Target: ENPP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NT5E Tchem 5'-nucleotidase (622 Activities)

Discover Target: NT5E

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

ENTPD1 Ectonucleoside triphosphate diphosphohydrolase 1 (16 Activities)

Discover Target: ENTPD1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Impa1 Inositol monophosphatase 1 (16203 Activities)

Discover Target: Impa1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Light sensitive；Heat sensitive
• Sensitivity: H2O : 50 mg/mL (117.58 mM; Need ultrasonic)
• Molecular Weight: 425.230 g/mol
• XLogP3: -4.800
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 425.05 Da
• Monoisotopic Mass: 425.05 Da
• Topological Polar Surface Area: 223.000 Ų
• Heavy Atom Count: 27
• Formal Charge: 0
• Complexity: 637.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1