Adenosine 2′(3′)-monophosphate mixed isomers - ≥97% , CAS No.130-49-4

CAS: 130-49-4 Cat. No.: A341545 Molecular Weight: 347.22 EC Number: 204-990-7

GRADE & PURITY ≥97%

Synonyms

BRN 0058366 | Adenosine 2'-monophosphoric acid | Adenosine 2'-phosphate hemihydrate | Adenosine 2 inverted exclamation marka-phosphate | Adenosine 2'-phosphoric acid | BSTFA + TMCS | Diacon | UNII-W907528R6O | 2AM | Adenosine 2'-monophosphate, free acid |

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

A derivative of adenosine, which is a metabolite of adenosine-2 ': 3' - cyclic monophosphate. It is generated through the hydrolysis of 2 ', 3' - cAMP by a group of metal dependent phosphodiesterases. It is worth noting that 2 '- AMP has an inhibitory effect on the proliferation of smooth muscle cells and mesangial cells in the anterior lobe of the glomerulus. This inhibitory effect is achieved through the activation of A2B receptors by 2 '- AMP and 3' - AMP.

Specifications

Synonyms

BRN 0058366 | Adenosine 2'-monophosphoric acid | Adenosine 2'-phosphate hemihydrate | Adenosine 2 inverted exclamation marka-phosphate | Adenosine 2'-phosphoric acid | BSTFA + TMCS | Diacon | UNII-W907528R6O | 2AM | Adenosine 2'-monophosphate, free acid |

Specifications & Purity

≥97%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

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

Action Type

ACTIVATOR

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504756202
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756202
• Canonical Smiles: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)O)OP(=O)(O)O)N
• IUPAC Name: [(2R,3R,4R,5R)-2-(6-aminopurin-9-yl)-4-hydroxy-5-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
• InChIKey: QDFHPFSBQFLLSW-KQYNXXCUSA-N
• INCHI: 1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(22-23(18,19)20)6(17)4(1-16)21-10/h2-4,6-7,10,16-17H,1H2,(H2,11,12,13)(H2,18,19,20)/t4-,6-,7-,10-/m1/s1
• Isomeric SMILES: C1=NC(=C2C(=N1)N(C=N2)[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)OP(=O)(O)O)N
• RTECS: AU7480300
• Molecular Weight: 347.22
• Reaxy-Rn: 1231114
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1231114&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Class Organooxygen compounds
      • Subclass Carbohydrates and carbohydrate conjugates
        • Level5 Monosaccharides
          • Level6 Pentoses
            • Level7 Pentose phosphates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Class: Organooxygen compounds
• Subclass: Carbohydrates and carbohydrate conjugates
• Intermediate Tree Nodes: Monosaccharides - Pentoses
• Direct Parent: Pentose phosphates
• Alternative Parents: Glycosylamines 6-aminopurines Aminopyrimidines and derivatives Monoalkyl phosphates Imidolactams N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary alcohols Hydrocarbon derivatives Primary amines Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pentose phosphate - N-glycosyl compound - Glycosyl compound - 6-aminopurine - Purine - Imidazopyrimidine - Monoalkyl phosphate - Aminopyrimidine - Phosphoric acid ester - Imidolactam - Alkyl phosphate - Pyrimidine - N-substituted imidazole - Organic phosphoric acid derivative - Imidazole - Tetrahydrofuran - Azole - Heteroaromatic compound - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Amine - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Primary amine - Primary alcohol - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
• External Descriptors: purine ribonucleoside 2'-monophosphate

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)

IMPA1 Tclin Inositol-1(or 4)-monophosphatase 1 (0 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: Soluble in 1M Ammonium Hydroxide: 50 mg/mL
• Melt Point(°C): 193° C
• Molecular Weight: 347.220 g/mol
• XLogP3: -2.100
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 4
• Exact Mass: 347.063 Da
• Monoisotopic Mass: 347.063 Da
• Topological Polar Surface Area: 186.000 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 481.000
• 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