Adenosine 3′-monophosphate - ≥98% , CAS No.84-21-9

CAS: 84-21-9 Cat. No.: A329610 Molecular Weight: 347.22 Beilstein Registry Number: 54478 EC Number: 201-521-8 PubChem CID: 41211

Synonyms

BDBM50395135 | 3'-ADENYLIC ACID [MI] | Q27103969 | (-)-3'-ADENYLIC ACID | 3'-AMP, 3'-Adenylic acid | Adenosine 3'-monophosphate | 4-26-00-03607 (Beilstein Handbook Reference) | Adenosine 3'-monophosphate, from yeast | PD070003 | C01367 | [(2R,3S,4R,5R)-5-

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

"Adenosine 3′-monophosphate" is a specific nucleotide, and its structure and properties can be deduced from its name. The term "adenosine" in the name refers to the nucleoside portion of the molecule, which consists of adenine, a nitrogenous base, attached to a ribose sugar. Adenine is one of the four bases found in DNA and RNA, and it pairs with thymine in DNA or uracil in RNA. The "3′-monophosphate" part of the name indicates that there is a single phosphate group attached to the 3′ carbon of the ribose sugar. This distinguishes it from other nucleotides that may have the phosphate group attached to a different carbon or that may have more than one phosphate group. Phosphates are key parts of nucleotides, contributing to their ability to form polymers like DNA and RNA. The phosphate group links nucleotides together in these structures by forming phosphodiester bonds with the sugars. In summary, "Adenosine 3′-monophosphate" is a nucleotide that consists of an adenine base, a ribose sugar, and a single phosphate group. These components are key to the molecule′s role in biological systems, particularly in the formation of nucleic acids.

Specifications

Synonyms

BDBM50395135 | 3'-ADENYLIC ACID [MI] | Q27103969 | (-)-3'-ADENYLIC ACID | 3'-AMP, 3'-Adenylic acid | Adenosine 3'-monophosphate | 4-26-00-03607 (Beilstein Handbook Reference) | Adenosine 3'-monophosphate, from yeast | PD070003 | C01367 | [(2R, 3S, 4R, 5R)-5-

Specifications & Purity

≥98%

Source

from yeast

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.

Product Properties

• pKa: pKa: 1.84 (Predicted), pKa: 3.82 (Predicted)

Names and Identifiers

• Canonical Smiles: C1=NC(=C2C(=N1)N(C=N2)C3C(C(C(O3)CO)OP(=O)(O)O)O)N
• IUPAC Name: [(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-(hydroxymethyl)oxolan-3-yl] dihydrogen phosphate
• InChIKey: LNQVTSROQXJCDD-KQYNXXCUSA-N
• INCHI: 1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(17)7(4(1-16)21-10)22-23(18,19)20/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)OP(=O)(O)O)O)N
• WGK Germany: 3
• PubChem CID: 41211
• Molecular Weight: 347.22
• Beilstein: 54478

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Ribonucleoside 3'-phosphates

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Ribonucleoside 3'-phosphates
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Ribonucleoside 3'-phosphates
• Alternative Parents: Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Aminopyrimidines and derivatives Monoalkyl phosphates Imidolactams N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Primary alcohols Hydrocarbon derivatives Primary amines Organic oxides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Pentose phosphate - Ribonucleoside 3'-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Pentose monosaccharide - Monosaccharide phosphate - Purine - Imidazopyrimidine - Aminopyrimidine - Monoalkyl phosphate - Organic phosphoric acid derivative - Phosphoric acid ester - N-substituted imidazole - Monosaccharide - Pyrimidine - Imidolactam - Alkyl phosphate - Heteroaromatic compound - Tetrahydrofuran - Azole - Imidazole - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Primary amine - Amine - Alcohol - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Primary alcohol - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as ribonucleoside 3'-phosphates. These are ribonucleosides that contain a phosphate group attached to the C-3 carbon of the ribose or deoxyribose moiety. The nucleobases here are limited to purine, pyrimidine, and pyridine derivatives.
• External Descriptors: purine ribonucleoside 3'-monophosphate - adenosine 3'-phosphate

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)

ADORA1 Tclin Adenosine A1 receptor (17603 Activities)

Discover Target: ADORA1

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 1 N NH4OH (50 mg/ml), and water (0.5 mg/ml at 15° C).
• Refractive Index: n20D~1.91 (Predicted)
• Boil Point(°C): 815.5° C at 760 mmHg
• Melt Point(°C): 197.2° C (dec.)
• Molecular Weight: 347.220 g/mol
• XLogP3: -2.700
• 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