{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid

• ChemBase ID: 17
• Molecular Formular: C10H14N5O7P
• Molecular Mass: 347.221221
• Monoisotopic Mass: 347.06308444
• SMILES: P(=O)(OC[C@H]1O[C@@H](n2c3ncnc(N)c3nc2)[C@H](O)[C@@H]1O)(O)O
• Canonical SMILES: O[C@@H]1[C@H](O)[C@H](O[C@H]1n1cnc2c1ncnc2N)COP(=O)(O)O
• InChI: InChI=1S/C10H14N5O7P/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(17)6(16)4(22-10)1-21-23(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
• InChIKey: UDMBCSSLTHHNCD-KQYNXXCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC Traditional name: adenosine monophosphate; adenylate
• Brand Name: Adenovite; Cardiomone; Lycedan; My-B-Den; Phosaden; Phosphaden
• Synonyms: 5'-Adenosine monophosphate; 5'-AMP; 5'-Adenylic acid; Adenosine-5-monophosphoric acid; Adenosine-5'-monophosphoric acid; Adenosine-5'-Monophosphate; Adenosine phosphate; Adenosine 5'-phosphoric acid; Adenosine 5'-phosphate; Adenosine 5'-monophosphate; Adenosine 5'-(dihydrogen phosphate); Adenylate; Adenylic acid; AMP; Phosphentaside; Adenosine monophosphate; A-5'-P; ADENOSINE-5'-MONOPHOSPHATE MONOHYDRATE

Database IDs

• CAS Number: 61-19-8; 18422-05-4
• PubChem SID: 160963480; 46507628
• PubChem CID: 6083
• CHEBI ID: 16027
• CHEMBL: 752
• Chemspider ID: 5858
• DrugBank ID: DB00131
• IUPHAR ligand ID: 2455
• KEGG ID: C00020
• MeSH Name: Adenosine+monophosphate
• Unique Ingredient Identifier: 415SHH325A
• Wikipedia Title: Adenosine_monophosphate

CALCULATED PROPERTIES

JChem

• Acid pKa: 1.2265724
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -4.75149
• LogD (pH = 7.4): -5.746467
• Log P: -5.1915946
• Molar Refractivity: 74.0685 cm^3
• Polarizability: 29.089455 Å^3
• Polar Surface Area: 186.07 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -3.13
• LOG S: -2.02
• Solubility (Water): 3.31e+00 g/l

PROPERTIES

Physical Property

• Solubility: Soluble
• Apperance: white crystalline powder
• Melting Point: 178 - 185°C; 200°C
• Boiling Point: 798.5°C
• Density: 2.32 g/mL
• Hydrophobicity(logP): -3.1
• pKa: 0.9, 3.8, 6.1

Safety Information

• Storage Condition: 0°C

Product Information

• Purity: 99-100%

DETAILS

MP Biomedicals - 02100080

From Yeast
Free Acid
Crystalline
Purity: 99-100%

DrugBank - DB00131

• Drug Groups: approved; nutraceutical
• Description: Adenylic acid. Adenine nucleotide containing one phosphate group esterified to the sugar moiety in the 2'-, 3'-, or 5'-position. [PubChem]
• Indication: For nutritional supplementation, also for treating dietary shortage or imbalance
• Pharmacology: Adenosine monophosphate, also known as 5'-adenylic acid and abbreviated AMP, is a nucleotide that is found in RNA. It is an ester of phosphoric acid with the nucleoside adenosine. AMP consists of the phosphate group, the pentose sugar ribose, and the nucleobase adenine. AMP is used as a dietary supplement to boost immune activity, and is also used as a substitute sweetener to aid in the maintenance of a low-calorie diet.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia