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

• ChemBase编号: 17
• 分子式: C10H14N5O7P
• 平均质量: 347.221221
• 单一同位素质量: 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

名称和登记号

名称

• IUPAC标准名: {[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• IUPAC传统名: adenosine monophosphate; adenylate
• 商标名: Adenovite; Cardiomone; Lycedan; My-B-Den; Phosaden; Phosphaden
• 别名: 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

登记号

• CAS号: 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配体索引: 2455
• KEGG ID: C00020
• 医学主题词(MeSH): Adenosine+monophosphate
• 美国药典/FDA物质标识码: 415SHH325A
• 维基百科标题: Adenosine_monophosphate

理论计算性质

JChem

• Acid pKa: 1.2265724
• 质子受体: 10
• 质子供体: 5
• LogD (pH = 5.5): -4.75149
• LogD (pH = 7.4): -5.746467
• Log P: -5.1915946
• 摩尔折射率: 74.0685 cm^3
• 极化性: 29.089455 Å^3
• 极化表面积: 186.07 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -3.13
• LOG S: -2.02
• 溶解度: 3.31e+00 g/l

分子性质

理化性质

• 溶解度: Soluble
• 外观: white crystalline powder
• 熔点: 178 - 185°C; 200°C
• 沸点: 798.5°C
• 密度: 2.32 g/mL
• 疏水性(logP): -3.1
• pKa: 0.9, 3.8, 6.1

安全信息

• 保存条件: 0°C

产品相关信息

• 纯度: 99-100%

详细说明

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