Adenosine 5'-monophosphate monohydrate - 10mM in DMSO , CAS No.18422-05-4

CAS: 18422-05-4 Cat. No.: A422257 Molecular Weight: 365.24 Beilstein Registry Number: 54612
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GRADE & PURITY 10mM in DMSO
Synonyms
F85584 | MLS001306420 | 9-(5-O-Phosphonopentofuranosyl)-9H-purin-6-amine--water (1/1) | A812845 | SR-01000837507 | PCB No 105 | ((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate hydrate | SCHEMBL968911
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Status
Price
Qty
1ml
A422257-1ml
2

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Why this grade

10mM in DMSO for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 9 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
F85584 | MLS001306420 | 9-(5-O-Phosphonopentofuranosyl)-9H-purin-6-amine--water (1/1) | A812845 | SR-01000837507 | PCB No 105 | ((2R, 3S, 4R, 5R)-5-(6-amino-9H-purin-9-yl)-3, 4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate hydrate | SCHEMBL968911
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
5'-adenosine monophosphate (5'-AMP) itself has many uses. 5'-AMP is an activator of a type of protein kinase called AMP-activated protein kinase (AMPK). AMP can inhibit AMPK dephosphorylation and promote the phosphorylation of AMPK by upstream kinases.
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Names and Identifiers
Canonical SmilesO[C@H]1[C@@H](O)[C@H](N(C=N2)C3=C2C(N)=NC=N3)O[C@@H]1COP(O)(O)=O.O
IUPAC Name[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate;hydrate
InChIKeyZOEFQKVADUBYKV-MCDZGGTQSA-N
INCHI1S/C10H14N5O7P.H2O/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);1H2/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)COP(=O)(O)O)O)O)N.O
WGK Germany 3
Molecular Weight 365.24
Beilstein 54612
Reaxy-Rn 13754102
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=13754102&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassNucleosides, nucleotides, and analogues
ClassPurine nucleotides
SubclassPurine ribonucleotides
Intermediate Tree Nodes Not available
Direct ParentPurine ribonucleoside monophosphates
Alternative Parents Pentose phosphates  Glycosylamines  6-aminopurines  Monosaccharide phosphates  Aminopyrimidines and derivatives  Monoalkyl phosphates  N-substituted imidazoles  Imidolactams  Oxolanes  Heteroaromatic compounds  Secondary alcohols  1,2-diols  Azacyclic compounds  Oxacyclic compounds  Hydrocarbon derivatives  Primary amines  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Pyrimidine - Alkyl phosphate - Imidolactam - Monosaccharide - Phosphoric acid ester - N-substituted imidazole - Organic phosphoric acid derivative - Azole - Imidazole - Heteroaromatic compound - Oxolane - Secondary alcohol - 1,2-diol - Azacycle - Organoheterocyclic compound - Oxacycle - Primary amine - Alcohol - Hydrocarbon derivative - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Amine - Aromatic heteropolycyclic compound
DescriptionThis 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 Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
SMPD1 Tchem Sphingomyelin phosphodiesterase (13561 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLCG1 Tchem Phospholipase C-gamma-1 (184 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLCB3 Tbio Phospholipase C-beta-3 (157 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HepG2 (196354 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SNCA Tchem Alpha-synuclein (10960 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RXFP1 Tchem Relaxin receptor 1 (6345 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
TARDBP Tchem TAR DNA-binding protein 43 (40113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Pkm Pyruvate kinase isozymes M1/M2 (66 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferase (58 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Luciferin 4-monooxygenase (66902 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PYK Pyruvate kinase (6726 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ddn Putative uncharacterized protein (49 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Phosphoglycerate kinase, glycosomal (2184 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
vpr Aberrant vpr protein (14595 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
Melt Point(°C)183-188°C
Molecular Weight365.240 g/mol
XLogP3
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count12
Rotatable Bond Count4
Exact Mass365.074 Da
Monoisotopic Mass365.074 Da
Topological Polar Surface Area187.000 Ų
Heavy Atom Count24
Formal Charge0
Complexity481.000
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count2
Citations of This Product
References
1. Tiantian Tang, Min Zhang, Yaping Liu.  (2023)  Valorization of meat and bone residue by ultrasound and high voltage electrostatic field assisted two-stage enzymatic hydrolysis: Nutritional characteristics and flavor analysis.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2023.103203]
2. Huifang Wu, Shiying Ju, Yuwei Ling, Haozhe Sun, Yanfeng Tang, Changlun Tong.  (2023)  Gelatinous lanthanide coordination polymer with aggregation-enhanced antenna effect for ratiometric detection of endogenous alkaline phosphatase.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:37150007] [10.1016/j.jcis.2023.04.147]
3. Li Qianjin, Wang Tingting, Hou Yadan, Wang Dan, Xiong Shuqing, Wei Chenhong, Cao Qianyong, Wang Fenying.  (2023)  Solid-Phase Extraction and Simultaneous Fluorescence Detection of Cis-Diol-Containing Biomolecules Based on a Novel Boronate Affinity Material.  CHROMATOGRAPHIA,  86  (5): (387-399).  [PMID:] [10.1007/s10337-023-04252-5]
4. Jianghong Wu, Min Zhang, Lihui Zhang, Yaping Liu.  (2022)  Effect of ultrasound combined with sodium bicarbonate pretreatment on the taste and flavor of chicken broth.  JOURNAL OF FOOD PROCESS ENGINEERING,  46  (6): (e14072).  [PMID:] [10.1111/jfpe.14072]
5. Pan Wang, Jiahui Chen, Lu Liu, Xiaohua Tian, Jianming Pan.  (2024)  Construction of dual receptors imprinted polymers by precise control of sequential assembly efficiency in confined sites to enhance specific separation of adenosine 5′-monophosphate.  SEPARATION AND PURIFICATION TECHNOLOGY,      [PMID:] [10.1016/j.seppur.2024.126353]
6. Zhihong Guan, Ruobo Chen, Kaixin Liu, Li Fu, Ling Li, Li Jia.  (2024)  Copper ion as a peroxidase mimic for fluorescent detection of casein phosphopeptide by a 3D-printed portable device.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.112501]
7. Junli Feng, Ningsi Xu, Yiran Jin, Yu Zhang, Fei Xu, Fang Yao, Zejun Wang, Liting Ji, Qing Shen.  (2025)  The influence of homogenization–ultrasonic treatment on micro-nano particle characteristics, nutrient composition, flavor profile, and overall quality of Salmon head soup.  FOOD CHEMISTRY,      [PMID:40663822] [10.1016/j.foodchem.2025.145476]
8. Pan Wang, Tao Cheng, Zhuangxin Wei, Lu Liu, Yue Wang, Xiaohua Tian, Jianming Pan.  (2024)  Bioinspired Surface Engineering with Dual Covalent Receptors Incorporated via Precise Post-Imprinting Modification to Enhance the Specific Identification of Adenosine 5′-Monophosphate.  Engineering,      [PMID:] [10.1016/j.eng.2024.11.015]
9. Haoran Zheng, Jiayu Guo, Han Wang, Yurou Wang, Wenxiang Zhou, Ke Liu, Qiang Ma, Yanfei Qi.  (2025)  A zeolitic imidazolate framework-90 enhanced ultrasensitive ATP sensing platform with HCR and CRISPR-Cas12a dual signal amplification for live bacteria detection.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:40378737] [10.1016/j.jhazmat.2025.138612]
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