Determine the necessary mass, volume, or concentration for preparing a solution.
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
Moligand™, ≥99% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Protected from light,Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 12 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Product Application:
Adenosine 3′,5′-cyclic monophosphate has been used:
as cell culture medium supplement in embryonic spinal neurons
as a component of ringer solution for perfusion studies
to induce neuroendocrine differentiation in human lung cancer cell lines
| Pubchem Sid | 504750997 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/504750997 |
| Canonical Smiles | C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O |
| IUPAC Name | (4aR,6R,7R,7aS)-6-(6-aminopurin-9-yl)-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol |
| InChIKey | IVOMOUWHDPKRLL-KQYNXXCUSA-N |
| INCHI | 1S/C10H12N5O6P/c11-8-5-9(13-2-12-8)15(3-14-5)10-6(16)7-4(20-10)1-19-22(17,18)21-7/h2-4,6-7,10,16H,1H2,(H,17,18)(H2,11,12,13)/t4-,6-,7-,10-/m1/s1 |
| Isomeric SMILES | C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O |
| WGK Germany | 3 |
| RTECS | AU7357600 |
| Alternate CAS | 60-92-4,37839-81-9 (mono-hydrochloride salt) |
| MeSH Entry Terms | 3',5'-Monophosphate, Adenosine Cyclic;Adenosine Cyclic 3',5' Monophosphate;Adenosine Cyclic 3',5'-Monophosphate;Adenosine Cyclic 3,5 Monophosphate;Adenosine Cyclic Monophosphate;Adenosine Cyclic-3',5'-Monophosphate;AMP, Cyclic;Cyclic 3',5'-Monophosphate, |
| Molecular Weight | 329.21 |
| Beilstein | 52645 |
| Reaxy-Rn | 18639706 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=18639706&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Nucleosides, nucleotides, and analogues |
| Class | Purine nucleotides |
| Subclass | Cyclic purine nucleotides |
| Intermediate Tree Nodes | Not available |
| Direct Parent | 3',5'-cyclic purine nucleotides |
| Alternative Parents | Pentose phosphates Glycosylamines 6-aminopurines Monosaccharide phosphates Aminopyrimidines and derivatives Imidolactams Organic phosphoric acids and derivatives N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Primary amines Organopnictogen compounds Organic oxides |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | 3',5'-cyclic purine ribonucleotide - Pentose phosphate - Glycosyl compound - N-glycosyl compound - 6-aminopurine - Monosaccharide phosphate - Purine - Imidazopyrimidine - Aminopyrimidine - Organic phosphoric acid derivative - N-substituted imidazole - Monosaccharide - Pyrimidine - Imidolactam - Imidazole - Azole - Tetrahydrofuran - Heteroaromatic compound - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Alcohol - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Amine - Primary amine - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as 3',5'-cyclic purine nucleotides. These are purine nucleotides in which the oxygen atoms linked to the C3 and C5 carbon atoms of the ribose moiety are both bonded the same phosphorus atom of the phosphate group. |
| External Descriptors | 3',5'-Cyclic nuclcleotides |
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 23, 2026 | C107047 | |
| Certificate of Analysis | Mar 23, 2026 | C107047 | |
| Certificate of Analysis | Mar 23, 2026 | C107047 | |
| Certificate of Analysis | Mar 23, 2026 | C107047 | |
| Certificate of Analysis | Aug 13, 2025 | C107047 | |
| Certificate of Analysis | Jun 18, 2025 | C107047 | |
| Certificate of Analysis | Jun 18, 2025 | C107047 | |
| Certificate of Analysis | Jun 18, 2025 | C107047 | |
| Certificate of Analysis | Jun 18, 2025 | C107047 | |
| Certificate of Analysis | Jun 18, 2025 | C107047 | |
| Certificate of Analysis | Aug 16, 2024 | C107047 | |
| Certificate of Analysis | Oct 20, 2023 | C107047 | |
| Certificate of Analysis | Oct 20, 2023 | C107047 | |
| Certificate of Analysis | Oct 20, 2023 | C107047 | |
| Certificate of Analysis | Oct 20, 2023 | C107047 | |
| Certificate of Analysis | Oct 20, 2023 | C107047 | |
| Certificate of Analysis | Oct 20, 2023 | C107047 | |
| Certificate of Analysis | Jul 20, 2022 | C107047 | |
| Certificate of Analysis | Jul 20, 2022 | C107047 | |
| Certificate of Analysis | Jul 20, 2022 | C107047 | |
| Certificate of Analysis | Jul 20, 2022 | C107047 |
| Solubility | H2O: 10 mg/mL, clear, colorless (pH of aqueous solution is approx. 3.0. The sodium salt (A6885) is about 20× more soluble.);Solube in water: 10 mg/mL pH of aqueous solution is approx. 3.0.; |
|---|---|
| Sensitivity | heat sensitive;Light sensitive |
| Specific Rotation[α] | -50° (C=0.7,H2O) |
| Melt Point(°C) | 260°C |
| Molecular Weight | 329.210 g/mol |
| XLogP3 | -2.600 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 10 |
| Rotatable Bond Count | 1 |
| Exact Mass | 329.053 Da |
| Monoisotopic Mass | 329.053 Da |
| Topological Polar Surface Area | 155.000 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 498.000 |
| 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 |
| 1. Lai Liang, Zhang Mengyun, Liu Chusheng, Qu Jiahuan, Xu Dongsheng, Jiang Zhengjin. (2023) A comprehensive evaluation of a polymeric zwitterionic hydrophilic monolith for nucleotide separation. ANALYTICAL SCIENCES, [PMID:37843729] [10.1007/s44211-023-00430-5] |
| 2. Qiuyang Huang, Xiaoling Zang, Zhiwei Zhang, Hang Yu, Baoyan Ding, Zhuangzhuang Li, Simin Cheng, Xin Zhang, Mustafa R.K. Ali, Xue Qiu, Zhihua Lv. (2023) Study on endogenous inhibitors against PD-L1: cAMP as a potential candidate. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:36646351] [10.1016/j.ijbiomac.2023.123266] |
| 3. Ru Li, Xuan Zou, Pan Luan, Xiaokun Liu, Ning Wang, Qian Wang, Huashi Guan, Zhe Xu. (2022) Direct Determination of Enzymes in Dried Blood Spots by High-Performance Liquid Chromatography – Mass Spectrometry (HPLC-MS) for the Screening of Antithrombotic Agents. ANALYTICAL LETTERS, [PMID:] [10.1080/00032719.2022.2053700] |
| 4. Li-na Ji, Shan Wu, Dan-qing Fu, Si-jia Fang, Guan-qun Xie, Yong-sheng Fan, Jie Bao. (2021) Jieduquyuziyin Prescription alleviates hepatic gluconeogenesis via PI3K/Akt/PGC-1α pathway in glucocorticoid-induced MRL/lpr mice. JOURNAL OF ETHNOPHARMACOLOGY, [PMID:34763039] [10.1016/j.jep.2021.114815] |
| 5. Wenfeng Zhou, Yuan Rao, Wei Zhuang, Lei Ge, Rijia Lin, Ting Tang, Jinglan Wu, Ming Li, Pengpeng Yang, Chenjie Zhu, Hao Wang, Hanjie Ying. (2021) Improved enzymatic activity by oriented immobilization on graphene oxide with tunable surface heterogeneity. COMPOSITES PART B-ENGINEERING, [PMID:] [10.1016/j.compositesb.2021.108788] |
| 6. Sun Chao, Zhao Shiyu, Qu Fei, Han Wenli, You Jinmao. (2019) Determination of adenosine triphosphate based on the use of fluorescent terbium(III) organic frameworks and aptamer modified gold nanoparticles. MICROCHIMICA ACTA, 187 (1): (1-9). [PMID:31814046] [10.1007/s00604-019-4019-z] |
| 7. K. Xu, J.L. Wang, M.P. Chu, C. Jia. (2018) Activity of coumarin against Candida albicans biofilms. JOURNAL DE MYCOLOGIE MEDICALE, [PMID:30606640] [10.1016/j.mycmed.2018.12.003] |
| 8. Qu Fei, Sun Chao, Lv Xiaoxia, You Jinmao. (2018) A terbium-based metal-organic framework@gold nanoparticle system as a fluorometric probe for aptamer based determination of adenosine triphosphate. MICROCHIMICA ACTA, 185 (8): (1-8). [PMID:29978289] [10.1007/s00604-018-2888-1] |
| 9. Chen Zhao, Yan Yang, Linfang Wei, Qinghua Guo, Hao Fang, Shaolin Chen, Qiang Hua. (2017) Simultaneous determination of intracellular nucleotides and coenzymes in Yarrowia lipolytica producing lipid and lycopene by capillary zone electrophoresis. JOURNAL OF CHROMATOGRAPHY A, [PMID:28760603] [10.1016/j.chroma.2017.07.074] |
| 10. Xiaoyun Zhang, Yu Zhao, Esa Abiso Godana, Jun Li, Solairaj Dhanasekarana, Yuanyuan Xie, Lina Zhao, Hongyin Zhang. (2025) cAMP-induced Sporidiobolus pararoseus Y16 alleviates postharvest sour rot of grapes and the potential action mechanisms. FOOD MICROBIOLOGY, [PMID:40889839] [10.1016/j.fm.2025.104904] |
| 11. Li Chen, Li Wang, Sheng Huang, Guoqi Su, Shan Jiang, Feiyun Yang, Jingxiu Huang. (2025) Effects of Cyclic Adenosine Monophosphate Nanoliposomes on Growth Performance, Gut Development and Microbiota of Broilers. Animals, 15 (13): (1852). [PMID:40646751] [10.3390/ani15131852] |
| 12. Jing Zhang, Yuxiao Wang, Na Li, Lin Gao, Dongxu Zhang, Hongxun Tao, Rentang Zhang. (2025) Exogenous anthocyanin regulated Maillard pathway and aroma formation in blackened jujube wine. Food Bioscience, [PMID:] [10.1016/j.fbio.2025.107960] |
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
View Moligand™ grade guide →