Adenosine 3′,5′-cyclic monophosphate - 99%, high purity , CAS No.60-92-4, Activator of CNGA2;Activator of CNGA3;Activator of HCN1;Activator of HCN2;Activator of protein kinase A

Item Number
C107047
Grouped product items
SKUSizeAvailabilityPrice Qty
C107047-250mg
250mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$9.90
C107047-500mg
500mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$12.90
C107047-1g
1g
In stock
$15.90
C107047-5g
5g
In stock
$445.90
C107047-25g
25g
In stock
$2,004.90

Second messenger. PKA activator.

Basic Description

SynonymscAMP | bmse000071 | cAMP | Cyclic Monophosphate, Adenosine | 3',5'-cyclic AMP | Adenosine 3',5'-cyclic phosphate | ADENOSINUM CYCLOPHOSPHORICUM | Cyclic AMP | Epitope ID:137352 | Adenosine 3',5'-cyclophosphate | Adenosine Cyclic 3',5' Monophosphate | ADEN
Specifications & PurityMoligand™, ≥99%
Biochemical and Physiological MechanismsNaturally-occurring activator of cyclic-AMP-dependent protein kinase (PKA). cAMP is an important second messenger that is linked in many systems to neurotransmitter- or hormone-induced receptor stimulation. The cAMP/PKA signaling pathway has been shown to
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeACTIVATOR
Mechanism of actionActivator of CNGA2;Activator of CNGA3;Activator of HCN1;Activator of HCN2;Activator of protein kinase A
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

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

Associated Targets(Human)

CNGA3 Tchem Cyclic nucleotide-gated cation channel alpha-3 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR1A Tbio cAMP-dependent protein kinase type I-alpha regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR2A Tchem cAMP-dependent protein kinase type II-alpha regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKACB Tchem cAMP-dependent protein kinase catalytic subunit beta (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKACG Tchem cAMP-dependent protein kinase catalytic subunit gamma (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CNGA2 Tchem Cyclic nucleotide-gated olfactory channel (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HCN1 Tclin Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 1 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
HCN2 Tclin Potassium/sodium hyperpolarization-activated cyclic nucleotide-gated channel 2 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR1B Tbio cAMP-dependent protein kinase type I-beta regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKAR2B Tchem cAMP-dependent protein kinase type II-beta regulatory subunit (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PRKACA Tchem cAMP-dependent protein kinase catalytic subunit alpha (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PDE5A Tclin Phosphodiesterase 5A (5113 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
DRD1 Tclin Dopamine D1 receptor (9720 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
THRB Tclin Thyroid hormone receptor beta-1 (7926 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE3B Tclin Phosphodiesterase 3B (312 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PIN1 Tchem Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 (36611 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK293 (82097 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLH Tchem DNA polymerase eta (21678 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LMNA Tbio Prelamin-A/C (36751 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KMT2A Tchem Histone-lysine N-methyltransferase MLL (17327 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC22A8 Tclin Solute carrier family 22 member 8 (241 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC4 Tchem Multidrug resistance-associated protein 4 (785 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLC22A7 Tbio Solute carrier family 22 member 7 (39 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAPGEF3 Tchem Rap guanine nucleotide exchange factor 3 (15528 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAPGEF4 Tchem Rap guanine nucleotide exchange factor 4 (11476 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC5 Tchem Multidrug resistance-associated protein 5 (50 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABCC11 Tbio ATP-binding cassette sub-family C member 11 (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PDE4A Tclin Phosphodiesterase 4 (3344 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ADH1A Tclin Alcohol dehydrogenase (35 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Pde8a Phosphodiesterase 8A (1 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 2 (4932 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human respirovirus 3 (1674 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vaccinia virus (4609 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Human alphaherpesvirus 1 (11089 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
L1210 (27553 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P388 (20296 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Vero (26788 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
C6 (2371 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GCN5 Histone acetyltransferase GCN5 (89 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Npsr1 Neuropeptide S receptor (260 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Slc22a6 Solute carrier family 22 member 6 (141 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Streptavidin (24 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PRKACA cAMP-dependent protein kinase A (41 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Names and Identifiers

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
INCHI 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
InChi Key IVOMOUWHDPKRLL-KQYNXXCUSA-N
Canonical SMILES C1C2C(C(C(O2)N3C=NC4=C(N=CN=C43)N)O)OP(=O)(O1)O
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)
PubChem CID 6076
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 52645

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

Find and download the COA for your product by matching the lot number on the packaging.

10 results found

Lot NumberCertificate TypeDateItem
J2026124Certificate of AnalysisAug 16, 2024 C107047
G2403035Certificate of AnalysisOct 20, 2023 C107047
K2301151Certificate of AnalysisOct 20, 2023 C107047
K2301152Certificate of AnalysisOct 20, 2023 C107047
K2301153Certificate of AnalysisOct 20, 2023 C107047
K2301154Certificate of AnalysisOct 20, 2023 C107047
G2307580Certificate of AnalysisJul 20, 2022 C107047
I2220185Certificate of AnalysisJul 20, 2022 C107047
I2220186Certificate of AnalysisJul 20, 2022 C107047
I2220187Certificate of AnalysisJul 20, 2022 C107047

Chemical and Physical Properties

SolubilityH2O: 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.;
Sensitivityheat sensitive
Specific Rotation[α]-50° (C=0.7,H2O)
Melt Point(°C)260°C

Safety and Hazards(GHS)

Pictogram(s) GHS05,   GHS07
Signal Danger
Hazard Statements

H315:Causes skin irritation

H319:Causes serious eye irritation

H335:May cause respiratory irritation

H314:Causes severe skin burns and eye damage

H318:Causes serious eye damage

Precautionary Statements

P261:Avoid breathing dust/fume/gas/mist/vapors/spray.

P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P405:Store locked up.

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P260:Do not breathe dust/fume/gas/mist/vapors/spray.

P271:Use only outdoors or in a well-ventilated area.

P301+P330+P331:IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.

P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing.

P363:Wash contaminated clothing before reuse.

P403+P233:Store in a well-ventilated place. Keep container tightly closed.

P362+P364:Take off contaminated clothing and wash it before reuse.

P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes.

P305+P354+P338:IF IN EYES: Immediately rinse with water for several minutes. Remove contact lenses if present and easy to do. Continue rinsing.

P317:Get emergency medical help.

P337+P317:If eye irritation persists: Get medical help.

P332+P317:If skin irritation occurs: Get medical help.

P302+P361+P354:IF ON SKIN: Take off Immediately all contaminated clothing. Immediately rinse with water for several minutes.

P316:Get emergency medical help immediately.

P319:Get medical help if you feel unwell.

WGK Germany 3
RTECS AU7357600
Reaxy-Rn 52645
Merck Index 2708

Related Documents

Citations of This Product

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,    (1-7).  [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,  230  (123266).  [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.  (2022)  Jieduquyuziyin Prescription alleviates hepatic gluconeogenesis via PI3K/Akt/PGC-1α pathway in glucocorticoid-induced MRL/lpr mice.  JOURNAL OF ETHNOPHARMACOLOGY,  284  (114815).  [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,  216  (108788).  [PMID:] [10.1016/j.compositesb.2021.108788]
6. Sun Chao, Zhao Shiyu, Qu Fei, Han Wenli, You Jinmao.  (2020)  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.  (2019)  Activity of coumarin against Candida albicans biofilms.  JOURNAL DE MYCOLOGIE MEDICALE,  29  (28).  [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,  1514  (120).  [PMID:28760603] [10.1016/j.chroma.2017.07.074]

References

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,    (1-7).  [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,  230  (123266).  [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.  (2022)  Jieduquyuziyin Prescription alleviates hepatic gluconeogenesis via PI3K/Akt/PGC-1α pathway in glucocorticoid-induced MRL/lpr mice.  JOURNAL OF ETHNOPHARMACOLOGY,  284  (114815).  [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,  216  (108788).  [PMID:] [10.1016/j.compositesb.2021.108788]
6. Sun Chao, Zhao Shiyu, Qu Fei, Han Wenli, You Jinmao.  (2020)  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.  (2019)  Activity of coumarin against Candida albicans biofilms.  JOURNAL DE MYCOLOGIE MEDICALE,  29  (28).  [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,  1514  (120).  [PMID:28760603] [10.1016/j.chroma.2017.07.074]

Solution Calculators