N⁶ benzyl-cAMP - Moligand™ , Activator of protein kinase A, CAS No.32115-08-5, Activator of protein kinase A

CAS: 32115-08-5 Cat. No.: N612425 PubChem CID: 161733
AVAILABLE TO ORDER
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.
Synonyms
N6-benzyl cyclic AMP | N6 benzyl-cAMP | DTXSID30953994 | (4aR,6R,7R,7aS)-6-[6-(benzylamino)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-one | GTPL5228 | Q27088082 | N(6)-Benzyl-cyclic adenosine 5'-monopho
Storage
Room temperature
 ·  off list, applied to all prices below.
Size
Status
Price
Qty
5mg
N612425-5mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$799.90
25mg
N612425-25mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
$1,714.90
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Why this grade

Moligand™ Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships 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 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
N6-benzyl cyclic AMP | N6 benzyl-cAMP | DTXSID30953994 | (4aR, 6R, 7R, 7aS)-6-[6-(benzylamino)-9H-purin-9-yl]-2, 7-dihydroxy-hexahydro-1, 3, 5, 2$l^{5}-furo[3, 2-d][1, 3, 2$l^{5}]dioxaphosphinin-2-one | GTPL5228 | Q27088082 | N(6)-Benzyl-cyclic adenosine 5'-monopho
Specifications & Purity
Moligand™
Storage
Room temperature
Grade
Moligand™
Action Type
ACTIVATOR
Mechanism of action
Activator of protein kinase A
Names and Identifiers
Canonical SmilesO[C@@H]1[C@@H]2OP(=O)(O)OC[C@H]2O[C@H]1n1cnc2c1ncnc2NCc1ccccc1
IUPAC Name(4aR,6R,7R,7aS)-6-[6-(benzylamino)-9H-purin-9-yl]-2,7-dihydroxy-hexahydro-1,3,5,2$l^{5}-furo[3,2-d][1,3,2$l^{5}]dioxaphosphinin-2-one
InChIKeyGDDBIAMRTVTOBL-LSCFUAHRSA-N
INCHI1S/C17H18N5O6P/c23-13-14-11(7-26-29(24,25)28-14)27-17(13)22-9-21-12-15(19-8-20-16(12)22)18-6-10-4-2-1-3-5-10/h1-5,8-9,11,13-14,17,23H,6-7H2,(H,24,25)(H,18,19,20)/t11-,13-,14-,17-/m1/s1
Isomeric SMILES C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)NCC5=CC=CC=C5)O)OP(=O)(O1)O
PubChem CID 161733

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
SubclassCyclic purine nucleotides
Intermediate Tree Nodes Not available
Direct Parent3',5'-cyclic purine nucleotides
Alternative Parents Pentose phosphates  6-alkylaminopurines  Glycosylamines  Monosaccharide phosphates  Benzylamines  Secondary alkylarylamines  Aminopyrimidines and derivatives  Imidolactams  Organic phosphoric acids and derivatives  N-substituted imidazoles  Tetrahydrofurans  Heteroaromatic compounds  Secondary alcohols  Oxacyclic compounds  Azacyclic compounds  Hydrocarbon derivatives  Organopnictogen compounds  Organic oxides  
Molecular FrameworkAromatic heteropolycyclic compounds
Substituents 3',5'-cyclic purine ribonucleotide - Pentose phosphate - Glycosyl compound - N-glycosyl compound - 6-alkylaminopurine - 6-aminopurine - Monosaccharide phosphate - Imidazopyrimidine - Purine - Benzylamine - Aminopyrimidine - Secondary aliphatic/aromatic amine - Monocyclic benzene moiety - Imidolactam - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Benzenoid - Pyrimidine - Tetrahydrofuran - Heteroaromatic compound - Azole - Imidazole - Secondary alcohol - Secondary amine - Oxacycle - Organoheterocyclic compound - Azacycle - Organooxygen compound - Organic nitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Hydrocarbon derivative - Amine - Alcohol - Organonitrogen compound - Aromatic heteropolycyclic compound
DescriptionThis 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 Not available
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
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)
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)
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
Molecular Weight419.300 g/mol
XLogP3-0.400
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count4
Exact Mass419.099 Da
Monoisotopic Mass419.099 Da
Topological Polar Surface Area141.000 Ų
Heavy Atom Count29
Formal Charge0
Complexity639.000
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 Count1
Solution Calculators
Reviews

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