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8-Benzylthio-cAMP

CAT: 0931-T88582-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T88582-01Size:25 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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CAS Number
50655-17-9
Target
Apoptosis, PKA
Related Pathways
Apoptosis, Tyrosine Kinase/Adaptors
Bioactivity
8-Benzylthio-cAMP is a derivative of cyclic adenosine monophosphate (cAMP) . It functions as a site-selective activator of cAMP-dependent protein kinase (PKA) . Compared to cyclic AMP, 8-Benzylthio-cAMP exhibits higher hydrolysis stability against phosphodiesterases (PDE) and increased membrane permeability. It is employed in research to investigate the role of cAMP in regulating cellular processes such as proliferation, differentiation, and apoptosis.
Smiles
S(CC1=CC=CC=C1)C=2N(C=3C(N2)=C(N)N=CN3)[C@H]4[C@H](O)[C@]5([C@](O4)(COP(=O)(O)O5)[H])[H].[Na]
Molecular Formula
C17H17N5NaO6PS
Molecular Weight
473.38
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

CID 131879884
CAS Number50655-17-9
PubChem CID131879884
Molecular FormulaC17H18N5NaO6PS
Molecular Weight474.4
Topological Polar Surface Area180
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count31
Formal Charge0
Complexity675
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=NC=NC(=C4N=C3SCC5=CC=CC=C5)N)O)OP(=O)(O1)O.[Na]
InChI
InChI=1S/C17H18N5O6PS.Na/c18-14-11-15(20-8-19-14)22(17(21-11)30-7-9-4-2-1-3-5-9)16-12(23)13-10(27-16)6-26-29(24,25)28-13;/h1-5,8,10,12-13,16,23H,6-7H2,(H,24,25)(H2,18,19,20);/t10-,12-,13-,16-;/m1./s1
InChIKey
XHDBZOAQNRGNEP-KHXPSBENSA-N
Chemical Structure
2D Structure
2D structure of CID 131879884
CAS: 50655-17-9
CID: 131879884
Formula: C17H18N5NaO6PS
MW: 474.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight474.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass474.06131076
Monoisotopic Mass474.06131076
Topological Polar Surface Area180 Ų
Heavy Atom Count31
Formal Charge0
Complexity675
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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Alternative Products

CatalogName
HY-1342838-Benzylthio-cAMP
263807-016,8-Bis (benzylthio) octanoic acid
HY-12306A-018-Bromo-cAMP
440225-018-PIP-cAMP
440094-018-CPT-cAMP
1837-58-Br-cAMP
BLG-A1508-Aza-cAMP
BLG-A141-258-AET-cAMP
BLG-P019-0018-[φ-575]-cAMP
BLG-N002-058-NBD-cAMP

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