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8-NBD-cAMP (sodium)

CAT: 0804-HY-134308Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-134308Size:1 Each
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Description
8-NBD-cAMP sodium is a fluorescently labeled cyclic adenosine phosphate (cAMP) analogue. 8-NBD-cAMP sodium retains a similar biological activity to cAMP, regulating their activity by binding to specific proteins such as EPACs or PKA. 8-NBD-cAMP sodium can be used in fluorescent competitive binding experiments to evaluate the binding affinity of newly synthesized EPAC1 agonists to EPAC1 proteins[1].
CAS Number
221905-51-7
UNSPSC
12171500
Target
Fluorescent Dye
Type
Dye Reagents
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/8-nbd-camp-sodium.html
Smiles
NC1=C(N=C2SCCNC3=CC=C([N+]([O-])=O)C4=NON=C43)C(N2[C@@]5([H])[C@H](O)[C@@](OP(OC6)(O[Na])=O)([H])[C@]6([H])O5)=NC=N1
Molecular Formula
C18H17N9NaO9PS
Molecular Weight
589.41
References & Citations
[1]Wang P, et al. Synthesis and biochemical evaluation of noncyclic nucleotide exchange proteins directly activated by cAMP 1 (EPAC1) regulators[J]. Journal of medicinal chemistry, 2020, 63 (10) : 5159-5184.
Shipping Conditions
Room temperature
Scientific Category
Dye Reagents
Clinical Information
No Development Reported

Chemical Information

sodium (4aR,6R,7R,7aS)-6-[6-amino-8-[2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethylsulfanyl]purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-olate
CAS Number221905-51-7
PubChem CID178203304
IUPAC Namesodium (4aR,6R,7R,7aS)-6-[6-amino-8-[2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethylsulfanyl]purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-olate
Molecular FormulaC18H17N9NaO9PS
Molecular Weight589.4
Topological Polar Surface Area280
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count17
Rotatable Bond Count6
Heavy Atom Count39
Formal Charge0
Complexity940
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=NC=NC(=C4N=C3SCCNC5=CC=C(C6=NON=C56)[N+](=O)[O-])N)[O-])OP(=O)(O1)O.[Na+]
InChI
InChI=1S/C18H17N9O9PS.Na/c19-15-12-16(22-6-21-15)26(17-13(28)14-9(34-17)5-33-37(31,32)35-14)18(23-12)38-4-3-20-7-1-2-8(27(29)30)11-10(7)24-36-25-11;/h1-2,6,9,13-14,17,20H,3-5H2,(H,31,32)(H2,19,21,22);/q-1;+1/t9-,13-,14-,17-;/m1./s1
InChIKey
IYRBKHJGEXDKES-GBIKJYCISA-N
Chemical Structure
2D Structure
2D structure of sodium (4aR,6R,7R,7aS)-6-[6-amino-8-[2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethylsulfanyl]purin-9-yl]-2-hydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-olate
CAS: 221905-51-7
CID: 178203304
Formula: C18H17N9NaO9PS
MW: 589.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight589.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count17
Rotatable Bond Count6
Exact Mass589.05052561
Monoisotopic Mass589.05052561
Topological Polar Surface Area280 Ų
Heavy Atom Count39
Formal Charge0
Complexity940
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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