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8-NBD-cGMP

CAT: 0804-HY-134311Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-134311Size:1 Each
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Description
8-NBD-cGMP is a fluorescent analog of cyclic guanosine monophosphate and a potent, membrane-permeable, fluorescent activator of cGMP-dependent protein kinase isozymes I α and I β. 8-NBD-cGMP is barely fluorescent in aqueous solution but fluoresces strongly in hydrophobic environments such as hydrophobic protein binding sites[1]
CAS Number
115993-88-9
UNSPSC
12171500
Target
Fluorescent Dye
Type
Dye Reagents
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/8-nbd-cgmp.html
Smiles
O=C1C(N=C(SCCNC2=CC=C([N+]([O-])=O)C3=NON=C32)N4[C@H]5[C@H](O)[C@H](O6)[C@@H](COP6(O)=O)O5)=C4N=C(N)N1
Molecular Formula
C18H18N9O10PS
Molecular Weight
583.43
References & Citations
[1]Schmidpeter, et al. Ligand binding and activation properties of the purified bacterial cyclic nucleotide–gated channel SthK. Journal of General Physiology 150.6 (2018) : 821-834.
Shipping Conditions
Room temperature
Scientific Category
Dye Reagents
Clinical Information
No Development Reported

Chemical Information

9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-8-[2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethylsulfanyl]-1H-purin-6-one
CAS Number115993-88-9
PubChem CID136069593
IUPAC Name9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-8-[2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethylsulfanyl]-1H-purin-6-one
Molecular FormulaC18H18N9O10PS
Molecular Weight583.4
XLogP-1.8
Topological Polar Surface Area293
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count16
Rotatable Bond Count6
Heavy Atom Count39
Formal Charge0
Complexity1070
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C4=C(C(=O)NC(=N4)N)N=C3SCCNC5=CC=C(C6=NON=C56)[N+](=O)[O-])O)OP(=O)(O1)O
InChI
InChI=1S/C18H18N9O10PS/c19-17-22-14-11(15(29)23-17)21-18(26(14)16-12(28)13-8(35-16)5-34-38(32,33)36-13)39-4-3-20-6-1-2-7(27(30)31)10-9(6)24-37-25-10/h1-2,8,12-13,16,20,28H,3-5H2,(H,32,33)(H3,19,22,23,29)/t8-,12-,13-,16-/m1/s1
InChIKey
OFZLFLCFZIWIFU-KWDXPJCYSA-N
Chemical Structure
2D Structure
2D structure of 9-[(4aR,6R,7R,7aS)-2,7-dihydroxy-2-oxo-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-6-yl]-2-amino-8-[2-[(4-nitro-2,1,3-benzoxadiazol-7-yl)amino]ethylsulfanyl]-1H-purin-6-one
CAS: 115993-88-9
CID: 136069593
Formula: C18H18N9O10PS
MW: 583.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight583.4
XLogP3-1.8
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count16
Rotatable Bond Count6
Exact Mass583.06349598
Monoisotopic Mass583.06349598
Topological Polar Surface Area293 Ų
Heavy Atom Count39
Formal Charge0
Complexity1070
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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