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Sp-6-Phe-cAMPS

CAT: 0931-T88546-01Size: 25 mgDry Ice: NoHazardous: No
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CAT#:0931-T88546-01Size:25 mg
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CAS Number
169335-92-6
Target
PKA
Related Pathways
Tyrosine Kinase/Adaptors
Bioactivity
Sp-6-Phe-cAMPS is an effective activator of cAMP-dependent protein kinase (PKA) with site selectivity and membrane permeability. It does not activate the exchange factors directly stimulated by cAMP, making it suitable as a negative control for Epac. Sp-6-Phe-cAMPS can also be utilized in research on neurodegenerative diseases.
Smiles
O[C@H]1[C@H](N2C=3C(N=C2)=C(NC4=CC=CC=C4)N=CN3)O[C@]5([C@]1(OP(=O)(S)OC5)[H])[H]
Molecular Formula
C16H15N5NaO5PS
Molecular Weight
443.35
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

(4aR,6R,7R,7aS)-6-(6-anilinopurin-9-yl)-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
CAS Number169335-92-6
PubChem CID102596283
IUPAC Name(4aR,6R,7R,7aS)-6-(6-anilinopurin-9-yl)-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
Molecular FormulaC16H16N5O5PS
Molecular Weight421.4
XLogP1.4
Topological Polar Surface Area156
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Heavy Atom Count28
Formal Charge0
Complexity628
SMILES
C1[C@@H]2[C@H]([C@H]([C@@H](O2)N3C=NC4=C(N=CN=C43)NC5=CC=CC=C5)O)OP(=S)(O1)O
InChI
InChI=1S/C16H16N5O5PS/c22-12-13-10(6-24-27(23,28)26-13)25-16(12)21-8-19-11-14(17-7-18-15(11)21)20-9-4-2-1-3-5-9/h1-5,7-8,10,12-13,16,22H,6H2,(H,23,28)(H,17,18,20)/t10-,12-,13-,16-,27?/m1/s1
InChIKey
ZVHKGNJWWCXEPK-JYMZSVPBSA-N
Chemical Structure
2D Structure
2D structure of (4aR,6R,7R,7aS)-6-(6-anilinopurin-9-yl)-2-hydroxy-2-sulfanylidene-4a,6,7,7a-tetrahydro-4H-furo[3,2-d][1,3,2]dioxaphosphinin-7-ol
CAS: 169335-92-6
CID: 102596283
Formula: C16H16N5O5PS
MW: 421.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight421.4
XLogP31.4
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count10
Rotatable Bond Count3
Exact Mass421.06097680
Monoisotopic Mass421.06097680
Topological Polar Surface Area156 Ų
Heavy Atom Count28
Formal Charge0
Complexity628
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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Alternative Products

CatalogName
BLG-P018-25Sp-6-Phe-cAMPS
BLG-P029Rp-6-Phe-cAMPS
BLG-B040-05Sp-6-Bnz-cAMPS
BLG-A089-25Sp-6-AH-cAMPS
BLG-A092-25Sp-6-AE-cAMPS
MBS256428-01N6- Phenyladenosine- 3', 5'- cyclic monophosphorothioate, Sp- isomer (Sp-6-Phe-cAMPS)
TRC-S683608-100MGSp-cAMPS
BLG-A109-60Sp-6-AE-cAMPS-Agarose
BLG-A108-25Sp-6-AH-cAMPS-Agarose
P 018-25N⁶- Phenyladenosine- 3', 5'- cyclic monophosphorothioate, Sp- isomer (Sp-6-Phe-cAMPS), sodium salt

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