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Jaspamycin

CAT: 0804-HY-111759-02Size: 10 mM - 1 mLDry Ice: NoHazardous: No
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CAT#:0804-HY-111759-02Size:10 mM - 1 mL
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Jaspamycin (7-CN-7-C-Ino) is a potent activator of PKA, binding to the R site (PKAR), with an EC50 of 6.5 nM and Kd of 8 nM in Trypanosoma brucei. Jaspamycin (7-CN-7-C-Ino) does not bind with purified human PKARIα. Anti-parasite activity[1].
CAS Number
22242-96-2
Product Name Alternative
7-CN-7-C-Ino
UNSPSC
12352005
Target
Parasite; PKA
Type
Reference compound
Related Pathways
Anti-infection; Stem Cell/Wnt; TGF-beta/Smad
Applications
Neuroscience-Neuromodulation
Field of Research
Infection
Assay Protocol
https://www.medchemexpress.com/Jaspamycin.html
Purity
98.94
Solubility
DMSO : 41.67 mg/mL (ultrasonic)
Smiles
O=C1C2=C(N([C@H]3[C@H](O)[C@H](O)[C@@H](CO)O3)C=C2C#N)N=CN1
Molecular Formula
C12H12N4O5
Molecular Weight
292.25
References & Citations
[1]Sabine Bachmaier, et al. Nucleoside analogue activators of cyclic AMP-independent protein kinase A of Trypanosoma. Nat Commun. 2019 Mar 29;10 (1) :1421.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
PKA; PKAR; Trypanosoma

Chemical Information

Jaspamycin
CAS Number22242-96-2
PubChem CID136670059
IUPAC Name7-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-4-oxo-3H-pyrrolo[2,3-d]pyrimidine-5-carbonitrile
Molecular FormulaC12H12N4O5
Molecular Weight292.25
XLogP-2.1
Topological Polar Surface Area140
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Heavy Atom Count21
Formal Charge0
Complexity517
SMILES
C1=C(C2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=CNC2=O)C#N
InChI
InChI=1S/C12H12N4O5/c13-1-5-2-16(10-7(5)11(20)15-4-14-10)12-9(19)8(18)6(3-17)21-12/h2,4,6,8-9,12,17-19H,3H2,(H,14,15,20)/t6-,8-,9-,12-/m1/s1
InChIKey
SKDKFLFSBDYEDO-WOUKDFQISA-N
Chemical Structure
2D Structure
2D structure of Jaspamycin
CAS: 22242-96-2
CID: 136670059
Formula: C12H12N4O5
MW: 292.25
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight292.25
XLogP3-2.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count7
Rotatable Bond Count2
Exact Mass292.08076950
Monoisotopic Mass292.08076950
Topological Polar Surface Area140 Ų
Heavy Atom Count21
Formal Charge0
Complexity517
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

Alternative Products

CatalogName
BA2113-10Jaspamycin
A20153-100Jaspamycin 100mg
A20153-5Jaspamycin 5mg
A20153-25Jaspamycin 25mg
A20153-50Jaspamycin 50mg
A20153-10Jaspamycin 10mg
A20153-10mM-DJaspamycin 10mM * 1mL in DMSO
C 214-257- Cyano- 7- deazainosine (7-CN-7-C-Ino / Jaspamycin)
MBS256737-017-Cyano-7-deazainosine (7-CN-7-C-Ino / Jaspamycin)

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