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ARCA

CAT: 0804-HY-178672Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-178672Size:1 Each
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Description
ARCA (Anti-Reverse cap analog) is a 5′- cap analogue. ARCA caps mRNA. ARCA can be used in protein expression studies[1].
CAS Number
400806-46-4
Product Name Alternative
Anti-Reverse cap analog; m2 7,3′O GpppG
UNSPSC
12352005
Target
DNA/RNA Synthesis
Related Pathways
Cell Cycle/DNA Damage
Applications
Cancer-programmed cell death
Field of Research
Others
Smiles
O=P(O)(OC[C@@H]1[C@@H](O)[C@@H](O)[C@H](N2C3=C(C(N=C(N3)N)=O)N=C2)O1)OP(OP(OC[C@@H]4[C@@H](OC)[C@@H](O)[C@H](N5C(NC(N)=N6)=C([N+](C)=C5)C6=O)O4)([O-])=O)(O)=O
Molecular Formula
C22H31N10O18P3
Molecular Weight
816.46
References & Citations
[1]Kowalska J, et al. Synthesis, properties, and biological activity of boranophosphate analogs of the mRNA cap: versatile tools for manipulation of therapeutically relevant cap-dependent processes. Nucleic Acids Res. 2014;42 (16) :10245-64.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

400806-46-4 (acid), 400806-60-2 (Trisodium salt)
CAS Number400806-46-4
PubChem CID137169098
IUPAC Name[(2R,3S,4R,5R)-5-(2-amino-7-methyl-6-oxo-1H-purin-9-ium-9-yl)-4-hydroxy-3-methoxyoxolan-2-yl]methyl [[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl]oxy-hydroxyphosphoryl] phosphate
Molecular FormulaC22H31N10O18P3
Molecular Weight816.5
XLogP-8.3
Topological Polar Surface Area402
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count21
Rotatable Bond Count13
Heavy Atom Count53
Formal Charge0
Complexity1650
SMILES
CN1C=[N+](C2=C1C(=O)NC(=N2)N)[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)([O-])OP(=O)(O)OP(=O)(O)OC[C@@H]4[C@H]([C@H]([C@@H](O4)N5C=NC6=C5N=C(NC6=O)N)O)O)OC)O
InChI
InChI=1S/C22H31N10O18P3/c1-30-6-32(16-10(30)18(37)29-22(24)27-16)20-13(35)14(44-2)8(48-20)4-46-52(40,41)50-53(42,43)49-51(38,39)45-3-7-11(33)12(34)19(47-7)31-5-25-9-15(31)26-21(23)28-17(9)36/h5-8,11-14,19-20,33-35H,3-4H2,1-2H3,(H8-,23,24,26,27,28,29,36,37,38,39,40,41,42,43)/t7-,8-,11-,12-,13-,14-,19-,20-/m1/s1
InChIKey
AIRSQUYUYJSIIM-XPWFQUROSA-N
Chemical Structure
2D Structure
2D structure of 400806-46-4 (acid), 400806-60-2 (Trisodium salt)
CAS: 400806-46-4
CID: 137169098
Formula: C22H31N10O18P3
MW: 816.5
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight816.5
XLogP3-8.3
Hydrogen Bond Donor Count9
Hydrogen Bond Acceptor Count21
Rotatable Bond Count13
Exact Mass816.10306517
Monoisotopic Mass816.10306517
Topological Polar Surface Area402 Ų
Heavy Atom Count53
Formal Charge0
Complexity1650
Isotope Atom Count0
Defined Atom Stereocenter Count8
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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