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Diguanosine 5′-triphosphate

CAT: 0804-HY-139099Size: 1 EachDry Ice: NoHazardous: No
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Description
Diguanosine 5′-triphosphate (Gp3G) is a dinucleoside triphosphates. Diguanosine 5′-triphosphate also is a virus-specific oligonucleotide. Diguanosine 5′-triphosphate is needed for the synthesis of RNA during the transcription process[1][2].
CAS Number
6674-45-9
Product Name Alternative
Gp3G
UNSPSC
12352005
Target
DNA/RNA Synthesis; Nucleoside Antimetabolite/Analog
Type
Oligonucleotides
Related Pathways
Cell Cycle/DNA Damage
Applications
COVID-19-anti-virus
Field of Research
Cancer
Assay Protocol
https://www.medchemexpress.com/diguanosine-5-triphosphate.html
Solubility
10 mM in DMSO
Smiles
O[C@H]1[C@@H](O)[C@H](N(C=N2)C(NC(N)=N3)=C2C3=O)O[C@@H]1COP(OP(OP(OC[C@@H]4[C@@H](O)[C@@H](O)[C@H](N5C=NC6=C5NC(N)=NC6=O)O4)(O)=O)(O)=O)(O)=O
Molecular Formula
C20H27N10O18P3
Molecular Weight
788.41
References & Citations
[1]M Yamakawa, et al. Priming of reovirus transcription by GppppG and formation of CpG (5') GpC. Proc Natl Acad Sci U S A. 1982 Oct;79 (20) :6142-6.|[2]Emmanuel Klein, et al. Synthesis of enzymatically and chemically non-hydrolyzable analogues of dinucleoside triphosphates Ap (3) A and Gp (3) G. J Org Chem. 2002 Jan 11;67 (1) :146-53.
Shipping Conditions
Room temperature
Scientific Category
Oligonucleotides
Clinical Information
No Development Reported

Chemical Information

Guanosine 5'-(tetrahydrogen triphosphate), P''->5'-ester with guanosine
CAS Number6674-45-9
PubChem CID135450902
IUPAC Namebis[[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy-hydroxyphosphoryl] hydrogen phosphate
Molecular FormulaC20H27N10O18P3
Molecular Weight788.4
XLogP-8.9
Topological Polar Surface Area419
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count22
Rotatable Bond Count12
Heavy Atom Count51
Formal Charge0
Complexity1500
SMILES
C1=NC2=C(N1[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)O)O)N=C(NC2=O)N
InChI
InChI=1S/C20H27N10O18P3/c21-19-25-13-7(15(35)27-19)23-3-29(13)17-11(33)9(31)5(45-17)1-43-49(37,38)47-51(41,42)48-50(39,40)44-2-6-10(32)12(34)18(46-6)30-4-24-8-14(30)26-20(22)28-16(8)36/h3-6,9-12,17-18,31-34H,1-2H2,(H,37,38)(H,39,40)(H,41,42)(H3,21,25,27,35)(H3,22,26,28,36)/t5-,6-,9-,10-,11-,12-,17-,18-/m1/s1
InChIKey
AAXYAFFKOSNMEB-MHARETSRSA-N
Chemical Structure
2D Structure
2D structure of Guanosine 5'-(tetrahydrogen triphosphate), P''->5'-ester with guanosine
CAS: 6674-45-9
CID: 135450902
Formula: C20H27N10O18P3
MW: 788.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight788.4
XLogP3-8.9
Hydrogen Bond Donor Count11
Hydrogen Bond Acceptor Count22
Rotatable Bond Count12
Exact Mass788.07176504
Monoisotopic Mass788.07176504
Topological Polar Surface Area419 Ų
Heavy Atom Count51
Formal Charge0
Complexity1500
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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T40776Diguanosine 5′-triphosphate
MBS5800953Diguanosine 5?-triphosphate
GTR19184460-01Diguanosine 5′-triphosphate lithium
MBS5806911Diguanosine 5'-triphosphate lithium
GTR19222119-017-Methyl-diguanosine triphosphate
MBS256369-01Cyclic diguanosine monophosphate (c-diGMP / c-di-GMP) / cyclic bis (3' -> 5') diguanylic acid / cyclic diguanylate
C 162-025Cyclic diguanosine- (2' −> 5') - monophosphate / cyclic bis (2' −> 5') diguanylic acid (c[G (2',5') pG (2',5') p] / 2'2'-c-diGMP / 2',5'-2',5'-c-diGMP / c-diGMP (2'-5') ), sodium salt
MBS256722-01Cyclic diguanosine-(2' -> 5')-monophosphate / cyclic bis (2' -> 5') diguanylic acid (c[G(2',5')pG(2',5')p] / 2'2'-c-diGMP / 2',5'-2',5'-c-diGMP / c-diGMP(2'-5')), sodium salt
NC46014-01Cyclic diguanosine monophosphate
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