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[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl]oxymethyl]oxolan-3-yl] phosphono hydrogen phosphate

HCID 38166
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
38918-96-6
Standard SMILES
Nc1nc(=O)c2ncn([C@@H]3O[C@H](COP(=O)(O)OP(=O)(O)OP(=O)(O)O)[C@@H](OP(=O)(O)OP(=O)(O)O)[C@H]3O)c2[nH]1
InChIKey
KCPMACXZAITQAX-UUOKFMHZSA-N
Molecular formula
C10H18N5O20P5
Average molar mass
683.14 g/mol
Monoisotopic mass
682.92332297

Overview

Guanosine 3'-diphosphate 5'-triphosphate is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).

Names & identifiers

Preferred name
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl]oxymethyl]oxolan-3-yl] phosphono hydrogen phosphate
IUPAC
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl]oxymethyl]oxolan-3-yl] phosphono hydrogen phosphate
English name
Guanosine Pentaphosphate
Molecular formula
C10H18N5O20P5
Molecular weight
683.14

Names & synonyms

pppGppGuanosine PentaphosphateGuanosine 3'-diphosphate,5'-triphosphateGuanosine-3'-diphosphate-5'-triphosphateGuanosine 5'-triphosphoric acid 3'-diphosphoric acidGuanosine 3'-diphosphoric acid 5'-triphosphoric acidGuanosine-3'-diphosphate-5'-triphosphate, Lithium saltGuanosine 5'-(tetrahydrogen triphosphate), 3'-(trihydrogen diphosphate)[(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-4-hydroxy-2-[[hydroxy-[hydroxy(phosphonooxy)phosphoryl]oxyphosphoryl]oxymethyl]oxolan-3-yl] phosphonohydrogen phosphate

Database identifiers

CAS
38918-96-6
PubChem CID
38166
DTXSID
DTXSID20192193

Properties

Computed structural properties

XLogP
-8.8
Topological polar surface area
388 Ų
Hydrogen bond donors
10
Hydrogen bond acceptors
21
Rotatable bonds
12
Heavy atoms
40
Formal charge
0
Complexity
1,270

Physicochemical properties

Density
2.94 · 2.94±0.1 g/cm3(Predicted)
pka
0.97 · 0.97±0.50(Predicted)

Chemistry & industry

Suppliers5 total

上海梅凯科技有限公司021-68689288 15300790979 · [email protected]
BOC Sciences16314854226 · [email protected]
河南天孚化工有限公司+86-0371-55170693 +86-19937530512 · [email protected]
上海贝万塔生物科技有限公司021-67187366 19901745723 · [email protected]
BOC Sciences+1-631-485-4226 · [email protected]

Additional notes

DefinitionChEBI: A guanosine bisphosphate having a diphosphate at the 3'-position and a triphosphate at the 5'-position.

Related reactions

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Compound notes

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