-
trisodium hydrogen {[({[(2R,3S,4R,5R)-5-(2-amino-6-hydroxy-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]amino}phosphonate
-
ChemBase ID:
155143
-
Molecular Formular:
C10H14N6Na3O13P3
-
Molecular Mass:
588.141153
-
Monoisotopic Mass:
587.95247727
-
SMILES and InChIs
SMILES:
c1nc2c(n1[C@H]1[C@@H]([C@@H]([C@H](O1)COP(=O)([O-])OP(=O)(NP(=O)(O)[O-])[O-])O)O)nc(nc2O)N.[Na+].[Na+].[Na+]
Canonical SMILES:
O[C@@H]1[C@@H](COP(=O)(OP(=O)(NP(=O)(O)[O-])[O-])[O-])O[C@H]([C@@H]1O)n1cnc2c1nc(N)nc2O.[Na+].[Na+].[Na+]
InChI:
InChI=1S/C10H17N6O13P3.3Na/c11-10-13-7-4(8(19)14-10)12-2-16(7)9-6(18)5(17)3(28-9)1-27-32(25,26)29-31(23,24)15-30(20,21)22;;;/h2-3,5-6,9,17-18H,1H2,(H,25,26)(H3,11,13,14,19)(H4,15,20,21,22,23,24);;;/q;3*+1/p-3/t3-,5-,6-,9-;;;/m1.../s1
InChIKey:
QGJNRMUNXAROIT-CYCLDIHTSA-K
-
Cite this record
CBID:155143 http://www.chembase.cn/molecule-155143.html
NAMES AND DATABASE IDS
NAMES AND DATABASE IDS
Names Database IDs
IUPAC name
|
trisodium hydrogen {[({[(2R,3S,4R,5R)-5-(2-amino-6-hydroxy-9H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxy)phosphinato]amino}phosphonate
|
|
|
IUPAC Traditional name
|
trisodium hydrogen ({[(2R,3S,4R,5R)-5-(2-amino-6-hydroxypurin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphonato}oxyphosphinato)aminophosphonate
|
|
|
Synonyms
|
β:γ-Imidoguanosine 5′-triphosphate trisodium salt hydrate
|
5′-Guanylyl-imidodiphosphate trisodium salt hydrate
|
GMP-PNP
|
Gpp(NH)p
|
Guanosine 5′-[β,γ-imido]triphosphate trisodium salt hydrate
|
|
|
CAS Number
|
|
MDL Number
|
|
PubChem SID
|
|
PubChem CID
|
|
DATA SOURCES
DATA SOURCES
All Sources Commercial Sources Non-commercial Sources
CALCULATED PROPERTIES
CALCULATED PROPERTIES
JChem
Acid pKa
|
0.23122565
|
H Acceptors
|
15
|
H Donor
|
6
|
LogD (pH = 5.5)
|
-9.807186
|
LogD (pH = 7.4)
|
-10.796439
|
Log P
|
-4.2329125
|
Molar Refractivity
|
96.3259 cm3
|
Polarizability
|
39.54993 Å3
|
Polar Surface Area
|
310.65 Å2
|
Rotatable Bonds
|
8
|
Lipinski's Rule of Five
|
false
|
DETAILS
DETAILS
Sigma Aldrich
Sigma Aldrich -
G0635
|
Application Non-hydrolyzable analog of GTP; the preferred GTP analog to activate ADP-ribosylation factor. Guanosine 5′-[β,γ-imido]triphosphate (GMP-PNP, Gpp(NH)p) is a non-hydrolyzable analog of GTP that binds and irreversibly activates G proteins. Gpp(NH)p is used in a variety of applications that involve GTP binding, including GTP-activation, GTP-inhibition, GTP transport, GTP hydrolysis, and GTP structure stabilization. Since a cycle of GTP binding, hydrolysis, and release is required for the initiation of protein translocation across the endoplasmic reticulum, guanosine 5′-[β,γ-imido]triphosphate is often used in studies of protein synthesis. Gpp(NH)p is used to activate ADP-ribosylation factors and to modulate G proteins involved in cell signaling, protein synthesis and other metabolic processes. Biochem/physiol Actions Binds and irreversibly activates G proteins.1 Since a cycle of GTP binding, hydrolysis, and release is required for the initiation of protein translocation across the endoplasmic reticulum, this non-hydrolyzable GTP analog is often used in studies of protein synthesis.2,3 |
PATENTS
PATENTS
PubChem Patent
Google Patent