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guanosine 5'-diphosphate , CAS No.146-91-8, Activator of K ir6.1
Basic Description
Synonyms
1fzq | guanosine-diphosphate | A808566 | Guanosine 5'-(trihydrogen diphosphate-P-32P) (9CI) | ((2R,3S,4R,5R)-5-(2-Amino-6-oxo-1H-purin-9(6H)-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl trihydrogen diphosphate | [(2R,3S,4R,5R)-5-(2-amino-6-hydroxypurin-9-
Specifications & Purity
Moligand™
Grade
Moligand™
Action Type
ACTIVATOR
Mechanism of action
Activator of K ir6.1
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Nucleosides, nucleotides, and analogues
Class
Purine nucleotides
Subclass
Purine ribonucleotides
Intermediate Tree Nodes
Not available
Direct Parent
Purine ribonucleoside diphosphates
Alternative Parents
Purine ribonucleoside monophosphates Pentose phosphates Glycosylamines Hypoxanthines Monosaccharide phosphates Organic pyrophosphates 6-oxopurines Aminopyrimidines and derivatives Monoalkyl phosphates Pyrimidones N-substituted imidazoles Vinylogous amides Heteroaromatic compounds Tetrahydrofurans 1,2-diols Secondary alcohols Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organopnictogen compounds Primary amines
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Purine ribonucleoside diphosphate - Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Hypoxanthine - Monosaccharide phosphate - Organic pyrophosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Pyrimidone - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Alkyl phosphate - Phosphoric acid ester - Pyrimidine - Vinylogous amide - Tetrahydrofuran - Azole - Imidazole - Heteroaromatic compound - Secondary alcohol - 1,2-diol - Organoheterocyclic compound - Azacycle - Oxacycle - Organooxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Alcohol - Amine - Organic oxygen compound - Primary amine - Organonitrogen compound - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as purine ribonucleoside diphosphates. These are purine ribobucleotides with diphosphate group linked to the ribose moiety.
External Descriptors
Ribonucleotides
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
[(2R,3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl phosphono hydrogen phosphate
INCHI
InChI=1S/C10H15N5O11P2/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(25-9)1-24-28(22,23)26-27(19,20)21/h2-3,5-6,9,16-17H,1H2,(H,22,23)(H2,19,20,21)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
InChIKey
QGWNDRXFNXRZMB-UUOKFMHZSA-N
Smiles
C1=NC2=C(N1C3C(C(C(O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N
Isomeric SMILES
C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=O)(O)O)O)O)N=C(NC2=O)N
Alternate CAS
157420-46-7,146-91-8
PubChem CID
135398619
MeSH Entry Terms
5'-Diphosphate, Guanosine;5'-Trihydrogen Diphosphate, Guanosine;Diphosphate, Guanosine;Diphosphate, Guanosine 5'-Trihydrogen;GDP;Guanosine 5' Diphosphate;Guanosine 5' Trihydrogen Diphosphate;Guanosine 5'-Diphosphate;Guanosine 5'-Trihydrogen Diphosphate;Gu
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Molecular Weight
443.200 g/mol
XLogP3
-4.600
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
13
Rotatable Bond Count
6
Exact Mass
443.024 Da
Monoisotopic Mass
443.024 Da
Topological Polar Surface Area
248.000 Ų
Heavy Atom Count
28
Formal Charge
0
Complexity
760.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
4
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Lai Liang, Zhang Mengyun, Liu Chusheng, Qu Jiahuan, Xu Dongsheng, Jiang Zhengjin.
(2023)
A comprehensive evaluation of a polymeric zwitterionic hydrophilic monolith for nucleotide separation. ANALYTICAL SCIENCES,
(1-7).
2.
Yuqin Wang, Pingping Fan, Shanyu Zhang, Liying Wang, Xinyue Li, Wendong Jia, Yao Liu, Kefan Wang, Xiaoyu Du, Panke Zhang, Shuo Huang.
(2022)
Discrimination of Ribonucleoside Mono-, Di-, and Triphosphates Using an Engineered Nanopore. ACS Nano,
16
(12):
(21356–21365).
3.
Tong Ren, Zhen Feng, Fang Jiang, Xingtong Liu, Tingting Chen, Yanli Guo, Lei Tian, Xiao-Feng Kang, Fujun Yao.
(2025)
Nanopore detection of guanine derivatives based on vacancy G-quadruplex DNA. MICROCHEMICAL JOURNAL,
208
(112366).
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3 Citations