GDPβS - Moligand™ , CAS No.71376-97-1

CAS: 71376-97-1 Cat. No.: G610538 PubChem CID: 135410865

GRADE & PURITY Moligand™

Synonyms

Gdp(beta-S)|GDP-beta-S|GDPbetaS|Guanosine 5'-O-(2-thiodiphosphate)|Guanyl-5'-yl thiophosphate|71376-97-1|GDP-bS|guanosine 5'-(trihydrogen 3-thiodiphosphate)|5'-Guanylic acid, monoanhydride with phosphorothioic acid|GTPL5416|SCHEMBL2706655|CHEBI:38309|Guan

Storage

Room temperature

Specifications

Synonyms

Gdp(beta-S) | GDP-beta-S | GDPbetaS | Guanosine 5'-O-(2-thiodiphosphate) | Guanyl-5'-yl thiophosphate | 71376-97-1 | GDP-bS | guanosine 5'-(trihydrogen 3-thiodiphosphate) | 5'-Guanylic acid, monoanhydride with phosphorothioic acid | GTPL5416 | SCHEMBL2706655 | CHEBI:38309 | Guan

Specifications & Purity

Moligand™

Storage

Room temperature

Grade

Moligand™

Names and Identifiers

• Canonical Smiles: O[C@@H]1[C@@H](COP(=O)(OP(=S)(O)O)O)O[C@H]([C@@H]1O)n1cnc2c1nc(N)[nH]c2=O
• IUPAC Name: [(2R,3S,4R,5R)-5-(2-amino-6-oxo-3H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydroxyphosphinothioyl hydrogen phosphate
• InChIKey: QJXJXBXFIOTYHB-UUOKFMHZSA-N
• INCHI: 1S/C10H15N5O10P2S/c11-10-13-7-4(8(18)14-10)12-2-15(7)9-6(17)5(16)3(24-9)1-23-26(19,20)25-27(21,22)28/h2-3,5-6,9,16-17H,1H2,(H,19,20)(H2,21,22,28)(H3,11,13,14,18)/t3-,5-,6-,9-/m1/s1
• Isomeric SMILES: C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)COP(=O)(O)OP(=S)(O)O)O)O)N=C(NC2=O)N
• PubChem CID: 135410865

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleotides
      • Subclass Purine ribonucleotides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleotides
• Subclass: Purine ribonucleotides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine ribonucleoside monophosphates
• Alternative Parents: Pentose phosphates Glycosylamines 6-oxopurines Hypoxanthines Monosaccharide phosphates Aminopyrimidines and derivatives Pyrimidones Monoalkyl phosphates N-substituted imidazoles Vinylogous amides Tetrahydrofurans Heteroaromatic compounds 1,2-diols Secondary alcohols Azacyclic compounds Oxacyclic compounds Primary amines Hydrocarbon derivatives Organopnictogen compounds Organic oxides
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine ribonucleoside monophosphate - Pentose phosphate - Pentose-5-phosphate - Glycosyl compound - N-glycosyl compound - 6-oxopurine - Hypoxanthine - Monosaccharide phosphate - Pentose monosaccharide - Imidazopyrimidine - Purine - Aminopyrimidine - Monoalkyl phosphate - Pyrimidone - Alkyl phosphate - Pyrimidine - Monosaccharide - N-substituted imidazole - Organic phosphoric acid derivative - Phosphoric acid ester - Tetrahydrofuran - Azole - Imidazole - Heteroaromatic compound - Vinylogous amide - 1,2-diol - Secondary alcohol - Oxacycle - Azacycle - Organoheterocyclic compound - Primary amine - Organic nitrogen compound - Amine - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Organonitrogen compound - Organooxygen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine ribonucleoside monophosphates. These are nucleotides consisting of a purine base linked to a ribose to which one monophosphate group is attached.
• External Descriptors: nucleoside diphosphate analogue

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.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Molecular Weight: 459.270 g/mol
• XLogP3: -2.900
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 6
• Exact Mass: 459.001 Da
• Monoisotopic Mass: 459.001 Da
• Topological Polar Surface Area: 263.000 Ų
• Heavy Atom Count: 28
• Formal Charge: 0
• Complexity: 765.000
• 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

References

1. Yang Zhongyi, Gong Ruhai, Mimata Yoshiharu, Ye Shaosong, Ji Wei, Ye Wenxiu.  (2025)  Malate inhibits light-induced stomatal opening through SLAC1- and G-proteins-mediated pathway in grapevine and Arabidopsis.  BIOSCIENCE BIOTECHNOLOGY AND BIOCHEMISTRY,      [PMID:39890606] [10.1093/bbb/zbaf011]