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Guanosine - 10mM in DMSO, high purity , CAS No.118-00-3

  • Cas Number:  118-00-3
  • Molecular Weight:  283.24
  • Beilstein Registry Number:   31,28
  • PubChem CID: 135398635
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Item Number
G420798
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G420798-1ml
1ml
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$52.90

Purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond

Basic Description

Synonyms guanosine | 118-00-3 | guanine riboside | vernine | Guanozin | Guanosin | Inosine, 2-amino- | USAF CB-11 | Guanine-9-beta-D-ribofuranoside | 9-beta-D-Ribofuranosylguanine | Vernine (VAN) | beta-D-Ribofuranoside, guanine-9 | Guanine, 9-beta-D-ribofuranosyl- | 2-Amino-1,9-dihydro-9-
Specifications & Purity Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms Purine nucleoside comprising guanine attached to a ribose (ribofuranose) ring via a β-N9-glycosidic bond. Phosphorylated to become guanosine monophosphate (GMP), cyclic guanosine monophosphate (cGMP), guanosine diphosphate (GDP), and guanosine triphosphat
Storage Temp Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Grade Moligand™
Product Description

Usually used in cell culture applications as a precursor of GMP, GDP, GTP and cGMP.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Nucleosides, nucleotides, and analogues
Class Purine nucleosides
Subclass Not available
Intermediate Tree Nodes Not available
Direct Parent Purine nucleosides
Alternative Parents Glycosylamines  Pentoses  Purines and purine derivatives  Hydroxypyrimidines  N-substituted imidazoles  Tetrahydrofurans  Heteroaromatic compounds  Secondary alcohols  Oxacyclic compounds  Azacyclic compounds  Primary alcohols  Organopnictogen compounds  Organonitrogen compounds  Hydrocarbon derivatives  
Molecular Framework Aromatic heteropolycyclic compounds
Substituents Purine nucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Imidazopyrimidine - Purine - Hydroxypyrimidine - Monosaccharide - N-substituted imidazole - Pyrimidine - Heteroaromatic compound - Azole - Imidazole - Tetrahydrofuran - Secondary alcohol - Azacycle - Oxacycle - Organoheterocyclic compound - Primary alcohol - Organopnictogen compound - Organooxygen compound - Organonitrogen compound - Alcohol - Hydrocarbon derivative - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
Description This compound belongs to the class of organic compounds known as purine nucleosides. These are compounds comprising a purine base attached to a ribosyl or deoxyribosyl moiety.
External Descriptors Ribonucleosides

Associated Targets(Human)

HPRT1 Tchem Hypoxanthine-guanine phosphoribosyltransferase (369 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HL-60 (67320 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SH-SY5Y (11521 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Liver (3974 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Ahcy Adenosylhomocysteinase (45 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Hdac6 Histone deacetylase 6 (222 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Pnp Purine nucleoside phosphorylase (4 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium berghei (192651 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
J774.A1 (2436 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Vero (26788 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Bacillus anthracis (2936 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

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 2-amino-9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
INCHI InChI=1S/C10H13N5O5/c11-10-13-7-4(8(19)14-10)12-2-15(7)9-6(18)5(17)3(1-16)20-9/h2-3,5-6,9,16-18H,1H2,(H3,11,13,14,19)/t3-,5-,6-,9-/m1/s1
InChIKey NYHBQMYGNKIUIF-UUOKFMHZSA-N
Smiles C1=NC2=C(N1C3C(C(C(O3)CO)O)O)N=C(NC2=O)N
Isomeric SMILES C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)N=C(NC2=O)N
RTECS MF8750000
UN Number 2811
Molecular Weight 283.24
Beilstein 31,28
Reaxy-Rn 1087986
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1087986&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Specific Rotation[α] -76 ° (C=1, 1mol/L NaOH)
Melt Point(°C) 250°C
Molecular Weight 283.240 g/mol
XLogP3 -1.900
Hydrogen Bond Donor Count 5
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 2
Exact Mass 283.092 Da
Monoisotopic Mass 283.092 Da
Topological Polar Surface Area 155.000 Ų
Heavy Atom Count 20
Formal Charge 0
Complexity 446.000
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

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52. Li Gao, Chaozhan Wang, Yinmao Wei.  (2016)  Enhanced binding capacity of boronate affinity fibrous material for effective enrichment of nucleosides in urine samples.  RSC Advances,  (34): (28470-28476). 
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63. Lina Ma, Lan Ma, Min Su, Zhenxin Wang.  (2014)  Exonuclease III assisted aptasensor for adenosine detection with gold nanoparticle probes.  Analytical Methods,  (12): (4366-4372). 
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67. Xiaojun Dai, Yuan He, Yinmao Wei, Bolin Gong.  (2011)  Preparation of hydrophilic polymer-grafted polystyrene beads for hydrophilic interaction chromatography via surface-initiated atom transfer radical polymerization.  JOURNAL OF SEPARATION SCIENCE,  34  (22): (3115-3122). 
68. Junxia Hao, Fuqiang Wang, Xiaojun Dai, Bolin Gong, Yinmao Wei.  (2011)  Preparation of poly(vinyltetrazole) chain-grafted poly(glycidymethacrylate-co-ethylenedimethacrylate) beads by surface-initiated atom transfer radical polymerization for the use in weak cation exchange and hydrophilic interaction chromatography.  TALANTA,  85  (482). 
69. Dai Xiaojun, Qian Xiaolei, Gong Bolin, Wei Yinmao.  (2011)  Tetrazole-Functionalized Silica for Hydrophilic Interaction Chromatography of Polar Solutes.  CHROMATOGRAPHIA,  73  (9): (865-870). 
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