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Xanthosine - 10mM in DMSO, high purity , CAS No.146-80-5
Basic Description
Synonyms
xanthosine | 146-80-5 | Xanthine riboside | 9-beta-D-Ribofuranosylxanthine | 2,3-Dihydroxanthosine | beta-D-Ribofuranoside, xanthine-9 | 9-((2R,3R,4S,5R)-3,4-Dihydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-9H-purine-2,6-diol | AI3-52693 | BM66HT53C3 | CHEBI:18107 | 1H-Purin
Specifications & Purity
10mM in DMSO
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.
Taxonomic Classification
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
Xanthines Glycosylamines 6-oxopurines Pentoses Alkaloids and derivatives Pyrimidones N-substituted imidazoles Vinylogous amides Tetrahydrofurans Heteroaromatic compounds Ureas Secondary alcohols Lactams Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds Primary alcohols
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
Purine nucleoside - Glycosyl compound - N-glycosyl compound - Xanthine - 6-oxopurine - Purinone - Pentose monosaccharide - Purine - Imidazopyrimidine - Alkaloid or derivatives - Pyrimidone - Pyrimidine - Monosaccharide - N-substituted imidazole - Imidazole - Heteroaromatic compound - Tetrahydrofuran - Azole - Vinylogous amide - Lactam - Urea - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Alcohol - Primary alcohol - 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
Purine alkaloids
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(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
9-[(2R,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purine-2,6-dione
INCHI
InChI=1S/C10H12N4O6/c15-1-3-5(16)6(17)9(20-3)14-2-11-4-7(14)12-10(19)13-8(4)18/h2-3,5-6,9,15-17H,1H2,(H2,12,13,18,19)/t3-,5-,6-,9-/m1/s1
InChIKey
UBORTCNDUKBEOP-UUOKFMHZSA-N
Smiles
C1=NC2=C(N1C3C(C(C(O3)CO)O)O)NC(=O)NC2=O
Isomeric SMILES
C1=NC2=C(N1[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O)NC(=O)NC2=O
PubChem CID
64959
Molecular Weight
284.23
Reaxy-Rn
625906
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Sensitivity
Hygroscopic
Specific Rotation[α]
-59° (C=1,0.1mol/L NaOH sol.)
Molecular Weight
284.230 g/mol
XLogP3
-2.400
Hydrogen Bond Donor Count
5
Hydrogen Bond Acceptor Count
7
Rotatable Bond Count
2
Exact Mass
284.076 Da
Monoisotopic Mass
284.076 Da
Topological Polar Surface Area
146.000 Ų
Heavy Atom Count
20
Formal Charge
0
Complexity
434.000
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.
Ran Xin, Meng Dong, Yu-Ying Zhang, Xu-Hui Huang, Xiu-Ping Dong, Lei Qin.
(2023)
Development and validation of a HILIC-MS/MS method for simultaneous quantitative of taste-active compounds in foods.
JOURNAL OF FOOD COMPOSITION AND ANALYSIS,
120
(105302).
2.
Guorong Cheng, Zhiqiang Liu, Zhong Zheng, Fengrui Song, Xiaoyu Zhuang, Shu Liu.
(2022)
Cell Metabolomics Reveals the Potential Mechanism of Aloe Emodin and Emodin Inhibiting Breast Cancer Metastasis.
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES,
23
(22):
(13738).
3.
Ting Yang, Bangbang Wei, Jing Liu, Xinxin Si, Lulu Wang, Chunming Jiang.
(2024)
A landscape of metabolic variation among clinical outcomes of peritoneal dialysis in end-stage renal disease.
CLINICA CHIMICA ACTA,
555
(117826).
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