6-Chloropurine riboside - ≥99% , CAS No.5399-87-1

CAS: 5399-87-1 Cat. No.: C122948 Peso molecular: 286.67 Beilstein Registry Number: 40573 Número EC: 226-438-4

GRADE & PURITY ≥99%

Synonyms

A852095 | 6-Chloropurine ribonucleoside | BBL102796 | N-nervonyl-sphingosine | SCHEMBL272122 | AI3-50219 | AS-2050 | (1S,3E)-3-{2-[(1R,3aS,4E,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

6-Chloropurine riboside is used to study the kinetics and substrate specificity of adenosine deaminase. 6-Chloropurine riboside is benzoylated to facilitate synthesis of nucleoside derivatives such as 9-(2,3-Di-deoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine. 6-Chloropurine riboside, especially after phosphorylation to NMP, NDP or NTP, is used as a purine substrate analogue in studies with enzymes such as Inosine monophosphate dehydrogenase (IMPDH); bacteriophage T4 RNA-ligase (EC 6.5.1.3) and pancreatic fibonuclease A.

Specifications

Sinónimos

A852095 | 6-Chloropurine ribonucleoside | BBL102796 | N-nervonyl-sphingosine | SCHEMBL272122 | AI3-50219 | AS-2050 | (1S, 3E)-3-{2-[(1R, 3aS, 4E, 7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-octahydro-1H-inden-4-ylidene]ethylidene}-4-methylidenecyclohexan-1-ol

Especificaciones y pureza

≥99%

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥99%

Nombres e identificadores

• Pubchem Sid: 504756160
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756160
• Sonrisas canónicas: C1=NC2=C(C(=N1)Cl)N=CN2C3C(C(C(O3)CO)O)O
• IUPAC Name: (2R,3R,4S,5R)-2-(6-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
• InChIKey: XHRJGHCQQPETRH-KQYNXXCUSA-N
• INCHI: 1S/C10H11ClN4O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2/t4-,6-,7-,10-/m1/s1
• Isómeros SMILES: C1=NC2=C(C(=N1)Cl)N=CN2[C@H]3[C@@H]([C@@H]([C@H](O3)CO)O)O
• WGK Alemania: 3
• RTECS: UO7520800
• CAS alternativo: 2004-06-0
• Peso molecular: 286.67
• Beilstein: 40573
• Reaxy-Rn: 1224895
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1224895&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Clase Purine nucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Clase: Purine nucleosides
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine nucleosides
• Alternative Parents: Glycosylamines Pentoses Purines and purine derivatives Halopyrimidines Aryl chlorides N-substituted imidazoles Tetrahydrofurans Heteroaromatic compounds Secondary alcohols Oxacyclic compounds Azacyclic compounds Hydrocarbon derivatives Organochlorides Organonitrogen compounds Organopnictogen compounds Primary alcohols
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Purine nucleoside - Glycosyl compound - N-glycosyl compound - Pentose monosaccharide - Imidazopyrimidine - Purine - Halopyrimidine - Aryl chloride - Aryl halide - Monosaccharide - N-substituted imidazole - Pyrimidine - Azole - Heteroaromatic compound - Imidazole - Tetrahydrofuran - Secondary alcohol - Organoheterocyclic compound - Azacycle - Oxacycle - Organonitrogen compound - Organochloride - Organohalogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Alcohol - Organooxygen compound - Organic oxygen compound - Primary alcohol - Aromatic heteropolycyclic compound
• Descripción: 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: Not available

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

Objetivos asociados (humanos)

ADRA1A Tclin Alpha-1a adrenergic receptor (8359 Activities)

Discover Target: ADRA1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

TDP1 Tchem Tyrosyl-DNA phosphodiesterase 1 (345557 Activities)

Discover Target: TDP1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

LMNA Tbio Prelamin-A/C (36751 Activities)

Discover Target: LMNA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

USP1 Tchem Ubiquitin carboxyl-terminal hydrolase 1 (22556 Activities)

Discover Target: USP1

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Objetivos asociados (no humanos)

Vaccinia virus (4609 Activities)

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Human alphaherpesvirus 1 (11089 Activities)

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Hepatitis C virus (23859 Activities)

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J774.A1 (2436 Activities)

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Vero (26788 Activities)

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Bacillus anthracis (2936 Activities)

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ffp 4'-phosphopantetheinyl transferase ffp (24982 Activities)

Discover Target: ffp

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Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in water. (10.6 mg/mL)
• Rotación específica [α]: [a]20/D -42.0 to -48.0 deg(C=0.8, H2O)
• Punto de fusión (°C): 158-162°C
• Peso molecular: 286.670 g/mol
• XLogP3: 0.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 286.047 Da
• Monoisotopic Mass: 286.047 Da
• Topological Polar Surface Area: 114.000 Ų
• Heavy Atom Count: 19
• Formal Charge: 0
• Complexity: 339.000
• 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

Referencias

1. Shi-Yi Zhang, Guo-Neng Fu, Li-Hua Du, Hang Lin, Ao-Ying Zhang, Han-Jia Xie, Zhi-Kai Sheng, Miao-miao Xue, Bing-lin Yan, Yi Liu, Zhi-Xuan Ruan, Bing-Le Pan, Tong-Yao Zhou, Xi-Ping Luo.  (2024)  Continuous flow biocatalysis: synthesis of purine nucleoside esters catalyzed by lipase TL IM from Thermomyces lanuginosus.  RSC Advances,  14  (16): (10953-10961).  [PMID:38577433] [10.1039/D4RA00097H]