2′-Deoxyinosine - Moligand™, ≥98% , CAS No.890-38-0

CAS: 890-38-0 Cat. No.: D119465 Molecular Weight: 252.23 Beilstein Registry Number: 33517 EC Number: 212-964-1

GRADE & PURITY Moligand™, ≥98%

Synonyms

9-(2-deoxy-beta-D-erythro-pentofuranosyl)-Hypoxanthine | 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one | bmse000942 | 1871BC26-669C-4B3A-8203-11AAECAA0F70 | 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-1,9-dihydro-6H-purin-6-one | BDBM504

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

2′-Deoxyinosine is a nucleoside composed of hypoxanthine attached to 2′-deoxyribose via a β-N9-glycosidic bond. 2′-Deoxyinosine in DNA can arise from deamination of adenosine. 2′-deoxyinsine can be used as a model compound to study the chemistry of adduct formation and radical chemistry that may affect DNA structures. 2′-Deoxyinosine is used to produce hybridization-sensitive fluorescent DNA probes with self-avoidance ability.

Specifications

Synonyms

9-(2-deoxy-beta-D-erythro-pentofuranosyl)-Hypoxanthine | 9-[(2R, 4S, 5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-purin-6-one | bmse000942 | 1871BC26-669C-4B3A-8203-11AAECAA0F70 | 9-(2-Deoxy-b-D-erythro-pentofuranosyl)-1, 9-dihydro-6H-purin-6-one | BDBM504

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

2 ′ - deoxyinosine is a substance that is passed by hypoxanthine β- A nucleoside formed by the connection of N9 glycosidic bond and 2 '- deoxyribose. 2 '- deoxyinosine in DNA can come from the deamination of adenosine. 2 '- deoxyinosine can be used as a m

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504773233
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504773233
• Canonical Smiles: C1C(C(OC1N2C=NC3=C2N=CNC3=O)CO)O
• IUPAC Name: 9-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-1H-purin-6-one
• InChIKey: VGONTNSXDCQUGY-RRKCRQDMSA-N
• INCHI: 1S/C10H12N4O4/c15-2-6-5(16)1-7(18-6)14-4-13-8-9(14)11-3-12-10(8)17/h3-7,15-16H,1-2H2,(H,11,12,17)/t5-,6+,7+/m0/s1
• Isomeric SMILES: C1[C@@H]([C@H](O[C@H]1N2C=NC3=C2N=CNC3=O)CO)O
• WGK Germany: 3
• Molecular Weight: 252.23
• Beilstein: 33517
• Reaxy-Rn: 25897708
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=25897708&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Nucleosides, nucleotides, and analogues
    • Class Purine nucleosides
      • Subclass Purine 2'-deoxyribonucleosides

• Kingdom: Organic compounds
• Superclass: Nucleosides, nucleotides, and analogues
• Class: Purine nucleosides
• Subclass: Purine 2'-deoxyribonucleosides
• Intermediate Tree Nodes: Not available
• Direct Parent: Purine 2'-deoxyribonucleosides
• Alternative Parents: Hypoxanthines 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 2'-deoxyribonucleoside - Hypoxanthine - Imidazopyrimidine - Purine - Hydroxypyrimidine - N-substituted imidazole - Pyrimidine - Tetrahydrofuran - Heteroaromatic compound - Azole - Imidazole - Secondary alcohol - Azacycle - Organoheterocyclic compound - Oxacycle - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Alcohol - Organic oxygen compound - Primary alcohol - Organic nitrogen compound - Organopnictogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as purine 2'-deoxyribonucleosides. These are compounds consisting of a purine linked to a ribose which lacks a hydroxyl group at position 2.
• External Descriptors: purine 2'-deoxyribonucleoside

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

Associated Targets(Human)

ADA Tclin Adenosine deaminase (129 Activities)

Discover Target: ADA

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

VDR Tclin Vitamin D receptor (26531 Activities)

Discover Target: VDR

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

Mechanisms of Action

Chemical and Physical Properties

• Specific Rotation[α]: -16° (C=1,H2O)
• Melt Point(°C): 220°C(dec.)(lit.)
• Molecular Weight: 252.230 g/mol
• XLogP3: -1.700
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 2
• Exact Mass: 252.086 Da
• Monoisotopic Mass: 252.086 Da
• Topological Polar Surface Area: 109.000 Ų
• Heavy Atom Count: 18
• Formal Charge: 0
• Complexity: 377.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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. Qiangqiang Jia, Zufan Yang, Qian Wang, Haishan Yang, Xiaofeng Tang, Hongyang Zhang, Lingling Cao, Gong Zhang.  (2023)  A liquid chromatography-tandem mass spectrometry method for comprehensive determination of metabolites in the purine pathway of rat plasma and its application in anti-gout effects of Lycium ruthenicum Murr..  JOURNAL OF SEPARATION SCIENCE,  46  (21): (2300090).  [PMID:37688342] [10.1002/jssc.202300090]

2. Pei Liu, Xiao-ying Tan, Huang-qin Zhang, Ke-lei Su, Er-xin Shang, Qing-ling Xiao, Sheng Guo, Jin-ao Duan.  (2023)  Optimal compatibility proportional screening of Trichosanthis Pericarpium - Trichosanthis Radix and its anti - Inflammatory components effect on experimental zebrafish and coughing mice.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:37634750] [10.1016/j.jep.2023.117096]

3. Chang Xiangwei, Zhang Zhenyu, Yan Hui, Su Shulan, Wei Dandan, Guo Sheng, Shang Erxin, Sun Xiaodong, Gui Shuangying, Duan Jinao.  (2021)  Discovery of Quality Markers of Nucleobases, Nucleosides, Nucleotides and Amino Acids for Chrysanthemi Flos From Different Geographical Origins Using UPLC–MS/MS Combined With Multivariate Statistical Analysis.  Frontiers in Chemistry,      [PMID:34422760] [10.3389/fchem.2021.689254]

4. Huang-qin Zhang, Pei Liu, Jin-ao Duan, Ling Dong, Er-xin Shang, Da-wei Qian, Zhen-hua Zhu, Hui-wei Li, Wei-wen Li.  (2019)  Comparative Analysis of Carbohydrates, Nucleosides and Amino Acids in Different Parts of Trichosanthes kirilowii Maxim. by (Ultra) High-Performance Liquid Chromatography Coupled with Tandem Mass Spectrometry and Evaporative Light Scattering Detector Methods.  MOLECULES,  24  (7): (1440).  [PMID:30979080] [10.3390/molecules24071440]

5. Shaoqing Zhu, Sheng Guo, Jin-ao Duan, Dawei Qian, Hui Yan, Xiuxiu Sha, Zhenhua Zhu.  (2017)  UHPLC-TQ-MS Coupled with Multivariate Statistical Analysis to Characterize Nucleosides, Nucleobases and Amino Acids in Angelicae Sinensis Radix Obtained by Different Drying Methods.  MOLECULES,  22  (6): (918).  [PMID:28587175] [10.3390/molecules22060918]

6. Bing Feng, Yanjing Lu, Bowen Zhang, Ying Zhu, Zuqing Su, Lipeng Tang, Laijun Yang, Tong Wang, Chunxia He, Chutian Li, Jie Zhao, Xirun Zheng, Guangjuan Zheng.  (2024)  Integrated microbiome and metabolome analysis reveals synergistic efficacy of basil polysaccharide and gefitinib in lung cancer through modulation of gut microbiota and fecal metabolites.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:39414535] [10.1016/j.ijbiomac.2024.135992]

7. Liyue Hou, Zhen Zhang, Siqi Li, Ligai Bai.  (2025)  Specific extraction of S-adenosylhomocysteine from urine with boronate affinity mechanism based on a tube-tip adsorbent.  ANALYTICA CHIMICA ACTA,      [PMID:40057311] [10.1016/j.aca.2025.343811]

8. SunHongzheng , HanLongsen , GuoYueshuai , AnHuiqing , WangBing , ZhangXiangzheng , LiJiashuo , JiangYingtong , WangYue , SunGuangyi , ZhuShuai , TangShoubin , GeJuan , ChenMinjian , GuoXuejiang , WangQiang.  (2024)  The global phosphorylation landscape of mouse oocytes during meiotic maturation.  EMBO JOURNAL,      [PMID:39256562] [10.1038/s44318-024-00222-1]