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Basic Description
| Synonyms | (1R,2R,4S,5S,7s)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-7-yl (S)-3-hydroxy-2-phenylpropanoate | Alloxanthin (VAN) | B. W. 55-5 | 1H,3H,9H-Alloxanthine | Oxipurinolum [INN-Latin] | CCG-321461 | DTXSID4035209 | Oxipurinol | Oxipurinol [INN] | D02365 |
|---|---|
| Specifications & Purity | ≥98%(HPLC) |
| Storage Temp | Room temperature |
| Shipped In | Normal |
| Action Type | INHIBITOR |
| Mechanism of action | Xanthine dehydrogenase inhibitor |
| Product Description |
Oxypurinol has been used as a xanthine oxidase inhibitor, to evaluate its effects on hepatocellular carcinoma cell proliferation. It has also been used as a xanthine inhibitor to elucidate its contribution in the induction of hpv16 late gene expression. Oxypurinol, an allopurinol metabolite, is used as an inhibitor to study the specificity and kinetics of of xanthine oxidase(s). Oxypurinol is also used as an anti-inflammatory agent via inhibition of xanthine oxidase. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Organoheterocyclic compounds
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Class
Imidazopyrimidines
- Subclass Purines and purine derivatives
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Class
Imidazopyrimidines
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Superclass
Organoheterocyclic compounds
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Imidazopyrimidines |
| Subclass | Purines and purine derivatives |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Xanthines |
| Alternative Parents | Pyrazolo[3,4-d]pyrimidines Alkaloids and derivatives Pyrimidones Vinylogous amides Pyrazoles Heteroaromatic compounds Lactams Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Xanthine - Pyrazolopyrimidine - Pyrazolo[3,4-d]pyrimidine - Alkaloid or derivatives - Pyrimidone - Pyrimidine - Azole - Pyrazole - Vinylogous amide - Heteroaromatic compound - Lactam - Azacycle - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Organooxygen compound - Hydrocarbon derivative - Organonitrogen compound - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as xanthines. These are purine derivatives with a ketone group conjugated at carbons 2 and 6 of the purine moiety. |
| External Descriptors | C40 isoprenoids (tetraterpenes) |
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Associated Targets(Human)
XDH
Tclin
Xanthine dehydrogenase/oxidase (2 Activities)
| Activity Type | Activity Value -log(M) | Mechanism of Action | Activity Reference | Publications (PubMed IDs) |
|---|
XDH
Tclin
Xanthine dehydrogenase (1038 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
GMNN
Tbio
Geminin (128009 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Associated Targets(non-human)
ampC
Beta-lactamase AmpC (62480 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 |
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rep
Replicase polyprotein 1ab (378 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
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Txnrd1
Thioredoxin reductase 1, cytoplasmic (45279 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
| Pubchem Sid | 488202828 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488202828 |
| IUPAC Name | 1,7-dihydropyrazolo[3,4-d]pyrimidine-4,6-dione |
| INCHI | InChI=1S/C5H4N4O2/c10-4-2-1-6-9-3(2)7-5(11)8-4/h1H,(H3,6,7,8,9,10,11) |
| InChIKey | HXNFUBHNUDHIGC-UHFFFAOYSA-N |
| Smiles | C1=NNC2=C1C(=O)NC(=O)N2 |
| Isomeric SMILES | C1=NNC2=C1C(=O)NC(=O)N2 |
| Molecular Weight | 152.11 |
| Reaxy-Rn | 139956 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=139956&ln= |
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 H2206195 |
Certificate of Analysis | May 13, 2025 | O168987 |
| H2206197 |
Certificate of Analysis | May 12, 2025 | O168987 |
| H2206193 |
Certificate of Analysis | May 12, 2025 | O168987 |
| L2411003 |
Certificate of Analysis | Dec 12, 2024 | O168987 |
| C2023170 |
Certificate of Analysis | Jan 11, 2023 | O168987 |
| L2404160 |
Certificate of Analysis | Jun 05, 2022 | O168987 |
| B2222149 |
Certificate of Analysis | Mar 05, 2022 | O168987 |
Chemical and Physical Properties
| Solubility | Soluble in DMSO |
|---|---|
| Melt Point(°C) | >300℃ |
| Molecular Weight | 152.110 g/mol |
| XLogP3 | -0.900 |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 0 |
| Exact Mass | 152.033 Da |
| Monoisotopic Mass | 152.033 Da |
| Topological Polar Surface Area | 86.900 Ų |
| Heavy Atom Count | 11 |
| Formal Charge | 0 |
| Complexity | 217.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| 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. Xue-Ting Shao, Yue-Tong Zhao, Bing Jiang, Yan-Ying Li, Jian-Guo Lin, De-Gao Wang. (2023) Evaluation of Three Chronic Diseases by Selected Biomarkers in Wastewater. ACS ES&T Water, 3 (4): (943–953). |
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