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Tolcapone 3-β-D-glucuronide

CAT: 0804-HY-126194Size: 1 EachDry Ice: NoHazardous: No
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CAT#:0804-HY-126194Size:1 Each
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Description
Tolcapone 3-β-D-glucuronide (Ro 61-1448) is an O-methyl metabolite of Tolcapone and is pharmacologically inactive. Tolcapone (Ro 40-7592) is a selective, potent and orally active COMT inhibitor with an IC50of 773 nM. Tolcapone can inhibits α-syn and Aβ42 oligomerization and fibrillogenesis. Tolcapone can cause oxidative stress and induce cancer cells apoptosis and ROS production. Tolcapone can be used for the researches of cancer and neurological disease, such as Parkinson disease and neuroblastoma[1][2][3][4][5].
CAS Number
204853-33-8
Product Name Alternative
Ro 61-1448
UNSPSC
12352005
Target
Amyloid-β; Apoptosis; COMT; Drug Metabolite; Reactive Oxygen Species (ROS)
Type
Natural Products
Related Pathways
Apoptosis; Immunology/Inflammation; Metabolic Enzyme/Protease; Neuronal Signaling; NF-κB
Applications
Metabolism-protein/nucleotide metabolism
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/tolcapone-3-β-d-glucuronide.html
Smiles
O[C@@H]1[C@@H](O)[C@H](O)[C@H](O[C@H]1OC2=CC(C(C3=CC=C(C=C3)C)=O)=CC([N+]([O-])=O)=C2O)C(O)=O
Molecular Formula
C20H19NO11
Molecular Weight
449.36
References & Citations
[1]P Heizmann, et al. Determination of the catechol-O-methyltransferase inhibitor tolcapone and three of its metabolites in animal and human plasma and urine by reversed-phase high-performance liquid chromatography with ultraviolet detection. J Chromatogr B Biomed Sci Appl. 1999 Jul 9;730 (2) :153-60.|[2]De Santi C, et al. Catechol-O-methyltransferase: variation in enzyme activity and inhibition by entacapone and tolcapone. Eur J Clin Pharmacol. 1998 May;54 (3) :215-9.|[3]Di Giovanni S, et al. Entacapone and tolcapone, two catechol O-methyltransferase inhibitors, block fibril formation of alpha-synuclein and beta-amyloid and protect against amyloid-induced toxicity. J Biol Chem. 2010 May 14;285 (20) :14941-14954. |[4]Ceravolo R, et al. 18F-dopa PET evidence that tolcapone acts as a central COMT inhibitor in Parkinson's disease. Synapse. 2002 Mar 1;43 (3) :201-7.|[5]Maser T, et al. Tolcapone induces oxidative stress leading to apoptosis and inhibition of tumor growth in Neuroblastoma. Cancer Med. 2017 Jun;6 (6) :1341-1352.
Shipping Conditions
Room temperature
Scientific Category
Natural Products
Clinical Information
No Development Reported