CAS 3621-38-3|Jatrorrhizine
| Common Name | Jatrorrhizine | ||
|---|---|---|---|
| CAS Number | 3621-38-3 | Molecular Weight | 338.377 |
| Density | / | Boiling Point | / |
| Molecular Formula | C20H20NO4+ | Melting Point | / |
| MSDS | ChineseUSA | Flash Point | / |
| Symbol | GHS09 | Signal Word | Warning |
Names
| Name | 2,9,10-Trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol |
|---|---|
| Synonym | More Synonyms |
Jatrorrhizine BiologicalActivity
| Description | Jatrorrhizine is a potent and orally active uptake-2 transporter inhibitor, it can be isolated from various Chinese medicinal plants[1]. Jatrorrhizine exhibits a critical neuroprotective role in H2O2-induced apoptosis via inhibition of MAPK pathway in HT22 hippocampal neurons[2]. |
|---|---|
| Related Catalog | Signaling Pathways >>Others >>Others |
| Target | Uptake-2 transporter[1] |
| In Vitro | Organic cation transporters (OCTs) and the plasma membrane monoamine transporter (PMAT) are major uptake-2 transporters[1]. Jatrorrhizine significantly inhibits the plasma membrane monoamine transporter (PMAT) -mediated MPP+ uptake in a concentration-dependent manner with an IC50 value of 1.05 μM[1]. Jatrorrhizine demonstrates a more powerful inhibition on serotonin (5-HT) and norepinephrine (NE) uptake mediated by hOCT2 and hOCT3 than that mediated by PMAT[1]. Jatrorrhizine attenuates the H2O2-induced Bcl-2/Bax ratio reduction and caspase-3 activation in these neurons[2]. |
| References | [1]. Sun S, et al. Jatrorrhizine reduces 5-HT and NE uptake via inhibition of uptake-2 transporters and produces antidepressant-like action in mice. Xenobiotica. 2019 Oct;49(10):1237-1243. |
Chemical & Physical Properties
| Molecular Formula | C20H20NO4+ |
|---|---|
| Molecular Weight | 338.377 |
| Exact Mass | 338.138672 |
| PSA | 51.80000 |
| LogP | -1.89 |
| InChIKey | MXTLAHSTUOXGQF-UHFFFAOYSA-O |
| SMILES | COc1cc2c(cc1O)CC[n+]1cc3c(OC)c(OC)ccc3cc1-2 |
| Storage condition | 2-8°C |
Safety Information
| Symbol | GHS09 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H400 |
| Precautionary Statements | P273 |
| Hazard Codes | N |
| Risk Phrases | 50 |
| Safety Phrases | 61 |
| RIDADR | UN 3077 9 / PGIII |
| HS Code | 2933990090 |
Customs
| HS Code | 2933990090 |
|---|---|
| Summary | 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0% |
Articles25
More Articles| Effect of jatrorrhizine on delayed gastrointestinal transit in rat postoperative ileus. J. Pharm. Pharmacol. 64(3) , 413-9, (2012) Postoperative ileus is major cause of postoperative complication and prolonged hospitalization. Jatrorrhizine, which is a protoberberine alkaloid isolated from the medicinal plants Berberis aristata a... | |
| Intestinal absorption mechanisms of berberine, palmatine, jateorhizine, and coptisine: involvement of P-glycoprotein. Xenobiotica 41(4) , 290-6, (2011) The absorption and transport mechanisms of berberine, palmatine, jateorhizine, and coptisine were studied using a Caco-2 cells uptake and transport model, with the addition of cyclosporin A and verapa... | |
| Pharmacokinetics and metabolism of jatrorrhizine, a gastric prokinetic drug candidate. Biopharm. Drug Dispos. 33(3) , 135-45, (2012) Jatrorrhizine, a protoberberine alkaloid derived from Coptis chinensis, is currently under investigation as a natural gastric prokinetic drug candidate. In vitro and in vivo studies were conducted to ... |
Synonyms
| Neprotine |
| YATROIZINE HCL |
| Neprotin |
| Dibenzo[a,g]quinolizinium, 5,6-dihydro-3-hydroxy-2,9,10-trimethoxy- |
| 3-Hydroxy-2,9,10-trimethoxy-5,6-dihydroisoquino[3,2-a]isoquinolinium |
| 3-Hydroxy-2,9,10-trimethoxy-5,6-dihydroisoquinolino[3,2-a]isoquinolinium |
| NEPROTINE IODIDE |
| Jateorrhizine |
| Jatrorrhizine |
| jatorrhizine |
| Jateorhizine |
| Jatrorrhizin |
| NEPROTINE HCL |
| 7,8,13,13a-Tetradehydro-3-hydroxy-2,9,10-trimethoxyberbinium |
| Yatrorizine |
