Jatrorrhizine

Modify Date: 2025-08-23 14:41:33

Jatrorrhizine Structure
Jatrorrhizine structure
Common Name Jatrorrhizine
CAS Number 3621-38-3 Molecular Weight 338.377
Density N/A Boiling Point N/A
Molecular Formula C20H20NO4+ Melting Point N/A
MSDS Chinese USA Flash Point N/A
Symbol GHS09
GHS09
Signal Word Warning

 Use of Jatrorrhizine


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].

 Names

Name 2,9,10-Trimethoxy-5,6-dihydroisoquinolino[2,1-b]isoquinolin-7-ium-3-ol
Synonym More Synonyms

 Jatrorrhizine Biological Activity

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
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
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
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