6681-15-8
2,9,10-trimethoxy-5,13a-dihydro-6H-isoquino[3,2-a]isoquinolin-3-ol
CAS: 6681-15-8;1168-00-9
Molecular Formula: C20H20NO4.ClH
6681-15-8 - Names and Identifiers
| Name | 2,9,10-trimethoxy-5,13a-dihydro-6H-isoquino[3,2-a]isoquinolin-3-ol |
| Synonyms | Nsc150445 Neprotine chloride Jatrorrhizine Hcl(Rg) Yatrorhizine chloride Jatrochizine chloride JATRORRHIZINE HCL(RG) Jatorrhizine, chloride Jatrorrhizine hydrochloride 2,9,10-trimethoxy-5,13a-dihydro-6H-isoquino[3,2-a]isoquinolin-3-ol |
| CAS | 6681-15-8 1168-00-9 |
| InChI | InChI=1/C20H19NO4.ClH/c1-23-18-5-4-12-8-16-14-10-19(24-2)17(22)9-13(14)6-7-21(16)11-15(12)20(18)25-3;/h4-5,8-11H,6-7H2,1-3H3;1H/p+1 |
6681-15-8 - Physico-chemical Properties
| Molecular Formula | C20H20NO4.ClH |
| Molar Mass | 374.842 |
| Melting Point | 208-210 °C(Solv: methanol (67-56-1)) |
| Solubility | Soluble in methanol |
| Appearance | Orange pink |
| Storage Condition | Inert atmosphere,Room Temperature |
| In vitro study | Jatrorrhizine has antiplasmodial and antiamoebic activity, it against Plasmodium falciparum and E. histolytica with IC 50 values of 3.15 and 82.7 µM, respectively.The hOCT2 (organic cation transporter 2), hOCT3, and PMAT (plasma membrane monoamine transporter) are capable of transporting monoamine neurotransmitters in the brain. Jatrorrhizine has the inhibitory potency of jatrorrhizine on 5-HT and NE uptake in hOCT2-, hOCT3-, and PMAT-transfected cells. Jatrorrhizine strongly inhibits PMAT-mediated MPP + uptake with an IC 50 value of 1.05 μM and reduces 5-HT and NE uptake mediated by hOCT2, hOCT3, and hPMAT with IC 50 values of 0.1-1 μM (for OCT2 and OCT3) and 1-10 μM (for PMAT).Clearance of neurotransmitters released into the synaptic cleft is defined by two distinct processes. Uptake-1, the common target of current applied antidepressants, is comprised of the serotonin transporter (SERT), the “SERT”, had a high affinity but low capacity to take up [3H]5-HT. Uptake-2 transporters are an important supplementary regulation system in monoamine clearancethought to be the “NET”, has low affinity but high capacity to take up [ 3 H]5-HT into brain slices. Jatrorrhizine significantly inhibited 5-HT and NE uptake in synaptosomes at 25 μM and 50 μM. |
6681-15-8 - Risk and Safety
| HS Code | 29399990 |
6681-15-8 - Reference
| Reference Show more | 1. Zhou Jing, Li Lin, Ren Qingling, et al. Comparison of fingerprint and index components between Jiawei ermiao granules and traditional decoction [J]. Chinese Journal of Experimental prescriptions 2018(12). 2. Chen Yang, Cui Bo, fan Yanhao, etc. Study on the difference of intestinal absorption of gegen Qinlian decoction in normal and large intestine damp-heat model rats [J]. Chinese Journal of Traditional Chinese Medicine, 2020, v.45(01):177-186. 3. Chen Xuejian, Yang Mengling, Liu Wei et al. Study on serum pharmacochemistry of effective substance fraction of modified xiaochaihu decoction against gastric ulcer [J]. Chinese Journal of Traditional Chinese Medicine 2018(8):1692-1700. 4. Yan Qi, Li Li, Juanjuan, et al. Simultaneous determination of seven components in the root of altissima nigricans by HPLC [J]. Chinese herbal medicine, 42 Vol. 7, 2020-1588 p. M. 5. Liu Yang, Yin Xiuwen, Wang Ziyu, etc. Study on biopharmaceutics classification system of Coptis chinensis extracts [J]. Chinese Journal of Traditional Chinese Medicine, 2017, 21(v.42):87-94. 6. Li shujiao, Wang Yuqing. On-line screening of antioxidant substances from Coptis chinensis by HPLC-ABTS-DAD-Q-TOF/MS [J]. Chinese Journal of Traditional Chinese Medicine 2018(12). 7. Zhang Chungang, Tang Jingya, Yu, Chen, et al. Extraction, purification and content determination of five main alkaloids from Coptis chinensis [J]. Modern Chinese medicine, 2018, 20(09):116-119 126. 8. Zhang Xiao, Zhang Yali, Miao Xiangzhen, etc. Correlation between anti-tumor activity of different processed products and components of Coptis chinensis and content of six alkaloids [J]. Chinese Journal of Traditional Chinese Medicine, 2019, v.34(06):350-353. 9. Zhou, Jing, Chen, Hui, Peng, et al. Simultaneous determination of seven components in Jiawei ermiao granules by HPLC and establishment of fingerprint [J]. Chinese patent medicine 2018 v.40(02):99-104. 10. Qiu Huihui, Han Ruiting, Sheng Lili, Li Houkai. Comparative study on prevention and treatment of non-alcoholic fatty liver disease with simiaofang granules and decoction [J]. Chinese herbal medicine, 2021,52(04):1031-1038. 11. Kang nianxin, Yuan Yanyan, Zhang Xiao, Lu Yinhui, Li Qingxia, Li Fei, Tan Peng. Establishment of HPLC characteristic chromatogram of alcoholic Coptis chinensis and its cluster analysis and principal component analysis [J]. World Science and Technology-modernization of traditional Chinese medicine, 2020,22(08):2790-2798. 12. Lvhua Wang, Yumei Zhao, Yanan Zhang, tinting Zhang, Jeroen Kool, government W. Somsen, qikin Wang, Zhengjin Jiang, Online screening of acetylcholinesterase inhibitors in natural products using monolith-based immobilized capillary enzyme reactors combined wi 13. [IF=4.759] Lvhuan Wang et al."Online screening of acetylcholinesterase inhibitors in natural products using monolith-based immobilized capillary enzyme reactors combined with liquid chromatography-mass spectrometry."J Chromatogr A. 2018 Aug;1563:135 14. [IF=3.046] Liwei Dong et al."Echinacoside induces apoptotic cancer cell death by inhibiting the nucleotide pool sanitizing enzyme MTH1."Oncotargets Ther. 2015; 8: 3649-3664 15. [IF=5.645] Xiaojin Peng et al."Development of a novel functionality for a highly efficient imidazole-based ionic liquid non-aqueous solvent system for the complete extraction of target alkaloids from Phellodendron amurense Rupr. under ultrasound-assisted conditions. 16. [IF=1.345] Ya-Li Zhang et al."Coptisine suppresses proliferation and inhibits metastasis in human pancreatic cancer PANC-1 cells."J Asian Nat Prod Res. 2020;22(5):452-463 |
6681-15-8 - Reference Information
| biological activity | jatrorhizine chloride is an alkaloid isolated from Coptis chinensis, anti-Plasmodium and antioxidant activity. Jatror Rhizine chchloride is a potent, orally active inhibitor of acetylcholinesterase (AChE) (IC50=872 nM) with 115-fold selectivity for BuChE. Jatrorhizine chchloride reduces the uptake of serotonin (5-HT) and norepinephrine (NE) by inhibiting the activity of uptake-2 transporter. |
| Target | Value |
| AChE () | 872 nM |
| Animal Model: | Male ICR albino mice |
| Dosage: | 5, 10, 20 mg/kg |
| Administration: | Intraperitonealinjection; 5, 10, 20 mg/kg |
| Result: | Reduced immobility period in tail suspension test. |
Last Update：2024-04-09 20:52:54
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Product Name: Jatrorrhizine Iodate Request for quotation
CAS: 1168-00-9
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
CAS: 1168-00-9
Tel: 0714-3999186
Email: 2853786052@qq.com
Mobile: 86+15671228036
QQ: 2853786052
Wechat: 15671228036
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