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MedKoo Cat#: 598843 | Name: Liensinine

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Liensinine is a novel autophagy/mitophagy inhibitor.

Chemical Structure

Liensinine
Liensinine
CAS#2586-96-1

Theoretical Analysis

MedKoo Cat#: 598843

Name: Liensinine

CAS#: 2586-96-1

Chemical Formula: C37H42N2O6

Exact Mass: 610.3043

Molecular Weight: 610.75

Elemental Analysis: C, 72.76; H, 6.93; N, 4.59; O, 15.72

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Liensinine;
IUPAC/Chemical Name
4-(((R)-6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-1-yl)methyl)-2-(((R)-1-(4-hydroxybenzyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-yl)oxy)phenol
InChi Key
XCUCMLUTCAKSOZ-FIRIVFDPSA-N
InChi Code
InChI=1S/C37H42N2O6/c1-38-14-13-26-20-35(43-4)37(22-29(26)30(38)16-23-6-9-27(40)10-7-23)45-33-18-24(8-11-32(33)41)17-31-28-21-36(44-5)34(42-3)19-25(28)12-15-39(31)2/h6-11,18-22,30-31,40-41H,12-17H2,1-5H3/t30-,31-/m1/s1
SMILES Code
OC1=CC=C(C[C@H]2N(C)CCC3=C2C=C(OC)C(OC)=C3)C=C1OC4=CC5=C(C=C4OC)CCN(C)[C@@H]5CC6=CC=C(O)C=C6
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 610.75 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Zhou J, Li G, Zheng Y, Shen HM, Hu X, Ming QL, Huang C, Li P, Gao N. A novel autophagy/mitophagy inhibitor liensinine sensitizes breast cancer cells to chemotherapy through DNM1L-mediated mitochondrial fission. Autophagy. 2015;11(8):1259-79. doi: 10.1080/15548627.2015.1056970. PubMed PMID: 26114658; PubMed Central PMCID: PMC4590597. 2: Lv SF, Wang XH, Li HW, Zhang XL, Wang B. Quantification of liensinine in rat plasma using ultra-performance liquid chromatography tandem mass spectrometry and its application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jun 15;992:43-6. doi: 10.1016/j.jchromb.2015.04.023. Epub 2015 Apr 20. PubMed PMID: 25939097. 3: Peng LS, Jiang XY, Li ZX, Yi TG, Huang B, Li HL, Zeng Z, Liu Y, Peng SL, He JS, He L, Peng LP. A simple U-HPLC-MS/MS method for the determination of liensinine and isoliensinine in rat plasma. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jun 1;991:29-33. doi: 10.1016/j.jchromb.2015.03.027. Epub 2015 Apr 3. PubMed PMID: 25910234. 4: Sugimoto Y, Nishimura K, Itoh A, Tanahashi T, Nakajima H, Oshiro H, Sun S, Toda T, Yamada J. Serotonergic mechanisms are involved in antidepressant-like effects of bisbenzylisoquinolines liensinine and its analogs isolated from the embryo of Nelumbo nucifera Gaertner seeds in mice. J Pharm Pharmacol. 2015 Dec;67(12):1716-22. doi: 10.1111/jphp.12473. Epub 2015 Aug 5. PubMed PMID: 26246025. 5: Yu Y, Sun S, Wang S, Zhang Q, Li M, Lan F, Li S, Liu C. Liensinine- and Neferine-Induced Cardiotoxicity in Primary Neonatal Rat Cardiomyocytes and Human-Induced Pluripotent Stem Cell-Derived Cardiomyocytes. Int J Mol Sci. 2016 Jan 29;17(2). pii: E186. doi: 10.3390/ijms17020186. PubMed PMID: 26840304; PubMed Central PMCID: PMC4783920. 6: Hu G, Xu RA, Dong YY, Wang YY, Yao WW, Chen ZC, Chen D, Bu T, Ge RS. Simultaneous determination of liensinine, isoliensinine and neferine in rat plasma by UPLC-MS/MS and application of the technique to pharmacokinetic studies. J Ethnopharmacol. 2015 Apr 2;163:94-8. doi: 10.1016/j.jep.2015.01.020. Epub 2015 Jan 28. PubMed PMID: 25636663. 7: Wei T, Liang Z, Jin Y, Zhang L. [Effect of berberine, liensinine and neferine on HERG channel expression]. Zhongguo Zhong Yao Za Zhi. 2013 Jan;38(2):239-44. Chinese. PubMed PMID: 23672049. 8: Dong ZX, Zhao X, Gu DF, Shi YQ, Zhang J, Hu XX, Hu MQ, Yang BF, Li BX. Comparative effects of liensinine and neferine on the human ether-a-go-go-related gene potassium channel and pharmacological activity analysis. Cell Physiol Biochem. 2012;29(3-4):431-42. doi: 10.1159/000338497. Epub 2012 Apr 3. PubMed PMID: 22508050. 9: Yu L, Shen Q, Zhou Q, Jiang H, Bi H, Huang M, Zhou H, Zeng S. In vitro characterization of ABC transporters involved in the absorption and distribution of liensinine and its analogs. J Ethnopharmacol. 2013 Nov 25;150(2):485-91. doi: 10.1016/j.jep.2013.08.061. Epub 2013 Sep 12. PubMed PMID: 24036064. 10: Lin MT, Zhang C, Tang SL, Zhao ZZ, Chen HB, Zhang JY. [Metabolites Identification for Alkaloids from Nelumbinis Plumula in Caco-2 Cells by LC/MS/MS]. Zhong Yao Cai. 2015 Dec;38(12):2531-4. Chinese. PubMed PMID: 27352532. 11: Huang Y, Zhao L, Bai Y, Liu P, Wang J, Xiang J. Simultaneous determination of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera Gaertn. in rat plasma by a rapid HPLC method and its application to a pharmacokinetic study. Arzneimittelforschung. 2011;61(6):347-52. doi: 10.1055/s-0031-1296209. PubMed PMID: 21827045. 12: Zhang X, Wen W, Hu X, Luo S, Cai H. [Determination of liensinine in plasma by high performance liquid chromatography]. Se Pu. 1997 Jul;15(4):347-8. Chinese. PubMed PMID: 15739474. 13: Liu S, Wang B, Li XZ, Qi LF, Liang YZ. Preparative separation and purification of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera GAERTN using high-speed counter-current chromatography. J Sep Sci. 2009 Jul;32(14):2476-81. doi: 10.1002/jssc.200800766. PubMed PMID: 19557808. 14: Hu XM, Zhou BH, Luo SD, Cai HS, Yin WH. [Quantitative determination of liensinine in the embryo Nelumbinis (Nelumbo nucifera Gaertn.) by TLC-scanning]. Zhongguo Zhong Yao Za Zhi. 1993 Mar;18(3):167-8, 192. Chinese. PubMed PMID: 8352904. 15: Hu XM, Zhou BH, Luo SD. [Stability of liensinine injection]. Zhongguo Zhong Yao Za Zhi. 1993 Jun;18(6):345-6, 382. Chinese. PubMed PMID: 8274212. 16: Hu X, Zhang X, Cai H, Lou S, Yin W. [Pharmacokinetics of liensinine in rabbits]. Zhongguo Zhong Yao Za Zhi. 1992 Oct;17(10):622-4, inside back cover. Chinese. PubMed PMID: 1294182. 17: CHAO TY, CHOU YL, YOUNG PT, CHOU TQ. Studies on the alkaloids of embryo loti, Nelumbo nucifera Gaertn. I. Isolation and characterisation of liensinine. Sci Sin. 1962 Feb;11:215-9. PubMed PMID: 13878148. 18: Chen Y, Fan G, Wu H, Wu Y, Mitchell A. Separation, identification and rapid determination of liensine, isoliensinine and neferine from embryo of the seed of Nelumbo nucifera Gaertn. by liquid chromatography coupled to diode array detector and tandem mass spectrometry. J Pharm Biomed Anal. 2007 Jan 4;43(1):99-104. Epub 2006 Jul 18. PubMed PMID: 16846715. 19: Zhang X, Wang X, Wu T, Li B, Liu T, Wang R, Liu Q, Liu Z, Gong Y, Shao C. Isoliensinine induces apoptosis in triple-negative human breast cancer cells through ROS generation and p38 MAPK/JNK activation. Sci Rep. 2015 Jul 29;5:12579. doi: 10.1038/srep12579. PubMed PMID: 26219228; PubMed Central PMCID: PMC4518223. 20: Cao F, Wang T, Ding W, Li Z, Shi S, Wang X. Effects of diacetyl-liensinine on electrophysiology in rabbit ventricular myocytes. BMC Pharmacol Toxicol. 2017 May 5;18(1):33. doi: 10.1186/s40360-017-0137-6. PubMed PMID: 28476169; PubMed Central PMCID: PMC5420095.