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2292-16-2 | Phenol, 4-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-7-isoquinolinyl]oxy]-
CAS No: 2292-16-2 Catalog No: AG002LIY MDL No:MFCD01707128
Product Description
Catalog Number:
AG002LIY
Chemical Name:
Phenol, 4-[[(1S)-1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-1-isoquinolinyl]methyl]-2-[[(1R)-1,2,3,4-tetrahydro-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-7-isoquinolinyl]oxy]-
CAS Number:
2292-16-2
Molecular Formula:
C38H44N2O6
Molecular Weight:
624.7658
MDL Number:
MFCD01707128
IUPAC Name:
4-[[(1R)-6,7-dimethoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]-2-[[(1R)-6-methoxy-1-[(4-methoxyphenyl)methyl]-2-methyl-3,4-dihydro-1H-isoquinolin-7-yl]oxy]phenol
InChI:
InChI=1S/C38H44N2O6/c1-39-15-14-27-21-36(44-5)38(23-30(27)31(39)17-24-7-10-28(42-3)11-8-24)46-34-19-25(9-12-33(34)41)18-32-29-22-37(45-6)35(43-4)20-26(29)13-16-40(32)2/h7-12,19-23,31-32,41H,13-18H2,1-6H3/t31-,32-/m1/s1
InChI Key:
MIBATSHDJRIUJK-ROJLCIKYSA-N
SMILES:
COc1ccc(cc1)C[C@H]1N(C)CCc2c1cc(Oc1cc(ccc1O)C[C@@H]1N(C)CCc3c1cc(OC)c(c3)OC)c(c2)OC
Properties
Complexity:
933
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
2
Defined Bond Stereocenter Count:
0
Exact Mass:
624.32g/mol
Formal Charge:
0
Heavy Atom Count:
46
Hydrogen Bond Acceptor Count:
8
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
624.778g/mol
Monoisotopic Mass:
624.32g/mol
Rotatable Bond Count:
10
Topological Polar Surface Area:
72.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.7
Literature
| Title | Journal |
|---|---|
| Demethylation of neferine in human liver microsomes and formation of quinone methide metabolites mediated by CYP3A4 accentuates its cytotoxicity. | Chemico-biological interactions 20141205 |
| Neferine induces reactive oxygen species mediated intrinsic pathway of apoptosis in HepG2 cells. | Food chemistry 20130115 |
| The in vitro inhibition of human CYP1A2, CYP2D6 and CYP3A4 by tetrahydropalmatine, neferine and berberine. | Phytotherapy research : PTR 20120201 |
| Comparative effects of liensinine and neferine on the human ether-a-go-go-related gene potassium channel and pharmacological activity analysis. | Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology 20120101 |
| Effect of neferine on liver ischemia-reperfusion injury in rats. | Transplantation proceedings 20110901 |
| Effects of neferine on the pharmacokinetics of amiodarone in rats. | Biomedical chromatography : BMC 20110801 |
| Synergistic effect of hyperthermia and neferine on reverse multidrug resistance in adriamycin-resistant SGC7901/ADM gastric cancer cells. | Journal of Huazhong University of Science and Technology. Medical sciences = Hua zhong ke ji da xue xue bao. Yi xue Ying De wen ban = Huazhong keji daxue xuebao. Yixue Yingdewen ban 20110801 |
| Neferine increases STI571 chemosensitivity via inhibition of P-gp expression in STI571-resistant K562 cells. | Leukemia & lymphoma 20110401 |
| Protective effect of neferine on endothelial cell nitric oxide production induced by lysophosphatidylcholine: the role of the DDAH-ADMA pathway. | Canadian journal of physiology and pharmacology 20110401 |
| [Effect of different heating methods combined with neferine on the expressions of γH2AX and mdr-1/P-gp in MCF-7/Adr breast cancer cells]. | Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences 20110401 |
| 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. | Arzneimittel-Forschung 20110101 |
| Anti-amnesic activity of neferine with antioxidant and anti-inflammatory capacities, as well as inhibition of ChEs and BACE1. | Life sciences 20100925 |
| Neferine inhibits angiotensin II-stimulated proliferation in vascular smooth muscle cells through heme oxygenase-1. | Acta pharmacologica Sinica 20100601 |
| Antidepressant-like effects of neferine in the forced swimming test involve the serotonin1A (5-HT1A) receptor in mice. | European journal of pharmacology 20100525 |
| Neferine, a bisbenzylisoquinline alkaloid attenuates bleomycin-induced pulmonary fibrosis. | European journal of pharmacology 20100210 |
| Blockade of HERG K+ channel by isoquinoline alkaloid neferine in the stable transfected HEK293 cells. | Naunyn-Schmiedeberg's archives of pharmacology 20090801 |
| Neferine enhances insulin sensitivity in insulin resistant rats. | Journal of ethnopharmacology 20090706 |
| Preparative separation and purification of liensinine, isoliensinine and neferine from seed embryo of Nelumbo nucifera GAERTN using high-speed counter-current chromatography. | Journal of separation science 20090701 |
| Effects of extracts and neferine from the embryo of Nelumbo nucifera seeds on the central nervous system. | Phytomedicine : international journal of phytotherapy and phytopharmacology 20081201 |
| [Neferine protects endothelial cells against damages induced by LPC and relationship with asymmetric dimethylarginine]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081101 |
| Effects of plant extract neferine on cyclic adenosine monophosphate and cyclic guanosine monophosphate levels in rabbit corpus cavernosum in vitro. | Asian journal of andrology 20080301 |
| Relaxation mechanisms of neferine on the rabbit corpus cavernosum tissue in vitro. | Asian journal of andrology 20071101 |
| Improved RP-HPLC method to determine neferine in dog plasma and its application to pharmacokinetics. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20071001 |
| [Metabolic products and pathway of neferine in rat liver]. | Yao xue xue bao = Acta pharmaceutica Sinica 20071001 |
| [Determination of three alkaloids in total alkaloids exfracts from Lotus plumule by RP-HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070901 |
| Effects of neferine on cytosolic free calcium concentration in corpus cavernosum smooth muscle cells of rabbits. | Andrologia 20070801 |
| [Study on preparation technology of plumula nelumbinis Alkaloid Dripping Pill and determination of content by HPLC]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070401 |
| 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. | Journal of pharmaceutical and biomedical analysis 20070104 |
| Fragmentation study on the phenolic alkaloid neferine and its analogues with anti-HIV activities by electrospray ionization tandem mass spectrometry with hydrogen/deuterium exchange and its application for rapid identification of in vitro microsomal metabolites of neferine. | Rapid communications in mass spectrometry : RCM 20070101 |
| [Effect of neferine on the chemotherapic sensitivity of STI 571 to K562/A02 cells]. | Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences 20051001 |
| [Influence of neferine and erythromycin on cellular GSH concentration in K562/A02 cell line]. | Zhong nan da xue xue bao. Yi xue ban = Journal of Central South University. Medical sciences 20040601 |
| Cardiovascular pharmacological effects of bisbenzylisoquinoline alkaloid derivatives. | Acta pharmacologica Sinica 20021201 |
| [Poteintation of vincristine-induced apoptosis by tetrandrine, neferine and dauricine in the human mammary MCF-7 multidrug-resistant cells]. | Yao xue xue bao = Acta pharmaceutica Sinica 20010201 |
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