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  • N-甲基乌药碱

    N-Methylcoclaurine

    N-甲基乌药碱
    产品编号 CFN96775
    CAS编号 5096-70-8
    分子式 = 分子量 C18H21NO3 = 299.37
    产品纯度 >=98%
    物理属性 Powder
    化合物类型 Alkaloids
    植物来源 The flowers of Nelumbo nucifera.
    ChemFaces的产品在影响因子大于5的优秀和顶级科学期刊中被引用
    提供自定义包装
    产品名称 产品编号 CAS编号 包装 QQ客服
    N-甲基乌药碱 CFN96775 5096-70-8 1mg QQ客服:2159513211
    N-甲基乌药碱 CFN96775 5096-70-8 5mg QQ客服:2159513211
    N-甲基乌药碱 CFN96775 5096-70-8 10mg QQ客服:2159513211
    N-甲基乌药碱 CFN96775 5096-70-8 20mg QQ客服:2159513211
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    ChemFaces的产品在许多优秀和顶级科学期刊中被引用

    Cell. 2018 Jan 11;172(1-2):249-261.e12.
    doi: 10.1016/j.cell.2017.12.019.
    IF=36.216(2019)

    PMID: 29328914

    Cell Metab. 2020 Mar 3;31(3):534-548.e5.
    doi: 10.1016/j.cmet.2020.01.002.
    IF=22.415(2019)

    PMID: 32004475

    Mol Cell. 2017 Nov 16;68(4):673-685.e6.
    doi: 10.1016/j.molcel.2017.10.022.
    IF=14.548(2019)

    PMID: 29149595

    ACS Nano. 2018 Apr 24;12(4): 3385-3396.
    doi: 10.1021/acsnano.7b08969.
    IF=13.903(2019)

    PMID: 29553709

    Nature Plants. 2016 Dec 22;3: 16206.
    doi: 10.1038/nplants.2016.205.
    IF=13.297(2019)

    PMID: 28005066

    Sci Adv. 2018 Oct 24;4(10): eaat6994.
    doi: 10.1126/sciadv.aat6994.
    IF=12.804(2019)

    PMID: 30417089
    我们的产品现已经出口到下面的研究机构与大学,并且还在增涨
  • Charles University in Prague (Czech Republic)
  • Chang Gung University (Taiwan)
  • Universidad de Buenos Aires (Argentina)
  • University of Medicine and Pharmacy (Romania)
  • Sanford Burnham Prebys Medical Discovery Institute (USA)
  • Cornell University (USA)
  • Institute of Bioorganic Chemistry Polish Academy of Sciences (Poland)
  • Northeast Normal University Changchun (China)
  • Ateneo de Manila University (Philippines)
  • University of Bonn (Germany)
  • Universidade da Beira Interior (Germany)
  • Hamdard University (India)
  • Weizmann Institute of Science (Israel)
  • Stanford University (USA)
  • More...
  • 国外学术期刊发表的引用ChemFaces产品的部分文献
  • Journal of Plant Growth Regulation2022, 10705-2.
  • JABS2020, 14:2(2020)
  • Toxins (Basel).2020, 12(4):210.
  • Phytomedicine.2021, 93:153796.
  • GxABT2022, 2268.2:15515.
  • Applied Biological Chemistry2022, 71:s13765-022-00743-5.
  • Food Res Int.2022, 157:111207.
  • Molecules.2019, 24(19):E3417
  • Pharmaceutics.2023, 15(9):2355.
  • Pharmaceutics.2021, 13(7):1028.
  • Food Quality and Safety2018, 2:213-219
  • J. ISSAAS2023, 29(2):36-51.
  • Fermentation2023, 9(10), 889
  • BioResources J.2020, 15(3).
  • Front Plant Sci.2021, 12:673337.
  • Nutrients.2024, 16(7):985.
  • The Korea Society of Pha.2014, 300-314
  • Pest Manag Sci.2019, 75(9):2530-2541
  • Onco Targets Ther.2017, 10:3467-3474
  • Sichuan Agricultural University2023, 4630743.
  • PLoS One.2021, 16(6):e0248479.
  • Plants (Basel).2021, 10(11):2317.
  • J Med Food.2021, 24(2):151-160.
  • ...
  • 生物活性
    Description: N-Methylcoclaurine shows binding affinities for the ĸ opioid receptor with the equilibrium dissociation constant (Ki) value of 0.9 ± 0.1 uM. N-methylcoclaurine also shows promising butyrylcholinesterase inhibition activities, with the IC50 value of 15.0 ± 1.4 uM.
    Targets: ĸ opioid receptor | Butyrylcholinesterase
    In vitro:
    J Ethnopharmacol. 2015 Nov 4;174:57-65.
    In vitro opioid receptor affinity and in vivo behavioral studies of Nelumbo nucifera flower.[Pubmed: 26260436 ]
    Nelumbo nucifera Geartn., known as sacred lotus, has been used traditionally in South East Asia as a traditional medicine for various CNS disorders including stress, fever, depression, insomnia, and cognitive conditions. To investigate the in vitro cannabinoid and opioid receptor binding affinities, and in vivo behavioral actions of Nelumbo flower extracts and to isolate the potential compounds to treat CNS associated disorders.
    METHODS AND RESULTS:
    The white and pink flowers of N. nucifera were extracted with 95% EtOH, followed by acid-base partitioning using CHCl3 to give acidic and basic partitions. These partitions were subjected to Centrifugal Preparative TLC (CPTLC) to yield benzyltetrahydroisoquinoline (BTIQ) alkaloids and long chain fatty acids, identified by physical and spectroscopic methods. In addition, EtOH extracts and partitions were analyzed for chemical markers by UHPLC/MS and GC/MS. In vitro neuropharmacological effects were evaluated by cannabinoid (CB1 and CB2) and opioid [delta (δ), kappa (ĸ), and mu (µ)] competitive radioligand binding and GTPγS functional assays. The in vivo behavioral effect was studied through the use of the mouse tetrad assay at 10, 30, 75 and 100mg/kg/ip doses that revealed the effect on locomotion, catalepsy, body temperature, and nociception of acidic and basic CHCl3 partitions, fractions, and compounds. Three aporphines, nuciferine (1), N-nor-nuciferine (2), asimilobine (3), and five BTIQs, armepavine (4), O-methylcoclaurine (5), N-methylcoclaurine (6), coclaurine (7), neferine (10), and a mixture of linoleic and palmitic acids (LA and PA), were identified and evaluated for cannabinoid and opioid receptor displacement activities. Compounds 5-7 showed binding affinities for the ĸ opioid receptor with equilibrium dissociation constant (Ki) values of 3.5 ± 0.3, 0.9 ± 0.1, 2.2 ± 0.2 μM, respectively. Compound 10 displayed affinities for δ-and µ- opioid receptors with Ki values of 0.7 ± 0.1 and 1.8 ± 0.2 μM, respectively, and was determined to be a weak δ agonist by GTPγS functional assay. The mixture of LA and PA (1:1) showed an affinity for δ opioid receptor with a Ki value of 9.2 ± 1.1 μM. The acidic and basic CHCl3 partitions, compounds 1 and 7, and 5-7 mixture were subjected to the tetrad assay, of which the acidic partition displayed decreased locomotion and increased catalepsy, antinociception, and hypothermia in animal at doses of 75-100 mg/kg/ip, and also showed clonic-tonic seizures upon touch at 100mg/kg.
    CONCLUSIONS:
    Bioassay-guided isolation revealed compounds 5-7, 10, and the mixture of LA and PA displayed various degrees of opioid receptor radioligand displacement affinities. The in vivo tetrad assay of acidic CHCl3 partition, enriched with aporphines 1 and 2, displayed actions on all four points of behavioral parameters. It can be concluded that the in vivo mild canabimimetic-type effect observed for the CHCl3 partition is likely mediated through other CNS mechanisms since the extracts, partitions, and isolated compounds had no affinity for the in vitro CB1 and CB2 receptors. This work, along with traditional use and the reported bioactivities of the BTIQ alkaloids, suggested further studies on N. nucifera are needed to understand the roles that the extracts and/or individual compounds might contribute to the behavioral effects.
    Nat Prod Commun. 2015 Apr;10(4):577-80.
    Alkaloids from Peumus boldus and their acetylcholinesterase, butyrylcholinesterase and prolyl oligopeptidase inhibition activity.[Pubmed: 25973480]
    Eleven isoquinoline alkaloids (1-11) were isolated from dried leaves of Peumus boldus Mol. by standard chromatographic methods.
    METHODS AND RESULTS:
    The chemical structures were elucidated by MS, and 1D and 2D NMR spectroscopic analysis, and by comparison with literature data. Compounds isolated in sufficient amount were evaluated for their acetylcholinesterase, and butyrylcholinesterase inhibition activity using Ellman's method. In the prolyl oligopeptidase assay, Z-Gly-Pro-p-nitroanilide was used as substrate. Promising butyrylcholinesterase inhibition activities were demonstrated by two benzylisoquinoline alkaloids, reticuline (8) and N-Methylcoclaurine (9), with IC50 values of 33.6 ± 3.0 μM and 15.0 ± 1.4 μM, respectively.
    CONCLUSIONS:
    Important prolyl oligopeptidase inhibition activities were shown by N-methyllaurotetanine (6) and sinoacutine (4) with IC50 values of 135.4 ± 23.2 μM and 143.1 ± 25.4 μM, respectively. Other tested compounds were considered inactive.
    制备储备液(仅供参考)
    1 mg 5 mg 10 mg 20 mg 25 mg
    1 mM 3.3403 mL 16.7017 mL 33.4035 mL 66.807 mL 83.5087 mL
    5 mM 0.6681 mL 3.3403 mL 6.6807 mL 13.3614 mL 16.7017 mL
    10 mM 0.334 mL 1.6702 mL 3.3403 mL 6.6807 mL 8.3509 mL
    50 mM 0.0668 mL 0.334 mL 0.6681 mL 1.3361 mL 1.6702 mL
    100 mM 0.0334 mL 0.167 mL 0.334 mL 0.6681 mL 0.8351 mL
    * Note: If you are in the process of experiment, it's need to make the dilution ratios of the samples. The dilution data of the sheet for your reference. Normally, it's can get a better solubility within lower of Concentrations.
    部分图片展示
    产品名称 产品编号 CAS编号 分子式 = 分子量 位单 联系QQ
    新化合物X; New compound 10 CFN95343 N/A C23H29NO8 = 447.5 5mg QQ客服:3257982914
    L-(-)-N-去甲亚美罂粟碱; Norarmepavine CFN96773 3195-01-5 C18H21NO3 = 299.37 5mg QQ客服:2056216494
    杏黄罂粟碱; Armepavine CFN93348 524-20-9 C19H23NO3 = 313.39 10mg QQ客服:215959384
    N-甲基杏黄罂粟碱; N-Methylarmepavine CFN95612 74046-21-2 C20H26NO3+ = 328.4 5mg QQ客服:2056216494
    N-甲基乌药碱; N-Methylcoclaurine CFN96775 5096-70-8 C18H21NO3 = 299.37 5mg QQ客服:3257982914
    N-甲基去氢乌药碱; N-Methyldehydrococlaurine CFN95588 N/A C18H20NO3+ = 298.4 5mg QQ客服:2056216494
    四氢罂粟碱盐酸盐; Tetrahydropapaverine hydrochloride CFN96626 6429-04-5 C20H26ClNO4 = 379.88 5mg QQ客服:215959384
    木兰箭毒碱; Magnocurarine CFN93230 6801-40-7 C19H24NO3 = 314.4 20mg QQ客服:2056216494
    Norjuziphine; Norjuziphine CFN92409 74119-87-2 C17H19NO3 = 285.3 5mg QQ客服:1413575084
    Oblongine; Oblongine CFN97013 60008-01-7 C19H24NO3 = 314.4 10mg QQ客服:2159513211

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