胡椒碱

CYP3 Selective Inhibitors | Activators
  • CAS编号: 94-62-2(DMSO)
  • 分子式: C17H19NO3
  • 分子量: 285.34
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P407794-1ml
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Compound libraries (12332)

基本描述

英文别名 1-Piperoylpiperidine | 2,4-Pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E,4E)-
规格或纯度 Moligand™, 10mM in DMSO
英文名称 Piperine
生化机理 胡椒碱(1-哌酰基哌啶)是一种生物碱,是黑胡椒和长辣椒辛辣味的来源,也被用于某些传统医药和杀虫剂中。
储存温度 -80℃储存
运输条件 超低温冰袋运输
产品介绍

Piperine is an alkaloid from black pepper that shows chemopreventive, cytotoxic, anti-inflammatory, and antioxidant effects. It is sμggested that piperine exerts its chemopreventive effect by aμgmenting antioxidant defense system and modulating lipid peroxidation.A black pepper extract TRPV1 activator.

Information

Piperine (1-Piperoylpiperidine) is the alkaloid responsible for the pungency of black pepper and long pepper, which has also been used in some forms of traditional medicine and as an insecticide.
In vitro

Piperine (1-Piperoylpiperidine) is the alkaloid responsible for the pungency of black pepper and long pepper, along with chavicine (an isomer of piperine). It has also been used in some forms of traditional medicine and as an insecticide. Piperine has been found to inhibit human CYP3A4 and P-glycoprotein, enzymes important for the metabolism and transport of xenobiotics and metabolites. Piperine is found to be cytotoxic towards DLA and EAC cells at a concentration of 250 μ g/ml. Piperine (1.14 mg/dose/animal) could inhibit the solid tumor development in mice induced with DLA cells and increase the life span of mice bearing Ehrlich ascites carcinoma tumor.

In vivo

LD50: Mice 15.1mg/kg (i.v.), 43mg/kg (i.p.), 200mg/kg (s.c.), 330mg/kg (i.g.); Rats 33.5mg/kg (i.p.), 514mg/kg (i.g.)
Cell Data

cell lines:

Concentrations:

Incubation Time:

Powder Purity:≥98%

关联靶点(人)

TRPV1 Tclin 瞬时受体电位阳离子通道亚家族V成员1(Transient receptor potential cation channel subfamily V member 1) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)
MAOB Tclin 胺氧化酶[含黄素]B(Amine oxidase [flavin-containing] B) (1 活性数据)
活性类型 活性值-log(M) 作用机制 期刊 参考文献(PubMed IDs)

名称和识别符

分子类型 小分子
Canonical SMILES O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N3CCCCC3
分子量 285.34

化学和物理性质

溶解性 Solubility (25°C) In vitro DMSO: 56 mg/mL warmed with 50ºC Water: bath (196.94 mM); Ethanol: 11 mg/mL warmed with 50ºC Water: bath (38.68 mM); Water: Insoluble;

安全和危险性(GHS)

技术规格说明书

Concentration(Compounding value) 9-11(mmol/L)
Record the entire process by video Conform

质检证书(CoA,COO,BSE/TSE 和分析图谱)

C of A & Other Certificates(BSE/TSE, COO):
输入批号以搜索分析图谱:

此产品的引用文献

1. Miao Zhong, Lingzhen Chen, Yue Tao, Jintao Zhao, Bingbing Chang, Fang Zhang, Jingwen Tu, Wenqing Cai, Baoxin Zhang.  (2023)  Synthesis and evaluation of Piperine analogs as thioredoxin reductase inhibitors to cause oxidative stress-induced cancer cell apoptosis.  BIOORGANIC CHEMISTRY,  (106589).  [PMID:37320912] [10.1016/j.bioorg.2023.106589]
2. Ligang Yu, Xiaoyue Zhang, Wenyan Sun, Guang Shen, Yukun Yang, Maomao Zeng.  (2023)  The influence of piperine on oxidation-induced porcine myofibrillar protein gelation behavior and fluorescent advanced glycation end products formation in model systems.  FOOD CHEMISTRY,  420  (136119).  [PMID:37060667] [10.1016/j.foodchem.2023.136119]
3. Ning Jia, Pengfei Guo, Kaiyuan Zhang, Chen Liu, Ruihao Chen, Zhe Liu, Qian Ye, Hongqiang Wang.  (2022)  Defect Passivation by Natural Piperine Molecule Enabling for Stable Perovskite Solar Cells with Efficiencies over 23%.  ACS Sustainable Chemistry & Engineering,  10  (49): (16359–16367).  [10.1021/acssuschemeng.2c05527]
4. Ligang Yu, Yong Li, Yukun Yang, Caixia Guo, Meiping Li.  (2022)  Inhibitory effects of curcumin and piperine on fluorescent advanced glycation end products formation in a bovine serum albumin–fructose model.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  57  (7): (4646-4655).  [10.1111/ijfs.15804]
5. Song Lingyu, Wang Yan, Zhen Yunhuan, Li Dengke, He Xidong, Yang Hong, Zhang Huayang, Liu Qi.  (2020)  Piperine inhibits colorectal cancer migration and invasion by regulating STAT3/Snail-mediated epithelial–mesenchymal transition.  BIOTECHNOLOGY LETTERS,  42  (10): (2049-2058).  [PMID:32500474] [10.1007/s10529-020-02923-z]
6. Liu Kai, Liu Huijun, Li Zhendong, Li Wei, Li Liuxing.  (2020)  In vitro dissolution study on inclusion complex of piperine with ethylenediamine-β-cyclodextrin.  JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY,  96  (3): (233-243).  [10.1007/s10847-020-00980-5]
7. Hongyan He, Qi Zhang, Jian-Rong Wang, Xuefeng Mei.  (2017)  Structure, physicochemical properties and pharmacokinetics of resveratrol and piperine cocrystals.  CRYSTENGCOMM,  19  (41): (6154-6163).  [10.1039/C7CE01468F]

参考文献

1. 陈帅.  (2020)  Core-shell nanoparticles for co-encapsulation of coenzyme Q10 and piperine: Surface engineering of hydrogel shell around protein core.  Food Hydrocolloids,  (103): (105651).  [https://doi.org/10.1016/j.foodhyd.2020.105651]
2. Miao Zhong, Lingzhen Chen, Yue Tao, Jintao Zhao, Bingbing Chang, Fang Zhang, Jingwen Tu, Wenqing Cai, Baoxin Zhang.  (2023)  Synthesis and evaluation of Piperine analogs as thioredoxin reductase inhibitors to cause oxidative stress-induced cancer cell apoptosis.  BIOORGANIC CHEMISTRY,  (106589).  [PMID:37320912] [10.1016/j.bioorg.2023.106589]
3. Ligang Yu, Xiaoyue Zhang, Wenyan Sun, Guang Shen, Yukun Yang, Maomao Zeng.  (2023)  The influence of piperine on oxidation-induced porcine myofibrillar protein gelation behavior and fluorescent advanced glycation end products formation in model systems.  FOOD CHEMISTRY,  420  (136119).  [PMID:37060667] [10.1016/j.foodchem.2023.136119]
4. Ning Jia, Pengfei Guo, Kaiyuan Zhang, Chen Liu, Ruihao Chen, Zhe Liu, Qian Ye, Hongqiang Wang.  (2022)  Defect Passivation by Natural Piperine Molecule Enabling for Stable Perovskite Solar Cells with Efficiencies over 23%.  ACS Sustainable Chemistry & Engineering,  10  (49): (16359–16367).  [10.1021/acssuschemeng.2c05527]
5. Ligang Yu, Yong Li, Yukun Yang, Caixia Guo, Meiping Li.  (2022)  Inhibitory effects of curcumin and piperine on fluorescent advanced glycation end products formation in a bovine serum albumin–fructose model.  INTERNATIONAL JOURNAL OF FOOD SCIENCE AND TECHNOLOGY,  57  (7): (4646-4655).  [10.1111/ijfs.15804]
6. Song Lingyu, Wang Yan, Zhen Yunhuan, Li Dengke, He Xidong, Yang Hong, Zhang Huayang, Liu Qi.  (2020)  Piperine inhibits colorectal cancer migration and invasion by regulating STAT3/Snail-mediated epithelial–mesenchymal transition.  BIOTECHNOLOGY LETTERS,  42  (10): (2049-2058).  [PMID:32500474] [10.1007/s10529-020-02923-z]
7. Liu Kai, Liu Huijun, Li Zhendong, Li Wei, Li Liuxing.  (2020)  In vitro dissolution study on inclusion complex of piperine with ethylenediamine-β-cyclodextrin.  JOURNAL OF INCLUSION PHENOMENA AND MACROCYCLIC CHEMISTRY,  96  (3): (233-243).  [10.1007/s10847-020-00980-5]
8. Hongyan He, Qi Zhang, Jian-Rong Wang, Xuefeng Mei.  (2017)  Structure, physicochemical properties and pharmacokinetics of resveratrol and piperine cocrystals.  CRYSTENGCOMM,  19  (41): (6154-6163).  [10.1039/C7CE01468F]

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