Piperine 胡椒碱

CAS 94-62-2 MFCD00005839

化学结构图

94-62-2
SMILES: O=C(C=CC=Cc1ccc2c(c1)OCO2)N1CCCCC1

化学属性

Mol. FormulaC17H19NO3
Mol. Weight285.34
Melting Point131-135
TSCAYes
Density1.25
SolubilitySoluble in ethanol (57 mg/ml), DMSO (57 mg/ml), alcohol (66.67 mg/ml), chloroform (588.24 mg/ml), and ether (27.78 mg/ml).
Stability对光线、湿度、空气敏感

别名和识别编码

Chemical NamePiperine
Synonym (E,E)-1-[5-(1,3-苯并二氧戊环-5-基)-1-氧代-2,4-戊二烯基]-哌啶 1-(5-(1,3-苯并二氧代-5-基)-1-氧代-2,4-戊二烯基(-(E,E)-哌啶 (E,E)-5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoylpiperidide 1-胡椒酰哌啶 1,3-benzodioxol-5-yl-1-oxo-2,4-pentadienyl-piperine 1-(5-(1,3-苯并二氧代-5-基)-1-氧代-2,4-戊二烯基(-(E,E)-哌啶 1-PIPEROYLPIPERIDINE 1-PIPERYLPIPERIDINE 1-[5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, 1-Piperoylpiperidine 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-,(E,E)-Piperidine 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-,(e,e)-piperidin 1-胡椒酰哌啶 1-胡椒醯哌啶 Piperidine, 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-, (E,E)- Piperin Piperine {} {} {Chemicalbook} 胡椒碱, 98+%
MDL NumberMFCD00005839
PubChem Substance ID87574654
Beilstein Registry Number90741
CAS Number94-62-2
EC Number202-348-0
Merck Number7472
Chemical Name Translation胡椒碱
Reaxys-RN90741
Wiswesser Line NotationT56 BO DO CHJ G1U2U1V- AT6NTJ
LabNetwork Molecule IDLN00196190
InChIInChI=1S/C17H19NO3/c19-17(18-10-4-1-5-11-18)7-3-2-6-14-8-9-15-16(12-14)21-13-20-15/h2-3,6-9,12H,1,4-5,10-11,13H2/b6-2+,7-3+
Canonical SMILESO=C(N1CCCCC1)/C=C/C=C/C2=CC=C(OCO3)C3=C2
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分类

  • {SNA} Alkaloid, Bioactive Small Molecules, Building Blocks, C16 to C36, Chemical Synthesis, Heterocyclic Building Blocks, Nutrition Research,
  • {SNA} Alphabetical Listings, Certified Food Grade Products, Flavors and Fragrances, Halal Certified Products, Kosher Certified Products, N-P, O - Z, O-P, O-Z
  • {SNA} Alpha
  • {SA} Bioactive Small Molecules, Building Blocks, C16 to C36, Cell Biology, Chemical Synthesis, Heterocyclic Building Blocks, P, Piperidines
  • {SNA} Alphabetical Listings, Bioactive Small Molecules,

产品应用

  • A black pepper extract TRPV1 activator.

相关文献及参考

  • [2]. Meghwal M,et al. Piper nigrum and piperine: an update. Phytother Res. 2013 Aug;27(8):1121-30.
  • [3]. Li C, et al. Non-linear pharmacokinetics of piperine and its herb-drug interactions with docetaxel in Sprague-Dawley rats. J Pharm Biomed Anal. 2016 Sep 5;128:286-93.
  • [4]. Zhai WJ, et al. Piperine Plays an Anti-Inflammatory Role in Staphylococcus aureus Endometritis by Inhibiting Activation of NF-κB and MAPK Pathways in Mice. Evid Based Complement Alternat Med. 2016;2016:8597208.
  • 3. E. A. Correa, et al., Bioorg. Med. Chem. 18 , 3299-3306, (2010) 摘要
  • 4. P. L. Sangwan, et al., Bioorg. Med. Chem. 16 , 9847-9857, (2008) 摘要
  • 5. S. K. Dubey , et al., Eur. J. Med. Chem. 43 , 1837-1846, (2008) 摘要
  • 6. W. da S. Ferreira, et al., Bioorg. Med. Chem. 16 , 2984-2991, (2008) 摘要
  • Merck 14 ,7472
  • Merck: 14,7472
  • Merck: 14,7472 Beilstein:20,79
  • [1]. Paarakh PM, et al. In vitro cytotoxic and in silico activity of

安全信息

WGK Germany3
GHS Symbol
Hazard statements
  • H302 Harmful if swallowed 吞食有害
Hazard Codes Xn Xn,Xi Xn,N
RTECSTN2321500
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Signal word Warning
Safety Statements
  • S22 Do not breathe dust 不要吸入粉尘；
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套；
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中，参考特别指示/安全收据说明书；
Risk Statements
  • R21/22 Harmful in contact with skin and if swallowed 皮肤接触和不慎吞咽有害
  • R22 Harmful if swallowed 吞咽有害
  • R62 Possible risk of impaired fertility 有削弱生殖能力的危险
Precautionary statements
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西，喝水或吸烟。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P301+P312
  • P301+P312+P330
  • P302+P352
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Storage condition 2-8°C 储存温度2-8℃ 
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - hamster
DOSE/DURATION           : 105 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Behavioral - changes in motor activity (specific assay)
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 16,351,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 330 mg/kg
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 16,351,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 34 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Behavioral - changes in motor activity (specific assay)
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 16,351,1983

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 514 mg/kg
TOXIC EFFECTS :
   Behavioral - excitement
   Behavioral - changes in motor activity (specific assay)
   Lungs, Thorax, or Respiration - other changes
REFERENCE :
   TOLED5 Toxicology Letters.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1977-  Volume(issue)/page/year: 16,351,1983

TYPE

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 700 mg/kg
SEX/DURATION            : female 1-7 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total number of implants per corpora lutea)
REFERENCE :
   IJSIDW Indian Journal of Pharmaceutical Sciences.  (Kalina, Santa Cruz
   (East), Bombay 400 029, India)  V.40(2)-    1978-  Volume(issue)/page/year:
   40,113,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 125 mg/kg
SEX/DURATION            : female 8-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - abortion
REFERENCE :
   CCPTAY Contraception.  (Geron-X, Inc., POB 1108, Los Altos, CA 94022)  V.1-
   1970-  Volume(issue)/page/year: 26,625,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 400 mg/kg
SEX/DURATION            : female 2-5 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 25 mg/kg
SEX/DURATION            : female 8-12 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - abortion
REFERENCE :
   CCPTAY Contraception.  (Geron-X, Inc., POB 1108, Los Altos, CA 94022)  V.1-
   1970-  Volume(issue)/page/year: 26,625,1982

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperi

其他信息

  • 储运特性:库房通风低温干燥; 与食品原料分开储运
  • MSDS 信息:(E,E)-1-[5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-piperidine(94-62-2).msds
  • 类别:农药
  • 可燃性危险特性:燃烧产生有毒氮氧化物气体
  • 图谱信息:胡椒碱(94-62-2)Raman光谱 胡椒碱(94-62-2)核磁图( 1 HNMR) 胡椒碱(94-62-2)红外图谱(IR1) 胡椒碱(94-62-2)红外图谱(IR2)
  • Piperine is an alkaloid from black pepper that shows chemopreventive, cytotoxic, anti-inflammatory, and antioxidant effects. It is suggested that piperine exerts its chemopreventive effect by augmenting antioxidant defense system and modulating lipid peroxidation.
  • MOL 文件:94-62-2.mol
  • Sigma Aldrich:94-62-2(sigmaaldrich)
  • 急性毒性:口服- 大鼠 LD50: 514 毫克/ 公斤; 口服- 小鼠 LD50: 330 毫克/ 公斤
  • 毒性分级:高毒
  • Hazard Note:Irritant
  • 外观性质:胡椒碱作为最早从胡椒中分离出的一种生物碱，是胡椒中含量及活性最高的一种化学成分。溶解度： 40 MG/L水 (18°C) ， 1G/15ML 乙醇 - 1G/1.7ML 氯仿， 1G/36ML 乙醚，溶于苯和冰乙酸，实际上不溶于石油醚。 熔点：129ºC
  • 海关编码:29399990
  • 灭火剂:干粉、泡沫、砂土
  • Alfa Aesar:胡椒碱,98+% Piperine, 98%(94-62-2)
  • 食品添加剂最大允许使用量最大允许残留量标准:添加剂中文名称 允许使用该种添加剂的食品中文名称 添加剂功能 最大允许使用量（g/kg） 最大允许残留量（g/kg） 胡椒碱 食品 食品用香料 用于配制香精的各香料成分不得超过在GB 2760中的最大允许使用量和最大允许残留量
  • TCI Shanghai:胡椒碱 Piperine,>;97.0%(N)(94-62-2)
  • 胡椒碱价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 61003780 胡椒碱;胡椒辣碱 5g 102.3元 2011/04/16 P0460 胡椒碱 Piperine 5G 495元 2011/04/16 P0460 胡椒碱 Piperine 1G 182元
  • 胡椒碱作为最早从胡椒中分离出的一种生物碱，是胡椒中含量及活性最高的一种化学成分。溶解度： 40 MG/L水 (18°C) ， 1G/15ML 乙醇 - 1G/1.7ML 氯仿， 1G/36ML 乙醚，溶于苯和冰乙酸，实际上不溶于石油醚。
  • Acros Organics:胡椒碱 Piperine, 98%(94-62-2)
  • FEMA:2909

系列性分类

  1. Application Areas 应用领域分类
  2. Flavors and Fragrances 香精香料
  3. Certified Food Grade Products - Flavors and Fragrances
  1. Life Science 生命科学
  2. Cell Biology 细胞生物学
  3. Bioactive Small Molecules - Cell Biology
  4. P - Bioactive Small Molecules
  1. Life Science 生命科学
  2. Nutrition Research 营养研究
  3. Phytochemicals by Chemical Classification - Nutrition Research
  4. Alkaloid - Phytochemicals by Chemical Classification
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Homopiperidines 同哌啶
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Piperazines 哌嗪
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Piperidines 哌啶
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Piperidines 哌啶
  5. C16 to C36 - Piperidines
  1. Life Science 生命科学
  2. Biochemistry / Glyco-Chemistry
  3. Alkaloids
  1. Medical Research Areas
  2. Metabolism
  3. Endogenous Metabolite  (内源性代谢物)

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