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    1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine

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    2D Structure
    Also known as: 94-62-2, 1-piperoylpiperidine, Bioperine, Piperin, 7780-20-3, Fema no. 2909
    Molecular Formula
    C17H19NO3
    Molecular Weight
    285.34  g/mol
    InChI Key
    MXXWOMGUGJBKIW-YPCIICBESA-N
    FDA UNII
    U71XL721QK
    piperine is a natural product found in Macropiper, Piper boehmeriifolium, and other organisms with data available.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
    2.1.2 InChI
    InChI=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+
    2.1.3 InChI Key
    MXXWOMGUGJBKIW-YPCIICBESA-N
    2.1.4 Canonical SMILES
    C1CCN(CC1)C(=O)C=CC=CC2=CC3=C(C=C2)OCO3
    2.1.5 Isomeric SMILES
    C1CCN(CC1)C(=O)/C=C/C=C/C2=CC3=C(C=C2)OCO3
    2.2 Other Identifiers
    2.2.1 UNII
    U71XL721QK
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. ((1-5-(1,3)-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine

    2. (1-(5-(1,3)-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine

    3. 1-piperoylpiperidine

    4. Piperine, (e,e)-isomer

    5. Piperine, (e,z)-isomer

    6. Piperine, (z,e)-isomer

    7. Piperine, (z,z)-isomer

    2.3.2 Depositor-Supplied Synonyms

    1. 94-62-2

    2. 1-piperoylpiperidine

    3. Bioperine

    4. Piperin

    5. 7780-20-3

    6. Fema No. 2909

    7. (e,e)-1-piperoylpiperidine

    8. N-[(e,e)-piperoyl]piperidine

    9. (2e,4e)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

    10. Ai 3-01439

    11. Piperidine, 1-piperoyl-, (e,e)-

    12. Piperidine, 1-[(2e,4e)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-

    13. (2e,4e)-5-(2h-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

    14. Nsc-21727

    15. 1-[(2e,4e)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine

    16. (2e,4e)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one

    17. N-(e,e)-piperoyl-piperidine

    18. Chembl43185

    19. U71xl721qk

    20. Chebi:28821

    21. Nsc21727

    22. Piperoylpiperidine

    23. Piperidine, 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-, (e,e)-

    24. Piperidine, 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (e,e)-

    25. Dsstox_cid_1805

    26. Piperidine, 1-(5-(3,4-methylenedioxyphenyl)-1-oxo-2,4-pentadienyl)-

    27. 1-[(2e,4e)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine

    28. Dsstox_rid_76339

    29. Dsstox_gsid_21805

    30. 1-[(2e,4e)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine

    31. 5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

    32. Piperidine, 1-((2e,4e)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-

    33. Piperine [usp]

    34. Smr000112278

    35. Ccris 5572

    36. Piperine (aliphatic)

    37. 1-piperoylpiperidine, (e,e)-

    38. Sr-01000638580

    39. Piperidine, 1-piperoyl-

    40. Einecs 202-348-0

    41. Nsc 21727

    42. Unii-u71xl721qk

    43. (2e,4e)-5-(1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

    44. (2e,4e)-5-(benzo(d)(1,3)dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one

    45. Cas-94-62-2

    46. Piperine,(s)

    47. 1-piperylpiperidine

    48. Prestwick_398

    49. Black Pepper Extract

    50. Mfcd00005839

    51. 1,3-benzodioxol-5-yl-1-oxo-2,4-pentadienyl-piperine

    52. 1-piperoyl-piperidine

    53. Nsc 242267

    54. Piperine, >=97%

    55. St079380

    56. Starbld0008505

    57. Piperidine, (e,e)-

    58. Piperine [fhfi]

    59. Piperine [inci]

    60. Ai3-01439

    61. Piperine [mi]

    62. Prestwick2_000474

    63. Prestwick3_000474

    64. Spectrum5_001507

    65. Piperine [usp-rs]

    66. Piperine [who-dd]

    67. 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, (e,e)-

    68. Piperine, >=97%, Fg

    69. Schembl94058

    70. Schembl94059

    71. Bspbio_000608

    72. Bspbio_002515

    73. Piperine, Analytical Standard

    74. Mls002153830

    75. Mls002473213

    76. Bidd:er0675

    77. Spectrum1500873

    78. Bpbio1_000670

    79. Gtpl2489

    80. N-ee-piperoyl-piperidine

    81. Dtxsid3021805

    82. Piperine (1-piperoylpiperidine)

    83. Chebi:93043

    84. Fema 2909

    85. Hms502p16

    86. 2,4-pentadien-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2e,4e)-

    87. Hms1569o10

    88. Hms1921m12

    89. Hms2092m22

    90. Hms2096o10

    91. Hms2270m18

    92. Pharmakon1600-01500873

    93. 1-trans,trans-piperinoyl-piperidine

    94. Amy40672

    95. Bcp18901

    96. Hy-n0144

    97. Zinc1529772

    98. Tox21_201990

    99. Tox21_302746

    100. 1-(5-(3,4-methylenedioxyphenyl)-1-oxo-2,4-pentadienyl)piperidine

    101. 1-piperoyl-(e,e)-piperidine

    102. Bbl027541

    103. Bdbm50148573

    104. Ccg-39991

    105. Nsc757803

    106. S2344

    107. Stl377909

    108. (2e,4e)-5-(1,3-benzodioxol-5-yl)-1-(1-piperidyl)penta-2,4-dien-1-one

    109. Akos003369047

    110. Cs-6155

    111. Db12582

    112. Nsc-757803

    113. Sdccgmls-0066693.p001

    114. Idi1_000954

    115. (piperidin-1-yl)penta-2,4-dien-1-one

    116. Ncgc00094872-01

    117. Ncgc00094872-02

    118. Ncgc00094872-03

    119. Ncgc00094872-04

    120. Ncgc00094872-05

    121. Ncgc00094872-06

    122. Ncgc00094872-09

    123. Ncgc00256392-01

    124. Ncgc00259539-01

    125. Ac-11746

    126. As-17442

    127. Ls-14576

    128. Sbi-0051621.p002

    129. Cs-0368434

    130. N1674

    131. P0460

    132. Sw196642-2

    133. C03882

    134. P-6920

    135. Ab00052185_08

    136. Ag-205/01792022

    137. Q414501

    138. (2e,4e)-5-(benzo[d][1,3]dioxol-5-yl)-1-

    139. Sr-01000638580-1

    140. Sr-01000638580-2

    141. Sr-01000638580-5

    142. Sr-01000638580-6

    143. Brd-k59522102-001-08-8

    144. Piperine (constituent Of Black Pepper) [dsc]

    145. Q27164772

    146. 1,3-benzodioxol-5-yl-1-oxo-2,4-pentadienyl-piperidine

    147. Piperine, European Pharmacopoeia (ep) Reference Standard

    148. 1-[5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine

    149. 4-(1,3-benzodioxole-5-yl)-1,3-butenylpiperidino Ketone

    150. Piperine, United States Pharmacopeia (usp) Reference Standard

    151. 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-1-penta-2,4-dienone

    152. Piperidine,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (e,e)-

    153. (e,e) 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine

    154. (e,e)-1-(5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl)piperidine

    155. 1-[(2e,4e)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine #

    156. 147030-08-8

    2.4 Create Date
    2004-09-16
    3 Chemical and Physical Properties
    Molecular Weight 285.34 g/mol
    Molecular Formula C17H19NO3
    XLogP33.5
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count3
    Exact Mass285.13649347 g/mol
    Monoisotopic Mass285.13649347 g/mol
    Topological Polar Surface Area38.8 Ų
    Heavy Atom Count21
    Formal Charge0
    Complexity412
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count2
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Cytochrome P-450 Enzyme Inhibitors

    Drugs and compounds which inhibit or antagonize the biosynthesis or actions of CYTOCHROME P-450 ENZYMES. (See all compounds classified as Cytochrome P-450 Enzyme Inhibitors.)