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Piperine

PubChem CID: 638024

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Compound Synonyms piperine, 94-62-2, 1-Piperoylpiperidine, Piperin, Bioperine, 7780-20-3, Piperoylpiperidine, FEMA No. 2909, (E,E)-1-piperoylpiperidine, Piperidine, 1-piperoyl-, (E,E)-, CCRIS 5572, 1-Piperoylpiperidine, (E,E)-, piperidine, 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one, AI 3-01439, EINECS 202-348-0, UNII-U71XL721QK, NSC 21727, NSC-21727, Piperine [USP], N-(E,E)-piperoyl-piperidine, (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one, U71XL721QK, N-[(E,E)-Piperoyl]piperidine, 1-Piperoyl-piperidine, DTXSID3021805, CHEBI:28821, (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one, MFCD00005839, 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine, 1,3-Benzodioxol-5-yl-1-oxo-2,4-pentadienyl-piperine, CHEMBL43185, Piperidine, 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-, (E,E)-, DTXCID701805, 1-(5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, (E,E)-, NSC21727, Piperine (USP), Piperidine, 1-(5-(3,4-methylenedioxyphenyl)-1-oxo-2,4-pentadienyl)-, PIPERINE (USP-RS), PIPERINE [USP-RS], 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine, Piperidine, 1-((2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-, Piperidine, 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (E,E)-, N-((E,E)-Piperoyl)piperidine, 1-[(2E,4E)-5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, (E,E)-1-(5-(1,3-BENZODIOXOL-5-YL)-2,4-PENTADIENOYL)PIPERIDINE, 5-(Benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one, SMR000112278, Piperine (aliphatic), SR-01000638580, Piperidine, 1-piperoyl-, Bioperine, 1-Piperoylpiperidine, 1-((2E,4E)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl)piperidine, 1-((2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl)piperidine, 1-((2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one, CAS-94-62-2, Piperine,(S), 1-Piperylpiperidine, Prestwick_398, Piperine1537, Piperine (Standard), NSC 242267, Piperine, >=97%, ST079380, starbld0008505, Piperidine, (E,E)-, PIPERINE [FHFI], AI3-01439, PIPERINE [MI], Prestwick2_000474, Prestwick3_000474, Spectrum5_001507, PIPERINE [WHO-DD], Piperine, >=97%, FG, SCHEMBL94058, SCHEMBL94059, BSPBio_000608, BSPBio_002515, Piperine, analytical standard, MLS002153830, MLS002473213, BIDD:ER0675, SPECTRUM1500873, BPBio1_000670, GTPL2489, N-EE-PIPEROYL-PIPERIDINE, Piperine (1-Piperoylpiperidine), CHEBI:93043, FEMA 2909, HMS502P16, HY-N0144R, N-[(E,E)-piperoyl]-piperidine, HMS1569O10, HMS1921M12, HMS2092M22, HMS2096O10, HMS2270M18, Pharmakon1600-01500873, 1-trans,trans-piperinoyl-piperidine, BCP18901, HY-N0144, Tox21_201990, Tox21_302746, ((1-5-(1,3)-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, (1-(5-(1,3)-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, 1-(5-(3,4-Methylenedioxyphenyl)-1-oxo-2,4-pentadienyl)piperidine, 1-PIPEROYL-(E,E)-PIPERIDINE, BBL027541, BDBM50148573, CCG-39991, NSC757803, s2344, STL377909, (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(1-piperidyl)penta-2,4-dien-1-one, AKOS003369047, AKOS040750229, CS-6155, DB12582, FP27074, NSC-757803, SDCCGMLS-0066693.P001, IDI1_000954, (piperidin-1-yl)penta-2,4-dien-1-one, NCGC00094872-01, NCGC00094872-02, NCGC00094872-03, NCGC00094872-04, NCGC00094872-05, NCGC00094872-06, NCGC00094872-09, NCGC00094872-17, NCGC00256392-01, NCGC00259539-01, AC-11746, AS-17442, LS-14576, SBI-0051621.P002, CS-0368434, NS00009248, P0460, SW196642-2, EN300-20100, PIPERINE (CONSTITUENT OF BLACK PEPPER), C03882, AB00052185_08, EN300-7392817, AG-205/01792022, Q414501, (2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-, SR-01000638580-1, SR-01000638580-2, SR-01000638580-5, SR-01000638580-6, BRD-K59522102-001-08-8, BRD-K59522102-001-13-8, BRD-K59522102-001-14-6, BRD-K59522102-001-15-3, PIPERINE (CONSTITUENT OF BLACK PEPPER) [DSC], Q27164772, 1,3-Benzodioxol-5-yl-1-oxo-2,4-pentadienyl-piperidine, Piperine, European Pharmacopoeia (EP) Reference Standard, Z104476830, 1-[5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, (E,E)-5-(3,4-Methylenedioxyphenyl)-2,4-pentadienoylpiperidide, Piperine, United States Pharmacopeia (USP) Reference Standard, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-1-penta-2,4-dienone, 5-(1,3-dioxaindan-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one, Piperidine,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (E,E)-, (E,E) 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine, 1-[(2E,4E)-5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine #, (2E,4E)-5-(1,3-dioxaindan-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one, (2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-(1-piperidinyl)-2 ,4-pentadien-1-one, (E,E)-1-[5-(1,3-Benzodioxol-5-yl)-2 ,4-pentadienoyl]piperidi ne, 1-Piperoylpiperidine, 147030-08-8, 202-348-0, InChI=1/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
Ghose Rule True
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 38.8
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level CC(CCCCC1CCC2CCCC2C1)C1CCCCC1
Np Classifier Class Piperidine alkaloids
Deep Smiles O=CNCCCCC6))))))/C=C/C=C/cccccc6)OCO5
Heavy Atom Count 21.0
Description Constituent of pepper (Piper nigrum) (Piperaceae). Isopiperine is found in herbs and spices and pepper (spice).
Scaffold Graph Node Level OC(CCCCC1CCC2OCOC2C1)N1CCCCC1
Isotope Atom Count 0.0
Molecular Complexity 412.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;imppat_phytochem;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Uniprot Id P28593, P0A0J7, P21396, P19643, Q64133, Q8BW75, Q8NER1, Q99714, B2RXH2, P51151, Q16637, P51450, P00352, Q962Y6, P28482, P00811, O15118, P15428, P08684, Q16236, Q96QE3, P19793, Q9UNA4, Q96RI1, P04150, P37231, P08659, P08183, P35869, P17405, Q99700, P38398, Q9R1A7, O42275, P81908, P02769, P27338, P21397, P07339, Q9NUW8, Q9Y6L6, Q9NPD5, P18507, A0A0C5K5S3, P04798, n.a., P09917, P0DTD1, P10275, Q03181
Iupac Name (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
Prediction Hob 1.0
Veber Rule True
Classyfire Superclass Alkaloids and derivatives
Target Id NPT472, NPT149, NPT48, NPT537, NPT93, NPT94, NPT282, NPT538, NPT151, NPT109, NPT668, NPT582, NPT261, NPT1547, NPT570
Xlogp 3.5
Superclass Alkaloids and derivatives
Gsk 4 400 Rule True
Molecular Formula C17H19NO3
Scaffold Graph Node Bond Level O=C(C=CC=Cc1ccc2c(c1)OCO2)N1CCCCC1
Prediction Swissadme 1.0
Inchi Key MXXWOMGUGJBKIW-YPCIICBESA-N
Silicos It Class Soluble
Fcsp3 0.3529411764705882
Logs -4.324
Rotatable Bond Count 3.0
State Solid
Logd 3.446
Synonyms 1-[(2e,4e)-5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine, 1-[(2e,4e)-5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, 1-Piperoyl-(e,e)-piperidine, 1-Piperoyl-piperidine, 1-Piperoylpiperidine, Isopiperine, Isochavicine, Chavicine, (E,E)-1-piperoylpiperidine, 1-Piperoylpiperidine, (E,E)-, FEMA 2909, N-(e,e)-piperoyl-piperidine, N-[(e,e)-piperoyl]piperidine, N-ee-piperoyl-piperidine, Piperidine, 1-piperoyl-, (E,E)-, Piperin, Piperine, (e,e)-1-Piperoylpiperidine, 1-[(2E,4E)-5-(1,3-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine, 1-[(2E,4E)-5-(1,3-Benzodioxol-5-yl)-2,4-pentadienoyl]piperidine, N-[(e,e)-Piperoyl]piperidine, Bioperine, N-(e,e)-Piperoyl-piperidine, N-Ee-piperoyl-piperidine, Piperine, (e,Z)-isomer, Piperine, (Z,e)-isomer, Piperine, (Z,Z)-isomer, ((1-5-(1,3)-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, (1-(5-(1,3)-Benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine, Piperine, (e,e)-isomer, piperin, piperine
Substituent Name Piperine, Alkaloid or derivatives, N-acyl-piperidine, Benzodioxole, Styrene, Benzenoid, Piperidine, Tertiary carboxylic acid amide, Tertiary amine, Carboxamide group, Oxacycle, Azacycle, Organoheterocyclic compound, Ether, Carboxylic acid derivative, Acetal, Hydrocarbon derivative, Organooxygen compound, Organonitrogen compound, Carbonyl group, Amine, Aromatic heteropolycyclic compound
Esol Class Soluble
Functional Groups c/C=C/C=C/C(=O)N(C)C, c1cOCO1
Compound Name Piperine
Kingdom Organic compounds
Prediction Hob Swissadme 1.0
Exact Mass 285.136
Formal Charge 0.0
Monoisotopic Mass 285.136
Hydrogen Bond Acceptor Count 3.0
Molecular Weight 285.34
Gi Absorption True
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 2.0
Molecular Framework Aromatic heteropolycyclic compounds
Lipinski Rule Of 5 True
Esol -3.736355171428572
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+
Smiles C1CCN(CC1)C(=O)/C=C/C=C/C2=CC3=C(C=C2)OCO3
Nring 3.0
Np Classifier Biosynthetic Pathway Alkaloids
Defined Bond Stereocenter Count 2.0
Egan Rule True
Taxonomy Direct Parent Alkaloids and derivatives
Np Classifier Superclass Lysine alkaloids

  • 1. Outgoing r'ship FOUND_IN to/from Abies Webbiana (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Aframomum Melegueta (Plant) Rel Props:Reference:ISBN:9780387706375
  • 3. Outgoing r'ship FOUND_IN to/from Anethum Graveolens (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Anethum Sowa (Plant) Rel Props:Reference:ISBN:9788172361150
  • 5. Outgoing r'ship FOUND_IN to/from Artemisia Coerulescens (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 6. Outgoing r'ship FOUND_IN to/from Brickellia Longifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 7. Outgoing r'ship FOUND_IN to/from Bupleurum Rigidum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 8. Outgoing r'ship FOUND_IN to/from Carpesium Longifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 9. Outgoing r'ship FOUND_IN to/from Cochlearia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 10. Outgoing r'ship FOUND_IN to/from Coelogyne Nitida (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 11. Outgoing r'ship FOUND_IN to/from Crocus Corsicus (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 12. Outgoing r'ship FOUND_IN to/from Curcuma Longa (Plant) Rel Props:Reference:https://www.ncbi.nlm.nih.gov/pubmed/27529277
  • 13. Outgoing r'ship FOUND_IN to/from Dichotomanthes Tristaniicarpa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 14. Outgoing r'ship FOUND_IN to/from Dracontium Loretense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 15. Outgoing r'ship FOUND_IN to/from Euphorbia Wangii (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 16. Outgoing r'ship FOUND_IN to/from Frullania Brasiliensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 17. Outgoing r'ship FOUND_IN to/from Homalium Laurifolium (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 18. Outgoing r'ship FOUND_IN to/from Hydrastis Canadensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 19. Outgoing r'ship FOUND_IN to/from Magnolia Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 20. Outgoing r'ship FOUND_IN to/from Matsumurella Chinensis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 21. Outgoing r'ship FOUND_IN to/from Palisota Barteri (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 22. Outgoing r'ship FOUND_IN to/from Pentanema Indicum (Plant) Rel Props:Reference:ISBN:9788185042145
  • 23. Outgoing r'ship FOUND_IN to/from Piper Argyrophyllum (Plant) Rel Props:Reference:ISBN:9788185042138
  • 24. Outgoing r'ship FOUND_IN to/from Piper Attenuatum (Plant) Rel Props:Reference:ISBN:9780387706375
  • 25. Outgoing r'ship FOUND_IN to/from Piper Bantamense (Plant) Rel Props:Reference:ISBN:9788172362461
  • 26. Outgoing r'ship FOUND_IN to/from Piper Betle (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 27. Outgoing r'ship FOUND_IN to/from Piper Cubeba (Plant) Rel Props:Reference:ISBN:9788172363130
  • 28. Outgoing r'ship FOUND_IN to/from Piper Guineense (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 29. Outgoing r'ship FOUND_IN to/from Piper Longum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 30. Outgoing r'ship FOUND_IN to/from Piper Nigrum (Plant) Rel Props:Source_db:cmaup_ingredients;fooddb_chem_all;npass_chem_all
  • 31. Outgoing r'ship FOUND_IN to/from Piper Peepuloides (Plant) Rel Props:Reference:ISBN:9788185042084
  • 32. Outgoing r'ship FOUND_IN to/from Piper Retrofractum (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 33. Outgoing r'ship FOUND_IN to/from Piper Sylvaticum (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788185042084
  • 34. Outgoing r'ship FOUND_IN to/from Piper Trioicum (Plant) Rel Props:Reference:ISBN:9788185042114
  • 35. Outgoing r'ship FOUND_IN to/from Piper Wallichii (Plant) Rel Props:Reference:ISBN:9780387706375; ISBN:9788172362461; ISBN:9788185042084
  • 36. Outgoing r'ship FOUND_IN to/from Podocarpus Minor (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 37. Outgoing r'ship FOUND_IN to/from Rubia Cordifolia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 38. Outgoing r'ship FOUND_IN to/from Schefflera Venulosa (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 39. Outgoing r'ship FOUND_IN to/from Silene Banksia (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 40. Outgoing r'ship FOUND_IN to/from Valeriana Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all
  • 41. Outgoing r'ship FOUND_IN to/from Verbesina Virginica (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all