pipercallosidine : An enamide that is (2E)-N-isobutylhept-2-enamide which is substituted at position 7 by a 3,4-methylenedioxyphenyl group. A natural product found in Piper sarmentosum. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Piper | genus | A plant genus of the family PIPERACEAE that includes species used for spicy and stimulating qualities.[MeSH] | Piperaceae | A family of flowering plants in the order Piperales best known for the black pepper widely used in SPICES, and for KAVA and Betel used for neuroactive properties.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 5372065 |
| CHEMBL ID | 226637 |
| CHEBI ID | 69688 |
| Synonym |
|---|
| pipercallosidine |
| CHEMBL226637 |
| chebi:69688 , |
| (e)-7-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)hept-2-enamide |
| (2e)-7-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)hept-2-enamide |
| (2e)-n-isobutyl-7-(3,4-methylenedioxyphenyl)hept-2-enamide |
| PWLZXPUSJOUTMB-SOFGYWHQSA-N |
| (2e)-7-(1,3-benzodioxol-5-yl)-n-isobutyl-2-heptenamide # |
| ncgc00347573-02_c18h25no3_2-heptenamide, 7-(1,3-benzodioxol-5-yl)-n-(2-methylpropyl)-, (2e)- |
| NCGC00347573-02 |
| Q27138030 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs." | ( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019) | 0.51 |
| Role | Description |
|---|---|
| metabolite | Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. |
| apoptosis inducer | Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. |
| plant metabolite | Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| [role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Class | Description |
|---|---|
| alkaloid | Any of the naturally occurring, basic nitrogen compounds (mostly heterocyclic) occurring mostly in the plant kingdom, but also found in bacteria, fungi, and animals. By extension, certain neutral compounds biogenetically related to basic alkaloids are also classed as alkaloids. Amino acids, peptides, proteins, nucleotides, nucleic acids, amino sugars and antibiotics are not normally regarded as alkaloids. Compounds in which the nitrogen is exocyclic (dopamine, mescaline, serotonin, etc.) are usually classed as amines rather than alkaloids. |
| benzodioxoles | |
| enamide | An alpha,beta-unsaturated carboxylic acid amide of general formula R(1)R(2)C=CR(3)-C(=O)NR(4)R(5) in which the amide C=O function is conjugated to a C=C double bond at the alpha,beta position. |
| secondary carboxamide | A carboxamide resulting from the formal condensation of a carboxylic acid with a primary amine; formula RC(=O)NHR(1). |
| [compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] | |
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID289063 | Growth inhibition of HepG2 cells | 2007 | Journal of natural products, Jun, Volume: 70, Issue:6 | Bioactive polyketides from Peperomia duclouxii. |
| AID289062 | Growth inhibition of VA13 cells | 2007 | Journal of natural products, Jun, Volume: 70, Issue:6 | Bioactive polyketides from Peperomia duclouxii. |
| AID289061 | Growth inhibition of WI38 cells | 2007 | Journal of natural products, Jun, Volume: 70, Issue:6 | Bioactive polyketides from Peperomia duclouxii. |
| AID1165214 | Antiproliferative activity against human KB cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165215 | Antiproliferative activity against human KBVIN cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165213 | Antiproliferative activity against human DU145 cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165209 | Antiproliferative activity against human MCF7 cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165208 | Antiproliferative activity against human A549 cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165211 | Antiproliferative activity against human SK-BR-3 cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165212 | Antiproliferative activity against human MDA-MB-231 cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1165210 | Antiproliferative activity against human ZR-75-1 cells after 3 days by SRB assay | 2014 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 24, Issue:20 | Multidrug resistance-selective antiproliferative activity of Piper amide alkaloids and synthetic analogues. |
| AID1296008 | Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening | 2020 | SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1 | Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening. |
| AID1347159 | Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
| AID1346987 | P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID1346986 | P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen | 2019 | Molecular pharmacology, 11, Volume: 96, Issue:5 | A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein. |
| AID1347160 | Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors | 2020 | Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49 | Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (20.00) | 29.6817 |
| 2010's | 2 (40.00) | 24.3611 |
| 2020's | 2 (40.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.
| This Compound (13.28) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 0 (0.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 5 (100.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||