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piperlongumine

chemical compound
Class type of: cinnamoylamide alkaloid Q7197361

Facts

7 properties
Instance of
type of chemical entity
Subclass of
cinnamoylamide alkaloid
Canonical SMILES
COC1=CC(=CC(=C1OC)OC)C=CC(=O)N2CCC=CC2=O[3]
Chemical formula
C₁₇H₁₉NO₅[4]
Found in taxon
Piper tuberculatum, Piper arborescens, Macropiper, Piper sylvaticum, Piper cenocladum, Piperaceae, Piper puberulum, Zanthoxylum gilletii, Piper chaba, Piper sarmentosum, Piper hongkongense, Piper retrofractum, Piper longum, Piper swartzianum, Piper bantamense, Piper lanatum[5][6][7][8][9][10][11][12][13][14][15][16][17][18]
Isomeric SMILES
COC1=CC(=CC(=C1OC)OC)/C=C/C(=O)N2CCC=CC2=O[19]
Mass
+317.126323[20]
🏷️ Also known as
en piperlongumine en Piperlongumine en piplartine de Piperlongumin fa پیپرلونگومین
🔖 Identifiers · 24
CAS Registry Number
20069-09-4
ChEBI ID
8241
ChEMBL ID
CHEMBL465843
ChemSpider ID
553441
CosIng number
88740
DSSTox substance ID
DTXSID801029762
EC number
812-597-2
ECHA Substance Infocard ID
100.243.690
Freebase ID
/m/0h1g7zt
Human Metabolome Database ID
HMDB0030341
InChI
InChI=1S/C17H19NO5/c1-21-13-10-12(11-14(22-2)17(13)23-3)7-8-16(20)18-9-5-4-6-15(18)19/h4,6-8,10-11H,5,9H2,1-3H3/b8-7+
InChIKey
VABYUUZNAVQNPG-BQYQJAHWSA-N
Show all 24 identifiers +12
KEGG ID
C10166
KNApSAcK ID
C00002066
MassBank accession ID
MSBNK-RIKEN-PR301590, MSBNK-RIKEN-PR301594, MSBNK-RIKEN-PR301598, MSBNK-RIKEN-PR301602, MSBNK-RIKEN-PR301606, MSBNK-RIKEN-PR301610, MSBNK-RIKEN-PR301614, MSBNK-RIKEN-PR301618, MSBNK-RIKEN-PR301622, MSBNK-RIKEN-PR301626, MSBNK-RIKEN-PR301630, MSBNK-RIKEN-PR301634
MeSH descriptor ID
C498077
Microsoft Academic ID (discontinued)
2779189339
PDB ligand ID
LQ4
Probes And Drugs ID
PD000606
PubChem CID
637858
SPLASH
splash10-00dl-0970000000-18c78b8c86dcd8efb309
SureChEMBL ID
173092
UNII
SGD66V4SVJ
UniChem compound ID
377380

Report an error or request removal Lineage (PROV-JSON)

🔗 Connections
Found in taxon 14
Piperaceae, Piper longum, Piper sarmentosum, Piper retrofractum, Piper cenocladum, Zanthoxylum gilletii, Piper chaba, Macropiper +6 more
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Summary

piperlongumine is a type of chemical entity[1]. piperlongumine is a type of cinnamoylamide alkaloid[2].

References

Programmatic citations — every numbered marker resolves to a verifiable graph row below.

Direct Wikidata claims

  1. [3] ↑ . PubChem. Retrieved . wikidata.org.
  2. [4] ↑ . PubChem. Retrieved . wikidata.org.
  3. [2] ↑ . wikidata.org.
  4. [5] ↑ . Antifungal amides from Piper hispidum and Piper tuberculatum. wikidata.org.
  5. [6] ↑ . Cytotoxic pyridone alkaloids from the leaves of Piper aborescens. wikidata.org.
  6. [7] ↑ . Antifungal amides from Piper arboreum and Piper tuberculatum. wikidata.org.
  7. [8] ↑ . Antifungal amides from Piper arboreum and Piper tuberculatum. wikidata.org.
  8. [9] ↑ . Piplartine-dimer A, a new alkaloid from Piper tuberculatum. wikidata.org.
  9. [10] ↑ . Development and mechanism investigation of a new piperlongumine derivative as a potent anti-inflammatory agent. wikidata.org.
  10. [11] ↑ . Alkaloids from Piper puberullum. wikidata.org.
  11. [12] ↑ . Molluscicidal and insecticidal activities of isobutylamides isolated fromFagara macrophylla. wikidata.org.
  12. [13] ↑ . Novel dimeric amide alkaloids from Piper chaba Hunter: isolation, cytotoxic activity, and their biomimetic synthesis. wikidata.org.
  13. [14] ↑ . A new hypoxia inducible factor-2 inhibitory pyrrolinone alkaloid from roots and stems of Piper sarmentosum.. wikidata.org.
  14. [15] ↑ . Alkaloids from Piper puberullum. wikidata.org.
  15. [16] ↑ . Novel dimeric amide alkaloids from Piper chaba Hunter: isolation, cytotoxic activity, and their biomimetic synthesis. wikidata.org.
  16. [17] ↑ . Antiplatelet effects of acidamides isolated from the fruits of Piper longum L.. wikidata.org.
  17. [18] ↑ . Antifungal amides from Piper hispidum and Piper tuberculatum. wikidata.org.
  18. [19] ↑ . PubChem. Retrieved . wikidata.org.
  19. [20] ↑ . PubChem. Retrieved . wikidata.org.

Class ancestry

  1. [1] ↑ . Wikidata. wikidata.org.

📑 Cite this page

Use these citations when quoting this entity in research, articles, AI prompts, or wherever provenance matters. We aggregate Wikidata + Wikipedia + authoritative open-data sources; the stitched, scored, cross-referenced view is what 4ort.xyz contributes.

APA 4ort.xyz Knowledge Graph. (2026). piperlongumine. Retrieved November 8, 2026, from https://4ort.xyz/entity/piperlongumine
MLA “piperlongumine.” 4ort.xyz Knowledge Graph, 4ort.xyz, 8 Nov. 2026, https://4ort.xyz/entity/piperlongumine.
BibTeX @misc{4ortxyz_piperlongumine_2026, author = {{4ort.xyz Knowledge Graph}}, title = {{piperlongumine}}, year = {2026}, url = {https://4ort.xyz/entity/piperlongumine}, note = {Accessed: 2026-11-08}}
LLM prompt According to 4ort.xyz Knowledge Graph (aggregator of Wikidata, Wikipedia, and authoritative open-data sources): piperlongumine — https://4ort.xyz/entity/piperlongumine (retrieved 2026-11-08)

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Edit History

Rolling log of changes to this entity's Wikidata record. Values shown reflect the current state of each edited property — follow the history link to see the precise diff for any edit.

  1. 19w ago · FlocciNivis · 2026-06-25 view diff on Wikidata ↗
    PDB ligand ID → LQ4
    "Created claim: PDB ligand ID: LQ4, batch #259826"
  2. 27w ago · KaleemBot bot · 2026-04-30 view diff on Wikidata ↗
    Subclass of → cinnamoylamide alkaloid
    Found in taxon → Piper tuberculatum, Piper arborescens, Macropiper +1
    Mass → 317.126323 dalton
    Instance of → type of chemical entity
    "Changed the item: Added ur:پائپر لونگیو مین"
Live feed via Wikidata EventStreams. New edits appear within minutes of being made on Wikidata.