Details
Stereochemistry | ACHIRAL |
Molecular Formula | C12H10O4 |
Molecular Weight | 218.2054 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 2 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)\C=C\C=C/C1=CC=C2OCOC2=C1
InChI
InChIKey=RHBGITBPARBDPH-HSFFGMMNSA-N
InChI=1S/C12H10O4/c13-12(14)4-2-1-3-9-5-6-10-11(7-9)16-8-15-10/h1-7H,8H2,(H,13,14)/b3-1-,4-2+
Molecular Formula | C12H10O4 |
Molecular Weight | 218.2054 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 2 |
Optical Activity | NONE |
Piperic Acid is a metabolite of Piperine. Piperic acid is found in herbs and spices. Piperic acid is obtained from black pepper (Piper nigrum), from Minthostachys verticillata, peppermint (Mentha piperita) and others. Piperic acid is an intermediate in the synthesis of other compounds such as piperonal, and as-such may be used to produce fragrances, perfumes flavorants and drugs as well as other useful compounds. The cytotoxic effects of piperic acid in prostate cancer cells (PC-3) and breast cancer cells (MDA-MB-231) were studied. The drug treatment experiments clearly indicated that maximum cytotoxicity was achieved at 48 hours and at 100uM concentration of piperic acid in both the cell lines. It is proposed that piperine might get metabolized into piperonylic acid, piperic acid, and piperonal in human as evidenced in rats. Hence, the three derivatives of piperine presented above shall be of therapeutic significance. Piperic Acid has revealed Lipoxygenase (LOX) inhibitory activity. The possibility of exploiting the higher LOX inhibitory activity and lower IC50 values of piperine
derivatives, piperonal, and piperonylic acid, in various ways for therapeutic applications, especially with fermented herbal drugs containing materials with piperine as a constituent has being suggested.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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Target ID: CHEMBL390 |
|||
Target ID: CHEMBL4586 Sources: https://www.ncbi.nlm.nih.gov/pubmed/25327968 |
45.17 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Curcumin conjugates induce apoptosis via a mitochondrion dependent pathway in MCF-7 and MDA-MB-231 cell lines. | 2013 |
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Quantitative structure-cytotoxicity relationship of piperic acid amides. | 2014 Sep |
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Derivatives form better lipoxygenase inhibitors than piperine: in vitro and in silico study. | 2015 Jun |
Patents
Substance Class |
Chemical
Created
by
admin
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Edited
Sat Dec 16 04:50:06 GMT 2023
by
admin
on
Sat Dec 16 04:50:06 GMT 2023
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Record UNII |
3F076NX5P9
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Record Status |
Validated (UNII)
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Record Version |
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3F076NX5P9
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m8849
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495-87-4
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13001421
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