This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.
Identification
- Generic Name
- Piperine
- DrugBank Accession Number
- DB12582
- Background
Bioperine has been used in trials studying the treatment of Multiple Myeloma and Deglutition Disorders.
- Type
- Small Molecule
- Groups
- Investigational
- Structure
Structure for Piperine (DB12582)
- Weight
- Average: 285.3377
Monoisotopic: 285.136493479 - Chemical Formula
- C17H19NO3
- Synonyms
- Bioperine
- External IDs
- FEMA NO. 2909
Pharmacology
- Indication
Not Available
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism UNuclear receptor subfamily 1 group I member 2 Not Available Humans - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
- Not Available
Interactions
- Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Integrate drug-drug
interactions in your softwareAbemaciclib The serum concentration of Abemaciclib can be increased when it is combined with Piperine. Acalabrutinib The serum concentration of Acalabrutinib can be increased when it is combined with Piperine. Acenocoumarol The serum concentration of Acenocoumarol can be increased when it is combined with Piperine. Afatinib The serum concentration of Afatinib can be increased when it is combined with Piperine. Albendazole The metabolism of Albendazole can be decreased when combined with Piperine. - Food Interactions
- Not Available
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Kaydia Patch Piperine (0.2 g/100g) + Arnica montana flower (0.5 g/100g) + Curcumin (1 g/100g) + Ginger (0.5 g/100g) + Magnesium chloride hexahydrate (2 g/100g) + Pyridoxine (1 g/100g) + Thiamine chloride (1 g/100g) Patch Topical Strong Current Enterprises Limited 2020-05-01 Not applicable US 
- Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Kaydia Patch Piperine (0.2 g/100g) + Arnica montana flower (0.5 g/100g) + Curcumin (1 g/100g) + Ginger (0.5 g/100g) + Magnesium chloride hexahydrate (2 g/100g) + Pyridoxine (1 g/100g) + Thiamine chloride (1 g/100g) Patch Topical Strong Current Enterprises Limited 2020-05-01 Not applicable US
Categories
- Drug Categories
- Alkenes
- Alkynes
- Amides
- Cytochrome P-450 CYP3A Inhibitors
- Cytochrome P-450 CYP3A4 Inhibitors
- Cytochrome P-450 CYP3A4 Inhibitors (strength unknown)
- Cytochrome P-450 Enzyme Inhibitors
- Dioxoles
- Enzyme Inhibitors
- Heterocyclic Compounds, Fused-Ring
- Hydrocarbons, Acyclic
- P-glycoprotein inhibitors
- Piper nigrum
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
- Kingdom
- Organic compounds
- Super Class
- Alkaloids and derivatives
- Class
- Not Available
- Sub Class
- Not Available
- Direct Parent
- Alkaloids and derivatives
- Alternative Parents
- N-acylpiperidines / Benzodioxoles / Styrenes / Tertiary carboxylic acid amides / Oxacyclic compounds / Azacyclic compounds / Acetals / Organopnictogen compounds / Organonitrogen compounds / Organic oxides show 2 more
- Substituents
- Acetal / Alkaloid or derivatives / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Benzodioxole / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Hydrocarbon derivative show 12 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- N-acylpiperidine, benzodioxoles, piperidine alkaloid, carboxamide (CHEBI:28821) / Piperidine alkaloids (C03882)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- U71XL721QK
- CAS number
- 94-62-2
- InChI Key
- MXXWOMGUGJBKIW-YPCIICBESA-N
- 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+
- IUPAC Name
- (2E,4E)-5-(2H-1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
- SMILES
- O=C(\C=C\C=C\C1=CC2=C(OCO2)C=C1)N1CCCCC1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0029377
- KEGG Compound
- C03882
- PubChem Compound
- 638024
- PubChem Substance
- 347828804
- ChemSpider
- 553590
- BindingDB
- 50148573
- 1311146
- ChEBI
- 28821
- ChEMBL
- CHEMBL43185
- ZINC
- ZINC000001529772
- PDBe Ligand
- AYR
- Wikipedia
- Piperine
- PDB Entries
- 6lzl / 7blw
Clinical Trials
- Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
Phase Status Purpose Conditions Count 4 Unknown Status Prevention Impaired Glucose Tolerance 1 2 Completed Treatment Systemic Lupus Erythematosus 1 2 Recruiting Treatment Monoclonal Gammopathy of Undetermined Significance (MGUS) / Multiple Myeloma (MM) / Prostate Cancer / Smoldering Multiple Myeloma (SMM) 1 1 Active Not Recruiting Supportive Care Bladder Spasms / Malignant Neoplasm / Pain / Urinary Urgency 1 1 Completed Basic Science Pain 1
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Patch Topical Capsule Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.149 mg/mL ALOGPS logP 3.38 ALOGPS logP 2.78 Chemaxon logS -3.3 ALOGPS pKa (Strongest Basic) -0.13 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 38.77 Å2 Chemaxon Rotatable Bond Count 3 Chemaxon Refractivity 82.9 m3·mol-1 Chemaxon Polarizability 32.32 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 192.0276406 predictedDarkChem Lite v0.1.0 [M-H]- 192.0472406 predictedDarkChem Lite v0.1.0 [M-H]- 191.8248406 predictedDarkChem Lite v0.1.0 [M-H]- 192.2939406 predictedDarkChem Lite v0.1.0 [M-H]- 166.76486 predictedDeepCCS 1.0 (2019) [M+H]+ 193.0558406 predictedDarkChem Lite v0.1.0 [M+H]+ 179.4917034 predictedDarkChem Lite v0.1.0 [M+H]+ 192.7268406 predictedDarkChem Lite v0.1.0 [M+H]+ 192.8558406 predictedDarkChem Lite v0.1.0 [M+H]+ 169.12306 predictedDeepCCS 1.0 (2019) [M+Na]+ 192.9856406 predictedDarkChem Lite v0.1.0 [M+Na]+ 189.5834558 predictedDarkChem Lite v0.1.0 [M+Na]+ 192.9178406 predictedDarkChem Lite v0.1.0 [M+Na]+ 192.2702406 predictedDarkChem Lite v0.1.0 [M+Na]+ 175.57353 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Zinc ion binding
- Specific Function
- Nuclear receptor that binds and is activated by variety of endogenous and xenobiotic compounds. Transcription factor that activates the transcription of multiple genes involved in the metabolism an...
- Gene Name
- NR1I2
- Uniprot ID
- O75469
- Uniprot Name
- Nuclear receptor subfamily 1 group I member 2
- Molecular Weight
- 49761.245 Da
References
- Wang YM, Lin W, Chai SC, Wu J, Ong SS, Schuetz EG, Chen T: Piperine activates human pregnane X receptor to induce the expression of cytochrome P450 3A4 and multidrug resistance protein 1. Toxicol Appl Pharmacol. 2013 Oct 1;272(1):96-107. doi: 10.1016/j.taap.2013.05.014. Epub 2013 May 22. [Article]
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Bhardwaj RK, Glaeser H, Becquemont L, Klotz U, Gupta SK, Fromm MF: Piperine, a major constituent of black pepper, inhibits human P-glycoprotein and CYP3A4. J Pharmacol Exp Ther. 2002 Aug;302(2):645-50. doi: 10.1124/jpet.102.034728. [Article]
Transporters
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Xenobiotic-transporting atpase activity
- Specific Function
- Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
- Gene Name
- ABCB1
- Uniprot ID
- P08183
- Uniprot Name
- Multidrug resistance protein 1
- Molecular Weight
- 141477.255 Da
References
- Bhardwaj RK, Glaeser H, Becquemont L, Klotz U, Gupta SK, Fromm MF: Piperine, a major constituent of black pepper, inhibits human P-glycoprotein and CYP3A4. J Pharmacol Exp Ther. 2002 Aug;302(2):645-50. doi: 10.1124/jpet.102.034728. [Article]
Drug created at October 20, 2016 23:01 / Updated at June 12, 2020 16:53