Piperine is a N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom.
Definition
Piperine is a N-acylpiperidine that is piperidine substituted by a (1E,3E)-1-(1,3-benzodioxol-5-yl)-5-oxopenta-1,3-dien-5-yl group at the nitrogen atom. It is an alkaloid isolated from the plant Piper nigrum. It has a role as a NF-kappaB inhibitor, a plant metabolite, a food component and a human blood serum metabolite. It is a tertiary carboxamide, a piperidine alkaloid, a member of benzodioxoles and a N-acylpiperidine. It is functionally related to an (E,E)-piperic acid.
Source: PubChem
US FDA substance register · UNII U71XL721QK · registered name PIPERINE · single chemical substance
Piperine is the organic compound that conforms to the formula
Cosmetic roles
More data — names, identifiers, properties, test records, literature
Names & identifiers
- CAS No.chemical registry number
- 94-62-2
- EC No.EU chemical inventory number
- 202-348-0
- DTXSIDUS EPA chemical ID
- DTXSID3021805
- DTXCIDUS EPA compound ID
- DTXCID701805
- IUPAC
- (2E,4E)-5-(2H-1,3-Benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
- Molecular formula
- C17H19NO3
- Molecular weight
- 285.343 g/mol
Measured properties
- Appearance
- Light yellow to yellow solid with a pungent odor, [Reference #1] Light yellow solid, [Sigma-Aldrich MSDS] · Solid
- Boiling point
- 498.00 to 499.00 °C. @ 760.00 mm Hg
- Melting point
- 129 °C
- Solubility
- 0.04 mg/mL at 18 °C · Very slightly soluble in water, Soluble in ether, oils
- Colour
- colourless
- Melting/freezing point
- 59~63 ℃
- Initial boiling point and range
- 243~247 ℃
- Flash point
- 88 ℃((SCC))
- Vapour pressure
- 0.0295 ㎜Hg (at 25℃)
- Relative density
- 0.83 ()
- n-Octanol/water partition coefficient (Kow)
- 6.71
- Auto-ignition temperature
- 229 ℃
- Viscosity
- 76.50 cP (146.9 C)
- Molecular weight
- 168.32
Values measured on the substance itself. The KOSHA data are a reference for writing and reviewing safety data sheets, not a specification for a commercial raw material.
Source: PubChem · KOSHA safety data sheets (Korea)
What products actually use it for
What the 4 products reported to the US EPA with this ingredient use it for. Products outside cosmetics are included, so the top few rows are its main uses.
- Flavouring and nutrient2
- Fragrance2
Source: US EPA CompTox dashboard
Irritation and sensitisation studies
2 skin studies and 0 eye studies are on record.
The study conclusions largely agree (100%). These tests are on the raw material itself; irritation at the amount in a finished product is a different question.
See all 2 studies
- SkinIrr2
Skin Irritation · QSAR Predicted - SkinSens1
Skin Sensitization · QSAR Predicted
Source: US EPA CompTox dashboard
Related literature
- Piperine reduces hair oiliness by inhibiting adipogenesis of hair stem cells · 2024
- Piperine ameliorates psoriatic skin inflammation by inhibiting the phosphorylation of STAT3. · 2023
- Hand-in-glove effect of Piperine in anti-cancer formulations · 2023
- Molecular Docking for Evaluation of Piperine Affinity to the Colon Cancer Receptor · 2022
- Therapeutic spectrum of piperine for clinical practice: a scoping review · 2022
Linked databases 15
- Australian Industrial Chemicals Inventory (AICIS)
- ChEBI
- ChEMBL
- EU CosIng ingredient list 2
- KOSHA safety data sheets (Korea)
- NIST Chemistry WebBook
- PubChem 2
- Tlooto literature search 2 3 4 5
- UniChem cross-reference IDs
- US EPA CompTox dashboard 2
- US EPA DSSTox chemical database
- US FDA substance registration (GSRS)
- US FDA Unique Ingredient Identifier (UNII)
- Wikidata
- Wikipedia · English · Japanese · Chinese