piperanine
piperanin
 
Notes:
Isol. from pepper
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CAS Number: 23512-46-1Picture of molecule3D/inchi
Nikkaji Web: J16.564F
MDL: MFCD24849306
XlogP3-AA: 3.10 (est)
Molecular Weight: 321.29097000
Formula: N17 H21 N O3
NMR Predictor: Predict (works with chrome or firefox)
Category: natural substances and extractives
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar: Search
Google Books: Search
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Google Scholar: with word "odor"Search
Google Patents: Search
US Patents: Search
EU Patents: Search
Pubchem Patents: Search
PubMed: Search
NCBI: Search
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Physical Properties:
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Soluble in:
 water, 6.738 mg/L @ 25 °C (est)
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Organoleptic Properties:
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
Sigma-Aldrich: Sigma
For experimental / research use only.
Piperanine ≥95% (LC/MS-ELSD)
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Safety Information:
Preferred SDS: View
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
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Safety in Use Information:
Category: natural substances and extractives
Recommendation for piperanine usage levels up to:
 not for fragrance use.
 
Recommendation for piperanine flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5320618
National Institute of Allergy and Infectious Diseases: Data
WGK Germany: 3
 (E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-2-en-1-one
Chemidplus: 0023512461
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References:
 (E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-2-en-1-one
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5320618
Pubchem (cas): 23512-46-1
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Other Information:
(IUPAC): Atomic Weights of the Elements 2011 (pdf)
Videos: The Periodic Table of Videos
tgsc: Atomic Weights use for this web site
(IUPAC): Periodic Table of the Elements
CHEMBL: View
HMDB (The Human Metabolome Database): HMDB33874
FooDB: FDB012066
VCF-Online: VCF Volatile Compounds in Food
ChemSpider: View
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Potential Blenders and core components note
 
None Found
 
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Potential Uses:
None Found
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Occurrence (nature, food, other): note
 pepper black pepper fruit
Search Trop  Picture
 pepper black pepper seed oil
Search Trop  Picture
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Synonyms:
(2E)-5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-2-penten-1-one
(E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpent-2-en-1-one
 dihydropiperine
4,5-dihydroxypiperine
2-penten-1-one, 5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-, (2E)-
 piperanin
 piperidine, 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2-pentenyl)-, (E)-
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Articles:
PubMed: Alkaloids from Piper nigrum Exhibit Antiinflammatory Activity via Activating the Nrf2/HO-1 Pathway.
PubMed: Identification and simultaneous quantification of five alkaloids in Piper longum L. by HPLC-ESI-MS(n) and UFLC-ESI-MS/MS and their application to Piper nigrum L.
PubMed: The anthelmintic effect of plant extracts on Haemonchus contortus and Strongyloides venezuelensis.
PubMed: Activation of TRPV1 and TRPA1 by black pepper components.
PubMed: Amides from Piper capense with CNS activity - a preliminary SAR analysis.
PubMed: Analysis by HPLC and LC/MS of pungent piperamides in commercial black, white, green, and red whole and ground peppercorns.
PubMed: Protective effects of amide constituents from the fruit of Piper chaba on D-galactosamine/TNF-alpha-induced cell death in mouse hepatocytes.
PubMed: Analysis of Piperaceae germplasm by HPLC and LCMS: a method for isolating and identifying unsaturated amides from Piper spp extracts.
PubMed: In vivo and in vitro activities of the seed extract of Piper guineense Schum. and Thonn. against skin and gill monogenean parasites of gold fish (Carassius auratus auratus).
PubMed: Preparative isolation and purification of amides from the fruits of Piper longum L. by upright counter-current chromatography and reversed-phase liquid chromatography.
PubMed: New amides and gastroprotective constituents from the fruit of Piper chaba.
PubMed: Quantitative determination of anti-fungal and insecticide amides in adult plants, plantlets and callus from Piper tuberculatum by reverse-phase high-performance liquid chromatography.
PubMed: Constituents of Chinese Piper species and their inhibitory activity on prostaglandin and leukotriene biosynthesis in vitro.
PubMed: Constituents of West African medicinal plants. XIV. Constituents of Piper guineense Schum, and Thonn.
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