EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

(E,E)-piperine
1-piperoylpiperidine, (E,E)-

Sponsors

Flavor Demo Formulas
Name:(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
CAS Number: 94-62-2Picture of molecule3D/inchi
Other:147030-08-8
ECHA EINECS - REACH Pre-Reg:202-348-0
FDA UNII:U71XL721QK
Nikkaji Web:J4.701E
Beilstein Number:0090741
MDL:MFCD00005839
CoE Number:492
XlogP3:3.50 (est)
Molecular Weight:285.34303000
Formula:C17 H19 N O3
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
EFSA/JECFA Comments:
CASrn in the Register refers to the (E,E)-isomer. Register name to be changed to (E,E)-piperine.
Category:flavor and fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 FDA/DG SANTE Petitions, Reviews, Notices:
GRN 474 Piperine derived from the fruits of Piper nigrum L (black pepper) or P. longum (long pepper) View-notice PDF
JECFA Food Flavoring:1600 (E,E)-piperine
FLAVIS Number:14.003 (Old)
DG SANTE Food Flavourings:14.003 (E,E)-piperine
FEMA Number:2909 (E,E)-piperine
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm: PIPERINE
FDA Regulation:
FDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION
Subpart F--Flavoring Agents and Related Substances
Sec. 172.515 Synthetic flavoring substances and adjuvants.
 
Physical Properties:
Appearance:white to yellow crystalline powder (est)
Assay: 97.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 128.00 to 130.00 °C. @ 760.00 mm Hg
Boiling Point: 498.00 to 499.00 °C. @ 760.00 mm Hg
Flash Point: 491.00 °F. TCC ( 255.00 °C. )
logP (o/w): 2.656 (est)
Soluble in:
 alcohol
 water, 40 mg/L @ 18C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: spicy
Odor Strength:medium ,
recommend smelling in a 1.00 % solution or less
peppery animal
Odor Description:at 1.00 % in propylene glycol. pepper animal
Odor and/or flavor descriptions from others (if found).
Sigma-Aldrich
Piperine, ≥97%, FG
Odor Description:pepper; animal
Natural Advantage
Piperine Nat
Taste Description:Burning
Flavor Use: Hot principle of black pepper. Use Level: 0.01 ppm to 5 ppm
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
 
Suppliers:
Beijing Lys Chemicals
Natural piperine
BOC Sciences
For experimental / research use only.
Piperine >98%
Odor: characteristic
Use: Piperine (1-Piperoylpiperidine) is the alkaloid isolated from black pepper, activating receptor potential vanilloid type 1 receptor (TRPV1; EC50 = 38 ?M) and modulates GABAA receptors (EC50s = 43-60 nM).
EMD Millipore
For experimental / research use only.
Piperine
Ernesto Ventós
PIPERINE NATURAL SYNTHITE 4010000615 (PEP1036)
Odor: PEPPER, ANIMAL
ExtraSynthese
For experimental / research use only.
Piperine TLC ≥90%
Jiangyin Healthway
Piperine
New functional food ingredients
Natural Advantage
Piperine Nat
Flavor: Burning
Flavor Use: Hot principle of black pepper. Use Level: 0.01 ppm to 5 ppm
Penta International
PIPERINE, Kosher
Penta International
PIPERINE, NATURAL, Kosher
Sabinsa Corporation
BioPerine®
Santa Cruz Biotechnology
For experimental / research use only.
Piperine ≥95%
Sigma-Aldrich
Piperine, ≥97%, FG
Odor: pepper; animal
Certified Food Grade Products
Synerzine
Piperine
Synthite Industries
Piperine 95%
E-books and Brochures
Synthite Industries
Piperine
TCI AMERICA
For experimental / research use only.
Piperine >97.0%(HPLC)(N)
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xn - Harmful.
R 22 - Harmful if swallowed.
S 02 - Keep out of the reach of children.
S 20/21 - When using do not eat, drink or smoke.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 37/39 - Wear suitable gloves and eye/face protection.
 
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:
oral-rat LD50 514 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

intravenous-mouse LD50 15.1 mg/kg
Toxicology Letters. Vol. 16, Pg. 351, 1983.

intraperitoneal-hamster LD50 105 mg/kg
BEHAVIORAL: EXCITEMENT BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

intramuscular-mouse LD50 400 ug/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

intraperitoneal-mouse LD50 43 mg/kg
BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)
Toxicology Letters. Vol. 16, Pg. 351, 1983.

intravenous-mouse LD50 15100 ug/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

oral-mouse LD50 330 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

intraperitoneal-rat LD50 34 mg/kg
BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) BEHAVIORAL: EXCITEMENT LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

Dermal Toxicity:
subcutaneous-mouse LD50 200 mg/kg
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology Letters. Vol. 16, Pg. 351, 1983.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for (E,E)-piperine usage levels up to:
  0.0100 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 20.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 0.07 (μg/capita/day)
Threshold of Concern:90 (μg/person/day)
Structure Class: III
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 3
 average usual ppmaverage maximum ppm
baked goods: --
beverages(nonalcoholic): -0.01000
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: --
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
European Food Safety Athority(efsa):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 86, (FGE.86)[1] - Consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65th meeting) - Scientific Opinion of the Panel on Food Additives - Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 86, Revision 1 (FGE.86Rev1): Consideration of aliphatic and aromatic amines and amides evaluated by JECFA (65th meeting)
View page or View pdf

Statement on List of Representative Substances for Testing. The current Statement lays down a list of substances in sub-groups with representative substances for which additional data are required prior to their evaluation through the Procedure (Regulation (EC) No 1565/2000).
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 86, Revision 2 (FGE.86Rev2): Consideration of aliphatic and arylalkyl amines and amides evaluated by JECFA (65th meeting)
View page or View pdf

Safety and efficacy of pyridine and pyrrole derivatives belonging to chemical group 28 when used as flavourings for all animal species
View page or View pdf

EPI System: View
ClinicalTrials.gov:search
Daily Med:search
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):94-62-2
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :638024
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
Chemidplus:0000094622
RTECS:TN2321500 for cas# 94-62-2
 
References:
 (2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:94-62-2
Pubchem (cid):638024
Pubchem (sid):134971294
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2009
(IUPAC):Atomic Weights of the Elements 2009 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Everything Added to Food in the United States (EAFUS):View
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C03882
HMDB (The Human Metabolome Database):HMDB29377
Export Tariff Code:2934.99.4400
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
amber
angelica seed oil CO2 extract
FL/FR
anisic
bitter
fennel seed oil spain
FR
balsamic
amyris wood oil
FL/FR
copaiba balsam oil
FL/FR
hemlock western oil (tsuga heterophylla) canada
FR
opoponax oil (commiphora erythraea var. glabrescens engle)
FL/FR
tolu balsam oil
FL/FR
citrus
(E)-2-
tetradecenal
FL/FR
earthy
cabralea cangerana root bark oil
FR
2-
ethyl-3-methoxypyrazine
FL/FR
floral
alpha-
bisabolol
FL/FR
green
2-iso
butyl-3-methoxypyrazine
FL/FR
2-sec-
butyl-3-methoxypyrazine
FL/FR
cortex pyridine
FL/FR
galbanum decatriene
FL/FR
galbanum oleoresin
FL/FR
galbanum resinoid
FL/FR
(E,Z)-3,6-
nonadien-1-ol
FL/FR
herbal
canarium luzonicum gum
FL/FR
canarium luzonicum oil
FL/FR
elemi resinoid
FL/FR
mentholic
cornmint oil terpeneless
FL/FR
laevo-
menthol
FL/FR
dextro,laevo-
menthol
FL/FR
peppermint cyclohexanone
FL/FR
dextro-
piperitone
FL/FR
iso
pulegyl acetate
FL/FR
minty
(-)-
menthone
FL/FR
pennyroyal oil
FL/FR
peppermint oil idaho
FL/FR
peppermint oil terpeneless
FL/FR
iso
pulegone
FL/FR
(R)-(+)-
pulegone
FR
nutty
shoyu pyrazine
FL/FR
peppery
asarum europaeum oil
FR
spicy
agarospirol
FR
atractylis root oil
FR
4-
carvomenthenol
FL/FR
croton eluteria bark oil
FL/FR
cumin seed oil
FL/FR
ethyl vinyl ketone
FL/FR
grains of paradise oil
FL/FR
myrcene
FR
black
pepper absolute
FL/FR
pepper hexanone
FR
black
pepper oil
FL/FR
black
pepper oleoresin
FL/FR
pepper tree berry oil
FL/FR
zvoulimba leaf oil
FR
terpenic
angelica seed oil
FL/FR
frankincense oil
FL/FR
juniperus communis fruit oil
FL/FR
laevo-
limonene
FL/FR
alpha-
phellandrene
FL/FR
woody
caryophyllene formate
FL/FR
alpha-
guaiene
FL/FR
methyl vetivate
FR
spikenard oil
FL/FR
sugi wood oil
FR
xanthoxylum alatum roxb. oil
FR
For Flavor
No flavor group found for these
alpha-
bisabolol
FL/FR
caryophyllene formate
FL/FR
2-
ethyl-3-methoxypyrazine
FL/FR
grains of paradise oil
FL/FR
green pea pyrazine
FL
alpha-
guaiene
FL/FR
2-
methoxy-3-propyl pyrazine
FL
iso
pulegone
FL/FR
spikenard oil
FL/FR
amber
amber
angelica seed oil
FL/FR
balsamic
copaiba balsam oil
FL/FR
opoponax oil (commiphora erythraea var. glabrescens engle)
FL/FR
tolu balsam oil
FL/FR
cooling
4-
carvomenthenol
FL/FR
laevo-
menthol
FL/FR
dextro,laevo-
menthol
FL/FR
green
2-iso
butyl-3-methoxypyrazine
FL/FR
canarium luzonicum gum
FL/FR
canarium luzonicum oil
FL/FR
cortex pyridine
FL/FR
elemi resinoid
FL/FR
galbanum decatriene
FL/FR
galbanum oleoresin
FL/FR
galbanum resinoid
FL/FR
(E,Z)-3,6-
nonadien-1-ol
FL/FR
herbal
angelica seed oil CO2 extract
FL/FR
mentholic
cornmint oil terpeneless
FL/FR
peppermint cyclohexanone
FL/FR
minty
(-)-
menthone
FL/FR
pennyroyal oil
FL/FR
peppermint oil idaho
FL/FR
peppermint oil terpeneless
FL/FR
dextro-
piperitone
FL/FR
musty
shoyu pyrazine
FL/FR
spicy
croton eluteria bark oil
FL/FR
cubeb oleoresin
FL
cumin seed oil
FL/FR
ethyl vinyl ketone
FL/FR
black
pepper absolute
FL/FR
black
pepper oil
FL/FR
white
pepper oleoresin
FL
black
pepper oleoresin
FL/FR
pepper tree berry oil
FL/FR
terpenic
juniperus communis fruit oil
FL/FR
laevo-
limonene
FL/FR
alpha-
phellandrene
FL/FR
vegetable
2-sec-
butyl-3-methoxypyrazine
FL/FR
waxy
(E)-2-
tetradecenal
FL/FR
woody
amyris wood oil
FL/FR
frankincense oil
FL/FR
iso
pulegyl acetate
FL/FR
 
Potential Uses:
FRanimal
FRpepper
 
Occurrence (nature, food, other):note
 pepper black pepper seed
Search Trop Picture
 
Synonyms:
(2E,4E)-5-benzo[1,3]dioxol-5-yl-1-piperidin-1-yl-penta-2,4-dien-1-one
(2E,4E)-5-(2H-benzo[3,4-d]1,3-dioxolen-5-yl)-1-piperidylpenta-2,4-dien-1-one
(2E,4E)-5-(benzo[d][1,3]dioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(1-piperidinyl)-2,4-pentadien-1-one
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-(piperidin-1-yl)penta-2,4-dien-1-one
1-((E,E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl) piperidine
(E,E)-1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)piperidine
(E,E) 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine
(E,E)-1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine
1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]piperidine
(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-piperidin-1-ylpenta-2,4-dien-1-one
1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-2,4-pentadienoyl]piperidine
1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)penta-2,4-dienoyl]piperidine
 bioperine
 piperidine, 1-((2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-
 piperidine, 1-(5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl)-, (E,E)-
 piperidine, 1-[(2E,4E)-5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-
 piperidine, 1-[5- (1, 3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (E,E)-
 piperidine, 1-[5-(1,3-benzodioxol-5-yl)-1-oxo-2,4-pentadienyl]-, (E,E)-
 piperidine, 1-piperoyl-, (E,E)-
 piperine natural
(E,E)-piperoyl piperidine
(E,E)-1-piperoyl piperidine
N-(E,E)-piperoyl-piperidine
N-[(E,E)-piperoyl]-piperidine
N-[(E,E)-piperoyl]piperidine
(E,E)-piperoylpiperidine
(E,E)-1-piperoylpiperidine
1-piperoylpiperidine, (E,E)-
 

Articles:

Info:aliphatic and aromatic amines and amides
PubMed:Piperine potentiates the antidepressant-like effect of trans-resveratrol: involvement of monoaminergic system.
PubMed:[Phenolic and amide constituents from Lycianthes marlipoensis].
PubMed:Exploring natural products for new taste sensations.
PubMed:Antiproliferative effects of two amides, piperine and piplartine, from Piper species.
PubMed:Constituents of West African medicinal plants. XIV. Constituents of Piper guineense Schum, and Thonn.
 
Notes:
None found
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