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cinnamic acid
3-phenyl-2-propenoic acid

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Fragrance Demo Formulas
Flavor Demo Formulas
Name:3-phenylprop-2-enoic acid
CAS Number: 621-82-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:210-708-3
Beilstein Number:0507757
CoE Number:22
XlogP3:2.10 (est)
Molecular Weight:148.16116000
Formula:C9 H8 O2
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome or firefox)
Also(can) Contains:(E)-cinnamic acid
 (Z)-cinnamic acid
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
JECFA Food Flavoring:657 cinnamic acid
FLAVIS Number:08.022 (Old)
DG SANTE Food Flavourings:08.022 cinnamic acid
FEMA Number:2288 cinnamic acid
FDA:No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF):621-82-9 ; CINNAMIC ACID
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:pale amber powder (est)
Assay: 98.00 to 100.00 sum of isomers
Food Chemicals Codex Listed: Yes
Melting Point: 132.00 to 135.00 °C. @ 760.00 mm Hg
Boiling Point: 298.00 to 300.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.005000 mmHg @ 25.00 °C. (est)
Flash Point: 373.00 °F. TCC ( 189.44 °C. )
logP (o/w): 2.130
Shelf Life: 24.00 month(s) or longer if stored properly.
Storage:store in cool, dry place in tightly sealed containers, protected from heat and light.
Soluble in:
 alcohol
 water, 2911 mg/L @ 25 °C (est)
 water, 570 mg/L @ 25 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor Type: balsamic
Odor Strength:low
Substantivity:400 hour(s) at 20.00 % in dipropylene glycol
balsamic sweet storax cinnamyl
Odor Description:at 100.00 %. balsam sweet storax
Luebke, William tgsc, (1983)
Odor sample from: Berje Inc.
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: perfuming agents
skin conditioning
 
Suppliers:
Advanced Biotech
CINNAMIC ACID NATURAL
98% min.
Alfrebro
CINNAMIC ACID NATURAL
Odor: Honey, Floral
Anhui Haibei
Cinnamic Acid natural
Augustus Oils
Cinnamic Acid
Services
Aurochemicals
CINNAMIC ACID, Natural
Axxence Aromatic
CINNAMIC ACID Natural
Kosher
Sustainability
Beijing Lys Chemicals
Cinnamic acid
Berjé
Cinnamic Acid
Happening at Berje
BOC Sciences
For experimental / research use only.
Cinnamic Acid >98%
Elan Inc.
cinnamic acid
Kosher
EMD Millipore
For experimental / research use only.
Cinnamic Acid
Excellentia International
Cinnamic Acid Natural
Fleurchem
cinnamic acid natural
Global Essence
Cinnamic Acid Natural
Godavari Biorefineries
Cinnamic acid
H. Interdonati, Inc.
Cinnamic acid Natural, Kosher
Featured Products
Indukern F&F
CINNAMIC ACID
Odor: BALSAMIC, SWEET, CINNAMON, SPICY
Inoue Perfumery
CINNAMIC ACID
Kingchem Laboratories
CINNAMIC ACID (PURIFIED)
Kun Shan P&A
Natural Cinnamic Acid
Kunshan Sainty
Cinnamic Acid, Kosher
Kunshan Sainty
Cinnamic Acid, Natural
Lluch Essence
CINNAMIC ACID
M&U International
Nat. Cinnamic Acid, Kosher
M&U International
trans-Cinnamic Acid, Kosher
Moellhausen
CINNAMIC ACID
Nagar Haveli Perfumes & Aromatics
Cinnamic Acid
Natural
Odor: Balsam sweet storax
Natural Advantage
Cinnamic Acid Nat
Flavor: spicy, sweet
Riverside Aromatics LTD.is the exclusive distributor for Europe in UK for any non-US based inquiries
O'Laughlin Industries
CINNAMIC ACID NATURAL
Odowell Co.,ltd
Cinnamic acid
PURITY: 99%MIN.
Pearlchem Corporation
Natural Cinnamic Acid
Penta International
CINNAMIC ACID FCC
Penta International
CINNAMIC ACID NATURAL
Penta International
CINNAMIC ACID TECH GRADE POWDER
Prodasynth
CINNAMIC ACID
(> 99%)
R C Treatt & Co Ltd
Cinnamic Acid
Reincke & Fichtner
Cinnamic Acid
Robertet
CINNAMIC ACID
Pure & Nat (EU)
Santa Cruz Biotechnology
For experimental / research use only.
Cinnamic Acid 97%
Sunaux International
Cinnamic Acid
Sunaux International
nat.Cinnamic Acid
Vigon International
Cinnamic Acid Natural
Vigon International
Cinnamic Acid
WEN International
CINNAMIC ACID
Synthetic
WholeChem
Cinnamic acid
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
S 02 - Keep out of the reach of children.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
 
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.
Human Experience:
4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-rat LD50 3570 mg/kg
Value in ul/kg bw , confidence limits of 3070-4140 ul/kg bw, 3 dose groups (3250-5000 ul/kg bw) of 10 animals, only summary available.
(Levenstein, 1976e)

intraperitoneal-rat LD50 1600 mg/kg
Bollettino Chimico Farmaceutico. Vol. 112, Pg. 53, 1973.

oral-mouse LD50 5000 mg/kg
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 46(1), Pg. 94, 1981.

intravenous-mouse LD50 380 mg/kg
Arzneimittel-Forschung. Drug Research. Vol. 19, Pg. 617, 1969.

intraperitoneal-mouse LD50 160 mg/kg
Food and Cosmetics Toxicology. Vol. 16, Pg. 687, 1978.

oral-guinea pig LDLo > 5000 mg/kg
Voprosy Pitaniya. Problems of Nutrition. Vol. 33(5), Pg. 48, 1974.

oral-rat LD50 2500 mg/kg
Food and Cosmetics Toxicology. Vol. 16, Pg. 687, 1978.

Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category: flavor and fragrance agents
Recommendation for cinnamic acid usage levels up to:
  2.0000 % in the fragrance concentrate.
 
Maximised Survey-derived Daily Intakes (MSDI-EU): 28.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 44.00 (μg/capita/day)
Structure Class: I
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. Update in publication number(s): 23
 average usual ppmaverage maximum ppm
baked goods: 232.88000383.67000
beverages(nonalcoholic): 300.00000400.00000
beverages(alcoholic): 570.00000712.00000
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: 191.68000262.82000
fruit ices: --
gelatins / puddings: 265.00000290.00000
granulated sugar: --
gravies: --
hard candy: 0.010000.01000
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: 249.38000356.04000
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):

Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 15 (FGE.15): Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22 (Commission Regulation (EC) No 1565/2000 of 18 July 2000)
View page or View pdf

Flavouring Group Evaluation 55 (FGE.55): Consideration of phenyl-substituted aliphatic alcohols and related aldehydes and esters evaluated by JECFA (63rd meeting) structurally related to phenethyl alcohol, aldehyde, esters and related phenylacetic acid esters evaluated by EFSA in FGE.14 (2005) and aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives evaluated by EFSA in FGE.15 (2005) (Commission Regulation (EC) No 1565/2000 of 18 July 2000) - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Flavouring Group Evaluation 15, Revision 1 (FGE.15Rev1) - Aryl-substituted saturated and unsaturated primary alcohol/aldehyde/acid/ester derivatives from chemical group 22 - Opinion of the Scientific Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC)
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 68 (FGE.68): Consideration of cinnamyl alcohol and related flavouring agents evaluated by JECFA (55th meeting) evaluated by EFSA in FGE.15Rev1 (2008)
View page or View pdf

Safety and efficacy of aryl-substituted primary alcohol, aldehyde, acid, ester and acetal derivatives belonging to chemical group 22 when used as flavourings for all animal species
View page or View pdf

EPI System: View
Cancer Citations:Search
Toxicology Citations:Search
Env. Mutagen Info. Center:Search
NLM Developmental and Reproductive Toxicity:Search
EPA Substance Registry Services (TSCA):621-82-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :8784
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
3-phenylprop-2-enoic acid
Chemidplus:0000621829
 
References:
 3-phenylprop-2-enoic acid
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:621-82-9
Pubchem (cid):8784
Pubchem (sid):134976404
 
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 Substances Added to Food (formerly EAFUS):View
Golm Metabolome Database:Search
KEGG (GenomeNet):C10438
HMDB (The Human Metabolome Database):HMDB00567
FooDB:FDB012052
YMDB (Yeast Metabolome Database):YMDB01324
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
RSC Learn Chemistry:View
 
Potential Blenders and core components note
For Odor
anisic
para-
acetanisole
FL/FR
balsamic
sumatra
benzoin absolute
FL/FR
sumatra
benzoin resinoid
FL/FR
alpha-
bisabolene
FL/FR
iso
butyl benzoate
FL/FR
(E)-
cinnamic acid
FL/FR
cinnamyl alcohol
FL/FR
cinnamyl alcohol replacer
FR
cinnamyl benzoate
FL/FR
clover nitrile
FR
copaiba balsam oil
FL/FR
ethyl cinnamate
FL/FR
frankincense absolute
FL/FR
guaiyl acetate
FL/FR
myrrh resinoid
FR
opoponax oil (balsamodendron kafal)
FL/FR
opoponax resinoid (balsamodendron kafal)
FR
peru balsam oil
FL/FR
2-
phenoxyethyl formate
FR
3-
phenyl propyl acetate
FL/FR
tolu balsam oil
FL/FR
floral
anisyl propanal / methyl anthranilate schiff's base
FR
phenethyl propionate
FL/FR
rose absolute (rosa damascena) bulgaria
FL/FR
green
3-
phenyl propionaldehyde
FL/FR
herbal
coriander oleoresin
FL/FR
minty
ethyl salicylate
FL/FR
powdery
para-
anisyl acetate
FL/FR
spicy
bay leaf oil terpeneless
FL/FR
benzyl isoeugenol
FL/FR
cinnamyl acetate
FL/FR
mace oil CO2 extract
FL/FR
myrcene
FR
nutmeg absolute
FL/FR
nutmeg oil CO2 extract
FL/FR
2-
octanol
FL/FR
spicy acetoacetate
FL/FR
tonka
tonka undecanone
FR
woody
chamaecyparis nootkatensis wood oil
FR
guaiacwood oil
FL/FR
woody octene
FR
For Flavor
No flavor group found for these
alpha-
bisabolene
FL/FR
(E)-
cinnamic acid
FL/FR
cinnamyl benzoate
FL/FR
guaiyl acetate
FL/FR
anisic
anisic
para-
acetanisole
FL/FR
balsamic
sumatra
benzoin resinoid
FL/FR
copaiba balsam oil
FL/FR
ethyl cinnamate
FL/FR
opoponax oil (balsamodendron kafal)
FL/FR
peru balsam oil
FL/FR
3-
phenyl propyl acetate
FL/FR
tolu balsam oil
FL/FR
floral
phenethyl propionate
FL/FR
rose absolute (rosa damascena) bulgaria
FL/FR
fruity
para-
anisyl acetate
FL/FR
iso
butyl benzoate
FL/FR
green
cinnamyl alcohol
FL/FR
3-
phenyl propionaldehyde
FL/FR
herbal
coriander oleoresin
FL/FR
medicinal
frankincense absolute
FL/FR
minty
ethyl salicylate
FL/FR
nutty
furfural acetone
FL
spicy
bay leaf oil terpeneless
FL/FR
sumatra
benzoin absolute
FL/FR
benzyl isoeugenol
FL/FR
cinnamyl acetate
FL/FR
galangal root oleoresin
FL
mace oil CO2 extract
FL/FR
nutmeg absolute
FL/FR
nutmeg oil CO2 extract
FL/FR
2-
octanol
FL/FR
spicy acetoacetate
FL/FR
woody
guaiacwood oil
FL/FR
 
Potential Uses:
FRamber
FRapricot
FRbalsam
FRbasil oil replacer
FL/FRbenzoin absolute replacer
FRbutterscotch
FRcedarwood
FLchocolate cocoa
FRcinnamon
 fixer
FRhay new mown hay
FRhyacinth
FRincense
FRoriental
FRpeach
FRperu balsam
FRraspberry
FRtobacco
FRtolu balsam
 
Occurrence (nature, food, other):note
 basil
Search Trop Picture
 bay laurel fruit oil
Search Trop Picture
 bay laurel leaf
Search Trop Picture
 bilberry leaf
Search Trop Picture
 broccoli asparagus broccoli leaf
Search Trop Picture
 carrot tissue culture
Search Trop Picture
 cassia bark
Search Trop Picture
 cayenne fruit
Search Trop Picture
 cinnamon
Search PMC Picture
 cinnamon ceylon cinnamon bark
Search Trop Picture
 cocoa leaves
Search Trop Picture
 coriander plant
Search Trop Picture
 currant black currant fruit
Search Trop Picture
 fennel seed
Search Trop Picture
 grape fruit
Search Trop Picture
 olive fruit
Search Trop Picture
 oregano plant
Search Trop Picture
 pepper black pepper fruit
Search Trop Picture
 peru balsam
Search Trop Picture
 pomegranate fruit
Search Trop Picture
 styrax
Search Picture
 sunflower seed
Search Trop Picture
 tea leaf
Search Trop Picture
 thyme plant
Search Trop Picture
 turmeric rhizome
Search Trop Picture
 
Synonyms:
 acidum cinnamylicum
 benzene propenoic acid
 benzylidene acetic acid
nat.cinnamic acid
 cinnamic acid FCC
 cinnamic acid natural
 cinnamic acid tech grade powder
 cinnamylic acid
3-phenyl acrylic acid
3-phenyl propenoic acid
3-phenyl propensaeure
3-phenyl-2-propenoic acid
3-phenylprop-2-enoic acid
 

Articles:

PubMed:An outlook on chlorogenic acids-occurrence, chemistry, technology, and biological activities.
PubMed:Biological activity and fatty acid composition of Caesar's mushroom.
PubMed:Cinnamate metabolism in ripening fruit. Characterization of a UDP-glucose:cinnamate glucosyltransferase from strawberry.
PubMed:The FEMA GRAS assessment of cinnamyl derivatives used as flavor ingredients.
PubMed:4-coumarate:CoA ligase gene family in Rubus idaeus: cDNA structures, evolution, and expression.
PubMed:Bioconversion of cinnamic Acid to acetophenone by a pseudomonad: microbial production of a natural flavor compound.
PubMed:Odor-active compounds in cooked rice cultivars from Camargue (France) analyzed by GC-O and GC-MS.
PubMed:Characterization of Volatiles in Rambutan Fruit (Nephelium lappaceum L.).
 
Notes:
Cinnamic acid is a white crystalline hydroxycinnamic acid, which is slightly soluble in water. It is obtained from oil of cinnamon, or from balsams such as storax. (Wikipedia)
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