geranyl cinnamate
(E)-3,7-dimethyl-2,6-octadienyl cinnamate
 
Notes:
1-3% is excellent in amber colognes.
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CAS Number: 71605-84-0Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg: 275-663-4
Nikkaji Web: J3.384.888I
XlogP3-AA: 5.60 (est)
Molecular Weight: 284.39868000
Formula: C19 H24 O2
NMR Predictor: Predict (works with chrome or firefox)
Category: fragrance agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
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Physical Properties:
Appearance: colorless to pale yellow clear liquid (est)
Assay: 95.00 to 100.00 % 
Food Chemicals Codex Listed: No
Specific Gravity: 1.07500 @  25.00 °C.
Refractive Index: 1.53800 @  25.00 °C.
Boiling Point: 384.00 °C. @ 760.00 mm Hg
Boiling Point: 407.00 to  408.00 °C. @ 760.00 mm Hg (est)
Vapor Pressure: 0.002630 mmHg @ 25.00 °C. (est)
Flash Point: 444.00 °F. TCC ( 228.80 °C. ) (est)
logP (o/w): 6.039 (est)
Soluble in:
 alcohol
 water, 0.04605 mg/L @ 25 °C (est)
Insoluble in:
 water
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Organoleptic Properties:
 
Odor Type: balsamic
 
 balsamic  amber  rose  
Odor Description:
at 100.00 %. 
balsam amber rose
 
Odor and/or flavor descriptions from others (if found).
 
 
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Cosmetic Information:
None found
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Suppliers:
 None found
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Safety Information:
 
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: fragrance agents
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
 
Recommendation for geranyl cinnamate flavor usage levels up to:
 not for flavor use.
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Safety References:
EPI System: View
AIDS Citations: Search
Cancer Citations: Search
Toxicology Citations: Search
EPA ACToR: Toxicology Data
EPA Substance Registry Services (SRS): Registry
Laboratory Chemical Safety Summary : 5862476
National Institute of Allergy and Infectious Diseases: Data
 [(2E)-3,7-dimethylocta-2,6-dienyl] (E)-3-phenylprop-2-enoate
Chemidplus: 0071605840
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References:
 [(2E)-3,7-dimethylocta-2,6-dienyl] (E)-3-phenylprop-2-enoate
NIST Chemistry WebBook: Search Inchi
Pubchem (cid): 5862476
Pubchem (sid): 135198678
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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
HMDB (The Human Metabolome Database): Search
ChemSpider: View
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Potential Blenders and core components note
 
For Odor
amber
 ambrainFR
balsamic
 amyl cinnamateFL/FR
 butyl benzoateFL/FR
 tolu balsamFL/FR
 tolu balsam replacerFR
floral
 amyl benzoateFL/FR
 rosa odorata flower oilFR
fruity
 thesaron (Takasago)FR
musk
 juniper lactoneFL/FR
woody
 cedarwood acetateFR
 cistus twig/leaf absoluteFR
 cistus twig/leaf oilFL/FR
 vetiver oil CO2 extractFL/FR
 vetiver oil haiti MDFL/FR
 
For Flavor
 
No flavor group found for these
 amyl benzoateFL/FR
 butyl benzoateFL/FR
balsamic
 amyl cinnamateFL/FR
 tolu balsamFL/FR
musk
 juniper lactoneFL/FR
woody
 cistus twig/leaf oilFL/FR
 vetiver oil CO2 extractFL/FR
 vetiver oil haiti MDFL/FR
 
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Potential Uses:
 amberFR
 balsamFR
 citrusFR
 incenseFR
 lily of the valleyFR
 tuberoseFR
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Occurrence (nature, food, other): note
 not found in nature
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Synonyms:
(,6E)-3,7-dimethyl-2,6-octadienyl cinnamate
(E)-3,7-dimethyl-2,6-octadienyl cinnamate
[(2E)-3,7-dimethylocta-2,6-dienyl] (E)-3-phenylprop-2-enoate
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Articles:
PubMed: Conjugation of l-NAME to prenyloxycinnamic acids improves its inhibitory effects on nitric oxide production.
PubMed: Cloning and expression analysis of ten genes associated with picrosides biosynthesis in Picrorhiza kurrooa.
PubMed: Recent developments in the pharmacological properties of 4'-geranyloxyferulic acid, a colon cancer chemopreventive agent of natural origin.
PubMed: Inhibition of COX-1 activity and COX-2 expression by 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans propenoic acid and its semi-synthetic derivatives.
PubMed: Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
PubMed: Chemical constituents of Melicope ptelefolia.
PubMed: Activation of the human transient receptor potential vanilloid subtype 1 by essential oils.
PubMed: Analysis of essential oils of Artemisia absinthium L. from Lithuania by CC, GC(RI), GC-MS and 13C NMR.
PubMed: Isotopic criteria in the characterization of aromatic molecules. 1. Hydrogen affiliation in natural benzenoid/phenylpropanoid molecules.
PubMed: Female-biased attraction of Oriental fruit fly, bactrocera dorsalis (Hendel), to a blend of host fruit volatiles from Terminalia catappa L.
PubMed: Evaluation of the main contact allergens in propolis (1995 to 2005).
PubMed: Essential oils from New Zealand manuka: triketone and other chemotypes of Leptospermum scoparium.
PubMed: Studies of the formation of all-carbon quaternary centres, en route to lyngbyatoxin A. A comparison of phenyl and 7-substituted indole systems.
PubMed: Influence of plant growth stage on the essential oil content and composition in Davana (Artemisia pallens wall.).
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