Fragrance Demo Formulas |
1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-1-one (Click)
IUPAC Name:1-(2,6,6-trimethyl-1-cyclohex-2-enyl)but-3-en-1-one
Std.InChI:InChI=1S/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,8,12H,1,6-7,9H2,2-4H3
InChI:InChI=1/C13H20O/c1-5-7-11(14)12-10(2)8-6-9-13(12,3)4/h5,8,12H,1,6-7,9H2,2-4H3
Std.InChIKey:CRIGTVCBMUKRSL-UHFFFAOYSA-N
InChIKey:CRIGTVCBMUKRSL-UHFFFAOYAD
SMILES:CC=CC(=O)C1C(=CCCC1(C)C)C
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CAS Number: | 43052-87-5 |
% from: | 98.00% to 100.00% |
FDA UNII: | UP5JTZ982I |
FEMA Number: | 3659 |
CoE Number: | 11053 |
XlogP3-AA: | 3.20 (est) |
Molecular Weight: | 192.30160000 |
Formula: | C13 H20 O |
NMR Predictor: | Predict |
Also(can) Contains: | (E)-alpha-damascone 92.00% to 99.00% |
| (Z)-alpha-damascone 4.00% to 8.00% |
Category: | flavor and fragrance agents |
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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 |
IBM Patents: | Obtain |
Pubchem Patents: | Search |
PubMed: | Search |
NCBI: | Search |
JECFA Food Flavoring: | 385 alpha-damascone |
Flavis Number: | 07.134 (Old) |
EU SANCO Food Flavourings: | 07.134 alpha-damascone
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FEMA Number: | 3659 alpha-damascone |
FDA Mainterm: | ALPHA-DAMASCONE |
Physical Properties:
Appearance: | pale yellow clear liquid (est) |
Assay: | 98.00 to 100.00 % sum of isomers
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.92800 to 0.93800 @ 25.00 °C.
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Pounds per Gallon - (est).: | 7.722 to 7.805
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Refractive Index: | 1.49200 to 1.49900 @ 20.00 °C.
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Boiling Point: | 267.13 °C. @ 760.00 mm Hg (est)
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Acid Value: | 1.00 max. KOH/g
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Organoleptic Properties:
Odor Type: | floral |
Odor Strength: | high , recommend smelling in a 1.00 % solution or less |
Odor Description: at 1.00 % in dipropylene glycol. | sweet floral metallic fruity apple spicy plum minty Luebke, William tgsc, (1994) |
Odor sample from: | Ungerer & Company, Inc. |
Odor Description:
| Sweet, fruity, floral woody with a green berry nuance Mosciano, Gerard P&F 16, No. 2, 49, (1991) |
Taste Description: at 30.00 ppm. | Sweet, fruity, woody with a green seedy background Mosciano, Gerard P&F 16, No. 2, 49, (1991) |
Substantivity: | 66 hour(s) at 100.00 % |
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Cosmetic Information:
Suppliers:
Safety Information:
Oral/Parenteral Toxicity: | |
Not determined
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Dermal Toxicity: | |
Not determined
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Inhalation Toxicity: | |
Not determined
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Safety in Use Information:
Category: | flavor and fragrance agents |
Maximised Survey-derived Daily Intakes (MSDI-EU): | 6.90 (μg/capita/day) |
Maximised Survey-derived Daily Intakes (MSDI-USA): | 0.40 (μg/capita/day) |
Structure Class: | I |
Fragrance usage is IFRA RESTRICTED. View Standard for complete information. |
Please review all IFRA documents for complete information. |
IFRA categories: limits in the finished product: (For a description of the categories, refer to the IFRA QRA Information Booklet.) |
Category 1: See Note (1) | 0.003 % (1) |
Category 2: | 0.02 % |
Category 3: | 0.02 % |
Category 4: | 0.02 % |
Category 5: | 0.02 % |
Category 6: | 0.07 % (1) |
Category 7: | 0.008 % |
Category 8: | 0.02 % |
Category 9: | 0.02 % |
Category 10: | 0.02 % |
Category 11: | See Note (2) |
| Notes: |
| For this material, for pragmatic reasons, restrictive levels allowed by the QRA for certain categories but actually being higher than those already in place before applying the QRA, will temporarily not be implemented until the end of a 5 year monitoring phase. At the end of the 5 years the position will be reevaluated again. |
| (1) IFRA would recommend that any material used to impart perfume or flavour in products intended for human ingestion should consist of ingredients that are in compliance with appropriate regulations for foods and food flavourings in the countries of planned distribution and, where these are lacking, with the recommendations laid down in the Code of Practice of IOFI (International Organisation of the Flavor Industry). Further information about IOFI can be found on its website (www.iofi.org). |
| (2) Category 11 includes all non-skin contact or incidental skin contact products. Due to the negligible skin contact from these types of products there is no justification for a restriction of the concentration of this fragrance ingredient in the finished product. |
use level in formulae for use in cosmetics: | | 0.1200 %
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Dermal Systemic Exposure in Cosmetic Products: | | 0.0031 mg/kg/day (IFRA, 2002, 2003)
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Recommendation for alpha-damascone flavor usage levels up to: | | 25.0000 ppm in the finished product.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Natural Occurrence in: note
Synonyms:
2- | buten-1-one, 1-(2,6,6-trimethyl-2-cyclohexen-1-yl)- | | damarose alpha | | damascone (alpha) | | dihydro floriffone A | 1-(2,6,6- | trimethyl-1-cyclohex-2-enyl)but-3-en-1-one | 1-(2,6,6- | trimethyl-2-cyclohexen-1-yl)-2-butenone | 4-(2,6,6- | trimethyl-2-cyclohexen-1-yl)-but-2-en-4-one | 1-(2,6,6- | trimethyl-2-cyclohexenyl)-2-buten-1-one | 4-(2,6,6- | trimethyl-2-cyclohexenyl)-2-buten-4-one | 4-(2,6,6- | trimethyl-2-cyclohexenyl)-2-butene-4-one | 1-(2,6,6- | trimethyl-cyclohex-2-enyl)-but-2-en-1-one | 1-(2,6,6- | trimethylcyclohex-2-en-1-yl)but-2-en-1-one |
Articles:
PubMed: | Comparison of aroma active and sulfur volatiles in three fragrant rice cultivars using GC-olfactometry and GC-PFPD. |
PubMed: | Influence of triterpenoids present in apple peel on inflammatory gene expression associated with inflammatory bowel disease (IBD). |
PubMed: | Analytical and sensory characterization of the aroma of "Langhe D.O.C. Nebbiolo" wines: influence of the prefermentative cold maceration with dry ice. |
PubMed: | Characterization of volatiles and aroma-active compounds in honeybush (Cyclopia subternata) by GC-MS and GC-O analysis. |
PubMed: | Aromatic aldols and 1,5-diketones as optimized fragrance photocages. |
PubMed: | [Isoprenoids and phenylpropanoids from Saussurea deltoidea]. |
PubMed: | Characterization of the bound volatile extract from baby kiwi (Actinidia arguta). |
PubMed: | Structural Analysis of CYP101C1 from Novosphingobium aromaticivorans DSM12444. |
PubMed: | Influence of the backbone structure on the release of bioactive volatiles from maleic acid-based polymer conjugates. |
PubMed: | Insecticidal potency of novel compounds on multiple insect species of medical and veterinary importance. |
PubMed: | Volatile composition screening of Salix spp. nectar honey: benzenecarboxylic acids, norisoprenoids, terpenes, and others. |
PubMed: | Identification of 3-hydroxy-beta-damascone and related carotenoid-derived aroma compounds as novel potent inducers of Nrf2-mediated phase 2 response with concomitant anti-inflammatory activity. |
PubMed: | Substrate promiscuity of RdCCD1, a carotenoid cleavage oxygenase from Rosa damascena. |
PubMed: | [Retention of components in a mixture of volatile organic substances by maltodextrins]. |
PubMed: | Synthetic applications of enantioselective protonation and case study for (S)-alpha-damascone. |
PubMed: | Characterization of the most odor-active compounds in an American Bourbon whisky by application of the aroma extract dilution analysis. |
PubMed: | Fragrance material review on cis-beta-damascone. |
PubMed: | Fragrance material review on gamma-damascone. |
PubMed: | Fragrance material review on delta-damascone. |
PubMed: | Fragrance material review on alpha-damascone. |
PubMed: | Fragrance material review on trans-beta-damascone. |
PubMed: | Fragrance material review on cis-alpha-damascone. |
PubMed: | Fragrance material review on trans,trans-delta-damascone. |
PubMed: | [Investigation of the pyrolysis behavior of 4-oxo-beta-damascone by on-line pyrolysis gas chromatography-mass spectrometry]. |
PubMed: | Glycosidically bound volatiles and flavor precursors in Laurus nobilis L. |
PubMed: | A simple and efficient highly enantioselective synthesis of alpha-ionone and alpha-damascone. |
PubMed: | A novel biomimetic route to the 3-acyl-5-hydroxy-3-pyrrolin-2-one and 3-acyl-3,4-epoxy-5-hydroxypyrrolidin-2-one ring systems. |
PubMed: | Investigation of bound aroma constituents of yellow-fleshed nectarines (Prunus persica L. Cv. Springbright). changes in bound aroma profile during maturation. |
PubMed: | Aroma composition of Vitis vinifera Cv. tannat: the typical red wine from Uruguay. |
PubMed: | Identification of (3S, 9R)- and (3S, 9S)-megastigma-6,7-dien-3,5,9-triol 9-O-beta-D-glucopyranosides as damascenone progenitors in the flowers of Rosa damascena Mill. |
PubMed: | Principles and methodology for identification of fragrance allergens in consumer products. |
PubMed: | Character impact odorants of the apple cultivars Elstar and Cox Orange. |
PubMed: | Volatile compounds released by enzymatic hydrolysis of glycoconjugates of leaves and grape berries from Vitis vinifera Muscat of Alexandria and Shiraz cultivars. |
PubMed: | Acid-catalyzed hydrolysis of alcohols and their beta-D-glucopyranosides. |
PubMed: | Identification of potent odorants in Japanese green tea (Sen-cha). |
PubMed: | C(13)-Norisoprenoid glucoconjugates from lulo (Solanum quitoense L.) leaves. |
PubMed: | Bioconversion of alpha-Damascone by Botrytis cinerea. |
PubMed: | Progress in synthesis of sensory important trace components of essential oils and natural flavours. |
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Soluble in: |
| alcohol | | dipropylene glycol | | water, 10.31 mg/L @ 25 °C (est) |
Insoluble in: |
| water |
Stability: |
| alcoholic solution | | antiperspirant | | cream | | deodorant spray | | hair spray | | shampoo | | soap |
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