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Category: flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | colorless to pale yellow clear liquid (est) |
| Assay: | 99.00 to 100.00 sum of isomers
|
| Food Chemicals Codex Listed: | No |
| Specific Gravity: | 0.95000 to 0.95700 @ 25.00 °C.
|
| Pounds per Gallon - (est).: | 7.905 to 7.963
|
| Refractive Index: | 1.47600 to 1.48300 @ 20.00 °C.
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| Boiling Point: | 62.00 to 63.00 °C. @ 3.00 mm Hg
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| Boiling Point: | 211.00 to 212.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 0.176000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 170.00 °F. TCC ( 76.67 °C. )
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| logP (o/w): | 3.100 (est) |
| Soluble in: |
| | alcohol | | | water, 86.14 mg/L @ 25 °C (est) |
Organoleptic Properties:
| Odor Type: tropical |
Odor Strength:high , recommend smelling in a 10.00 % solution or less |
| Substantivity:85 hour(s) at 100.00 % |
| tropical saffron herbal clean rose sweet tobacco green fruity |
Odor Description:at 10.00 % in dipropylene glycol. tropical saffron herbal clean rose oxide sweet tobacco damascone fruity Luebke, William tgsc, (2009) |
| Odor sample from: R C Treatt and Co Ltd |
| Flavor Type: tropical |
| tropical saffron herbal tobacco medicinal phenolic leathery green |
Taste Description: tropical saffron herbal tobacco medicinal phenolic leathery green Luebke, William tgsc, (2009) |
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| European information : |
| Most important hazard(s): | | Xn - Harmful. |
R 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R 26/27/28 - Very toxic by inhalation, in contact with skin and 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 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
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| |
| 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: | | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment: Search |
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
| Recommendation for beta-cyclocitral usage levels up to: | | | 2.0000 % in the fragrance concentrate.
|
| |
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.37 (μg/capita/day) |
| Maximised Survey-derived Daily Intakes (MSDI-USA): | ND (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: 12 |
| Click here to view publication 12 |
| | average usual ppm | average maximum ppm |
| baked goods: | - | 0.06000 |
| beverages(nonalcoholic): | - | 0.02000 |
| beverages(alcoholic): | - | - |
| breakfast cereal: | - | - |
| cheese: | - | - |
| chewing gum: | - | 0.50000 |
| condiments / relishes: | - | - |
| confectionery froastings: | - | 0.05000 |
| egg products: | - | - |
| fats / oils: | - | - |
| fish products: | - | - |
| frozen dairy: | - | - |
| fruit ices: | - | 0.10000 |
| gelatins / puddings: | - | 0.05000 |
| granulated sugar: | - | - |
| gravies: | - | - |
| hard candy: | - | 0.10000 |
| imitation dairy: | - | - |
| instant coffee / tea: | - | - |
| jams / jellies: | - | 0.05000 |
| meat products: | - | - |
| milk products: | - | - |
| nut products: | - | - |
| other grains: | - | - |
| poultry: | - | - |
| processed fruits: | - | - |
| processed vegetables: | - | - |
| reconstituted vegetables: | - | - |
| seasonings / flavors: | - | - |
| snack foods: | - | - |
| soft candy: | - | 0.05000 |
| soups: | - | - |
| sugar substitutes: | - | - |
| sweet sauces: | - | - |
Safety References:
References:
Other Information:
Potential Blenders and core components note
| For Odor |
| No odor group found for these |
curcuma amada roxb. rhizome oil CS |
| balsamic |
| balsamic |
iso amyl benzoate FL/FR |
benzyl salicylate FL/FR |
3- phenyl propyl cinnamate FL/FR |
| citrus |
(S)-(-)- citronellal FL/FR |
2- heptanol FL/FR |
verbena absolute france FL/FR |
| ethereal |
2- methyl valeraldehyde FL/FR |
| fatty |
methyl (E)-2-hexenoate FL/FR |
| fermented |
iso butyl decanoate FL/FR |
| floral |
benzaldehyde propylene glycol acetal FL/FR |
boronia absolute FL/FR |
butyl nonanoate FL/FR |
champaca absolute FR |
citronellyl ethyl ether FR |
citronellyl formate FL/FR |
2- decalinol FR |
dihydrocitronellyl ethyl ether FR |
dimethyl benzyl carbinyl propionate FR |
geranyl formate FL/FR |
geranyl isobutyrate FL/FR |
heptyl propionate FL/FR |
jasmin lactone (IFF) FL/FR |
alpha-iso methyl ionone (90% min.) FL/FR |
neryl ethyl ether FR |
phenethyl heptanoate FL/FR |
phenethyl isobutyrate FL/FR |
phenethyl isovalerate FL/FR |
1- phenyl propyl butyrate FL/FR |
2- phenyl propyl isobutyrate FL/FR |
tea acetate FR |
tetrahydrolinalool FL/FR |
| fruity |
allyl amyl glycolate FR |
allyl butyrate FL/FR |
allyl propionate FL/FR |
iso amyl butyrate FL/FR |
amyl isobutyrate FL/FR |
iso amyl isobutyrate FL/FR |
iso amyl isovalerate FL/FR |
iso amyl nonanoate FL/FR |
iso amyl octanoate FL/FR |
amyl propionate FL/FR |
apricot isobutyrate FR |
benzyl butyrate FL/FR |
benzyl heptanoate FL/FR |
2- butanol FL/FR |
butyl 2-decenoate FL/FR |
butyl isobutyrate FL/FR |
iso butyl propionate FL/FR |
cherry pentenoate FL/FR |
2- cyclopentyl cyclopentanone FL/FR |
decen-1-yl cyclopentanone FL/FR |
diethyl malonate FL/FR |
dihydroactinidolide FL/FR |
alpha,alpha- dimethyl benzyl isobutyrate FL/FR |
dimethyl succinate FL/FR |
ethyl 2-cyclohexyl propionate FR |
ethyl 2-octenoate FL/FR |
ethyl 3-acetoxyhexanoate FL/FR |
ethyl 3,5,5-trimethyl hexanoate FR |
ethyl acetoacetate FL/FR |
fruity cyclopentanone FR |
heptanal cyclic ethylene acetal FR |
heptyl butyrate FL/FR |
heptyl isobutyrate FL/FR |
2- hexen-1-ol FL/FR |
(E)-3- hexen-1-yl acetate FL/FR |
(Z)-3- hexen-1-yl isobutyrate FL/FR |
hexyl (E)-tiglate FL/FR |
hexyl acetate FL/FR |
linalyl valerate FL/FR |
methyl 3-nonenoate FL/FR |
methyl heptanoate FL/FR |
nerolidyl isobutyrate FR |
octen-1-yl cyclopentanone FL/FR |
peach cyclopentanone FR |
2- pentyl furan FL/FR |
2- phenyl propyl butyrate FL/FR |
pineapple pentenoate FL/FR |
plum damascone (high alpha) FR |
prenol FL/FR |
prenyl hexanoate FL/FR |
iso propyl 2-methyl butyrate FL/FR |
propyl butyrate FL/FR |
rhubarb undecane FR |
tetrahydrofurfuryl butyrate FL/FR |
tropical indene FR |
tropical thiazole FL/FR |
gamma- undecalactone (aldehyde C-14 (so-called)) FL/FR |
| green |
benzyl hexanoate FL/FR |
3,5,6-neo cyclocitral FR |
alpha- decalactone FL/FR |
heptyl acetate FL/FR |
(E)-2- hexen-1-yl formate FL/FR |
(E)-2- hexen-1-yl hexanoate FL/FR |
(Z)-3- hexen-1-yl hexanoate FL/FR |
hexyl octanoate FL/FR |
magnolia flower oil FL/FR |
manzanate (Givaudan) FL/FR |
phenoxyethyl isobutyrate FL/FR |
propylene acetal FL/FR |
violet dienyne FR |
| herbal |
6- acetoxydihydrotheaspirane FL/FR |
arnica flower oil FR |
buchu oxime FR |
chamomile distillates FL/FR |
clary propyl acetate FR |
clary sage absolute FL/FR |
clary sage oil france FL/FR |
linalyl isovalerate FL/FR |
safranal FL/FR |
thymol FL/FR |
| honey |
propyl phenyl acetate FL/FR |
| musty |
ketoiso phorone FL/FR |
| phenolic |
4- methyl-2,6-dimethoxyphenol FL/FR |
4- vinyl phenol FL/FR |
| spicy |
carvacrol FL/FR |
(-)- cubenol FL/FR |
ortho- methoxycinnamaldehyde FL/FR |
| sulfurous |
2- phenethyl isothiocyanate FL/FR |
| tropical |
genet absolute FL/FR |
| waxy |
ethyl octanoate FL/FR |
octyl 2-methyl butyrate FL/FR |
| woody |
verdoxan FR |
| For Flavor |
| No flavor group found for these |
6- acetoxydihydrotheaspirane FL/FR |
allyl cyclohexyl valerate FL |
amyl isobutyrate FL/FR |
amyl propionate FL/FR |
benzyl heptanoate FL/FR |
benzyl hexanoate FL/FR |
2- butanol FL/FR |
iso butyl decanoate FL/FR |
butyl nonanoate FL/FR |
(S)-(-)- citronellal FL/FR |
2- cyclopentyl cyclopentanone FL/FR |
alpha- decalactone FL/FR |
ethyl 3-acetoxyhexanoate FL/FR |
2- hexenal FL |
2- hexenal diethyl acetal FL |
hexyl (E)-2-hexenoate FL |
jasmin lactone (IFF) FL/FR |
linalyl valerate FL/FR |
magnolia flower oil FL/FR |
methyl (E)-2-hexenoate FL/FR |
(E)-2- methyl-2-octenal FL |
2- methyl-2-octenal FL |
3- methyl-3-pentanol FL |
(E,E)-3,5- octadien-2-one FL |
phenethyl heptanoate FL/FR |
2- phenethyl isothiocyanate FL/FR |
1- phenyl propyl butyrate FL/FR |
2- phenyl propyl isobutyrate FL/FR |
prenyl hexanoate FL/FR |
propylene acetal FL/FR |
| alliaceous |
| alliaceous |
allyl propionate FL/FR |
tropical thiazole FL/FR |
| balsamic |
benzyl salicylate FL/FR |
| berry |
heptyl isobutyrate FL/FR |
| citrus |
ketoiso phorone FL/FR |
verbena absolute france FL/FR |
| coffee |
2,4- dimethyl thiazole FL |
| cooling |
manzanate (Givaudan) FL/FR |
| creamy |
gamma- undecalactone (aldehyde C-14 (so-called)) FL/FR |
| estery |
ethyl acetoacetate FL/FR |
| floral |
geranyl isobutyrate FL/FR |
alpha-iso methyl ionone (90% min.) FL/FR |
tetrahydrolinalool FL/FR |
| fruity |
iso amyl benzoate FL/FR |
iso amyl isobutyrate FL/FR |
iso amyl octanoate FL/FR |
benzaldehyde propylene glycol acetal FL/FR |
benzyl butyrate FL/FR |
boronia absolute FL/FR |
butyl 2-decenoate FL/FR |
butyl isobutyrate FL/FR |
iso butyl propionate FL/FR |
cherry pentenoate FL/FR |
citronellyl formate FL/FR |
decen-1-yl cyclopentanone FL/FR |
diethyl malonate FL/FR |
dihydroactinidolide FL/FR |
alpha,alpha- dimethyl benzyl isobutyrate FL/FR |
dimethyl succinate FL/FR |
ethyl (E)-2-octenoate FL |
ethyl 2-octenoate FL/FR |
furfuryl propionate FL |
2- furyl pentyl ketone FL |
2- heptanol FL/FR |
heptyl propionate FL/FR |
2- hexen-1-ol FL/FR |
(E)-3- hexen-1-yl acetate FL/FR |
(Z)-3- hexen-1-yl isobutyrate FL/FR |
hexyl acetate FL/FR |
linalyl isovalerate FL/FR |
methyl (E)-3-nonenoate FL |
methyl 3-nonenoate FL/FR |
methyl heptanoate FL/FR |
octen-1-yl cyclopentanone FL/FR |
phenethyl isovalerate FL/FR |
pineapple pentenoate FL/FR |
prenol FL/FR |
iso propyl 2-methyl butyrate FL/FR |
propyl butyrate FL/FR |
tetrahydrofurfuryl butyrate FL/FR |
| green |
allyl butyrate FL/FR |
iso amyl isovalerate FL/FR |
geranyl formate FL/FR |
heptyl acetate FL/FR |
heptyl butyrate FL/FR |
(E)-2- hexen-1-yl hexanoate FL/FR |
(Z)-3- hexen-1-yl hexanoate FL/FR |
(E)-2- hexenal diethyl acetal FL |
hexyl (E)-tiglate FL/FR |
hexyl octanoate FL/FR |
methyl 2-undecynoate FL |
2- pentyl furan FL/FR |
phenoxyethyl isobutyrate FL/FR |
| hay |
genet absolute FL/FR |
| herbal |
chamomile distillates FL/FR |
chamomile flavor FL |
clary sage absolute FL/FR |
clary sage oil france FL/FR |
| honey |
phenethyl isobutyrate FL/FR |
propyl phenyl acetate FL/FR |
| phenolic |
4- methyl-2,6-dimethoxyphenol FL/FR |
thymol FL/FR |
4- vinyl phenol FL/FR |
| rummy |
(E)-2- hexen-1-yl formate FL/FR |
| spicy |
carvacrol FL/FR |
(-)- cubenol FL/FR |
ortho- methoxycinnamaldehyde FL/FR |
2- phenyl propyl butyrate FL/FR |
3- phenyl propyl cinnamate FL/FR |
| vegetable |
2- methyl valeraldehyde FL/FR |
| waxy |
iso amyl butyrate FL/FR |
ethyl octanoate FL/FR |
octyl 2-methyl butyrate FL/FR |
| winey |
iso amyl nonanoate FL/FR |
| woody |
safranal FL/FR |
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| .beta.- | cyclocitral | | alpha & beta- | cyclocitral | | b- | cyclocitral | | beta- | cyclocitral | | 1- | cyclohexene-1-carboxaldehyde, 2,6,6-trimethyl- | | | cyclohexenecarboxaldehyde, 2,6,6-trimethyl- | | 2,6,6- | trimethyl cyclohexene-1-carbaldehyde | | 2,6,6- | trimethyl-1-cyclohexen-1-carboxaldehyde | | 2,6,6- | trimethyl-1-cyclohexene-1-carbaldehyde | | 2,6,6- | trimethyl-1-cyclohexene-1-carboxaldehyde | | 2,6,6- | trimethyl-1(2)-cyclohexen-1-carboxaldehyde | | 2,6,6- | trimethyl-1&2-cyclohexen-1-carboxaldehyde | | 2,6,6- | trimethylcyclohex-1-ene-1-carbaldehyde | | 2,6,6- | trimethylcyclohexene-1-carbaldehyde | | 2,6,6- | trimethylcyclohexenecarbaldehyde |
Articles:
| US Patents:3,975,310 - Cycloaliphatic unsaturated ketones as odor- and taste-modifying agents |
| PubMed:Analysis of Five Earthy-Musty Odorants in Environmental Water by HS-SPME/GC-MS. |
| US Patents:3,940,499 - Food or flavor containing 2,6,6-trimethyl-1-cyclohexen-1-ylacetaldehyde |
| PubMed:Characterization of typical taste and odor compounds formed by Microcystis aeruginosa. |
| PubMed:Carotenoid oxidation products as stress signals in plants. |
| PubMed:Review of stress specific organelles-to-nucleus metabolic signal molecules in plants. |
| PubMed:Total synthesis and biological evaluation of an antifungal tricyclic o-hydroxy-p-quinone methide diterpenoid. |
| PubMed:Off-flavor compounds from decaying cyanobacterial blooms of Lake Taihu. |
| PubMed:Lactones 43. New biologically active lactones: β-cyclocitral derivatives. |
| PubMed:Loss of plastoglobule kinases ABC1K1 and ABC1K3 causes conditional degreening, modified prenyl-lipids, and recruitment of the jasmonic acid pathway. |
| PubMed:Reconsidering the nature and mode of action of metabolite retrograde signals from the chloroplast. |
| PubMed:Development of models for predicting the predominant taste and odor compounds in Taihu Lake, China. |
| PubMed:Volatile organic compounds derived from 2-keto-acid decarboxylase in Microcystis aeruginosa. |
| PubMed:Nonenzymic carotenoid oxidation and photooxidative stress signalling in plants. |
| PubMed:Treatment with algae extracts promotes flocculation, and enhances growth and neutral lipid content in Nannochloropsis oculata--a candidate for biofuel production. |
| PubMed:Carotenoid oxidation products are stress signals that mediate gene responses to singlet oxygen in plants. |
| PubMed:Characterization of intracellular & extracellular algae organic matters (AOM) of Microcystic aeruginosa and formation of AOM-associated disinfection byproducts and odor & taste compounds. |
| PubMed:Microwave-assisted purge-and-trap extraction device coupled with gas chromatography and mass spectrometry for the determination of five predominant odors in sediment, fish tissues, and algal cells. |
| PubMed:The management of undesirable cyanobacteria blooms in channel catfish ponds using a constructed wetland: Contribution to the control of off-flavor occurrences. |
| PubMed:Degradation and formation of wood odorant β-cyclocitral during permanganate oxidation. |
| PubMed:Simultaneous determination of eight common odors in natural water body using automatic purge and trap coupled to gas chromatography with mass spectrometry. |
| PubMed:β-cyclocitral, a grazer defence signal unique to the cyanobacterium Microcystis. |
| PubMed:A systematic study on spatial and seasonal patterns of eight taste and odor compounds with relation to various biotic and abiotic parameters in Gonghu Bay of Lake Taihu, China. |
| PubMed:Kinetics of cell lysis for Microcystis aeruginosa and Nitzschia palea in the exposure to β-cyclocitral. |
| PubMed:Analytical aspects of cyanobacterial volatile organic compounds for investigation of their production behavior. |
| PubMed:Carotenoid content impacts flavor acceptability in tomato (Solanum lycopersicum). |
| PubMed:{beta}-Apocarotenoids do not significantly activate retinoic acid receptors {alpha} or {beta}. |
| PubMed:Blue color formation of cyanobacteria with beta-cyclocitral. |
| PubMed:Disinfection by-products from halogenation of aqueous solutions of terpenoids. |
| PubMed:Metabolite and target transcript analyses during Crocus sativus stigma development. |
| PubMed:A very efficient route toward the 4a-methyltetrahydrofluorene skeleton: short synthesis of (+/-)-dichroanone and (+/-)-taiwaniaquinone H. |
| PubMed:Occurrence of dissolved and particle-bound taste and odor compounds in Swiss lake waters. |
| PubMed:[Ozonation of odorous organic compounds in eutrophic water]. |
| PubMed:The degradation of (all-E)-beta-carotene by cigarette smoke. |
| PubMed:Global sensitivity analysis for model-based prediction of oxidative micropollutant transformation during drinking water treatment. |
| PubMed:Lysis of cyanobacteria with volatile organic compounds. |
| PubMed:Synthesis, antimicrobial and antineoplastic activities for agelasine and agelasimine analogs with a beta-cyclocitral derived substituent. |
| PubMed:Studies on the aroma of maté (Ilex paraguariensis St. Hil.) using headspace solid-phase microextraction. |
| PubMed:Annual dynamics and origins of the odorous compounds in the pilot experimental area of Lake Dianchi, China. |
| PubMed:Daphnia behavioural responses to taste and odour compounds: ecological significance and application as an inline treatment plant monitoring tool. |
| PubMed:Fibrillin influence on plastid ultrastructure and pigment content in tomato fruit. |
| PubMed:Dunaliella salina microalga pressurized liquid extracts as potential antimicrobials. |
| PubMed:Efficient route to 4a-methyltetrahydrofluorenes: a total synthesis of (+/-)-dichroanal B via intramolecular Heck reaction. |
| PubMed:Generation of aroma compounds from Ditaxis heterantha by Saccharomyces cerevisiae. |
| PubMed:Carotenoid pigmentation affects the volatile composition of tomato and watermelon fruits, as revealed by comparative genetic analyses. |
| PubMed:Identification and aroma impact of norisoprenoids in orange juice. |
| PubMed:Volatile organic compound (VOC) analysis and sources of limonene, cyclohexanone and straight chain aldehydes in axenic cultures of Calothrix and Plectonema. |
| PubMed:Beta-carotene cleavage products after oxidation mediated by hypochlorous acid--a model for neutrophil-derived degradation. |
| PubMed:A peroxidase from Lepista irina cleaves beta,beta-carotene to flavor compounds. |
| PubMed:Cleavage of beta,beta-carotene to flavor compounds by fungi. |
| PubMed:Effect of high irradiance and iron on volatile odour compounds in the cyanobacterium Microcystis aeruginosa. |
| PubMed:Synthesis of 9E- and 9Z-locked retinoic acid analogs as ligands for RAR and RXR. |
| PubMed:Volatile organic chemicals of a shore-dwelling cyanobacterial mat community. |
| PubMed:Dynamics of the volatile organic substances associated with cyanobacteria and algae in a eutrophic shallow lake. |
| PubMed:Studies on vitamin A and its related compounds. II. Reformatsky reaction of beta-cyclocitral with methyl gamma-bromosenecioate. |
| PubMed:THE CONDENSATION OF beta-CYCLOCITRAL WITH DIMETHYLACROLEIN. |
|