beta-damascenone

fermentone (Advanced Biotech)

CAS: 23696-85-7 C13 H18 O MW: 190.28566000 floral woody

Identification

Namebeta-damascenone
IUPAC(E)-1-(2,6,6-trimethyl-1-cyclohexa-1,3-dienyl)but-2-en-1-one
CAS Number23696-85-7
EINECS245-833-2
FDA UNIIU66V25TBO0
Molecular FormulaC13 H18 O
Molecular Weight190.28566000
MDL NumberMFCD00101024
Nikkaji NumberJ60.974I
CoE Number11197

Regulatory

JECFA Food Flavoring387 damascenone
DG SANTE Food Flavourings07.108 beta-damascenone
FEMA Number3420
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)23696-85-7 ; 4-(2,6,6-TRIMETHYLCYCLOHEXA-1,3-DIENYL)BUT-2-EN-4-ONE

Physical Properties

Appearance yellow clear liquid (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 0.94600 to 0.95200 @ 25.00 °C.
Pounds per Gallon - (est). 7.872 to 7.922
Refractive Index 1.51000 to 1.51400 @ 20.00 °C.
Boiling Point 274.00 to 275.00 °C. @ 760.00 mm Hg
Acid Value 1.00 max. KOH/g
Vapor Pressure 0.020000 mmHg @ 20.00 °C.
Flash Point > 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w) 4.042 (est)
Soluble in alcohol
Stability antiperspirant

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesperfuming agents

Organoleptic Properties

Odor Strength high ,
Substantivity 216 hour(s) at 100.00 %
Odor Description
at 10.00 % in dipropylene glycol.
Woody, sweet, fruity, earthy with green floral nuances
A very powerful floral fruity note. DAMASCENONE smells intensely natural, rose, plum, berry and tobacco
A very powerful floral fruity note that is very close in quality to DAMASCENONE. DAMASCENONE TOTAL smells intensely natural, rose, plum, berry and tobacco
apple; woody; herbaceous; nutty; citrus; rose; smoky; wine-like.
persistent fruity, floral; strawberry- and rose-notes, tobacco.
Natural Sweet Fruity Rose Plum Grape Raspberry Sugar
Floral rosy, fruity odor with plum, berry and tobacco nuances
Floral rosy, fruity odor with plum, berry and tobacco nuances
Floral rosy, fruity odor with plum, berry and tobacco nuances
A very powerful floral fruity note. DAMASCENONE smells intensely natural, rose, plum, berry and tobacco
Odor sample from Firmenich Inc.
Taste Description
at 20.00 ppm.
woody, floral, herbal, green and fruity with spicy tobacco notes.
Fruity floral quince rosy and cooked notes

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
IFRA Critical EffectDermal sensitization
fragrance material specificationShould not be used as fragrance ingredients such that the total level in finished cosmetic products exceeds 0.02%, individually or in combination. Based on test data showing sensitising potential for these materials and on evidence of cross-reactivity. (IFRA guidelines)
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%)Category 1: Products applied to the lips
NotesIFRA FLAVOR REQUIREMENTS:
use level in formulae for use in cosmetics0.0770 %
Dermal Systemic Exposure in Cosmetic Products0.002 mg/kg/day (IFRA, 2002)
Maximised Survey-derived Daily Intakes (MSDI-EU)73.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)5.00 (μg/capita/day)
Structure ClassI
baked goods0.05000
beverages(nonalcoholic)0.05000
beverages(alcoholic)0.01000
breakfast cereal-
cheese-
chewing gum100.00000
condiments / relishes0.05000
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy0.05000
fruit ices-
gelatins / puddings0.05000
granulated sugar-
gravies-
hard candy0.20000
imitation dairy-
instant coffee / tea-
jams / jellies0.05000
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods-
soft candy0.05000
soups-
sugar substitutes-
sweet sauces-

ACS International GmbH

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Riverside Aromatics Ltd.

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Ernesto Ventós S.A.

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Vigon International

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Potential Uses

FR acacia FR apple FR apricot FR blueberry FR currant black currant de bagatelle FR elder berry FR grape FR green nahema natural FR plum FR raspberry FR rose FR spice FR strawberry FL tea FR tobacco turbulences FR vanilla

Natural Occurrence

apple juice PMC apricot fruit artemisia absinthium herb oil italy @ trace% Data beer PMC brandy PMC clary sage oil greece @ 0.10% Data clary sage oil spain @ 0.27% Data cognac PMC crithmum maritimum l. oil turkey @ <0.10% Data currant black currant fruit grape lychee canned lychee malus sieversii PbMd pennyroyal oil cuba @ 0.39% Data plum fruit raspberry red raspberry fruit rum PMC salvia officinalis seed oil tunisia @ 0.06% Data strawberry wild strawberry fruit tobacco burley PMC valerian root oil china @ 0.98% Data whiskey PMC whiskey scotch whiskey PMC wine PMC

Synonyms

2- buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (2E)- 2- buten-1-one, 1-(2,6,6-trimethyl-1,3-cyclohexadien-1-yl)-, (E)- damascenone beta- damascenone beta- damascenone 1,5% in ethanol natural damascenone 1% in ETOH natural damascenone 1% in PG natural damascenone beta at 1% in ethanol damascenone beta at 1% in PG damascenone beta key 100 damascenone beta key 500 damascenone beta key 500 halal in PG damascenone natural beta- damascenone natural damascenone pure fermentone (Advanced Biotech) fermentone 1% in PG natural (Advanced Biotech) fermentone 5% ETOH natural (Advanced Biotech) fermentone extra 1% in triacetin natural (Advanced Biotech) fermentone extra natural (Advanced Biotech) fermentone natural floriffone roastarome natural (Advanced Biotech) rose ketone-4 rosenone 4-(2,6,6- trimethyl cyclohexa-1,3-dienyl) but-2-en-4-one trimethyl cyclohexadienyl butenone trans-2,6,6- trimethyl-1-(2-butenoyl)cyclohexa-1,3-diene (E)-1-(2,6,6- trimethyl-1-cyclohexa-1,3-dienyl)but-2-en-1-one 2,6,6- trimethyl-1-trans-crotonoyl-1,3-cyclohexadiene (2,6,6- trimethyl-1,3-cyclohexadien-1-yl) butenone (2E)-1-(2,6,6- trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one (E)-1-(2,6,6- trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one 1-(2,6,6- trimethyl-1,3-cyclohexadien-1-yl)-2-buten-1-one (2E)-1-(2,6,6- trimethylcyclohexa-1,3-dien-1-yl)but-2-en-1-one Google Patents: Dimethyl sulfide, beta-damascenone, 3-methylbutanal, and 3-methylbutyric acid US Patents: 3,959,508 - Flavoring compositions containing mixture of 2,2,6-trimethyl-1-cyclohexen-1-ylacetaldehyde and 2,6,6-trimethyl-1-crotonyl-1,3-cyclohexadiene PubMed: Characterization of the key aroma compounds in Shiraz wine by quantitation, aroma reconstitution, and omission studies. PubMed: Identification of Potent Odorants in a Novel Nonalcoholic Beverage Produced by Fermentation of Wort with Shiitake (Lentinula edodes). PubMed: Chemical composition of the essential oil of Croton bonplandianus from India. PubMed: Influence of pre-fermentation cold maceration treatment on aroma compounds of Cabernet Sauvignon wines fermented in different industrial scale fermenters. PubMed: Comparison of aroma active and sulfur volatiles in three fragrant rice cultivars using GC-olfactometry and GC-PFPD. PubMed: Pinot Noir wine composition from different vine vigour zones classified by remote imaging technology. PubMed: Volatile constituents of commercial imported and domestic black-ripe table olives (Olea europaea). PubMed: Characterization of the key aroma compounds in two bavarian wheat beers by means of the sensomics approach. PubMed: Flavor of cold-hardy grapes: impact of berry maturity and environmental conditions. PubMed: Phytochemical and physical-chemical analysis of Polish willow (Salix spp.) honey: identification of the marker compounds. PubMed: Characterization of the key aroma compounds in Bartlett pear brandies by means of the sensomics concept. PubMed: Cooked carrot volatiles. AEDA and odor activity comparisons. Identification of linden ether as an important aroma component. PubMed: Characterization of aroma-active compounds in dry flower of Malva sylvestris L. by GC-MS-O analysis and OAV calculations. PubMed: Identification of regions associated with variation in sensitivity to food-related odors in the human genome. PubMed: Characterization of Muscat wines aroma evolution using comprehensive gas chromatography followed by a post-analytic approach to 2D contour plots comparison. PubMed: Essential oils from the leaves of six medicinal plants of Nigeria. PubMed: Accelerated aging against conventional storage: effects on the volatile composition of chardonnay white wines. PubMed: Key odorants in cured Madagascar vanilla beans (Vanilla planiforia) of differing bean quality. PubMed: Identification of the key odorants in Tahitian cured vanilla beans (Vanilla tahitensis) by GC-MS and an aroma extract dilution analysis. PubMed: Sonication in combination with heat and low pressure as an alternative pasteurization treatment--effect on Escherichia coli K12 inactivation and quality of apple cider. PubMed: Changes in the bound aroma profiles of 'Hayward' and 'Hort16A' kiwifruit (Actinidia spp.) during ripening and GC-olfactometry analysis. PubMed: Influence of deficit irrigation and kaolin particle film on grape composition and volatile compounds in Merlot grape (Vitis vinifera L.). PubMed: System design for integrated comprehensive and multidimensional gas chromatography with mass spectrometry and olfactometry. PubMed: A novel mechanism of filaggrin induction and sunburn prevention by β-damascenone in Skh-1 mice. PubMed: Quantification by solid phase micro extraction and stable isotope dilution assay of norisoprenoid compounds in red wines obtained from Piedmont rare varieties. PubMed: Environmental and seasonal influences on red raspberry flavour volatiles and identification of quantitative trait loci (QTL) and candidate genes. PubMed: Evaluation of key odorants in sauvignon blanc wines using three different methodologies. PubMed: Characterization of the key aroma compounds in rape honey by means of the molecular sensory science concept. PubMed: The chemical composition of the essential oils of Cirsium palustre and C. rivulare and their antiproliferative effect. PubMed: Characterization of volatiles and aroma-active compounds in honeybush (Cyclopia subternata) by GC-MS and GC-O analysis. PubMed: Odor potency of aroma compounds in Riesling and Vidal blanc table wines and icewines by gas chromatography-olfactometry-mass spectrometry. PubMed: Experience influences elemental and configural perception of certain binary odour mixtures in newborn rabbits. PubMed: Volatile compounds responsible for aroma of Jutrzenka liquer wine. PubMed: Impact of cover crops in vineyard on the aroma compounds of Vitis vinifera L. cv Cabernet Sauvignon wine. PubMed: Quality and aromatic sensory descriptors (mainly fresh and dry fruit character) of Spanish red wines can be predicted from their aroma-active chemical composition. PubMed: Characterization of odor-active compounds in guava wine. PubMed: Chemical characterization of commercial Sherry vinegar aroma by headspace solid-phase microextraction and gas chromatography-olfactometry. PubMed: Hyperoxygenation and bottle storage of Chardonnay white wines: effects on color-related phenolics, volatile composition, and sensory characteristics. PubMed: Antioxidant activity and chemical composition of essential oil from Atriplex undulata. PubMed: A new method for the determination of carbonyl compounds in wines by headspace solid-phase microextraction coupled to gas chromatography-ion trap mass spectrometry. PubMed: Volatile compounds and sensory attributes of wine from Cv. Merlot (Vitis vinifera L.) grown under differential levels of water deficit with or without a kaolin-based, foliar reflectant particle film. PubMed: Volatile composition screening of Salix spp. nectar honey: benzenecarboxylic acids, norisoprenoids, terpenes, and others. PubMed: Contribution of microwave accelerated distillation in the extraction of the essential oil of Zygophyllum album L. PubMed: Analysis of carotenoids in grapes to predict norisoprenoid varietal aroma of wines from Apulia. PubMed: Identification and quantification of impact aroma compounds in 4 nonfloral Vitis vinifera varieties grapes. PubMed: Volatile compounds and the changes in their concentration levels during storage in beers containing varying malt concentrations. PubMed: Timing of cluster light environment manipulation during grape development affects C13 norisoprenoid and carotenoid concentrations in Riesling. PubMed: Carotenoid profiling and the expression of carotenoid biosynthetic genes in developing coffee grain. PubMed: Selectable one-dimensional or two-dimensional gas chromatography-mass spectrometry with simultaneous olfactometry or element-specific detection. PubMed: Influence of growth phase and geographic origin on the essential oil composition of Pituranthos chloranthus from Tunisia. PubMed: Characterization of the key aroma compounds in beef and pork vegetable gravies á la chef by application of the aroma extract dilution analysis. PubMed: Fate of key odorants in Sauternes wines through aging. 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: Volatile composition of Merlot wine from different vine water status. PubMed: Fate of grape flavor precursors during storage on yeast lees. PubMed: Carotenoid breakdown products the-norisoprenoids-in wine aroma. PubMed: Substrate promiscuity of RdCCD1, a carotenoid cleavage oxygenase from Rosa damascena. PubMed: Headspace solid-phase microextraction-gas chromatography-mass spectrometry for profiling free volatile compounds in Cabernet Sauvignon grapes and wines. PubMed: Effects of elevated CO2 on grapevine (Vitis vinifera L.): volatile composition, phenolic content, and in vitro antioxidant activity of red wine. PubMed: Instrumental and sensory approaches for the characterization of compounds responsible for wine aroma. PubMed: Characterization of the key aroma compounds in an american bourbon whisky by quantitative measurements, aroma recombination, and omission studies. PubMed: Free and hydrolytically released volatile compounds of Vitis vinifera L. cv. Fiano grapes as odour-active constituents of Fiano wine. PubMed: Characterization of the most odor-active compounds in an American Bourbon whisky by application of the aroma extract dilution analysis. PubMed: Identification of volatile compounds responsible for prune aroma in prematurely aged red wines. PubMed: The requisite level of theory for the computational design of molecularly imprinted silica xerogels. PubMed: The chemical characterization of the aroma of dessert and sparkling white wines (Pedro Ximénez, Fino, Sauternes, and Cava) by gas chromatography-olfactometry and chemical quantitative analysis. PubMed: Fragrance material review on cis-beta-damascone. PubMed: Fragrance material review on trans-beta-damascone. PubMed: Beta-damascenone, a suitable heat load indicator during wort boiling? PubMed: Comparative study of aromatic compounds in young red wines from cabernet sauvignon, cabernet franc, and cabernet gernischet varieties in China. PubMed: Release and formation of varietal aroma compounds during alcoholic fermentation from nonfloral grape odorless flavor precursors fractions. PubMed: Changes in key odorants of raw coffee beans during storage under defined conditions. PubMed: Characterization of the key aroma compounds in apricots (Prunus armeniaca) by application of the molecular sensory science concept. PubMed: Influence of plant water status on the production of C13-norisoprenoid precursors in Vitis vinifera L. Cv. cabernet sauvignon grape berries. PubMed: Which impact for beta-damascenone on red wines aroma? PubMed: A survey of seasonal temperatures and vineyard altitude influences on 2-methoxy-3-isobutylpyrazine, C13-norisoprenoids, and the sensory profile of Brazilian Cabernet Sauvignon wines. PubMed: Instrumental and sensory characterization of heat-induced odorants in aseptically packaged soy milk. PubMed: Aroma components of acid-hydrolyzed vegetable protein made by partial hydrolysis of rice bran protein. PubMed: Comparison of three lychee cultivar odor profiles using gas chromatography-olfactometry and gas chromatography-sulfur detection. PubMed: Aroma extraction dilution analysis of Sauternes wines. Key role of polyfunctional thiols. PubMed: Volatile composition and contribution to the aroma of spanish honeydew honeys. Identification of a new chemical marker. PubMed: Comparison of aroma volatiles in commercial Merlot and Cabernet Sauvignon wines using gas chromatography-olfactometry and gas chromatography-mass spectrometry. PubMed: Potent odorants characterize the aroma quality of leaves and stalks in raw and boiled celery. PubMed: Characterization of cachaça and rum aroma. PubMed: Thermal oxidation of 9'-cis-neoxanthin in a model system containing peroxyacetic acid leads to the potent odorant beta-damascenone. PubMed: Characterization of (E,E,Z)-2,4,6-nonatrienal as a character impact aroma compound of oat flakes. PubMed: Identification based on quantitative measurements and aroma recombination of the character impact odorants in a Bavarian Pilsner-type beer. PubMed: Aroma composition of red wines by different extraction methods and Gas Chromatography-SIM/MASS spectrometry analysis. PubMed: Identification of potent odorants formed during the preparation of extruded potato snacks. PubMed: Precursors to damascenone: synthesis and hydrolysis of isomeric 3,9-dihydroxymegastigma-4,6,7-trienes. PubMed: Analysis of hop-derived terpenoids in beer and evaluation of their behavior using the stir bar-sorptive extraction method with GC-MS. PubMed: Concurrent phenomena contributing to the formation of the aroma of wine during aging in oak wood: an analytical study. PubMed: Impact of growing environment on chickasaw blackberry (Rubus L.) aroma evaluated by gas chromatography olfactometry dilution analysis. PubMed: Identification and aroma impact of norisoprenoids in orange juice. PubMed: Fate of damascenone in wine: the role of SO2. PubMed: Analysis of the volatile aroma constituents of parental and hybrid clones of pepino (Solanum muricatum). PubMed: Simultaneous determination of E-2-nonenal and beta-damascenone in beer by reversed-phase liquid chromatography with UV detection. PubMed: Flavoring components of raw monsooned arabica coffee and their changes during radiation processing. PubMed: Impact odorants of different young white wines from the Canary Islands. PubMed: Prediction of aged red wine aroma properties from aroma chemical composition. Partial least squares regression models. 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: Gas chromatographic-olfactometric characterization of aroma compounds in two types of cashew apple nectar. PubMed: Differential effects of tomato (Lycopersicon esculentum mill) matrix on the volatility of important aroma compounds. PubMed: Determination of volatile compounds in Grenache wines in relation with different terroirs in the Rhone Valley. PubMed: How low pH can intensify beta-damascenone and dimethyl trisulfide production through beer aging. PubMed: Character impact odorants of the apple cultivars Elstar and Cox Orange. PubMed: Effect of 1-methylcyclopropene on volatile emission and aroma in cv. Anna apples. PubMed: Chemical characterization of the aroma of Grenache rosé wines: aroma extract dilution analysis, quantitative determination, and sensory reconstitution studies. PubMed: Investigation of the beta-damascenone level in fresh and aged commercial beers. PubMed: Sensory and chemical changes in tomato sauces during storage. PubMed: Identification and quantification of aroma-active components that contribute to the distinct malty flavor of buckwheat honey. PubMed: Aroma composition changes in early season grapefruit juice produced from thermal concentration. PubMed: Monoterpenic and norisoprenoidic glycoconjugates of Vitis vinifera L. cv. Melon B. as precursors of odorants in Muscadet wines. PubMed: Volatile flavour components of baked potato flesh. A comparison of eleven potato cultivars. PubMed: 2-Methyl-3-furanthiol and methional are possible off-flavors in stored orange juice: aroma-similarity, NIF/SNIF GC-O, and GC analyses. PubMed: Use of solid-liquid distribution coefficients to determine retention properties of Porapak-Q resins. Determination of optimal conditions to isolate alkyl-methoxypyrazines and beta-damascenone from wine. PubMed: Change in the flavor of black tea drink during heat processing. PubMed: Identification and quantification of impact odorants of aged red wines from Rioja. GC-olfactometry, quantitative GC-MS, and odor evaluation of HPLC fractions. PubMed: Characterization of Volatiles in Rambutan Fruit (Nephelium lappaceum L.). PubMed: Olfactory and quantitative analysis of aroma compounds in elder flower (Sambucus nigra L.) drink processed from five cultivars. PubMed: Acid-catalyzed hydrolysis of alcohols and their beta-D-glucopyranosides. PubMed: Potent odorants of raw Arabica coffee. Their changes during roasting. PubMed: Identification of impact odorants in Bordeaux red grape juice, in the commercial yeast used for its fermentation, and in the produced wine. PubMed: Identification of potent odorants in Japanese green tea (Sen-cha). PubMed: Identification of character impact odorants of different soybean lecithins. PubMed: Differences in key odorants of handmade juice of yellow-flesh peaches (Prunus persica L.) induced by the workup procedure. PubMed: Quantification and sensory studies of character impact odorants of different soybean lecithins. PubMed: C(13)-Norisoprenoid glucoconjugates from lulo (Solanum quitoense L.) leaves. PubMed: Similarities in the aroma chemistry of Gewürztraminer variety wines and lychee (Litchi chinesis sonn.) fruit. PubMed: Quantitative determination of free and hydrolytically liberated beta-damascenone in red grapes and wines using a stable isotope dilution assay. PubMed: Production of β-damascenone precursors in cell cultures of Vitis labruscana cv Concord grapes. PubMed: Antispasmodic activity of beta-damascenone and E-phytol isolated from Ipomoea pes-caprae. PubMed: Progress in synthesis of sensory important trace components of essential oils and natural flavours.