raspberry ketone

4-(p-hydroxyphenyl)-2-butanone

CAS: 5471-51-2 C10 H12 O2 MW: 164.20404000 berry berry

Identification

Nameraspberry ketone
IUPAC4-(4-hydroxyphenyl)butan-2-one
CAS Number5471-51-2
EINECS226-806-4
FDA UNII7QY1MH15BG
Molecular FormulaC10 H12 O2
Molecular Weight164.20404000
MDL NumberMFCD00002394
Nikkaji NumberJ31.103K
Beilstein0776080
CoE Number755

Regulatory

JECFA Food Flavoring728 4-(p-hydroxyphenyl)-2-butanone
DG SANTE Food Flavourings07.055 4-(p-hydroxyphenyl)butan-2-one
FEMA Number2588
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)5471-51-2 ; 4-(P-HYDROXYPHENYL)-2-BUTANONE
FDA RegulationFDA PART 172 -- FOOD ADDITIVES PERMITTED FOR DIRECT ADDITION TO FOOD FOR HUMAN CONSUMPTION

Physical Properties

Appearance white crystalline powder (est)
Assay 98.00 to 100.00
Food Chemicals Codex Listed Yes
Melting Point 82.00 to 84.00 °C. @ 760.00 mm Hg
Boiling Point 200.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.001000 mmHg @ 25.00 °C. (est)
Flash Point > 200.00 °F. TCC ( > 93.33 °C. )
logP (o/w) 1.309 (est)
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
Insoluble in paraffin oil

Cosmetic Information

CosIngcosmetic data
Cosmetic Usesfragrance

Organoleptic Properties

Odor Strength medium ,
Substantivity 400 hour(s) at 20.00 % in dipropylene glycol
Odor Description
at 10.00 % in dipropylene glycol.
Berry, sweet, woody and raspberry with a ripe, jammy, seedy character
fruity, sweet, powder
sweet berry jam raspberry woody and ripe with floral nuance fruity sweet raspberry powdery vanilla
Sweet, fruity-raspberry, jam-like, warm, woody
Odor sample from CA Aromatics Company Inc.
Taste Description
at 40.00 ppm.
strong, fruity, raspberry in dilution

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Human Experience12 % solution: no irritation or sensitization.
Oral/Parenteral Toxicitygavage-rat LD50 [sex: M,F] M: 1320 mg/kg
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements', 'BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nBEHAVIORAL: ANALGESIA', 'BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)\nBEHAVIORAL: ANALGESIA']

Safety in Use

Categorycosmetic, flavor and fragrance agents
RIFM Fragrance Material Safety AssessmentSearch
IFRA Critical EffectDepigmentation
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%)Category 1: Products applied to the lips
NotesIFRA FLAVOR REQUIREMENTS:
Maximised Survey-derived Daily Intakes (MSDI-EU)2400.00 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA)3800.00 (μg/capita/day)
baked goods13.00000
beverages(nonalcoholic)3.00000
beverages(alcoholic)250.00000
breakfast cereal-
cheese-
chewing gum71.00000
condiments / relishes-
confectionery froastings-
egg products-
fats / oils-
fish products-
frozen dairy9.00000
fruit ices-
gelatins / puddings14.00000
granulated sugar-
gravies-
hard candy17.00000
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 candy13.00000
soups-
sugar substitutes-
sweet sauces0.90000

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Axxence Aromatic GmbH

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Beijing Lys Chemicals Co, LTD.

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Berje Inc.

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Human Chemistry

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Fleurchem, Inc.

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Global Essence Inc.

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Jiangyin Healthway International Trade Co., Ltd

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Lluch Essence S.L.

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M&U International LLC

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Moellhausen S.P.A.

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O'Laughlin Industries Inc.

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OQEMA

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Sigma-Aldrich

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Potential Uses

FR angel essence FR crabapple FR apple red apple FR apricot babe FR banana FR bergamot FR blackberry blossom tropical blossom FR blueberry FR bouquet FR boysenberry FR butterscotch FR cabreuva wood FR cassia FR cherry FR cherry black cherry FR cherry blossom FL chocolate cacao FR christmas FR chypre FR colonia FL cookie FR cotton candy FR country meadow FR crabapple blossom FR cranberry FR cucumber FR currant FR daffodil FR eglantine estee FR fagonia fantasy blends FR fern FR fetes FR fig FR fir balsam FR fir needle oil replacer FR florida breeze FR forest FR frangipani plumeria FR freesia FR gardenia giorgio FR gooseberry FR grape FR heliotrope FR herbal FR hibiscus FR honeysuckle FR hyacinth FL jackfruit FR jasmin FR kiwi blossom FR licorice FR lilac FR lily FR lily of the valley FR linden flower FR loganberry FR lychee FR magnolia FR mango FR mango flower FL marshmallow FR melon FR moss FR mulberry FR musk FL necterine FR orange blossom FR pansy FR papaya FR passion blossom FR passion fruit FR peach FR peach blossom FR peony FR pineapple FR plum FR plum blossom FR pomegranate FR raspberry FR raspberry black raspberry FR redwood FR rose FR rose white rose rose wild rose FR scented stock FL soda cream soda FR stephanotis FR strawberry FR sweet pea FR tobacco FR toffee tramp FL tropical FR tuberose FL/FR valerian FR vanilla FR violet FR wallflower FR wisteria FR woody FR zibeline

Natural Occurrence

beef PMC buckthorn sea buckthorn castoreum PMC coffee PbMd PMC cranberry fruit currant red currant fruit loganberry fruit pineapple fruit raspberry red raspberry fruit strawberry wild strawberry fruit

Synonyms

butan-2-one, 4-(4-hydroxyphenyl)- 2- butanone, 4-(4-hydroxyphenyl)- 2- butanone, 4-(p-hydroxyphenyl)- 4-(3-oxo butyl) phenol 4-(3-oxo butyl)phenol frambinone p- hydrobenzyl acetone para- hydrobenzyl acetone hydroxy phenyl-2-butanone 4- hydroxy-4-phenylbutan-2-one 4-(4- hydroxy-phenyl)-butan-2-one p- hydroxybenzyl acetone para- hydroxybenzyl acetone (p- hydroxybenzyl)acetone 4- hydroxybenzylacetone p- hydroxybenzylacetone 1-p- hydroxyphenyl-3-butanone 1-para- hydroxyphenyl-3-butanone 4-(4- hydroxyphenyl) butan-2-one 4-(4- hydroxyphenyl)-2-butanone 4-(p- hydroxyphenyl)-2-butanone 4-(para- hydroxyphenyl)-2-butanone 4-(4- hydroxyphenyl)-2-butanone natural 1-(4- hydroxyphenyl)-3-butanone 1-(p- hydroxyphenyl)-3-butanone 1-(para- hydroxyphenyl)-3-butanone 4-(para- hydroxyphenyl)2-butanone 4-(4- hydroxyphenyl)butan-2-one 4-(p- hydroxyphenyl)butan-2-one 2-(4- hydroxyphenyl)ethyl methyl ketone hydroxyphenylbutanone, p- N 112 N112 oxanone oxy phenylon rasketone nat. raspberry ketone raspberry ketone (natural) raspberry ketone FCC raspberry ketone natural raspberry ketone recrystallized raspberry ketone synthetic raspberry keytone rastone rheosmin Info: Raspberry Ketone PubMed: Raspberry ketone promotes the differentiation of C3H10T1/2 stem cells into osteoblasts. PubMed: Raspberry ketone protects rats fed high-fat diets against nonalcoholic steatohepatitis. PubMed: Characterization of raspberry ketone/zingerone synthase, catalyzing the alpha, beta-hydrogenation of phenylbutenones in raspberry fruits. PubMed: Field trials of solid triple lure (trimedlure, methyl eugenol, raspberry ketone, and DDVP) dispensers for detection and male annihilation of Ceratitis capitata, Bactrocera dorsalis, and Bactrocera cucurbitae (Diptera: Tephritidae) in Hawaii. PubMed: The metabolism of 4-(4-hydroxyphenyl)butan-2-one (raspberry ketone) in rats, guinea-pigs and rabbits. PubMed: A labeling study to elucidate the biosynthesis of 4-(4-hydroxyphenyl)-butan-2-one (raspberry ketone) by Nidula niveo-tomentosa. PubMed: Evaluation of in Vitro and in Vivo Depigmenting Activity of Raspberry Ketone from Rheum officinale. PubMed: Effect of essential oils, such as raspberry ketone and its derivatives, on antiandrogenic activity based on in vitro reporter gene assay. PubMed: Raspberry ketone increases both lipolysis and fatty acid oxidation in 3T3-L1 adipocytes. PubMed: Microbial production of 4-hydroxybenzylidene acetone, the direct precursor of raspberry ketone. PubMed: Raspberry ketone from submerged cultured cells of the basidiomycete Nidula niveo-tomentosa. PubMed: Microbial production of natural raspberry ketone. PubMed: Effect of topical application of raspberry ketone on dermal production of insulin-like growth factor-I in mice and on hair growth and skin elasticity in humans. PubMed: Anti-obese action of raspberry ketone. PubMed: Field captures of wild melon fly (Diptera: Tephritidae) with an improved male attractant, raspberry ketone formate. PubMed: Recent advances in methyl eugenol and cue-lure technologies for fruit fly detection, monitoring, and control in Hawaii. PubMed: Production and elicitation of benzalacetone and the raspberry ketone in cell suspension cultures of Rubus idaeus. PubMed: Biotransformation of raspberry ketone and zingerone by cultured cells of Phytolacca americana. PubMed: Synomone or kairomone?--Bulbophyllum apertum flower releases raspberry ketone to attract Bactrocera fruit flies. PubMed: Stable isotope characterization of raspberry ketone extracted from Taxus baccata and obtained by oxidation of the accompanying alcohol (Betuligenol). PubMed: Natural Abundance (2)H Nuclear Magnetic Resonance Study of the Origin of Raspberry Ketone. PubMed: Characterization of headspace aroma compounds of freshly brewed arabica coffees and studies on a characteristic aroma compound of Ethiopian coffee. PubMed: [Determination of four n-butyrophenone compounds contained in rhubarb using RP-HPLC]. PubMed: Dietary exposure to flavouring substances: from screening methods to detailed assessments using food consumption data collected with EPIC-Soft software. PubMed: [Non-taxoid chemical constituents from needles of Taxus cuspidata]. PubMed: Frequently asked questions of the Academy's knowledge center. PubMed: Eight weeks of supplementation with a multi-ingredient weight loss product enhances body composition, reduces hip and waist girth, and increases energy levels in overweight men and women. PubMed: Environmental and seasonal influences on red raspberry flavour volatiles and identification of quantitative trait loci (QTL) and candidate genes. PubMed: Trap capture of three economically important fruit fly species (Diptera: Tephritidae): evaluation of a solid formulation containing multiple male lures in a Hawaiian coffee field. PubMed: Ultra-performance LC-photodiode array-eλ-ESI-MS/MS screening method for the detection of radical-scavenging natural antioxidants from radix et rhizoma Rhei. PubMed: Characterization of the bound volatile extract from baby kiwi (Actinidia arguta). PubMed: Analysis of the headspace volatiles of freshly brewed arabica coffee using solid-phase microextraction. PubMed: Response of melon fly (Diptera: Tephritidae) to weathered SPLAT-Spinosad-Cue-Lure. PubMed: Rheosmin, a naturally occurring phenolic compound inhibits LPS-induced iNOS and COX-2 expression in RAW264.7 cells by blocking NF-kappaB activation pathway. PubMed: Purification and biological evaluation of the metabolites produced by Streptomyces sp. TK-VL_333. PubMed: Prolyl endopeptidase inhibitory activity of fourteen Kampo formulas and inhibitory constituents of Tokaku-joki-to. PubMed: Evaluation of methyl eugenol and cue-lure traps with solid lure and insecticide dispensers for fruit fly monitoring and male annihilation in the Hawaii Areawide Pest Management Program. PubMed: Stress response of Nidula niveo-tomentosa to UV-A light. PubMed: Phenols from the roots of Rheum palmatum attenuate chemotaxis in rat hepatic stellate cells. PubMed: Dual-enzyme cascade--an amplified method for the detection of alkaline phosphatase. PubMed: Volatile composition in raspberry cultivars grown in the Pacific Northwest determined by stir bar sorptive extraction-gas chromatography-mass spectrometry. PubMed: Effect of high hydrostatic pressure on the barrier properties of polyamide-6 films. PubMed: Lipolytic effects of citrus peel oils and their components. PubMed: Aroma extract dilution analysis of cv. Meeker (Rubus idaeus L.) red raspberries from Oregon and Washington. PubMed: Cytotoxic and DNA damage-inducing activities of low molecular weight phenols from rhubarb. PubMed: Accumulation ofDendrobium superbum (orchidaceae) fragrance in the rectal glands by males of the melon fly,Dacus cucurbitae. PubMed: Betuligenol derivative with growth inhibition and antifeedant activity. PubMed: Progress in synthesis of sensory important trace components of essential oils and natural flavours. PubMed: Aroma production by tissue cultures. PubMed: Olfactory receptors in the melon fly Dacus cucurbitae and the oriental fruit fly Dacus dorsalis.