| Preferred name | epoxy-2-decenal |
| Trivial Name | (E)-3-[(2S,3R)-3-pentyloxiran-2-yl]prop-2-enal |
| Short Description | 4,5-epoxy-(E)-2-decenal |
| Formula | C10 H16 O2 |
| CAS Number | 188590-62-7 |
| CAS Number | 134454-31-2 |
| FEMA Number | 4037 |
| Flavis Number | 16.071 |
| FDA UNII | Search |
| Nikkaji Number | J1.180.065C |
| xLogP3-AA | 2.00 (est) |
| NMR Predictor | External link |
| JECFA Food Flavoring | 1570 4,5-epoxy-(E)-2-decenal |
| FDA Patent | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm | 134454-31-2 ; 4,5-EPOXY-(E)-2-DECENAL |
| Synonyms |
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| Google Scholar | Start search |
| Google Books | Start search |
| Google Patents | Start search |
| Perfumer & Flavorists | Start search |
| EU Patents | Start search |
| PubMeb | Start search |
| NCBI | Start search |
| Leffingwell: | Chirality or Article |
| (E)-3-[(2S,3R)-3-pentyloxiran-2-yl]prop-2-enal | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 6427068 |
| Pubchem (sid): | 10506935 |
| (E)-3-[(2R,3S)-3-pentyloxiran-2-yl]prop-2-enal | |
| NIST Chemistry WebBook: | Search Inchi |
| Pubchem (cid): | 11969087 |
| Pubchem (sid): | 135338390 |
| Flavornet: | 134454-31-2 |
| (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 |
| FDA Substances Added to Food (formerly EAFUS): | View |
| HMDB (The Human Metabolome Database): | HMDB13105 |
| FooDB: | FDB013738 |
| VCF-Online: | VCF Volatile Compounds in Food |
| ChemSpider: | View |
| Axsyn | Bedoukian Research |
| BOC Sciences | Parchem |
| Penta International | Santa Cruz Biotechnology |
| Taytonn ASCC | Bedoukian Research, Inc. |
| Penta International Corporation | Taytonn ASCC Pte Ltd |
| Material listed in food chemical codex | No |
| Molecular weight | 168.2359161377 |
| Specific gravity | @ 20 °C |
| Pounds per Gallon | 7.873 to 8.039 |
| Specific gravity | @ 25 °C |
| Pounds per Gallon | 7.847 to 7.897 |
| Refractive Index | 1.472 to 1.478 @ 20 °C |
| Boiling Point | 80 to 83°C @ 0.65 mm Hg |
| Acid Value | 10 max KOH/g |
| Vapor Pressure | 0.006 mmHg @ 25 °C |
| Flash Point TCC Value | 115.8 °C TCC |
| logP (o/w) | 1.732 est |
| Storage notes | Store under nitrogen. |
| Solubility | |
| alcohol | Yes |
| water | Yes |
| water, 1153 mg/L @ 25 °C (est) | Yes |
| Odor Type: Citrus | |
| citrus, metallic, green, aldehydic | |
| General comment | At 100.00 %. citrus metallic green aldehydic |
| (data available) |
| Applications | |
| Flavoring purposes | Citrus |
| Preferred SDS: View | |
| European information : | |
| Most important hazard(s): | |
| Xi - Irritant | |
| R 36/37/38 - Irritating to eyes, respiratory system, and skin. S 02 - Keep out of the reach of children. 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. | |
| 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 | |
| Category: | |||
| flavoring agents | |||
| Recommendation for epoxy-2-decenal usage levels up to: | |||
| not for fragrance use. | |||
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.061 (μg/capita/day) | ||
| Maximised Survey-derived Daily Intakes (MSDI-USA): | 0.20 (μg/capita/day) | ||
| Modified Theoretical Added Maximum Daily Intake (mTAMDI): | 0.69 (μg/person/day) | ||
| Structure Class: | III | ||
| 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: 21 | |||
| Click here to view publication 21 | |||
| average usual ppm | average maximum ppm | ||
| baked goods: | 0.10000 | 1.00000 | |
| beverages(nonalcoholic): | 0.00100 | 0.10000 | |
| beverages(alcoholic): | 0.00100 | 0.10000 | |
| breakfast cereal: | 0.00100 | 0.10000 | |
| cheese: | 0.10000 | 1.00000 | |
| chewing gum: | 0.00100 | 0.10000 | |
| condiments / relishes: | 0.10000 | 1.00000 | |
| confectionery froastings: | 0.00100 | 0.10000 | |
| egg products: | 0.10000 | 1.00000 | |
| fats / oils: | 0.10000 | 1.00000 | |
| fish products: | 0.10000 | 1.00000 | |
| frozen dairy: | 0.01000 | 0.50000 | |
| fruit ices: | 0.01000 | 0.50000 | |
| gelatins / puddings: | 0.01000 | 0.50000 | |
| granulated sugar: | 0.00100 | 0.10000 | |
| gravies: | 0.10000 | 1.00000 | |
| hard candy: | 0.00100 | 0.10000 | |
| imitation dairy: | 0.10000 | 1.00000 | |
| instant coffee / tea: | 0.10000 | 1.00000 | |
| jams / jellies: | 0.00100 | 0.10000 | |
| meat products: | 0.10000 | 1.00000 | |
| milk products: | 0.10000 | 1.00000 | |
| nut products: | 0.01000 | 1.00000 | |
| other grains: | 0.01000 | 1.00000 | |
| poultry: | 0.10000 | 1.00000 | |
| processed fruits: | 0.01000 | 1.00000 | |
| processed vegetables: | 0.01000 | 1.00000 | |
| reconstituted vegetables: | 0.01000 | 1.00000 | |
| seasonings / flavors: | 2.00000 | 10.00000 | |
| snack foods: | 0.10000 | 1.00000 | |
| soft candy: | 0.00100 | 0.10000 | |
| soups: | 0.10000 | 1.00000 | |
| sugar substitutes: | 0.00100 | 0.10000 | |
| sweet sauces: | 0.10000 | 1.00000 | |
| Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i). | |||
| Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm. | |||
| average usage mg/kg | maximum usage mg/kg | ||
| Dairy products, excluding products of category 02.0 (01.0): | - | 0.00023 | |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0): | - | - | |
| Edible ices, including sherbet and sorbet (03.0): | 0.00035 | 0.00230 | |
| Processed fruit (04.1): | - | - | |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - | |
| Confectionery (05.0): | - | - | |
| Chewing gum (05.3): | - | - | |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | - | - | |
| Bakery wares (07.0): | - | - | |
| Meat and meat products, including poultry and game (08.0): | 0.00490 | 0.02300 | |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | - | - | |
| Eggs and egg products (10.0): | - | - | |
| Sweeteners, including honey (11.0): | - | - | |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | - | - | |
| Foodstuffs intended for particular nutritional uses (13.0): | - | - | |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 0.00012 | 0.00270 | |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | - | - | |
| Ready-to-eat savouries (15.0): | - | - | |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | - | - | |
| European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
| European Food Safety Authority (EFSA) reference(s): |
| List of apha, beta-Unsaturated Aldehydes and Ketones representative of FGE.19 substances for Genotoxicity Testing [1] - Statement of the Panel on Food Contact Materials, Enzymes, Flavourings and Processing Aids (CEF) View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 226 (FGE.226): Consideration of genotoxicity data on one a,ß-unsaturated aldehyde from chemical subgroup 1.1.1(b) of FGE.19 by EFSA View page or View pdf |
| Scientific Opinion on Flavouring Group Evaluation 226 Revision 1 (FGE.226Rev1): consideration of genotoxicity data on one a,ß-unsaturated aldehyde from chemical subgroup 1.1.1(b) of FGE.19 View page or View pdf |
| 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 :6427068 |
| National Institute of Allergy and Infectious Diseases:Data |
| WGK Germany:1 |
| (E)-3-[(2S,3R)-3-pentyloxiran-2-yl]prop-2-enal |
| (E)-3-[(2R,3S)-3-pentyloxiran-2-yl]prop-2-enal |
| Chemidplus:0134454312 |