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HCID 6137Erstellt: 26. Oktober 2026

L-Methionine

carbon-11 methionine

https://huagongshe.com/de/chemical/6137

Molekülstruktur von L-Methionine

Identifikatoren & physikalische Daten

CAS No.3654-96-4
SummenformelC5H11NO2S
Durchschnittliche Molmasse149,21 g/mol
Monoisotopische Masse149,05104959 g/mol
SMILESCSCC[C@H](N)C(=O)O
InChIKeyFFEARJCKVFRZRR-BYPYZUCNSA-N
PubChem CID6137
ChEMBLCHEMBL42336
ChEBICHEBI:16643
EC No.200-562-9
DTXSIDDTXSID5040548

Chemische & physikalische Eigenschaften

XLogP-1,9
Polarare Oberfläche (TPSA)88,6
H-Brücken-Donoren2
H-Brücken-Akzeptoren4
Frei drehbare Bindungen4
Schwere Atome9
Formalladung0
Komplexität97
StoffklassenBiological Agents -> Amino Acids and Derivatives
ArzneimittelPharmaceuticals -> Listed in ZINC15
KosmetikaCosmetic ingredients (Methionine) -> CIR (Cosmetic Ingredient Review)Hair conditioningAntistaticSkin conditioning
pHpH (1% aqueous solution) = 5.6-6.1
LogP (Verteilungskoeffizient)log Kow = -1.87
GeruchFaint
GeschmackSulfurous
LebensmittelzusatzstoffeFLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT, NUTRIENT SUPPLEMENT -> FDA Substance added to food
Dichte1.178 at 68 °F (NTP, 1992) - Denser than waterwill sink
AromastoffeEU Flavoring substances
Color/FormMinute hexagonal plates from dilute alcoholColorless or white, lustrous plates or as white, crystalline powder
LöslichkeitSoluble (NTP, 1992)Soluble in water but the crystals are somewhat water-repellant at firstSoluble in warm dilute alcoholinsoluble in absolute alcohol, ether, petroleum ether, benzene, acetoneSlightly soluble in acetic acidIn water, 56.6 g/L at 25 °C

Sicherheit & Vorschriften

GHS-EinstufungThis chemical does not meet GHS hazard criteria for 97.6% (206 of 211) of all reports.Not ClassifiedAggregated GHS information provided per 211 reports by companies from 7 notifications to the ECHA C&L Inventory.
Regulatorische InformationenChemical: L-MethionineRegulation (EC) No 1831/2003 (amended)Methionine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Methionine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 29-07-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/19745Methionine: Does not have an individual approval but may be used under an appropriate group standardL-Methionine: Does not have an individual approval but may be used under an appropriate group standard
Weitere SicherheitsinformationenIMAP assessments - L-Methionine: Environment tier I assessment
BrandgefahrenFlash point data for this material is not available, but it is probably combustible. (NTP, 1992)
GesundheitsgefahrenACUTE/CHRONIC HAZARDS: This material is dangerous when heated to decompositionit emits dangerous and highly toxic fumes. (NTP, 1992)
GefahrenübersichtReacts with water evolving hydrogen sulfide (toxic and flammable)[CAMEO] May cause irritation[Sigma-Aldrich MSDS] See Hydrogen sulfide.
FDA-AnforderungenL-Methionine is a food additive permitted for direct addition to food for human consumption, as long as 1) the quantity of the substance added to food does not exceed the amount reasonably required to accomplish its intended physical, nutritive, or other technical effect in food, and 2) any substance intended for use in or on food is of appropriate food grade and is prepared and handled as a food ingredient.Drug products containing certain active ingredients offered over-the-counter (OTC) for certain uses. A number of active ingredients have been present in OTC drug products for various uses, as described below. However, based on evidence currently available, there are inadequate data to establish general recognition of the safety and effectiveness of these ingredients for the specified uses: methionine is included in weight control drug products.Methionine used as a nutrient and/or dietary supplement in animal drugs, feeds, and related products is generally recognized as safe when used in accordance with good manufacturing or feeding practice.
Reaktive GruppeSulfides, Organic
Special ReportsNAS, Food and Nutrition Board, Institute of MedicineDietary Reference Intakes for Energy, Carbohydrate, Fiber, Fat, Fatty Acids, Cholesterol, Protein, and Amino Acids (Macronutrients). National Academy Press, Washington, D.C. (2009).[Available from, as of March 10, 2010: http://www.nap.edu/catalog/10490.html]
EPA Safer ChemicalChemical: DL-MethionineChemical: L-Methionine
Reactivity ProfileAn organosulfide and amine derivative, carboxylic acid. Look at Reactive Groups 20 (organosulfides), 7 (amines), and 3 (carboxylic acids) may give indications about reactive tendencies. It is an amino acid essential in human nutrition.
Air and Water ReactionsReacts with water, steam, and/or acids to produce toxic and flammable vapors of hydrogen sulfide (NTP, 1992). Water soluble (NTP, 1992). pH of 1% aqueous solution is 5.6-6.0.
Hazard Classes and CategoriesNot Classified
BrandbekämpfungFires involving this material can be controlled using a CO2, foam, and/or Halon extinguisher. (NTP, 1992)
Erste HilfeEYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.
Freisetung ohne BrandSMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.
EntsorgungsverfahrenSRP: Expired or waste pharmaceuticals shall carefully take into consideration applicable DEA, EPA, and FDA regulations. It is not appropriate to dispose by flushing the pharmaceutical down the toilet or discarding to trash. If possible return the pharmaceutical to the manufacturer for proper disposal being careful to properly label and securely package the material. Alternatively, the waste pharmaceutical shall be labeled, securely packaged and transported by a state licensed medical waste contractor to dispose by burial in a licensed hazardous or toxic waste landfill or incinerator.SRP: At the time of review, regulatory criteria for small quantity disposal are subject to significant revision, however, household quantities of waste pharmaceuticals may be managed as follows: Mix with wet cat litter or coffee grounds, double bag in plastic, discard in trash.SRP: Criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.
Personal Protective Equipment (PPE)RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)
KörperbelastungThe average (L)-methionine content of human milk is reported as 19 mg/100 g(1).
WechselwirkungenThe adverse effects of methionine are alleviated by supplements of glycine or serine ... Vit B6 deficiency reduces the tolerance of the rat for methionine.Pretreatment of young male rats with excess retinol (800 IU/g diet for 10 days) partially counteracted the adverse effects caused by a high methionine intake.Methionine provided in the drinking water of pregnant rats injected with sodium valproate reduced the frequency of resorptions but did not improve embryo growth. Rats drinking methionine supplemented water had approx twice the level of serum free methionine and consumed only one half the volume of water as controls. Using whole rat embryo cultures, the simultaneous addition of methionine and sodium valproate to the medium provided no protection from the teratogenic effects of sodium valproate ... Protection from the teratogenic effects of sodium valproate was afforded by methionine and was particularly striking when embryos for culture were taken from pregnant rats that had been consuming methionine.This study showed that short-term vitamin administration /(folic acid, vitamins B6 and B12)/ effectively reduced post-methionine load homocysteine levels and thereby ameliorated endothelium-dependent flow-mediated vasodilation in 16 healthy adults. Post-methionine load homocysteine levels decreased from 22.7+/-3.8 to 17.0+/-2.1 micromol/L (p <0.001), and flow-mediated vasodilation after methionine load increased from 8.6+/-3.6% to 13.8+/-2.9% (p <0.001) after vitamin administration.For more Interactions (Complete) data for (L)-Methionine (18 total), please visit the HSDB record page.
Gesundheitliche AuswirkungenChronically high levels of methionine are associated with at least 7 inborn errors of metabolism including: Cystathionine Beta-Synthase Deficiency, Glycine N-methyltransferase Deficiency, Homocystinuria-megaloblastic anemia due to defect in cobalamin metabolism, Methionine Adenosyltransferase Deficiency, Methylenetetrahydrofolate reductase deficiency and S-Adenosylhomocysteine (SAH) Hydrolase Deficiency.
ÖkotoxizitätswerteLC50Species: Eisenia fetida (earthworm, mature, weight 370-450 mg) direct application using filter paper >1000 AI ug/sq cm for 48 hr
UmweltverhaltenTERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 8(SRC), determined from a log Kow of -1.87(2) and a regression-derived equation(3), indicates that (L)-methionine is expected to have very high mobility in soil(SRC). The pKa values of (L)-methionine are 2.28 and 9.21(4), indicate that this compound will exist as a zwitterion which may affect its adsorption to soils and sediments(SRC). Volatilization from moist soil is not expected because ions do not volatilize(SRC). (L)-Methionine is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 8.1X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(5). Using a laboratory activated sludge system, (L)-methionine exhibited an 80% theoretical BOD reduction in 16 days, producing 3-mercaptopropionate, methanethiol and dimethylsulfide(6)this suggests that biodegradation may be an important environmental fate process in soil(SRC).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 8(SRC), determined from a log Kow of -1.87(2) and a regression-derived equation(3), indicates that (L)-methionine is not expected to adsorb to suspended solids and sediment(SRC). The pKa values of 2.28 and 9.21(4) indicates (L)-methionine will exist as a zwitterion at pH values of 5 to 9 and therefore volatilization from water surfaces is not expected to be an important fate process(5). According to a classification scheme(6), an estimated BCF of 3(SRC), from its log Kow(2) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Using a laboratory activated sludge system, (L)-methionine exhibited an 80% theoretical BOD reduction in 16 days, producing 3-mercaptopropionate, methanethiol and dimethylsulfide(8)this suggests that biodegradation may be an important environmental fate process in water(SRC).AQUATIC FATE: (L)-Methionine has been shown to degrade in sunlit natural water through a photo-sensitized oxidation involving singlet oxygen(1,2)assuming that the top meter of sunlit natural water has a singlet oxygen concn of 4X10-14 M, the photooxidation half-life for the reaction (L)-methionine with singlet oxygen has been estimated to be about 200 hr at pH 6-11(1)the near-surface photooxidation rate (via singlet oxygen) of (L)-methionine in Okefenokee Swamp water from Georgia is predicted to be about 3 hr(2). Bioconcentration and volatilization are not expected to important fate processes because of its high water solubility(SRC).ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), (L)-methionine, which has an estimated vapor pressure of 8.1X10-8 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), will exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase (L)-methionine is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC)the half-life for this reaction in air is estimated to be 7.5 hours(SRC), calculated from its rate constant of 5.1X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). (L)-Methionine does not contain chromophores that absorb at wavelengths >290 nm(4) and therefore is not expected to be susceptible to direct photolysis by sunlight(SRC).
LebensmitteluntersuchungswerteThe average methionine content of some foodstuffs (in mg/100g) has been reported as follows: maize, grain: 182rice, husked: 183wheat, whole grain: 196potato: 26bean (Phaselous vulgaris): 234soybean, milk: 50soy protein, isolate: 1008tomato: 7apple: 3orange: 12beef, veal, edible flesh: 478fish: 220cheese: 530egg, whole: 416(1).
ExpositionspfadeAbsorbed from the lumen of the small intestine into the enterocytes by an active transport process.
Milk ConcentrationsENVIRONMENTAL: The average (L)-methionine content of cows milk is reported as 86 mg/100 g(1). The average (L)-methionine content of human milk is reported as 19 mg/100 g(1).
ToxizitätsübersichtSafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.orgThe mechanism of the possible anti-hepatotoxic activity of L-methionine is not entirely clear. It is thought that metabolism of high doses of acetaminophen in the liver lead to decreased levels of hepatic glutathione and increased oxidative stress. L-methionine is a precursor to L-cysteine. L-cysteine itself may have antioxidant activity. L-cysteine is also a precursor to the antioxidant glutathione. Antioxidant activity of L-methionine and metabolites of L-methionine appear to account for its possible anti-hepatotoxic activity. Recent research suggests that methionine itself has free-radical scavenging activity by virtue of its sulfur, as well as its chelating ability.
Plant ConcentrationsPlants with the highest amount of Methionine(1). [Table#4913]
Animal ConcentrationsZebra mussels and clams sampled in November 1991 from Oneida Lake in NY State were found to have (L)-methionine levels of 1.66 and 1.58 g/100 g dry wt, respectively(1).
Soil Adsorption/MobilityThe Koc of (L)-methionine is estimated as 8(SRC), using a log Kow of -1.87(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that (L)-methionine is expected to have very mobility in soil. The pKa values of (L)-methionine are 2.28 and 9.21(4), indicate that this compound will exist as a zwitterion which may affect its adsorption to soils and sediments(SRC). One study found that (L)-methionine was one of many amino acids that sorbed to carbonate sediments in seawater(5)a positive correlation between surface area (of the sediment) and the amount of sorbed amino acids indicated that sorption from solution (partitioning from the water column to sediment) was a likely mechanism(5).
L-Methionine|Huagongshe