基本情報
- 標準SMILES
CCCCCCCCCCCCCC(=O)OC- InChIKey
ZAZKJZBWRNNLDS-UHFFFAOYSA-N- 分子式
- C15H30O2
- 平均分子量
- 242.4 g/mol
- 単同位体質量
- 242.2245802
概要
Methyl tetradecanoate is a fatty acid methyl ester resulting from the formal condensation of the carboxy group of tetradecanoic acid (myristic acid) with methanol. It has a role as a flavouring agent, a fragrance and a plant metabolite. It is functionally related to a tetradecanoic acid.
名称と識別子
- 優先名称
- Methyl Myristate
- IUPAC
- methyl tetradecanoate
- 現地名
- ミリスチン酸 メチル
- 英語名
- METHYL MYRISTATE
- 分子式
- C15H30O2
- 分子量
- 242.4
名称と別名
名称をさらに表示
データベース識別子
- CAS
124-10-7- PubChem CID
- 31284
- DTXSID
DTXSID5027019- ChEMBL
CHEMBL207549- ChEBI
CHEBI:89199- UNII
- RG9851783C
- EC Number
- 204-680-1
- Nikkaji
- J382D
物性
構造計算による物性
- XLogP
- 6.8
- 極性表面積
- 26.3 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 2
- 回転可能結合数
- 13
- 重原子数
- 17
- 形式電荷
- 0
- 複雑度
- 166
実験および物理化学的性質
Cosmetics
Cosmetic ingredients (Methyl Myristate) -> CIR (Cosmetic Ingredient Review)
Emollient; Skin conditioning
LogP
log Kow= 6.41
6.41
6.41
Odor
Honey & orris-like (Iris florentina) odor
FATTY COCONUT, COGNAC ODOR
Taste
HONEY & ORRIS-LIKE FLAVOR AT TRACE LEVELS
COCONUT TASTE
Density
0.8671 @ 20 °C
0.870(15.5 °C)
物理化学的性質
- 融点
- 18 °C · 18 °C(lit.)
- 沸点
- 323 °C · 323 °C(lit.)
- 比重(密度)
- 0.855 g/mL · 0.855 g/mL at 25 °C(lit.)
- 蒸気圧
- 0.065 Pa · 0.065 Pa (25 °C)
- FEMA
- 2722 · 2722 | METHYL MYRISTATE
- 屈折率
- 20 · n20/D 1.436(lit.)
- 闪点
- 230 °F · >230 °F
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- クロロホルム(少量)、メタノール(少量)
- 外見
- 液体
- 色
- 無色透明~黄色
- 臭い (Odor)
- 100 %で。脂肪質のワックス状の花びら · 100.00%で。脂肪質のワックス状の花びら
- においのタイプ
- ワックスっぽい
- 由来生物
- synthetic (organic)
- 水溶解度
- クロロホルム、メタノールに可溶。水と反応します。
- JECFA Number
- 183 · 183
- BRN
- 1773739 · 1773739
- Henry's Law Constant
- 5 · 5.0×10-3 mol/(m3Pa) at 25℃, Krop and Velzen (1997)
- 化粧品成分の機能
- スキンコンディショニング皮膚コンディショニング剤 - 保湿剤
- InChI
- 1S/C15H30O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h3-14H2,1-2H3
- InChIKey
- ZAZKJZBWRNNLDS-UHFFFAOYSA-N
- SMILES
- CCCCCCCCCCCCCC(=O)OC
- LogP
- 6.41 at · 6.41 at 36℃
- CAS データベース
- 124 · 124-10-7(CAS DataBase Reference)
- EPAの化学物質情報
- Methyl myristate (124-10-7)
化学的性質
化学的特性Methyl myristate has a faint onion, honey and orris-like odor and a corresponding flavor at trace levels.
安全と法規制
GHS分類
GHS Classification
This chemical does not meet GHS hazard criteria for 99.9% (1614 of 1616) of all reports.
Not Classified
Aggregated GHS information provided per 1616 reports by companies from 3 notifications to the ECHA C&L Inventory.
危険有害性情報
Regulatory Information
Chemical: Tetradecanoic acid, methyl ester
Tetradecanoic acid, methyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Tetradecanoic acid, methyl ester 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: 30-01-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/21958
Methyl myristate: Does not have an individual approval but may be used under an appropriate group standard
FDA Requirements
Methyl myristate is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
安全と保護具
Disposal Methods
SRP: At the time of review, 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.
毒性情報
Interactions
LINEAR ALKANES OF SPECIFIC CHAIN LENGTH ENHANCED DIFFERENTIALLY THE MITOGENIC RESPONSE OF MURINE SPLEEN LYMPHOCYTES TO THE LECTIN PHYTOHEMAGGLUTININ. WITHIN THE HOMOLOGOUS SERIES OF COMPOUNDS HAVING C6-18, A BIPHASIC STRUCTURE-FUNCTION RELATIONSHIP WAS FOUND, WITH MAXIMUM COMITOGENIC ACTIVITY OCCURRING FOR TETRADECANE. THE CONCN OF TETRADECANE HAVING EQUIVALENT COMITOGENIC ACTIVITY WAS SIMILAR TO THAT OF METHYL MYRISTATE.
Linear saturated fatty acid methyl esters were comitogenic with lectins for mouse lymphocytes, the degree of comitogenicity being strongly dependent on the length of the acyl group, and maximal for methyl tetradecanoate. Lesser effects were found for analogs with 10, 12, or 16 acyl carbon atoms, whereas those with fewer than 10 or more than 16 were inactive. /Methyl esters/
Environmental Fate
TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 5,400(SRC), determined from a structure estimation method(2), indicates that methyl myristate is expected to be immobile in soil(SRC). Volatilization of methyl myristate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 0.005 atm-cu m/mole(SRC), using a fragment constant estimation method(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Methyl myristate is not expected to volatilize from dry soil surfaces(SRC) based upon a vapor pressure of 0.00049 mm Hg(4). Methyl myristate is expected to rapidly biodegrade in aerobic soils by analogy to structurally similar long-chain fatty acid esters(5-7).
AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 5400(SRC), determined from a structure estimation method(2), indicates that methyl myristate is expected to adsorb to suspended solids and sediment in water(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 0.005 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). Volatilization half-lives for a model river and model lake are 5 hours and 6.2 days, respectively(SRC), using an estimation method(3). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column(SRC). The volatilization half-life from a model pond is estimated to be about 57 hours ignoring adsorption; when considering maximum adsorption the volatilization half-life increases to 45 days(5). According to a classification scheme(6), an estimated BCF of 540(SRC) from its log Kow of 6.41(12) and a regression-derived equation(7), suggests the potential for bioconcentration in aquatic organisms is high although it may be lower than that indicated due to the expected rapid metabolism rate for long-chain fatty acid esters(10). Methyl myristate is expected to rapidly biodegrade in aerobic soils by analogy to structurally similar long-chain fatty acid esters(8-10). An estimated base-catalyzed second-order hydrolysis rate constant of 0.030 L/mole-sec(9,SRC) corresponds to half-lives of 7.3 years and 270 days at pH values of 7 and 8, respectively(11).
ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), methyl myristate, which has a vapor pressure of 0.00049 mm Hg at 25 °C(2), will exist solely in the vapor phase in the ambient atmosphere. Vapor-phase methyl myristate 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 24 hours(SRC) from its estimated rate constant of 1.6X10-11 cu cm/molecule-sec at 25 °C(3).
Soil Adsorption/Mobility
Using a structure estimation method based on molecular connectivity indices(1), the Koc for methyl myristate can be estimated to be about 5400(SRC). According to a classification scheme(2), this estimated Koc value suggests that methyl myristate is expected to be immobile in soil.
Natural Pollution Sources
REPORTED FOUND IN VIOLET ROOTS.
Methyl myristate has been identified as a component of the rhizome of the decorative perennial iris (Pallida lam)(1). It has also been identified as a component of clams, short neck clams, and corbicula(2).
Sediment/Soil Concentrations
SOIL: Methyl myristate was qualitatively detected in soil samples from Southern Alberta, Canada, in strata associated with the Mazama volcano eruption which occurred approximately 7000 years ago(1). SEDIMENT: Methyl myristate was qualitatively detected in a sediment sample from the Calcasieu River, LA, 1979(2).
Environmental Bioconcentration
An estimated BCF of 1100 was calculated for methyl myristate(SRC) using a log Kow of 6.41(1) and a regression-derived equation(2). According to a classification scheme(3), the estimated BCF suggests the potential for bioconcentration in aquatic organisms is high. However, bioconcentration studies on compounds which are structurally similar(4,5) suggests that bioconcentration may be lower than that indicated by the regression-derived equation due to the ability of aquatic organisms to readily metabolize this class of compounds(SRC).
法規制情報
FDA Requirements
Methyl myristate is a food additive permitted for direct addition to food for human consumption as a synthetic flavoring substance and adjuvant in accordance with the following conditions: a) they are used in the minimum quantity required to produce their intended effect, and otherwise in accordance with all the principles of good manufacturing practice, and 2) they consist of one or more of the following, used alone or in combination with flavoring substances and adjuvants generally recognized as safe in food, prior-sanctioned for such use, or regulated by an appropriate section in this part.
安全データ
- wgk
- 1
- tsca
- TSCA listed
- hs_code
- 29322090
- risk_code
- 38
- 化審法
- (2)-798
- 消防法
- 危-4-3-III
- hazard_code
- Xi
- safety_code
- 23-24/25
- ストレージクラス
- 10 - Combustible liquids
- 有毒物質データの
- 124-10-7(Hazardous Substances Data)
化学と産業
薬理情報
用途と製造
Uses
CIR ingredient: Methyl Myristate
Used to make myristic acid detergents, emulsifiers, wetting agents, stabilizers, resins, lubricants, plasticizers, textiles, animal feeds, alkanolamides, and fatty alcohols and acids; Also used as standard for gas chromatography and for flavoring; [HSDB]
Textiles (Fiber & Fabric Manufacturing) [Category: Industry]
Intermediate for myristic acid detergents, emulsifiers, wetting agents, stabilizers, resins, lubricants, plasticizers, textiles, animal feeds; std for gas chromatography, flavoring.
CHEM INT-EG, FOR ALKANOLAMIDES, FATTY ALCOHOLS & ACIDS
FLAVORING AGENT, EG, IN CANDY & ICE CREAM
U.S. Production
2023: 1,000,000 - <8,500,000 lb
(1978) PROBABLY GREATER THAN 2.27X10+6 GRAMS
Methods of Manufacturing
BY DIRECT ESTERIFICATION OF METHANOL WITH MYRISTIC ACID IN PRESENCE OF GASEOUS HYDROGEN CHLORIDE.
...ALCOHOLYSIS OF COCONUT OIL WITH METHANOL. METHOD OF PURIFICATION: VACUUM FRACTIONAL DISTILLATION.
Use Classification
EPA Safer Chemical Functional Use Classes -> Solvents
Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern
Fragrance Ingredients
Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes
Flavoring Agents -> JECFA Flavorings Index
Cosmetics -> Emollient; Skin conditioning
General Manufacturing Information
Pesticide, Fertilizer, and Other Agricultural Chemical Manufacturing
Tetradecanoic acid, methyl ester: ACTIVE
NON-ALCOHOLIC BEVERAGES 0.25-0.50 PPM; ICE CREAM, ICES, ETC 0.25-0.50 PPM; CANDY 2.4 PPM; BAKED GOODS 0.30-2.0 PPM; GELATINS & PUDDINGS 0.24 PPM.
AN EFFECTIVE INHIBITOR OF TYROPHAGUS PUTRESCENTIAE MITE DEVELOPMENT WHEN INCORPORATED INTO DOG FOOD.
FEMA NUMBER 2722
応用分野
用途有機合成原料。界面活性剤原料。特殊用途油原料。
説明Methyl myristate has a honey and orris-like odor with a corresponding flavor at trace levels. May be prepared by direct esterification of methanol with myristic acid in the presence of gaseous HCL.
使用Methyl myristate may be used as an intermediate polarity oil component of oil-in-water, especially “Pickering-type”, emulsions.
使用Methyl myristate finds limited use in perfume compositions, not only in Orris bases with Ionones, but also in Mimosa, Cassie, Tuberose, Honey-suckle, etc. It performs well in powder perfumes with musks and Methylionones. The ester finds some use in flavor compositions, mainly in Honey and a few types of fruit flavor. The concentration is normally only traces, or from 0.2 to 2 ppm.
一般的な説明Methyl myristate is a fatty acid methyl ester commonly used as a flavoring essence.It is one of the main:phytochemical constituent of Cycas Beddomei conesvolatile flavor component of γ-aminobutyric acid (GABA) tea
調製方法
製造方法By direct esterification of methanol with myristic acid in the presence of gaseous HCl.
上流・下流製品情報
上流原料
下流製品
補足説明
定義Themethyl ester of myristic acid.
関連反応
関連ノート
読み込み中…