기본 정보
- 표준 SMILES
CCCCCCCCCCCCCC(=O)OC- InChIKey
ZAZKJZBWRNNLDS-UHFFFAOYSA-N- 분자식
- C15H30O2
- 평균 분자량
- 242.4 g/mol
- 단동위원소 질량
- 242.2245802
개요
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.
이름 및 식별자
- 우선 이름
- Methyl Myristate
- IUPAC
- methyl tetradecanoate
- 현지명
- 메틸 미리스테이트
- 영어명
- METHYL MYRISTATE
- 분자식
- C15H30O2
- 분자량
- 242.4
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
124-10-7- PubChem CID
- 31284
- DTXSID
DTXSID5027019- ChEMBL
CHEMBL207549- ChEBI
CHEBI:89199- UNII
- RG9851783C
- EC Number
- 204-680-1
- Nikkaji
- J382D
물성
구조 계산 물성
- XLogP
- 6.8
- 극성 표면적
- 26.3 Ų
- 수소 결합 공여자 수
- 0
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 13
- 무거운 원자 수
- 17
- 형식 전하
- 0
- 복잡도
- 166
실험 및 물리화학적 성질
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)
물리화학적 성질
- 녹는점
- 18 °C · 18 °C(lit.)
- 끓는 점
- 323 °C · 323 °C(lit.)
- 밀도
- 0.855 g/mL · 0.855 g/mL at 25 °C(lit.)
- 증기압
- 0.065 Pa · 0.065 Pa (25 °C)
- FEMA
- 2722 · 2722 | METHYL MYRISTATE
- 굴절률
- 20 · n20/D 1.436(lit.)
- 인화점
- 230 °F · >230 °F
- 저장 조건
- 2 · 2-8°C
- 용해도
- 클로로포름(소량으로 용해), 메탄올(약간 용해됨)
- 물리적 상태
- 액체
- 색상
- 무색~황색으로 투명함
- 냄새
- 100 %에서 · 100.00%에서. 지방이 많은 밀랍 꽃잎
- 냄새 유형
- 밀랍같은
- 생물학적 소스
- synthetic (organic)
- 수용성
- 클로로포름과 메탄올에 용해됩니다. 물과 반응하십시오.
- JECFA Number
- 183 · 183
- BRN
- 1773739 · 1773739
- Henry's Law Constant
- 5 · 5.0×10-3 mol/(m3Pa) at 25℃, Krop and Velzen (1997)
- 화장품 원료 기능
- 피부 컨디셔닝피부 컨디셔닝 - 보습제
- 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℃
- EPA
- Methyl myristate (124-10-7)
화학적 성질
Methyl myristate has a faint onion, honey and orris-like odor and a corresponding flavor at trace levels.
안전 및 규제
GHS 분류
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.
유해성 정보
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.
안전 및 보호
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.
독성 정보
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).
규제 정보
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.
안전 데이터
- wgk
- 1
- tsca
- TSCA listed
- HS 번호
- 29322090
- risk_code
- 38
- hazard_code
- Xi
- safety_code
- 23-24/25
- 기존화학 물질
- KE-33354
- 스토리지 클래스
- 10 - Combustible liquids
- 유해 물질 데이터
- 124-10-7(Hazardous Substances Data)
화학 및 산업
약리 정보
용도 및 제조
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
응용 분야
개요Methyl 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.
용도Methyl myristate may be used as an intermediate polarity oil component of oil-in-water, especially “Pickering-type”, emulsions.
용도Methyl 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.
일반 설명Methyl 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
제조 방법
By direct esterification of methanol with myristic acid in the presence of gaseous HCl.
상·하류 제품 정보
상류 원료
하류 제품
추가 설명
정의Themethyl ester of myristic acid.
관련 반응
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