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HCID 6505作成日：2026年10月27日

Ｏアセチルクエン酸 トリブチル

Ｏアセチルクエン酸 トリブチル · アセチルクエン酸トリブチル · 2-アセトキシプロパン-1,2,3-トリカルボン酸トリブチル · シトロフレックスA · 2-アセトキシ-1,2,3-プロパントリカルボン酸トリブチル · 2-(アセチルオキシ)-1,2,3-プロパントリカルボン酸トリブチル · 2-アセトキシ-2-(ブトキシカルボニルメチル)ブタン二酸ジブチル · シトロフレックスA4

https://huagongshe.com/ja/chemical/6505

Ｏアセチルクエン酸 トリブチル の分子構造式

識別子と物理属性

CAS No.77-90-7
分子式C20H34O8
平均分子量402.5 g/mol
単同位体質量402.22536804 g/mol
SMILESCCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC
InChIKeyQZCLKYGREBVARF-UHFFFAOYSA-N
PubChem CID6505
ChEMBLCHEMBL1904556
ChEBICHEBI:168067
EC No.201-067-0
DTXSIDDTXSID2026446
現地名Ｏアセチルクエン酸 トリブチル

化学・物理的性質

XLogP3.3
極性表面積105
水素結合供与体数0
水素結合受容体数8
回転可能結合数19
重原子数28
形式電荷0
複雑度476
LogP（分配係数）log Kow = 4.92
臭いVery faint sweet, herbaceous odorOdorless100.00%で。非常にかすかなハーブワイン
味At high levels (e.g., 1000 ppm emulsion in water) it has a mild, fruity, non-descript flavor.
密度1.046 at 25 °CDistillation range: 172-174 °C (1 mm Hg)bulk density= 8.74 lb/gal (25 °C)combustible1.045-1.0551.05 g/mL at 25 °C (lit.)
Viscosity42.7 cPs at 25 °C
Color/FormColorless liquid
溶解度In water, 5 mg/L, temp not specifiedIn water, 4.49 mg/L at 20 °CIn water, 1.7 mg/L at 25 °CSoluble in organic solvents0.005 mg/mLinsoluble in watersoulble in alcoholmiscible in oil水と混和せず、エタノール (96%) および塩化メチレンと混和します。<0.1 g/100 mL
引火点204 °C113 °C - closed cup>230 °F
沸点331 °C at 732 mm HgBoiling Point: 326 °C (purity not stated)172.00 to 173.00 °C. @ 1.00 mm Hg172-174 °C (1 mm Hg)327 °C
DecompositionWhen heated to decomposition it emits acrid smoke and irritating vapors.
融点-80 °C-59 °C
蒸気密度14.1 (Air = 120 °C)
Pour Point-43
蒸気圧0.26 psi ( 20 °C)
屈折率n20/D 1.443(lit.)
FEMA3080 | TRIBUTYL ACETYLCITRATE
貯蔵条件Store below +30°C.
外観・状態Liquid
色無色透明
においのタイプハーブ
由来生物synthetic
凝固点-80℃
JECFA Number630
BRN2303316
ヘンリー定数2.6×104 mol/(m3Pa) at 25℃, HSDB (2015)
化粧品成分の機能香料香料可塑剤
InChI1S/C20H34O8/c1-5-8-11-25-17(22)14-20(28-16(4)21,19(24)27-13-10-7-3)15-18(23)26-12-9-6-2/h5-15H2,1-4H3
InChIKeyQZCLKYGREBVARF-UHFFFAOYSA-N
SMILESCCCCOC(=O)CC(CC(=O)OCCCC)(OC(C)=O)C(=O)OCCCC
LogP（分配係数）5.227 (est)
CAS データベース77-90-7(CAS DataBase Reference)
NISTの化学物質情報1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, tributyl ester(77-90-7)
EPAの化学物質情報Acetyl tributyl citrate (77-90-7)

化学的特性

Acetyl tributyl citrate (ATBC) is a colorless, odorless liquid. Its water solubility is less than 0.002 g/100 mL, but it is soluble in organic solvents.

安全性と法規制

GHS 分類This chemical does not meet GHS hazard criteria for 98.6% (2150 of 2180) of all reports.Not ClassifiedReported as not meeting GHS hazard criteria by 2150 of 2180 companies (only 1.4% companies provided GHS information). For more detailed information, please visit ECHA C&L website.Aggregated GHS information provided per 2180 reports by companies from 10 notifications to the ECHA C&L Inventory.Reported as not meeting GHS hazard criteria per 2150 of 2180 reports by companies.There are 8 notifications provided by 30 of 2180 reports by companies with hazard statement code(s).Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
規制情報Chemical: 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, tributyl esterRegulation (EC) No 1935/2004 (amended)1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-tributyl ester is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, 1,2,3-tributyl 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: 25-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/131432-Acetyltributylcitrate: Does not have an individual approval but may be used under an appropriate group standard
その他の安全情報IMAP assessments - 1,2,3-Propanetricarboxylic acid, 2-(acetyloxy)-, tributyl ester: Human health tier I assessment
有害性の概要Emergency treatment: IrritantsNo observations of skin irritation or sensitization in study with 59 volunteersIntravenous dosing of cats and rabbits caused dose-related drop in blood pressure (found to be caused by cardiac inhibition)Other effects noted in high-dose animal studies by different exposure routes include decreased weight gain, decreased hemoglobin (no indication of aplastic anemia in bone marrow smears), and neurological effects (i.e. local anesthesia and blockage of neural transmission)

用途

用途

アセチルクエン酸トリブチル（ATBC）は、塩化ビニル樹脂などの可塑剤として低毒性であり、食品包装用に最適です。加工性も良好です。

使用

Labelled Tributyl O-Acetylcitrate (T772950). Topical pharmaceutical formulation anesthetic surfactant ester.

一般的な説明

Tributyl 2-acetylcitrate is a hydrophobic biodegradable plasticizer, that is usually synthesized by esterification of citric acid. Pharmaceutically, it is used as an excipient, which is generally applied as a thin film over the tablets or capsules.Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

製法・合成法

調製方法

Acetyltributyl citrate is prepared by the esterification of citric acid with butanol followed by acylation with acetic anhydride.

製造方法

From citric acid via the tributyl ester followed by acetylation.

No evidence of mutagenicity and limited evidence of cytotoxicity
[HSDB] Causes somnolence in lethal-dose feeding studies of rats
[RTECS] Safe to use as a flavoring agent in food
[JECFA]
FDA 要件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 b) 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. Tributyl acetylcitrate is included on this list.Acetyl tributyl citrate is an indirect food additive for use only as a component of adhesives.Prior-sanctioned food ingredients. Substances classified as plasticizers, when migrating from food packaging material. Acetyl tributyl citrate is included on this list.
Special ReportsThe U.S. high production volume (HPV) chemicals are those which are manufactured in or imported into the United States in amounts equal to or greater than one million pounds per year. Robust Summaries include health effects, ecotoxicity data, and environmental fate information for selected chemicals. EPA/Office of Pollution Prevention and ToxicsHigh Production Volume (HPV) Challenge Program's Robust Summaries and Test Plans.[Available from, as of November 28, 2015: http://www.epa.gov/hpv/pubs/hpvrstp.htm]
FIFRA 要件Residues resulting from the use of the following substances as either an inert or an active ingredient in a pesticide chemical formulation, including antimicrobial pesticide chemicals, are exempted from the requirement of a tolerance under FFDCA section 408, if such use is in accordance with good agricultural or manufacturing practices. Citric acid, 2-(acetyloxy)-, tributyl ester is included on this list.
Toxic Combustion ProductsCarbon oxides
Hazard Classes and CategoriesNot Classified
Hazardous Reactivities and IncompatibilitiesStrong oxidizing agents
消火手順Wear self contained breathing apparatus for fire fighting if necessary.Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide.
保管条件Keep container tightly closed in a dry and well-ventilated place. Containers which are opened must be carefully resealed and kept upright to prevent leakage. Moisture sensitive.
清掃方法ACCIDENTAL RELEASE MEASURES: Personal precautions, protective equipment and emergency procedures. Use personal protective equipment. Avoid breathing vapors, mist or gas. Ensure adequate ventilation. Environmental precautions: Do not let product enter drains. Methods and materials for containment and cleaning up: Soak up with inert absorbent material and dispose of as hazardous waste. Keep in suitable, closed containers for disposal.
処分方法SRP: Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air qualitypotential migration in air, soil or watereffects on animal, aquatic and plant lifeand conformance with environmental and public health regulations. If it is possible or reasonable use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity or environmental contamination.Product Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging Dispose of as unused product.
Preventive MeasuresHandle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday.Avoid contact with skin and eyes. Avoid inhalation of vapor or mist.Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands.
Allowable TolerancesResidues resulting from the use of the following substances as either an inert or an active ingredient in a pesticide chemical formulation, including antimicrobial pesticide chemicals, are exempted from the requirement of a tolerance under FFDCA section 408, if such use is in accordance with good agricultural or manufacturing practices. Citric acid, 2-(acetyloxy)-, tributyl ester is included on this list.
Personal Protective Equipment (PPE)Skin protection: Handle with gloves.Eye/face protection: Safety glasses with side-shields conforming to EN166 Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU).Respiratory protection: Where risk assessment shows air-purifying respirators are appropriate use a full-face respirator with multipurpose combination (US) or type ABEK (EN 14387) respirator cartridges as a backup to engineering controls. If the respirator is the sole means of protection, use a full-face supplied air respirator. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU).Body Protection: Impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace.
生態毒性値LC50Species: Fundalus heteroclitus (Mummichogs) length 3.5-8.5 inConditions: flow through tanks delivered 4.8 volume replacements/daythe dilution water was synthetic seawater (25%)the pH ranged from 6.5-7.6the dissolved oxygen concentration was 70-95% saturationtemperature was maintained at approximately 23-24 °CConcentration: 59 mg/L for 96 hr.Species: Lepomis macrochirus (Bluegill sunfish)Concentration: 38-60 mg/L for 96 hr.Species: Pimephales promelas (Fathead minnow) 18-hr old larval fishConditions: static renewal, total hardness and alkalinity ranges of 150 mg/L and 152 mg/L as CaCO3, respectivelyspecific conductance of 332 uS/cm, temperature in the test solutions ranged from 24.5-25.3 °C, dissolved oxygen concentrations ranged from 7.4-8.45 in fresh solutions and 4.9-7.13 mg/L in expired solutions, pH ranged from 7.69-8.27 in fresh solutions and from 7.61-8.23 in expired solutionsConcentration: 3.5 mg/L for 24 hr (95% confidence interval: 3.4-3.7 mg/L), 2.8 mg/L for 48 hr (95% confidence interval: 2.5-3.2 mg/L), 1.9 mg/L for 7 days (95% confidence interval: 1.8-2.1 mg/L)EC50Conditions: static renewaltotal hardness and alkalinity ranges of 150 mg/L and 152 mg/L as CaCO3, respectivelyspecific conductance of 332 uS/cmtemperature in the test solutions ranged from 24.5-25.3 °Cdissolved oxygen concentrations ranged from 7.4-8.45 in fresh solutions and 4.9-7.13 mg/L in expired solutionspH ranged from 7.69-8.27 in fresh solutions and from 7.61-8.23 in expired solutionsConcentration: 1.4 mg/L for 7 days (95% confidence interval: 0.72-2.7 mg/L)Effect: reduced growthSpecies: Ceriodaphnia dubia (Water flea)Conditions: static, temperature was maintained at 25+/-2 °C, dissolved oxygen concentrations ranged from 6.99-8.03 mg/L, pH ranged from 7.46-8.34, hardness was 154 mg/L as CaCO3, alkalinity was 156 mg/L as CaCO3, and conductivity was 337 uS/cmConcentration: 7.82 mg/L for 48 hrEffect: percent immobilization
環境中動態TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 3280(SRC), determined from a log Kow of 4.90(2) and a regression-derived equation(3), indicates that acetyl tributyl citrate is expected to have slight mobility in soil(SRC). Volatilization of acetyl tributyl citrate from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.2X10-5 atm-cu m/mole(SRC), derived from its estimated vapor pressure, 3X10-4 mm Hg(3), and water solubility, 5 mg/L(4). However, adsorption to soil is expected to attenuate volatilization(SRC). Acetyl tributyl citrate is not expected to volatilize from dry soil surfaces(SRC) based upon its estimated vapor pressure of 3X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(3). An 82% of theoretical BOD using activated sludge in the Japanese MITI test(5) suggests that biodegradation is an important environmental fate process in soil(SRC). Acetyl tributyl citrate was shown to biodegrade extensively in several other biodegradation studies and simulation tests(6,7). Two soil degradation studies observed rapid biomineralization of acetyl tributyl citrate(7).AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 3,280(SRC), determined from a log Kow of 4.92(2) and a regression-derived equation(3), indicates that acetyl tributyl citrate is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(4) based upon an estimated Henry's Law constant of 3.2X10-5 atm-cu m/mole(SRC), derived from its estimated vapor pressure, 3X10-4 mm Hg(3), and water solubility, 5 mg/L(5). Using this Henry's Law constant and an estimation method(4), volatilization half-lives for a model river and model lake are 2.6 and 25 days, respectively(SRC). However, volatilization from water surfaces is expected to be attenuated by adsorption to suspended solids and sediment in the water column. The estimated volatilization half-life from a model pond is 335 days if adsorption is considered(6). According to a classification scheme(7), an estimated BCF of 35(SRC), from its log Kow and a regression-derived equation(3) suggests the potential for bioconcentration in aquatic organisms is moderate. An 82% of theoretical BOD using activated sludge in the Japanese MITI test(8) suggests that biodegradation is an important environmental fate process in water(SRC). Acetyl tributyl citrate was shown to biodegrade extensively in several other biodegradation studies and simulation tests(9,10). A base-catalyzed second-order hydrolysis rate constant of 5.8X10-2 L/mole-sec(SRC) was estimated using a structure estimation method(3)this corresponds to half-lives of 3.8 years and 140 days at pH values of 7 and 8, respectively(3). [ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), acetyl tributyl citrate, which has an estimated vapor pressure of 3X10-4 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist in both the vapor and particulate phases in the ambient atmosphere. Vapor-phase acetyl tributyl citrate 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 27 hours(SRC), calculated from its rate constant of 1.4X10-11 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(2). Particulate-phase acetyl tributyl citrate may be removed from the air by wet and dry deposition(SRC).
食品調査値Acetyl tributyl citrate is reportedly used as a flavor ingredient in nonalcoholic beverages at a concentration of 1.0 ppm(1). A monitoring study of hospital diets in Japan for plasticizers in hospital food detected acetyl tributyl citrate at levels (in one hospital) that corresponded to a daily intake of 1228 ug/day(2)the source of the acetyl tributyl citrate in the food was suspected to be cling-film wrapping or other packaging(2). Monitoring tests determined that acetyl tributyl citrate plasticizer in plastic films migrated from the film into cooked poultry meat during microwave cooking(3).
有害作用Neurotoxin - Other CNS neurotoxin
毒性の概要Safe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.orgIDENTIFICATION AND USE: Acetyl tributyl citrate (ATBC) is a colorless liquid. It is the most widely used phthalate substitute plasticizer. It is used in products such as food wrap, vinyl toys, and pharmaceutical excipients. It is also used as a flavor ingredient in non-alcoholic beverages. HUMAN EXPOSURE AND TOXICITY: The skin irritation potential of acetyl tributyl citrate was evaluated using 59 men and women, all of whom had history of diabetes, psoriasis, or active dermatoses. ATBC was nonirritating to the skin, and reactions suggestive of contact sensitization were not observed during the study. In vitro ATBC increased CYP3A4 messenger RNA (mRNA) levels and enzyme activity in the human intestinal cells but not in human liver cells. ANIMAL STUDIES: Acute oral toxicity of ATBC in cats and rats is low. CYP3A1 mRNA levels were increased in the intestine but not the liver of ATBC-treated rats. In a 90-day repeated-dose oral dietary study in rats, decreased body weight and organ weight changes were observed at 1000 mg/kg-bw/day. In a combined repeated dose/reproductive/developmental toxicity study in rats, organ weight and histopathological changes were observed in adults at 1000 mg/kg-bw/day. In a 2-generation reproductive toxicity study in rats, reduced body weight was observed in F1 males at 300 mg/kg-bw/day. In the same study, no other treatment related effects were observed. In the combined repeated dose/reproductive/developmental toxicity study in rats previously described, histopathological changes were observed in the liver of adult males at 300 mg/kg-bw/day. In the same study, decreased litter size and decreased number of implantations were observed at 1000 mg/kg-bw/day. ATBC did not induce gene mutations in bacteria or mammalian cells in vitro and did not induce chromosomal aberrations in mammalian cells in vitro. ECOTOXICITY STUDIES: For acetyl tributyl citrate, the 96-hr LC50 values for fish range from 38 to 60 mg/L, the 48-hr EC50 value for aquatic invert
生態毒性抜粋/AQUATIC SPECIES/ The study measured the acute toxicity of the test substance to locally obtained bluegill sunfish during a 96-hr exposure period in flow-through systems. Fish were acclimated to laboratory conditions for >1 month before use in this study. Following 96-hr exposure, observation for mortality and behavioral effects were monitored for an additional 96 hours. Experimental conditions during this study were as follows: flow through tanks delivered 4.8 volume replacements/daythe pH ranged from 6.5-7.6the dissolved oxygen concentration was 70-95% saturationtemperature was maintained at approximately 23-24 °Cand fish were not fed during the first 96 hours of an extended exposure period. ...The fish exposed to low concentrations of the test substance appeared to be more excitable than usual, while activity was greatly reduced in fish exposed to the higher concentrations. Loss of equilibrium was observed and, at higher concentrations, a marked loss of equilibrium and fine fin movements was observed. Gill motion was irregular and shallow. All fish reportedly recovered from treatment-related effects within 48 hours of cessation of exposure to the test substance./AQUATIC SPECIES/ The study measured the acute toxicity of the test substance to locally obtained mummichogs during a 96-hr exposure period in flow-through tanks. Fish were acclimated to laboratory conditions for several weeks before use in this study. Following 96-hr exposure, observation for mortality and behavioral effects were monitored for an additional 96 hours. Experimental conditions during this study were as follows: flow through tanks delivered 4.8 volume replacements/daythe dilution water was synthetic seawater (25%)and fish were not fed during the first 96 hours of an extended exposure period. Mummichogs were 3.5-8.5 inches in length. ...Behavioral effects were observed in fish exposed to 50 mg/L of the test substance in <48 hours. Some survival was seen at 100 mg/L after 96 hours of exposure. The fish exposed to low concentrations of the test substance appeared to be more excitable than usual, while activity was greatly reduced in fish exposed to the higher concentrations. Loss of equilibrium was observed and, at higher concentrations, a marked loss of equilibrium and fine fin movements (especially pectoral fins) was observed. Gill motion was irregular and shallow. ... Two severely affected fish were transferred from test solutions to fresh water, one of which fully recovered from exposure to a 120 mg/L test solution for 7.5 hours and the other recovered from exposure to an 80 mg/L test solution after 24 hours. All surviving fish reportedly recovered from treatment-related effects within 48 hours of cessation of exposure to the test substance. /Citroflex-A4 (O-acetyl-tributyl citrate)/
Ongoing Test StatusEPA has released the first beta version (version 0.5) of the Interactive Chemical Safety for Sustainability (iCSS) Dashboard. The beta version of the iCSS Dashboard provides an interactive tool to explore rapid, automated (or in vitro high-throughput) chemical screening data generated by the Toxicity Forecaster (ToxCast) project and the federal Toxicity Testing in the 21st century (Tox21) collaboration. /The title compound was tested by ToxCast and/or Tox21 assaysClick on the "Chemical Explorer" button on the tool bar to see the data./[USEPAICSS Dashboard ApplicationAvailable from, as of April 22, 2015: http://actor.epa.gov/dashboard/]
Soil Adsorption/MobilityThe Koc of acetyl tributyl citrate is estimated as 3280(SRC), using a log Kow of 4.92(1) and a regression-derived equation(2). According to a classification scheme(3), this estimated Koc value suggests that acetyl tributyl citrate is expected to have slight mobility in soil.
Natural Pollution SourcesAcetyl tributyl citrate is not reported as found in nature.
Human Toxicity Excerpts/HUMAN EXPOSURE STUDIES/ The skin irritation potential of acetyl tributyl citrate was evaluated using 59 men and women (age range = 21-60 years), all of whom had history of diabetes, psoriasis, or active dermatoses. ... Occlusive patches moistened with 0.4 mL of acetyl tributyl citrate were applied to the upper arm of each subject on Mondays, Wednesdays, and Fridays for 3 consecutive weeks. Each patch was removed 24 hours post application. Induction reactions were scored prior to patch applications (second through ninth visits) and at the time of the tenth visit. Duplicate challenge of the test material was made after a two-week non-treatment period. ... One challenge patch was applied to the original test site, and , another, to an adjacent site. Challenge reactions were scored at 48 and 96 hours post application. /Acetyl tributyl citrate/ was nonirritating to the skin, and reactions suggestive of contact sensitization were not observed during the study./ALTERNATIVE and IN VITRO TESTS/ The cytotoxicity of acetyl-tributyl-citrate and dibutyl-sebacate was studied in cultured mammalian cells. The impetus for the study was a report that acetyl-tributyl-citrate and dibutyl-sebacate, which were plasticizers found in polyvinylidene-chloride film used for packaging food, could leach out and diffuse into the foods. Human KB cells, monkey Vero cells, and canine MDCK cells were incubated with acetyl-tributyl-citrate or dibutyl sebacate over a range of concentrations for 72 hours. Cytotoxicity was evaluated by determining the extent of growth inhibition. Doses of acetyl-tributyl-citrate and dibutyl-sebacate that inhibited growth by 50% were calculated from the data. Both compounds inhibited the growth of all cells in a dose dependent manner. The inhibited growth by 50% of acetyl-tributyl-citrate in the various types were: 44.7 ug/mL in KB cells39.9 ug/mL in Vero cellsand 42.1 ug/mL in MDCK cells. The inhibited growth by 50% of dibutyl-sebacate in these cells were: KB cells, 1,549 ug/mLVero cells, 1,510 ug/mLand MDCK cells, 1,549 ug/mL. /It was/ concluded that when comparing the results of this study with those obtained previously using tricresyl-phosphate,triphenyl-phosphate (TPP), butylated-hydroxyanisole, and butylated-hydroxytoluene in human KB cells, acetyl-tributyl-citrate is more toxic than TCP and more toxic than TPP. Acetyl-tributyl-citrate is less toxic than BHA, but shows toxicity similar to that of BHT. DBS is much less toxic than either BHT or BHA. KB, Vero, and MDCK cells show similar sensitivity to acetyl-tributyl-citrate and DBS./ALTERNATIVE and IN VITRO TESTS/ The in vitro cytotoxicity of acetyl tributyl citrate in HeLa cell cultures (human cell line) was evaluated using the metabolic inhibition test, supplemented by microscopy of cells after 24 hours of incubation (the MIT-24 test system). ... After 24 hours, cell viability was determined by microscopy. Two endpoints of cytoinhibition (total and partial inhibition) were estimated after 24 hours, based on the absence or scarcity of spindle-shaped cells, and, after 7 days.... The following values for minimal inhibitory concentration were reported for acetyl tributyl citrate: 13 mg/mL (for total inhibition at 24 hours), 3.8 mg/mL (for partial inhibition at 24 hours), and 5.7 mg/mL (for total and partial inhibition at 7 days). Acetyl tributyl citrate caused little toxicity in HeLa cell cultures./ALTERNATIVE and IN VITRO TESTS/ The effects of polyvinyl-chloride (PVC) tubing extracts were investigated in isolated ileum of guinea-pigs. Ileum were isolated and mounted in tissue baths. Tubing ingredients from PVC or tubing extracts of the plasticizer acetyl-N-tributyl-citrate (ATBC) were added to the bath for 15 minutes. Contractions or modifications of methacholine responses were measured. ...A significant and characteristic effect was seen for ATBC in ileum, consisting of rapid contractions and relaxations which were dependent on concentrations. The spasms were unaffected by tetrodotoxin. No spasmogenic effect was seen for ATBC in human small intestine or colon. None of the other tubing ingredients had any spasmogenic action, including PVC extracts. No methacholine contractions occurred with the other ingredients. Tubing extracts containing ATBC produced spasms similar to chemical ATBC./ALTERNATIVE and IN VITRO TESTS/ Steroid and xenobiotic receptor (SXR) is activated by endogenous and exogenous chemicals including steroids, bile acids, and prescription drugs. SXR is highly expressed in the liver and intestine, where it regulates cytochrome P450 3A4 (CYP3A4), which in turn controls xenobiotic and endogenous steroid hormone metabolism. However, it is unclear whether Food and Drug Administration (FDA)-approved plasticizers exert such activity. ...We found that four of eight FDA-approved plasticizers increased SXR-mediated transcription. In particular, acetyl tributyl citrate (ATBC), an industrial plasticizer widely used in products such as food wrap, vinyl toys, and pharmaceutical excipients, strongly activated human and rat SXR. ATBC increased CYP3A4 messenger RNA (mRNA) levels and enzyme activity in the human intestinal cells but not in human liver cells.
Artificial Pollution SourcesAcetyl tributyl citrate's production and use as a plasticizer for vinyl and other resin(1,2), as a solvent and functional fluid in adhesives, paints, coating and inks(2) as a flavor ingredient(3) and in nail enamel(4) may result in its release to the environment through various waste streams(SRC).
Environmental BiodegradationAEROBIC: Acetyl tributyl citrate, present at an initial concentration of 30 mg/L, reached 82% of the theoretical BOD in 4 weeks with an activated sludge inoculum at 100 mg/L in the modified MITI test which classified the compound as readily biodegradable(1). Acetyl tributyl citrate was shown to biodegrade extensively in several other biodegradation studies and simulation tests(2,3). In a sewage column degradation test using acclimated sludge, acetyl tributyl citrate biodegraded >90% in hours(3). An aerobic biodegradation test in soil using a static biometer system found acetyl tributyl citrate to be readily biodegradable with theoretical CO2 evolution of 72.9% to >100% (as various concentrations) over 42 days of incubation(3). A 52-day aerobic study in soil observed rapid biodegradation with mineralization (ThCO2) of 83 to >100% over 52 days(3).
水環境危害等級（WGK）3
TSCA 収載状態TSCA listed
RTECS 番号TZ8330000
税関コード29181500
化審法(2)-1327
消防法危-4-4-III
安全措置（S）24/25
貯蔵分類10 - Combustible liquids
有害物質データ77-90-7(Hazardous Substances Data)