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Traseolide

HCID 50256
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基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
68140-48-7
標準SMILES
CC(=O)c1cc2c(cc1C)C(C)(C)[C@H](C)[C@H]2C(C)C
InChIKey
IMRYETFJNLKUHK-SJKOYZFVSA-N
分子式
C18H26O
平均分子量
258.4 g/mol
単同位体質量
258.19836545

概要

polycyclic musk fragrance; structure in first source

名称と識別子

優先名称
Traseolide
IUPAC
1-[(2R,3R)-1,1,2,6-tetramethyl-3-propan-2-yl-2,3-dihydroinden-5-yl]ethanone
英語名
Traseolide
分子式
C18H26O
分子量
258.39844

名称と別名

PDA90FUN2J68857-95-4Ethanone, 1-(2,3-dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-inden-5-yl)-, trans-5-Acetyl-3-isopropyl-1,1,2,6-tetramethylindaneDTXSID201031854CHEBI:637815-acetyl-1,1,2,6-tetramethyl-3-isopropylindaneRefChem:898930DTXCID501516851TraseolideUNII-PDA90FUN2Jtrans-1-(2,3-Dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-inden-5-yl)ethanone
名称をさらに表示
orb31438331-(2,3-Dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-inden-5-yl)ethan-1-oneIMRYETFJNLKUHK-SJKOYZFVSA-NTYD-03171ETHANONE, 1-((2R,3R)-2,3-DIHYDRO-1,1,2,6-TETRAMETHYL-3-(1-METHYLETHYL)-1H-INDEN-5-YL)-, REL-REL-1-((2R,3R)-2,3-DIHYDRO-1,1,2,6-TETRAMETHYL-3-(1-METHYLETHYL)-1H-INDEN-5-YL)ETHANONE

データベース識別子

CAS
68140-48-7、68857-95-4
PubChem CID
50256
DTXSID
DTXSID201031854
UNII
PDA90FUN2J

物性

構造計算による物性

XLogP
5.1
極性表面積
17.1 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
2
重原子数
19
形式電荷
0
複雑度
355

実験および物理化学的性質

FragrancesFragrance Ingredient (5-Acetyl-3-isopropyl-1,1,2,6-tetramethylindane) -> IFRA transparency List
LogPlog Kow = 8.1
OdorCharacteristic
Density0.979 at 20 °C
Color/Form · 2 件

Liquid

Pale yellow to yellow clear viscous liquid

Solubility · 2 件

In water, 0.085 mg/L

In water, 539 ug/L at 20 °C, pH 7

Boiling Point321 °C at 101.325 kPa
Melting Point-50 °C at 101.325 kPa
Vapor Pressure · 2 件

VP: 7.5X10-5 mm Hg at 20 °C (0.01 Pa)

9.0X10-3 mm Hg (1.2 Pa)

Refractive IndexIndex of refraction = 1.5301 at 20 °C/D
Other Experimental Propertieslog Kow = 5.7-6 at 35 °C, pH 7

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全と保護具

Disposal Methods · 1 件

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 quality; potential migration in air, soil or water; effects on animal, aquatic and plant life; and 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.

毒性情報

Body Burden · 1 件

Traseolide levels in blood samples from 50 hairdressers and 10 non-hairdresser adults in Tianjin, China, collected during April and July, 2012 were below the detection limit of 0.27 ng/L(1). Traseolide was tested for but not detected in 6 breast milk samples from , sampled in 1995. A concentration range of not detected (10 of 15 samples) to 10 ug/kg fat was reported in 15 adipose tissue samples from Schleswig-Holstein, Germany, sampled in 1993; detection limit = 1 ug/kg fat(2). Traseolide median concentration was <23.0 ng/g lipid (max 12.6 ng/g lipid) mother's milk from 101 women living in Uppsala County, Sweden; 77 samples were <2.0 ng/g lipid. Samples were collected from 1996-2003(3).

Ecotoxicity ValuesLC50; Species: Oryzias latipes (Japanese Medaka) age 24 hr larva; Conditions: freshwater, renewal, 25 °C; Concentration: 950 ug/L for 96 hr (95% confidence interval: 910-1010 ug/L) /formulated product/
Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 9800(SRC), determined from a structure estimation method(2), indicates that traseolide is expected to be immobile in soil(SRC). Volatilization of traseolide from moist soil surfaces is expected to be an important fate process(SRC) given an estimated Henry's Law constant of 3.6X10-2 atm-cu m/mole(SRC) based upon its vapor pressure, 9.0X10-3 mm Hg(3), and water solubility, 8.5X10-2 mg/L(3). However, adsorption to soil is expected to attenuate volatilization(SRC). Traseolide is not expected to volatilize from dry soil surfaces(SRC) based upon its vapor pressure(3). Traseolide is considered not readily biodegradable(4) indicating that biodegradation is not an important environmental fate process in soil(SRC).[(1) Swann RL et al; Res Rev 85: 17-28 (1983) (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of Jun 3, 2018: http://www2.epa.gov/tsca-screening-tools (3) Peck AM, Hornbuckle KC; Environ Sci Technol 38: 367-372 (2004) (4) ECHA; Search for Chemicals. 1-

化学と産業

用途と製造

UsesPerfuming soap and cosmetics.
Use ClassificationFragrance Ingredients

関連反応

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化合物ノート

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このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
その他の操作
ノートを作成反応を作成見積依頼を出す

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 9800(SRC), determined from a structure estimation method(2), indicates that traseolide is expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is expected(3) based upon an estimated Henry's Law constant of 3.6X10-2 atm-cu m/mole(SRC) based upon its vapor pressure, 9.0X10-3 mm Hg(4), and water solubility, 8.5X10-2 mg/L(4). Using this Henry's Law constant and an estimation method(3), volatilization half-lives for a model river and model lake are 5 hrs and 6 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 volatilization half-life from a model pond is about 80 days when adsorption is considered(5). According to a classification scheme(6), an estimated BCF of 1000(SRC), from its log Kow of 8.1(4) and a regression-derived equation(2), suggests the potential for bioconcentration in aquatic organisms is very high(SRC). Traseolide is considered not readily biodegradable(7) indicating that biodegradation is not an important environmental fate process in water(SRC).[(1) Swann RL et al; Res Rev 85: 17-28 (1983) (2) US EPA; Estimation Program Interface (EPI) Suite. Ver. 4.11. Nov, 2012. Available from, as of Jun 3, 2018: http://www2.epa.gov/tsca-screening-tools (3) Lyman WJ et al; Handbook of Chemical Property Estimation Methods. Washington, DC: Amer Chem Soc pp. 15-1 to 15-29 (1990) (4) Peck AM, Hornbuckle KC; Environ Sci Technol 38: 367-372 (2004) (5) UBurns LA et al; Exposure Analysis Modeling System (EXAMS): User Manual and System Documentation. EPA-600/3-82-023, U.S. EPA. (1982). ver. 2.94, Feb 1990. Available from, as of Jun 1, 2018: https://www.epa.gov/exposure-assessment-models/exams-version-index (6) Franke C et al; Chemosphere 29: 1501-14 (1994) (7) ECHA; Search for Chemicals. 1-

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), traseolide, which has a vapor pressure of 9.0X10-3 mm Hg(2), will exist solely in the vapor phases in the ambient atmosphere. Vapor-phase traseolide 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 20 hours(SRC), calculated from its rate constant of 2.0X10-12 cu cm/molecule-sec at 25 °C(SRC) that was derived using a structure estimation method(3). Traseolide contains chromophores that absorb at wavelengths >290 nm(4) and, therefore, may be susceptible to direct photolysis by sunlight(SRC).

Milk Concentrations · 1 件

Traseolide was tested for but not detected in 6 breast milk samples from Schleswig-Holstein, Germany, sampled in 1995(1). Traseolide median concentration was <23.0 ng/g lipid (max 12.6 ng/g lipid) in mother's milk from 101 women living in Uppsala County, Sweden; 77 samples were <2.0 ng/g lipid. Samples were collected from 1996-2003(2). Traseolide was present at a maximum concentration of 2.58 ug/kg fat in a sampling of 10 Danish human milk samples collected in 1999(3).

Toxicity Summary · 1 件

IDENTIFICATION AND USE: 1-(2,3-Dihydro-1,1,2,6-tetramethyl-3-(1-methylethyl)-1H-inden-5-yl)ethanone is a synthetic polycyclic musk fragrance used in perfuming soap and cosmetics. HUMAN STUDIES: It was examined for genotoxicity in the micronucleus test with human lymphocytes in vitro in the presence and absence of metabolic activation and revealed no genotoxicity. ANIMAL STUDIES: It was negative when tested for mutagenicity using the Salmonella/mammalian microsome assay with Salmonella typhimurium strains TA97, TA98, TA100 and TA102 with and without metabolic activation.

Average Daily Intake · 2 件

The estimated median daily exposure doses of synthetic musks by adults and toddlers in households, and hairdressers is 9.81 and 33.1, and 107 ng/day, respectively. The estimated median daily exposure doses of synthetic musks by adults in dormitories is 5.61 ng/day(1). /Synthetic musks/

The occurrence of ten synthetic musks in samples of 10 widely consumed fish and shellfish species from Tarragona (Catalonia, Spain) was determined. The most used nitro and polycyclic musks, as well as a well-known transformation product in tissues, were analyzed. Furthermore, the human health risks derived from the musk exposure through seafood consumption were characterized. None of the nitro musks were detected in any of the analyzed samples. In contrast, most of the polycyclic musks were found, being galaxolide (HHCB) and tonalide (AHTN) present in all the samples. HHCB was the greatest contributor, with maximum levels in sardine and mackerel (367 and 304 ng g(-1) (d.w.) (dry weight), respectively). The highest exposure to individual musks was estimated for HHCB and HHCB-Lactone, with average values of 19.7 and 6.8 ng kg(-1)bw day(-1), respectively, in adults. A notably lower mean exposure was calculated for AHTN, cashmeran (DPMI) and traseolide (ATII), being ranged between 1.1 and 3.7 ng kg(-1)bw day(-1). The current concentrations of musks in fish and shellfish should not mean human health risks for the adult population living in Tarragona. However, a continuous monitoring would be desirable to assure that the exposure does not follow increasing temporal trends.

Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ This study demonstrates the effects of synthetic polycyclic musks such as Galaxolide (HHCB), Tonalide (AHTN), Traseolide (ATII), Celestolide (ADBI), Phantolide (AHMI) and Cashmeran (DPMI), both on the early life stage and on gene expression in the livers of male medaka (Oryzias latipes). The toxicity ranking (the 96-hr median lethal concentration) of the chemicals tested on 24-hr-old medaka larvae descended in the order HHCB (0.95 mg/L)=ATII (0.95 mg/L)>AHTN (1.0 mg/L)>AHMI (1.2 mg/L)>ADBI (2.0 mg/L)>>DPMI (12 mg/L), indicating high acute toxicity of these compounds on the early life stages of medaka. ...

Effluent Concentrations · 1 件

The typical effluent concentration into Lake Michigan for traseolide was 310 ng/L in the dissolved phase(1). Traseolide concentrations were <1 ng/L in sewage treatment plant effluents from Canada (Nova Scotia, New Brunswick) and Sweden (Uppsala, Vastra, Gavleborg), sampled in Jan 2002 and Jun-Dec 2002, respectively(2). Traseolide was present in influent at concentration of <10 ng/L five of six UK sewage treatment works surveyed in late autumn and early winter 2001; one plant reported influent concentrations of 1700 and 2900 ng/L on 12/11/01 and 12/10/01, respectively(3). Traseolide was not detected in influent samples to a waste water treatment plant in Lubbock, TX. Samples collected from winter 2009 to winter 2010; detection limit = 4 ng/L(4).

Soil Adsorption/Mobility · 1 件

Using a structure estimation method based on molecular connectivity indices(1), the Koc of traseolide can be estimated to be 9800(SRC). According to a classification scheme(2), this estimated Koc value suggests that traseolide is expected to be immobile in soil(SRC).

Atmospheric Concentrations · 2 件

URBAN/SUBURBAN: Traseolide was present in the gas-phase in Milwaukee, WI air samples at a concentration of 0.17 ng/cu m, sampled in June, 2001(1).

RURAL/REMOTE: Traseolide was present in the gas-phase over Lake Michigan at a concentration of 0.040 ng/cu m, sampled during June 1999 and May 2000(1).

Human Toxicity Excerpts · 1 件

/GENOTOXICITY/ The synthetic polycyclic musk fragrance compounds galaxolide (1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethylcyclopenta-(g)-2-benzopyrane), tonalide (7-acetyl-1,1,3,4,4,6-hexamerthyltetraline), celestolide (4-acetyl-1,1-dimethyl-6-tert-butylindane), phantolide (6-acetyl-1,1,2,3,3,5-hexamethylindane), cashmeran (6,7-dihydro-1,1,2,3,3-pentamethyl-4-(5H) indanone) and traseolide (5-acetyl-1,1,2,6-tetramethyl-3-isopropylindane) were examined for their genotoxicity in the micronucleus test (MNT) with human lymphocytes in vitro in the presence and absence of an exogenous metabolizing system containing rat liver S9 and the metabolically competent human hepatoma cell line Hep G2. Compound concentrations were employed up to cytotoxic doses. Galaxolide, tonalide, celestolide, phantolide, cashmeran and traseolide revealed no genotoxicity in the micronucleus test with human lymphocytes and with the human hepatoma cell line Hep G2.

Fish/Seafood Concentrations · 4 件

Traseolide was tested for but not detected in crucian carp (Carassius auratus), silver carp (Hypophthalmichthys molitrix) and common carp (Cyprinus carpio) from the Haihe River in North China, collected from Dec 29-30, 2008; detection limit = 1.0-1.2 ng/g(1). The compound was tested for but not detected in chub (Leuciscus cephalus), used as a bioindicator of contamination of the Vltava River, upstream and downstream from Prague, Czeck Republic. Sampling was conducted in June 2005; detection limit = 0.4 ug/g wet weight(2). Traseolide was detected at a concentration range of 1.3-2.1 ng/g lipid weight in brown trout (Salmo trutta fario), alpine char (Salvelinus alpinus) and lake trout (S. Namayvush) from remote alpine lakes in the Grisons, Switzerland(3). Musk xylene (which includes traseolide), was present at an average concentration of 12.0, 0.72 and 0.44 ug/kg fresh weight in trout from 34 Danish fish farms sampled in 1992, 1999 and 2003, respectively(4). Traseolide was reported at concentrations ranging from <2.2 to 16 ug/kg lipid weight in brown trout (Salmo trutta fario L.) from the Prachatice, Brohl and Pacov streams, Czech Republic. Fish were collected upstream and downstream from sewage treatment plants in 2009(4).

Traseolide in Norwegian marine fish samples collected in the vicinity of densely populated areas, collected May 1997-July 1999(1).[Table#8477]

Mean lipid concentrations of traseolide in fish from Hamilton Harbour, Ontario, Canada. The compound was not detected in these same species sampled from the Detroit River and western Lake Erie. Sampling was conducted in spring 2002; limit of quantitation = 0.6 ug/kg wet weight(1).[Table#8478]

Six polycyclic musk compounds [Cashmeran (DPMI), Celestolide (ADBI), Phantolide (AHMI), Traseolide (ATII), Tonalide (AHTN), and Galaxolide (HHCB)] were analysed in marine green-lipped mussels (Perna viridis) from Hong Kong. ADBI, HHCB and AHTN were detected in almost all samples, while AHMI, ATII and DPMI were not detected. Concentrations of ADBI, HHCB and AHTN in mussels ranged from below detection limit-0.0743 (mean: 0.0246), 0.247-6.08 (mean: 1.15) and 0.0591-0.738 (mean: 0.190)mg/kg lipid weight, respectively. Mussels from two sampling sites in central Victoria Harbour contained the highest total polycyclic musk levels, suggesting that these waters are influenced heavily by domestic sewage. Concentrations of HHCB and AHTN detected in the mussel samples were the second highest and the highest levels, respectively, compared to global concentrations. A preliminary risk assessment indicated that HHCB and AHTN in mussels pose little or no threat to the health of shellfish consumers. Nevertheless, more comprehensive studies are required to further assess the ecological and human health risks associated with polycyclic musks.