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茶树油 | 68647-73-4

中文名称
茶树油
中文别名
——
英文名称
ZINC;diheptoxy-sulfanylidene-sulfido-lambda5-phosphane
英文别名
zinc;diheptoxy-sulfanylidene-sulfido-λ5-phosphane
茶树油化学式
CAS
68647-73-4
化学式
C28H60O4P2S4Zn
mdl
——
分子量
716.4
InChiKey
ZKAQFYDDTYGBBV-UHFFFAOYSA-L
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 沸点:
    165 °C(lit.)
  • 比旋光度:
    D +6°48 to +9°48
  • 密度:
    0.878 g/mL at 25 °C(lit.)
  • 闪点:
    147 °F
  • 物理描述:
    Liquid
  • 颜色/状态:
    Colorless to pale yellow, clear, mobile liquid
  • 气味:
    Earthy, spicy odor
  • 溶解度:
    Sparingly soluble in water
  • 稳定性/保质期:
    Stable under recommended storage conditions.
  • 旋光度:
    Specific optical rotation: +5 deg to +15 deg at 20 °C/D
  • 分解:
    When heated to decomposition it emits acrid smoke and irritating vapors.
  • 折光率:
    Index of refraction: 1.4760-1.4810 at 20 °C/D

计算性质

  • 辛醇/水分配系数(LogP):
    11.46
  • 重原子数:
    39
  • 可旋转键数:
    28
  • 环数:
    0.0
  • sp3杂化的碳原子比例:
    1.0
  • 拓扑面积:
    103
  • 氢给体数:
    0
  • 氢受体数:
    8

ADMET

代谢
单萜烯的代谢已经进行了大量研究。在经过皮肤和/或口服吸收后,肝脏P450单加氧酶参与了生物转化。随后,吸收的60-80%单萜烯以葡萄糖苷酸形式排出。
Considerable research has been done on the metabolism of monoterpenes. After dermal and/or oral absorption, liver P450 mono-oxygenases are involved in biotransformation. Subsequently, 60-80% of absorbed monoterpenes are excreted as glucuronides.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 相互作用
体外测试显示,茶树油(TTO)与常规抗生素(环丙沙星、两性霉素B)联合使用时的药理相互作用进行了研究。茶树油与环丙沙星联合对金黄色葡萄球菌的相互作用表明主要是拮抗作用。茶树油与两性霉素B联合对白念珠菌的相互作用测试也表明主要是拮抗作用。作者得出结论,主要的拮抗作用表明,茶树油治疗在与抗生素联合使用时应谨慎。
In vitro pharmacological interactions between TTO and conventional antimicrobials (ciprofloxacin.amphotericin B) when used in combination were investigated. Interactions of TTO when combined with ciprofloxacin against S. aureus indicate mainly antagonistic profiles. The interactions of TTO with amphotericin B indicate mainly antagonistic profiles when tested against C. albicans. The authors concluded that the predominant antagonistic interactions noted, suggest that therapies with TTO should be used with caution when combined with antibiotics.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 相互作用
Molluscum contagiosum 是一种常见的儿童病毒性皮肤病,且越来越多地作为成年人的性传播疾病被发现。当前的治疗方法具有侵入性,需要组织破坏并伴随不适。53名儿童(平均年龄6.3+5.1岁)被诊断为Molluscum contagiosum,并接受每天两次涂抹茶树油(TTO)、茶树油和有机碘结合物(TTO-I)或仅碘的局部治疗。30天后,48名儿童接受了随访。在使用TTO-I治疗的19名儿童中,有16名儿童的病变数量减少了90%以上,而在碘和TTO组的16名和18名儿童中,分别有1名和3名儿童达到了相同的改善标准(按意向治疗分析的P<0.01,方差分析)。没有儿童因不良事件而停止治疗。茶树油与有机碘的结合物在治疗儿童Molluscum时提供了一种安全的治疗选择。
Molluscum contagiosum is a common childhood viral skin condition and is increasingly found as a sexually transmitted disease in adults. Current treatment options are invasive, requiring tissue destruction and attendant discomfort. Fifty-three children (mean age 6.3+5.1 years) with the diagnosis of molluscum contagiosum were treated with twice daily topical application of either essential oil of Melaleuca alternifolia (TTO), a combination of TTO and organically bound iodine (TTO-I), or iodine alone. At the end of 30 days, 48 children were available for follow up. A greater than 90% reduction in the number of lesions was observed in 16 of 19 children treated with TTO-I, while 1 of 16 and 3 of 18 children met the same criteria for improvement in the iodine and TTO groups (P<0.01, ANOVA) respectively by intention-to-treat analysis. No child discontinued treatment due to adverse events. The combination of essential oil of M. alternifolia with organically bound iodine offers a safe therapeutic alternative in the treatment of childhood molluscum.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 毒性总结
茶树油(TTO)是无色或淡黄色的,具有一种土质的辛辣气味。它来源于茶树的叶子,几个世纪以来一直被澳大利亚原住民用于药用。如今,TTO常作为民间或传统疗法外用,用于治疗多种状况,包括痤疮、香港脚、指甲真菌、伤口和感染、头虱、口腔念珠菌病(鹅口疮)、冷疮、头皮屑和皮肤病变。它也被用作个人卫生用品中的调味剂和防腐剂,如牙膏,以及在制香中。此外,人们对将这种油用于香薰疗法越来越感兴趣。人类接触和毒性:TTO不应吞服。中毒主要发生在儿童身上,已导致嗜睡、迷失方向、皮疹和共济失调(手臂和腿部肌肉控制丧失,导致平衡和协调障碍)。一名患者在饮用半杯TTO后陷入昏迷。已报告的不良皮肤反应包括刺痛、轻度瘙痒、灼热感、刺激、痒、刺痛、红斑、水肿和过敏反应;其频率未知。已报告类似烧伤的皮肤反应;其频率罕见。多年来,1,8-桉树脑因其作为皮肤和粘膜刺激剂的声誉而被认为是TTO中不希望的成分。然而,其他研究表明,这种成分并不负责大部分的敏感性反应。氧化产物很可能是过敏原。由于氧化TTO似乎比新鲜TTO更具过敏原性,因此通过减少接触陈旧的氧化油,可以最小化人类的不良反应。在体外对几种人类细胞系测试了TTO和TTO的成分。100% TTO的细胞毒性范围为0.02至2.8 g/L,上皮样细胞最为健壮,肝源细胞最为敏感。这些数据表明,TTO的局部使用是合适的,因为上皮细胞似乎对其潜在的细胞毒性最有抵抗力。稀释的茶树油的一般被认为是大多数成人局部使用是安全的。然而,一份病例报告称,一名年轻男孩在使用含有薰衣草油和茶树油的造型凝胶和洗发水后出现了乳房生长。动物研究:在给予1.5 g/kg的TTO或更多的大鼠在剂量后72小时出现嗜睡和共济失调。到第四天,除了一只有此剂量的动物外,所有动物都已恢复了运动功能。在兔子使用25% TTO的液体石蜡进行的30天皮肤刺激性研究中,没有报告死亡或毒性效应,除了轻微的初始刺激。在Salmonella typhimurium TA98和TA100菌株以及Escherichia coli WP2 uvrA菌株的细菌反向突变试验中,无论是否代谢激活,TTO均无诱变活性。TTO在体内的鼠类微核试验中也不活跃。当油涂在狗和猫的皮肤上时,已报告TTO中毒,在大多数情况下,油被用于治疗皮肤病学状况,剂量不当地高。观察到的典型症状包括抑郁、虚弱、不协调和肌肉震颤。治疗临床体征和提供支持性护理足以在2-3天内实现恢复,没有后遗症。生态毒性研究:TTO对某些昆虫种类有毒。例如,TTO干扰蚂蚁的触角信号,它们无法传递或接收来自其他蚂蚁的信息。
IDENTIFICATION AND USE: Tea tree oil (TTO) is colorless or pale yellow in color and has an earthy spicy odor. It is derived from the leaves of the tea tree and has been used medicinally for centuries by the aboriginal people of Australia. Today, TTO is often used externally as a folk or traditional remedy for a number of conditions including acne, athlete's foot, nail fungus, wounds, and infections, lice, oral candidiasis (thrush), cold sores, dandruff, and skin lesions. It is also used as a flavoring and antiseptic agent in personal hygiene items such as toothpaste, and in perfumery. In addition there is an increasing interest for using this oil in aroma therapy. HUMAN EXPOSURE AND TOXICITY: TTO should not be swallowed. Poisonings, mainly in children, have caused drowsiness, disorientation, rash, and ataxia (loss of muscle control in the arms and legs causing a lack of balance and coordination). One patient went into a coma after drinking half a cup of TTO. Adverse skin reactions such as smarting pain, mild pruritus, burning sensation, irritation, itching, stinging, erythema, edema and allergic reactions have been reported; the frequency is not known. Burn-like skin reaction has been reported; the frequency is rare. For many years, 1,8-cineole was regarded as an undesirable constituent in TTO due to its reputation as a skin and mucous membrane irritant. However, other studies suggested that this component is not responsible for a large proportion of sensitivity reactions. Oxidation products are the likely allergens. Since oxidized TTO appears to be a more potent allergen than fresh TTO, human adverse reactions may be minimized by reducing exposure to aged, oxidized oil. TTO and components of TTO were tested on several human cell lines in vitro. Cytotoxicity with 100% TTO ranged from 0.02 to 2.8 g/L, with epithelial-like cells being the most robust, and liver-derived cells being the most susceptible. These data suggest that topical use of TTO is suitable, as epithelial cell seem to be the most resistant cells to its potential cytotoxicity. Topical use of diluted tea tree oil is generally considered safe for most adults. However, one case study reported a young boy who had developed breast growth after using a styling gel and shampoo that contained both lavender oil and tea tree oil. ANIMAL STUDIES: Rats receiving 1.5 g/kg of TTO or more appeared lethargic and ataxic 72 hours post dose. By day 4 all but one animal at this dose had regained locomotor function. No deaths or toxic effects were reported in a 30 days-skin irritation study in rabbits using a 25% TTO in liquid paraffin other than slight initial irritation. TTO had no mutagenic activity in the bacterial reverse mutation assay in Salmonella typhimurium TA98 and TA100 strains and in Escherichia coli WP2 uvrA strain, with and without metabolic activation. TTO was not active in Mouse Micronucleus Assay in vivo. TTO toxicosis has been reported when the oil was applied on derma of dogs and cats, in most cases, the oil was used to treat dermatologic conditions at inappropriate high doses. The typical signs observed were depression, weakness, incoordination, and muscle tremors. Treatment of clinical signs and supportive care was sufficient to achieve recovery without sequelae within 2-3 days. ECOTOXICITY STUDIES: TTO is toxic to some insect species. For example, TTO interferes with the ant's antennae signals and they are unable to transmit or receive information from other ants.
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 紧急急救:确保已经进行了充分的中和。如果患者停止呼吸,请开始人工呼吸,最好使用需求阀复苏器、袋阀面罩装置或口袋面罩,按训练操作。如有必要,执行心肺复苏。立即用缓慢流动的水冲洗受污染的眼睛。不要催吐。如果发生呕吐,让患者前倾或将其置于左侧(如果可能的话,头部向下),以保持呼吸道畅通,防止吸入。保持患者安静,维持正常体温。寻求医疗帮助。 /碳氢化合物混合物、混合物及相关化合物/
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR if necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on the left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Hydrocarbon Blends, Mixtures, and Related Compounds/
来源:Hazardous Substances Data Bank (HSDB)
毒理性
  • 解毒与急救
/SRP:/ 基本治疗:建立专利气道(如有需要,使用口咽或鼻咽气道)。如有必要,进行吸痰。密切观察呼吸不足的迹象,如有必要,进行辅助通气。通过非重复呼吸面罩以10至15升/分钟的速度给予氧气。监测肺水肿,并在必要时进行治疗……。预见并治疗癫痫发作……。对于眼睛污染,立即用水冲洗眼睛。在运输过程中,用0.9%的生理盐水(NS)连续冲洗每只眼睛……。不要使用催吐剂。对于摄入,如果患者能吞咽、有强烈的干呕反射且不流口水,则用水冲洗口腔,并给予5毫升/千克,最多200毫升的水进行稀释……。/碳氢化合物混合物、混合物及相关化合物/
/SRP:/ Basic treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool ... . /Hydrocarbon Blends, Mixtures, and Related Compounds/
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
从其成分的高度亲脂性可以推测,茶树油(TTO)可能会被皮肤和粘膜快速且完全吸收。另一方面,体外实验表明,将茶树油以纯形式及其在乙醇中20%的溶液涂在安装于扩散池中的人类表皮膜上后,只有少部分涂抹量(分别为2-4%和1.1-1.9%)渗透进入或通过人类表皮。
It has been postulated from the high lipophilicity of its components that TTO is likely to be rapidly and completely absorbed from the skin and mucous membranes. On the other hand, in vitro experiments indicated that, after application of TTO to human epidermal membranes mounted in diffusion cells in the pure form and as a 20% solution in ethanol, only a small proportion of the applied amount (2-4% and 1.1-1.9% respectively) penetrated into or through human epidermis.
来源:Hazardous Substances Data Bank (HSDB)
吸收、分配和排泄
TTO的主要成分,萜品-4-醇,能够渗透人类表皮。渗透取决于所应用的制剂,其中半固体O/W乳剂或软膏优于乳膏。
The major compound of TTO, terpinen-4-ol, is able to permeate human epidermis. The permeation depends on the applied preparation whereas a semisolid O/W emulsion or an ointment is superior to a cream.
来源:Hazardous Substances Data Bank (HSDB)

安全信息

  • 危险品标志:
    Xn,Xi
  • 安全说明:
    S26
  • 危险类别码:
    R22,R36/37/38
  • WGK Germany:
    3

制备方法与用途

根据您提供的信息,以下是关于茶树精油的一些关键点总结:

提取工艺:
  1. 水蒸气蒸馏法:工业生产中常用此方法。
  2. 溶剂萃取法:以乙醇为溶剂,得油率高于水蒸气蒸馏法,常用于植物品种的比较和筛选。
使用建议与注意事项:
  • 茶树精油透明且挥发快,使用时需小心皮肤敏感问题。
  • 完全禁止内服纯茶树精油。
  • 对于敏感或受损肌肤,建议稀释使用100%纯度茶树精油。
使用方法:
  • 直接使用:用于治疗严重青春痘等皮肤问题。
  • 调和使用:可加入面膜、护肤品中,进行面部护理及痘痘调理。
制备过程简述:
  1. 称取互叶白千层枝叶并溶于正己烷中;
  2. 通过微波辅助萃取出精油成分;
  3. 使用旋转蒸发仪浓缩提取液;
  4. 冷冻处理去除杂质,最终获得纯净茶树油。
食品添加剂相关:
  • 茶树油可用于食品用香料的配制。
  • 在GB 2760标准中,各香料成分的最大允许使用量和最大残留量需符合相关规定。

通过以上信息可以更好地了解茶树精油的应用范围、提取工艺以及安全使用注意事项。

文献信息

  • Lubricating oil composition
    申请人:Nippon Mitsubishi Oil Corporation
    公开号:EP0995789A2
    公开(公告)日:2000-04-26
    A lubricating oil composition having an excellent sludge formation inhibiting effect and being suitable for use as an engine oil is provided. The lubricating oil composition includes: a lubricating base oil, (A) 0.5 to 20 % by mass of acylated bissuccinimide, (B) 0.05 to 0.3 % by mass of zinc dithiophosphate in terms of the phosphorus content, and (C) 0.5 to 4.0 % by mass of metallic detergent in terms of the sulfated ash content, based on the total mass of the composition.
    本发明提供了一种润滑油组合物,它具有极佳的抑制油泥形成效果,适合用作发动机油。该润滑油组合物包括:润滑基础油、(A) 0.5% 至 20% 质量的酰化丁二酰亚胺、(B) 0.05% 至 0.3% 质量的二硫代磷酸锌(以磷含量计),以及 (C) 0.5% 至 4.0% 质量的金属清净剂(以硫酸盐灰分含量计)(以组合物总质量计)。
  • TRANSMISSION OIL COMPOSITION FOR AUTOMOBILE
    申请人:Nissan Motor Co., Ltd.
    公开号:EP1405897A1
    公开(公告)日:2004-04-07
    A transmission oil composition for an automobile characterized in that it contains a base oil selected from the group consisting of a mineral oil, a synthetic oil and mixtures thereof; and a phosphate compound selected from the group consisting of (A) a zinc dithiophosphate having a hydrocarbon group, (B) a triaryl phosphate (C) a triaryl thiophosphate, and mixtures thereof at 0.1 to 15.0 % by mass with respect to the total composition; wherein the composition has a volume resistivity of 1 x 107 ohm·m or more at 80°C.
    一种用于汽车的变速箱油组合物,其特征在于它含有一种基础油,选自由矿物油、合成油及其混合物组成的组;以及一种磷酸盐化合物,选自由以下组成的组:(A) 具有烃基的二硫代磷酸锌;(B) 三芳基磷酸盐;(C) 三芳基硫代磷酸盐;以及它们的混合物,以质量计,占总组合物的 0.1%至 15.0%;其中,该组合物在 80°C 时的体积电阻率为 1 x 107 欧姆-米或以上。
  • LUBRICATING OIL COMPOSITION FOR AUTOMATIC TRANSMISSION
    申请人:Nippon Oil Corporation
    公开号:EP1422287A1
    公开(公告)日:2004-05-26
    A lubricating oil composition for automatic transmissions wherein the mass ratio of phosphorus : calcium : boron : sulfur determined by elemental analysis is 1 : (0.1 to 2) : (0.06 to 2) : (0.2 to 20), the concentration of phosphorus is from 0.01 to 0.06 percent by mass, the concentration of the sulfur derived from a base oil is from 0 to 0.1 percent by mass, and the concentration of the sulfur derived from sulfur-based additives is from 0.01 to 0.15 percent by mass, based on the total amount of the composition. The lubricating oil composition can prevent the occurrence of scratch phenomenon even over a long period of time when used in a metal belt type continuously variable automatic transmission.
    一种用于自动变速器的润滑油组合物,其中通过元素分析确定的磷:钙:硼:硫的质量比为 1 : (0.1 至 2) : (0.06 至 2) : (0.2 至 20),磷的浓度为 0.01 至 0.06% (以质量计),源自基础油的硫的浓度为 0 至 0.1% (以质量计),源自硫基添加剂的硫的浓度为 0.01 至 0.15% (以质量计),以该组合物的总量为基准。在金属带式无级自动变速器中使用该润滑油组合物时,即使长时间使用也不会出现划痕现象。
  • Low sulfur, low ash, and low phosphorus lubricant additive package using overbased calcium oleate
    申请人:Ethyl Corporation
    公开号:EP1479751A2
    公开(公告)日:2004-11-24
    A low sulfur, low ash, and low phosphorus oil soluble lubricant additive package comprising an overbased metal carboxylate.
    一种低硫、低灰和低磷的油溶性润滑油复合添加剂,包含一种过基金属羧酸盐。
  • Lubricant additive composition comprising overbased calcium phenate
    申请人:Ethyl Corporation
    公开号:EP1475430A2
    公开(公告)日:2004-11-10
    A low sulfur, low ash, and low phosphorus oil soluble lubricant additive package comprising an overbased metal phenate.
    一种低硫、低灰和低磷的油溶性润滑油复合添加剂,包括一种过基金属苯甲酸盐。
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阿赛硫磷酸 钯(II)二乙基二硫代磷酸酯 赛硫磷 茶树油 苏硫磷 硫代过氧二磷酸四甲酯 硫代过氧二磷酸四异丙酯 硫代过氧二磷酸四乙酯 硫代过氧二磷酸四(2-甲基丙基)酯 砜拌磷 益硫磷 甲拌磷砜 甲拌磷亚砜 甲拌磷 甲基乙拌磷砜,100ΜG/ΜL于环己烷 甲基乙拌磷 特丁磷砜 特丁磷亚砜 特丁硫磷 灭蚜磷 滴滴涕-乐果混合物 浸移磷 氯甲硫磷 异拌磷 家蝇磷 四异戊基硫代过氧二磷酸酯 四丁基O,O-二乙基二硫代磷酸膦 发硫磷 克菌磷 促进剂ZBPD 二辛氧基-硫基-巯基膦烷 二硫代磷酸二乙酯钾盐 二硫代磷酸二乙酯 二硫代磷酸S-[[(3,3-二氯-2-丙烯基)硫代]甲基]O,O-二甲基酯 二硫代磷酸S-[2-[[(1,4,5,6,7,7-六氯降冰片-5-烯-2-基)甲基]硫代]-1-甲基乙基]O,O-二甲酯 二硫代磷酸S-[2-[(2-巯基乙基)亚磺酰]-3-(甲基氨基)-3-氧代丙基]O,O-二甲酯 二硫代磷酸S-[1,2-二[[甲氧基(甲基)氨基]羰基]乙基]O,O-二甲酯 二硫代磷酸O-乙基O-甲基S-(2-乙硫基乙基)酯 二硫代磷酸O,O-二甲基S-[2-[[1,1-二甲基-2-(甲基氨基)-2-氧代乙基]硫代]乙基]酯 二硫代磷酸O,O-二甲基S-[1-(3,4-二氧代-1-吡咯烷基)乙基]酯 二硫代磷酸O,O-二乙酯与1-十八烷胺的化合物(1:1) 二硫代磷酸O,O-二乙基S-[2-(丁基硫代)乙基]酯 二硫代磷酸O,O-二乙基S-(3,4,4-三氟-3-丁烯基)酯 二硫代磷酸O,O'-二甲酯,去质子化形式 二硫代磷酸-O,O-双(2-甲基丙)酯钠盐 二硫代磷酸-O,O-二(1-甲基乙基)酯 二硫代磷酸,混合O,O-二(1,3-二甲基丁基和1-甲基乙基)酯,锌盐 二硫代磷酸 S-甲氧基羰基甲基 O,O-二乙基酯 二硫代磷酸 O,O-二乙基 S-丙酮基酯 二硫代磷酸 O,O-二乙基 S-[2-(乙氧羰基)乙基]酯