Homosalate (Homomenthyl salicylate)
(Synonyms: 胡莫柳酯; Homomenthyl salicylate) 目录号 : GC30249Homosalate (HMS, Homomenthyl salicylate) is an organic ultraviolet filter used in most sunscreens but has been reported to be toxic to marine organisms. Homosalate aggravates the invasion of human trophoblast cells as well as regulates intracellular signaling pathways including PI3K/AKT and MAPK pathways.
Cas No.:118-56-9
Sample solution is provided at 25 µL, 10mM.
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Homosalate (HMS, Homomenthyl salicylate) is an organic ultraviolet filter used in most sunscreens but has been reported to be toxic to marine organisms. Homosalate aggravates the invasion of human trophoblast cells as well as regulates intracellular signaling pathways including PI3K/AKT and MAPK pathways.
Extracellular vesicles (EVs) released by Homosalate‐treated cells enhance resistance to anchorage loss in another recipient epithelial tumour cell line.[2]
[1] Changwon Yang, et al. Environ Pollut. 2018 Dec;243(Pt B):1263-1273. [2] Grisard E, et al. J Extracell Vesicles. 2022 Jul;11(7):e12242.
Cas No. | 118-56-9 | SDF | |
别名 | 胡莫柳酯; Homomenthyl salicylate | ||
Canonical SMILES | O=C(OC1CC(C)(C)CC(C)C1)C2=CC=CC=C2O | ||
分子式 | C16H22O3 | 分子量 | 262.34 |
溶解度 | DMSO : ≥ 55 mg/mL (209.65 mM) | 储存条件 | Store at -20°C |
General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液;一旦配成溶液,请分装保存,避免反复冻融造成的产品失效。 储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。 为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。 |
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制备储备液 | |||
1 mg | 5 mg | 10 mg | |
1 mM | 3.8118 mL | 19.0592 mL | 38.1185 mL |
5 mM | 0.7624 mL | 3.8118 mL | 7.6237 mL |
10 mM | 0.3812 mL | 1.9059 mL | 3.8118 mL |
第一步:请输入基本实验信息(考虑到实验过程中的损耗,建议多配一只动物的药量) | ||||||||||
给药剂量 | mg/kg | 动物平均体重 | g | 每只动物给药体积 | ul | 动物数量 | 只 | |||
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% DMSO % % Tween 80 % saline | ||||||||||
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工作液浓度: mg/ml;
DMSO母液配制方法: mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL,
体内配方配制方法:取 μL DMSO母液,加入 μL PEG300,混匀澄清后加入μL Tween 80,混匀澄清后加入 μL saline,混匀澄清。
1. 首先保证母液是澄清的;
2.
一定要按照顺序依次将溶剂加入,进行下一步操作之前必须保证上一步操作得到的是澄清的溶液,可采用涡旋、超声或水浴加热等物理方法助溶。
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Diastereoselective metabolism of homomenthyl salicylate (homosalate): Identification of relevant human exposure biomarkers
Homosalate (HMS) is a salicylate UV filter broadly used in sunscreens and personal care products. The aim of this study was the collection of human toxicokinetic data on HMS as a tool for risk assessment. For this purpose, metabolism and urinary excretion after a single oral HMS dose (98.2-149.1 ?g (kg body weight)-1) were investigated in four volunteers (two male, two female). As commercial products generally contain a mixture of cis- and trans-HMS, both cis-rich and trans-rich isomer mixtures were studied to investigate possible differences in metabolism. Initial metabolite screening tentatively identified six oxidative metabolite subgroups, of which hydroxylated and carboxylic acid metabolites were studied in more detail. Unchanged parent HMS and the previously identified HMS metabolites 5-((2-hydroxybenzoyl)oxy)-3,3-dimethylcyclohexane-1-carboxylic acid (HMS-CA) and 3-hydroxy-3,5,5-trimethylcyclohexyl 2-hydroxybenzoate (3OH-HMS), respectively, were quantified separately as cis- and trans-isomers via authentic standards by isotope dilution analysis. In addition, further alkyl-hydroxylated and carboxylic acid metabolites were investigated semi-quantitatively. Peak concentrations in urine were reached 1.5-6.3 h post-dose and more than 80 % of each of the quantitatively investigated metabolites (and at least 70 % of the semi-quantitatively investigated metabolites) was excreted within the first 24 h. Plasma and urine data indicated that oral bioavailability of cis-HMS was one order of magnitude below that of trans-HMS. Furthermore, the mean total urinary excretion fraction (Fue) for the metabolites derived from trans-HMS (6.4 %) was two orders of magnitude higher than for the metabolites derived from cis-HMS (0.045 %). Our data proves diastereoselectivity in toxicokinetics of cis- and trans-HMS, emphasizing the necessity to address isomer ratios in future studies including HMS exposure and risk assessments.
A novel characteristic of salicylate UV absorbers: suppression of diethylhexyl 2,6-naphthalate (Corapan TQ)-photosensitized singlet oxygen generation
2-Ethylhexyl salicylate (EHS, octyl salicylate) and homomenthyl salicylate (HMS, homosalate) are UV-B absorbers used in cosmetic sunscreens. Diethylhexyl 2,6-naphthalate (DEHN, tradename Corapan TQ) used as a mildly effective photostabilizer for labile butylmethoxydibenzoylmethane, the most widely used UV-A absorber, is an efficient singlet oxygen photosensitizer with a high quantum yield of singlet oxygen generation ΦΔ = 0.44 in ethanol. The effects of EHS, HMS, l-ascorbic acid (AA, vitamin C), 3-O-ethyl-l-ascorbic acid (3-EtAA) and Trolox (TX, a water-soluble analogue of vitamin E) on DEHN-photosensitized singlet oxygen generation have been studied through measurements of time-resolved near-infrared phosphorescence in ethanol. These compounds suppress DEHN-photosensitized singlet oxygen generation. 40% of ΦΔ is decreased by adding 32 mmol dm-3 EHS or HMS. ΦΔ is decreased to a half by adding 3.0 mmol dm-3 TX. Fluorescence and transient absorption measurements suggest that the observed suppression is due to the quenching of the excited singlet state of DEHN by EHS, HMS, AA and 3-EtAA. These compounds do not quench the excited triplet state of DEHN. On the other hand, TX quenches both the excited singlet and triplet states of DEHN. It was shown that these UV-B absorbers have a novel characteristic as a suppressor of photosensitized singlet oxygen generation. Suppressing singlet oxygen generation is an important method for the prevention of skin damage. To the best of our knowledge, this is the first report on the suppression of photosensitized singlet oxygen generation by UV absorbing molecules.