Geranyl Acetate
(Synonyms: 乙酸香叶酯) 目录号 : GC40673
A monoterpene with diverse biological activities
Cas No.:105-87-3
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >99.10%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Geranyl acetate is a monoterpene that has been found in C. sativa with diverse biological activities. It reduces compound action potential (CAP) peak amplitude in isolated frog sciatic nerves (IC50 = 0.51 mM). Geranyl acetate inhibits the radial growth of M. gypsum, T. vercossum, and C. tropicalis on solid media. It is sporicidal against B. subtilis when used at a concentration of 1% in an agar diffusion assay. Geranyl acetate inhibits growth of COLO 205 cells (IC50 = 30 μM) via induction of DNA damage, cell cycle arrest at the G2/M phase, and mitochondrial apoptosis.
| Cas No. | 105-87-3 | SDF | |
| 别名 | 乙酸香叶酯 | ||
| Canonical SMILES | CC(OC/C=C(C)/CC/C=C(C)/C)=O | ||
| 分子式 | C12H20O2 | 分子量 | 196.3 |
| 溶解度 | DMSO : 100mg/mL | 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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| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 5.0942 mL | 25.4712 mL | 50.9424 mL |
| 5 mM | 1.0188 mL | 5.0942 mL | 10.1885 mL |
| 10 mM | 0.5094 mL | 2.5471 mL | 5.0942 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 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
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。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Microbiological, thermal and mechanical performance of cellulose acetate films with Geranyl Acetate
Int J Biol Macromol 2023 Feb 15;228:517-527.PMID:36563822DOI:10.1016/j.ijbiomac.2022.12.170.
The present work concerns to investigate the microbiological, thermal and mechanical behavior of cellulose acetate films obtained with addition of 0.5 % (v/v) and 1.0 % (v/v) of Geranyl Acetate by the casting technique. The antimicrobial activities of the polymeric films were assessed against Staphylococcus aureus and Escherichia coli bacteria and against Aspergillus flavus fungal. The achieved results show that the films presented antibacterial and antifungal activities. Moreover, the incorporation of the Geranyl Acetate in the polymeric films was confirmed by FTIR and TGA technique, while DSC analysis pointed out the compatibility between the Geranyl Acetate and cellulose acetate. The addition of the Geranyl Acetate did not modify the mechanical behavior of the cellulose acetate films concerning stiffness and tensile strength. These results suggest that this new material is promising for future applications in biomedical devices and food packaging.
Lemongrass Essential Oil Components with Antimicrobial and Anticancer Activities
Antioxidants (Basel) 2021 Dec 22;11(1):20.PMID:35052524DOI:10.3390/antiox11010020.
The prominent cultivation of lemongrass (Cymbopogon spp.) relies on the pharmacological incentives of its essential oil. Lemongrass essential oil (LEO) carries a significant amount of numerous bioactive compounds, such as citral (mixture of geranial and neral), isoneral, isogeranial, geraniol, Geranyl Acetate, citronellal, citronellol, germacrene-D, and elemol, in addition to other bioactive compounds. These components confer various pharmacological actions to LEO, including antifungal, antibacterial, antiviral, anticancer, and antioxidant properties. These LEO attributes are commercially exploited in the pharmaceutical, cosmetics, and food preservations industries. Furthermore, the application of LEO in the treatment of cancer opens a new vista in the field of therapeutics. Although different LEO components have shown promising anticancer activities in vitro, their effects have not yet been assessed in the human system. Hence, further studies on the anticancer mechanisms conferred by LEO components are required. The present review intends to provide a timely discussion on the relevance of LEO in combating cancer and sustaining human healthcare, as well as in food industry applications.
Bioactive epoxides and hydroperoxides derived from naturally monoterpene Geranyl Acetate
Saudi Pharm J 2018 Jan;26(1):14-19.PMID:29379328DOI:10.1016/j.jsps.2017.11.005.
Geranyl Acetate (1) was oxidized thermally and photochemically using (mcpba, H2O2) respectively to obtain (E)-5-(3, 3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate (2) and 3-(2-(3, 3-dimethyloxiran-2-yl) ethyl)-3-methyloxiran-2-yl) methyl acetate (3). On the other hand, photooxygenation of 1 with tetraphenyl porphin (TPP) as a photo sensitizer gave corresponding acitic acid 2,6-bis-hydroperoxy-7-methyl-3-methylene-oct-7-enyl-ester (4), acitic acid 7-hydroperoxy-3,7-dimethyl-octa-2,5-dienyl ester (5) and Acitic acid 3-hydroperoxy-7-methyl-3,7-dimethyl-octa-1,6-dienyl ester (6). Antifungal studies were carried out on Geranyl Acetate and its derivatives. Studies on the antifungal activity especially Microsporum gypsum, Trichophyton vercossum and Candida tropicalis showed that Geranyl Acetate, its epoxide and hydroperoxide derivatives have good antifungal action.
Engineering Saccharomyces cerevisiae for the production of the valuable monoterpene ester Geranyl Acetate
Microb Cell Fact 2018 Jun 5;17(1):85.PMID:29866124DOI:10.1186/s12934-018-0930-y.
Background: Geranyl Acetate is widely used in the fragrance and cosmetic industries, and thus has great economic value. However, plants naturally produce a mixture of hundreds of esters, and Geranyl Acetate is usually only present in trace amounts, which makes its economical extraction from plant sources practically impossible. As an ideal host for heterologous production of fragrance compound, the Saccharomyces cerevisiae has never been engineered to produce the esters, such as Geranyl Acetate. Results: In this study, a heterologous Geranyl Acetate synthesis pathway was constructed in S. cerevisiae for the first time, and a titer of 0.63 mg/L Geranyl Acetate was achieved. By expressing an Erg20 mutant to divert carbon flux from FPP to GPP, the Geranyl Acetate production increased to 2.64 mg/L. However, the expression of heterologous GPP had limited effect. The highest production of 13.27 mg/L Geranyl Acetate was achieved by additional integration and expression of tHMG1, IDI1 and MAF1. Furthermore, through optimizing fermentation conditions, the Geranyl Acetate titer increased to 22.49 mg/L. Conclusions: We constructed a monoterpene ester producing cell factory in S. cerevisiae for the first time, and demonstrated the great potential of this system for the heterologous production of a large group of economically important fragrance compounds.
NTP Carcinogenesis Studies of Food Grade Geranyl Acetate (71% Geranyl Acetate, 29% Citronellyl Acetate) (CAS No. 105-87-3) in F344/N Rats and B6C3F1 Mice (Gavage Study)
Natl Toxicol Program Tech Rep Ser 1987 Oct;252:1-162.PMID:12748693doi
Geranyl Acetate (3,7-dimethyl-2,6-octadiene-1-ol acetate) is a colorless liquid prepared by fractional distillation of selected essential oils or by acetylation of geraniol. It is a natural constituent of more than 60 essential oils, including Ceylon citronella, palmarosa, lemon grass, petit grain, neroli bigarade, geranium, coriander, carrot, and sassafras. Geranyl Acetate is used primarily as a component of perfumes for creams and soaps and as a flavoring ingredient. On the U.S. Food and Drug Administration's list of substances "generally recognized as safe," the Food Chemicals Codex (1972) specifies that Geranyl Acetate must contain at least 90% total esters. Carcinogenesis studies of food-grade Geranyl Acetate (containing approximately 29% citronellyl acetate) were conducted by administering the test chemical in corn oil by gavage to groups of 50 male and 50 female F344/N rats at doses of 1,000 or 2,000 mg/kg body weight and to groups of 50 male and 50 female B6C3F1 mice at doses of 500 or 1,000 mg/kg. Doses were administered five times per week for 103 weeks. Groups of 50 rats and 50 mice of each sex received corn oil by gavage on the same dosing schedule and served as vehicle controls. The cumulative toxicity of Geranyl Acetate in the 2-year study was indicated by the significantly shorter survival of high dose male rats (control, 34/50; low dose, 29/50; high dose, 18/50) and of high dose male mice (control, 31/50; low dose, 32/50; high dose, 0/50) and of dosed female mice (38/50; 15/50; 0/50) when compared with controls. Throughout most of the 2-year study, mean body weights of high dose rats and mice of each sex were lower than those of the controls. The occurrence of retinopathy or cataracts in the high dose male rats and low dose female rats as compared with the controls does not appear to be related to the administration of Geranyl Acetate but rather the proximity of the rats to fluorescent light. The incidence of retinopathy or cataracts (combined) was: males: control, 0/50, 0%; low dose, 1/50, 2%; high dose, 11/50, 22%; females: control, 1/50, 2%; low dose, 13/50, 26%; high dose, 2/50, 4%. Kidney tubular cell adenomas, an uncommon tumor type, were found in 2/50 (4%) low dose male rats. The historical incidence of male corn oil gavage control F344/N rats with kidney tumors is 1/250 (0.4%) at this laboratory and 4/998 (0.4%) in the program. Squamous cell papillomas in the skin were increased marginally in low dose male rats (control, 0/50; low dose, 4/50, 8%; high dose, 1/50, 2%). In addition, one low dose male rat had a squamous cell carcinoma of the skin. The incidence of low dose male rats with either squamous cell papillomas or carcinomas was greater (P<0.05) in comparison with the controls. The historical incidence of squamous cell papillomas or carcinomas (combined) in gavage control male F344/N rats is 3.6% (9/250) at this laboratory and 2.5% (25/999) throughout the program. The incidence of all epidermal tumors was not significantly elevated in dosed male rats relative to controls (control, 3/50, 6%; low dose, 6/50, 12%; high dose, 1/50, 2%). All high dose (1,000 mg/kg) male and female mice were dead by week 91 as a result of accidentally being administered 2,800 mg/kg for 3 days during week 91; survival of low dose and control male mice was comparable. Survival of high dose male and dosed female mice may have been inadequate for the detection of late-appearing tumors. No evidence of any carcinogenic effect was found in either low or high dose mice of either sex. An infection of the genital tract was probably responsible for the deaths of 14/22 control and 8/32 low dose female mice before the end of the study. Cytoplasmic vacuolization was increased in the liver and in the kidney of male and female mice and was considered to be compound related (liver-- male: control, 1/50, 2%; low dose, 7/50, 14%; high dose, 47/50, 94%; female: 1/50, 2%; 27/50, 54%; 46/50, 92%; kidney or kidney tubule--male: 0/50; 0/50; 41/50, 82%; female: 0/50; 24/49, 49%; 37/50, 74%). Under the conditions of these studies, geranyl 4%; 46/50, 92%; kidney or kidney tubule--male: 0/50; 0/50; 41/50, 82%; female: 0/50; 24/49, 49%; 37/50, 74%). Under the conditions of these studies, Geranyl Acetate was not carcinogenic for F344/N rats or B6C3F1 mice of either sex; however, the reduced survival observed in high dose male rats, high dose male mice, and high and low dose female mice lowered the sensitivity of these studies for detecting neoplastic responses in these groups. In male rats the marginal increases of squamous cell papillomas of the skin and tubular cell adenomas of the kidney may have been related to administration of Geranyl Acetate. Levels of Evidence of Carcinogenicity: Male Rats: Negative Female Rats: Negative Male Mice: Negative Female Mice: Negative