Nonanoic Acid
(Synonyms: 壬酸; Pelargonic acid) 目录号 : GC47790
A medium-chain saturated fatty acid
Cas No.:112-05-0
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Nonanoic acid is a medium-chain saturated fatty acid. It is a volatile compound that has been found in raw and roasted pecans.1 Nonanoic acid inhibits mycelial growth and spore germination in the plant pathogenic fungi M. roreri and C. perniciosa in a concentration-dependent manner.2 It has herbicidal activity against a variety of species, including crabgrass.3,4 Nonanoic acid has been used as an internal standard for the quantification of free fatty acids in olive mill waste waters.5 Formulations containing nonanoic acid have been used in indoor and outdoor weed control and as cleansing and emulsifying agents in cosmetics.
1.Gong, Y., Kerrihard, A.L., and Pegg, R.B.Characterization of the volatile compounds in raw and roasted Georgia pecans by HS-SPME-GC-MSJ. Food Sci.83(11)2753-2760(2018) 2.Aneja, M., Gianfagna, T.J., and Hebbar, P.K.Trichoderma harzianum produces nonanoic acid, an inhibitor of spore germination and mycelial growth of two cacao pathogensPhysiol. Mol. Plant Pathol.67(6)304-307(2005) 3.Fukuda, M., Tsujino, Y., Fujimori, T., et al.Phytotoxic activity of middle-chain fatty acids I: Effects on cell constituentsPesicide Biochem. Physiol.80(3)143-150(2004) 4.Miller, T.W.Natural herbicides and amendments for organic weed controlCrop protection products for organic agriculture947174-185(2007) 5.Procida, G., and Ceccon, L.Gas chromatographic determination of free fatty acids in olive mill waste watersAnal. Chim. Acta561(1-2)103-106(2006)
| Cas No. | 112-05-0 | SDF | |
| 别名 | 壬酸; Pelargonic acid | ||
| Canonical SMILES | OC(CCCCCCCC)=O | ||
| 分子式 | C9H18O2 | 分子量 | 158.2 |
| 溶解度 | Chloroform: 2.5 mg/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 | 6.3211 mL | 31.6056 mL | 63.2111 mL |
| 5 mM | 1.2642 mL | 6.3211 mL | 12.6422 mL |
| 10 mM | 0.6321 mL | 3.1606 mL | 6.3211 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。
Nonanoic acid--an experimental irritant
Contact Dermatitis 2003 Sep;49(3):117-23.PMID:14678207DOI:10.1111/j.0105-1873.2003.00208.x.
Irritant contact dermatitis is defined as a non-immunological skin reaction following exposure to various chemical, mechanical and physical factors. It is known that the skin response to irritants depends on the irritant applied and differs between chemically different irritants. Sodium lauryl sulfate (SLS) is an anionic detergent and the most frequently used substance in experimental irritant contact dermatitis. In 1980, it was suggested that Nonanoic Acid (NNA) could be used as a positive control when patch testing. Since then, NNA has been used as an experimental irritant in several studies and has been used as a chemically different substance compared to SLS. The present article presents a review of the application of NNA in studies on skin irritancy and experimental irritant contact dermatitis.
Peer review of the pesticide risk assessment of the active substance pelargonic acid (Nonanoic Acid)
EFSA J 2021 Aug 23;19(8):e06813.PMID:34466161DOI:10.2903/j.efsa.2021.6813.
The conclusions of the EFSA following the peer review of the initial risk assessments carried out by the competent authorities of the rapporteur Member State, Greece, and co-rapporteur Member State, Austria, for the pesticide active substance pelargonic acid (Nonanoic Acid) and the considerations as regards the inclusion of the substance in Annex IV of Regulation (EC) No 396/2005 are reported. The context of the peer review was that required by Commission Implementing Regulation (EU) No 844/2012, as amended by Commission Implementing Regulation (EU) No 2018/1659. The conclusions were reached on the basis of the evaluation of the representative use of pelargonic acid as a herbicide on vineyards, potatoes, paths and places with woody plants, ornamental shrubs, ornamentals lawn, home gardens and allotments, paths and open areas with tree growth, woody ornamentals, decorative lawns, turf (field use). The reliable end points appropriate for use in regulatory risk assessment are presented. Assessments not finalised and missing information identified as being required by the regulatory framework are listed.
Enhanced production of nonanedioic acid from Nonanoic Acid by engineered Escherichia coli
Biotechnol J 2022 Mar;17(3):e2000416.PMID:33964181DOI:10.1002/biot.202000416.
In this study, whole-cell biotransformation was conducted to produce nonanedioic acid from Nonanoic Acid by expressing the alkane hydroxylating system (AlkBGT) from Pseudomonas putida GPo1 in Escherichia coli. Following adaptive laboratory evolution, an efficient E. coli mutant strain, designated as MRE, was successfully obtained, demonstrating the fastest growth (27-fold higher) on Nonanoic Acid as the sole carbon source compared to the wild-type strain. Additionally, the MRE strain was engineered to block Nonanoic Acid degradation by deleting fadE. The resulting strain exhibited a 12.8-fold increase in nonanedioic acid production compared to the wild-type strain. Six mutations in acrR, Pcrp , dppA, PfadD , e14, and yeaR were identified in the mutant MRE strain, which was characterized using genomic modifications and RNA-sequencing. The acquired mutations were found to be beneficial for rapid growth and nonanedioic acid production.
Exposure to Nonanoic Acid alters small intestinal neuroendocrine tumor phenotype
BMC Cancer 2023 Mar 23;23(1):267.PMID:36959559DOI:10.1186/s12885-023-10722-8.
Background: Small intestinal neuroendocrine tumors (SI-NET) are highly differentiated and genetically stable malignant tumors, yet they often present with advanced metastatic spread at the time of diagnosis. In contrast to many other types of malignant tumors, primary SI-NET are often asymptomatic and typically smaller in size compared to adjacent lymph node metastases. This study explores the hypothesis that stimulating the chemosensing olfactory receptor 51E1 (OR51E1) decreases SI-NET proliferation suggesting a mechanism that explains a difference in proliferative rate based on tumor location. Methods: Clinical data was used to address difference in tumor size depending on location. A SI-NET tissue microarray was used to evaluate expression of OR51E1 and olfactory marker protein (OMP). Primary cultured tumor cells from 5 patients were utilized to determine the effect of OR51E1 agonist Nonanoic Acid on metabolic activity. The SI-NET cell line GOT1 was used to determine effects of Nonanoic Acid on the transcriptome as well as long-term effects of Nonanoic Acid exposure with regards to cell proliferation, serotonin secretion, alterations of the cell-cycle and morphology. Results: Tumor size differed significantly based on location. OR51E1 and OMP were generally expressed in SI-NET. Primary SI-NET cells responded to Nonanoic Acid with a dose dependent altered metabolic activity and this was replicated in the GOT1 cell line but not in the MCF10A control cell line. Nonanoic Acid treatment in GOT1 cells upregulated transcripts related to neuroendocrine differentiation and hormone secretion. Long-term Nonanoic Acid treatment of GOT1 cells decreased proliferation, induced senescence, and altered cell morphology. Conclusion: Our results raise the possibility that exposure of intraluminal metabolites could represent a mechanism determining aspects of the SI-NET tumor phenotype. However, we could not causally link the observed effects of Nonanoic Acid exposure to the OR51E1 receptor.
Final report of the Cosmetic Ingredient Review Expert Panel on the safety assessment of pelargonic acid (Nonanoic Acid) and nonanoate esters
Int J Toxicol 2011 Dec;30(6 Suppl):228S-69S.PMID:22247237DOI:10.1177/1091581811428980.
Pelargonic acid and its esters function as skin-conditioning agents in cosmetics. Molecular weight (mw) and octanol-water partition coefficient data suggest that dermal penetration is possible. The biohandling of branched-chain fatty acids is not the same as for straight-chain fatty acids, but the differences are not significant to the conclusion that they all are readily metabolized to nontoxic moieties. Limited data suggested that the penetration of other ingredients may be enhanced if these ingredients are present in the same formulation. These ingredients are not significant oral or dermal toxicants in animal studies. They are not reproductive/developmental toxicants or genotoxic/carcinogenic in animal studies. The available data suggested that product formulations containing these ingredients would be nonirritating and nonsensitizing to human skin, but formulators were cautioned to consider the penetration enhancement potential. The Cosmetic Ingredient Review (CIR) Expert Panel concluded that these ingredients are safe in the present practices of use and concentration.