19 Citations
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Description générale
| Synonymes | fatty acid 20:0 | NSC93983 | NSC-93983 | DTXCID3040859 | NSC 93983 | Elcosanoic Acid | InChI=1/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22 | C20:0 | PQB8MJD4RB | ARACHIDIC ACID [MI] | BDBM50463966 | CH3-[CH2]18- |
|---|---|
| Spécifications et pureté | ≥99% |
| Température de stockage | Store at -20°C |
| Expédié en |
Ice chest + Ice pads Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles. |
| Product Description |
A saturated fatty acid found naturally in fish and vegetable oils, and it can also be formed by the hydrogenation of arachidonic acid. Diets rich in saturated fatty acids such as arachidic acid, are known to increase serum low-density lipoproteins resulting in high blood cholesterol levels. Because of its surfactant-like properties, arachidic acid is used in the manufacture of pharmaceuticals, soaps, cosmetics, and food packaging. |
Taxonomic Classification
Taxonomy Tree
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Kingdom
Organic compounds
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Superclass
Lipids and lipid-like molecules
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Classe
Fatty Acyls
- Subclass Fatty acids and conjugates
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Classe
Fatty Acyls
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Superclass
Lipids and lipid-like molecules
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Classe | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Long-chain fatty acids |
| Alternative Parents | Straight chain fatty acids Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Long-chain fatty acid - Straight chain fatty acid - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound |
| Description | This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. |
| External Descriptors | Straight chain fatty acids |
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Cibles associées (humaines)
ACHE
Tclin
Acetylcholinesterase (18204 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PPARG
Tclin
Peroxisome proliferator-activated receptor gamma (15191 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
PPARA
Tclin
Peroxisome proliferator-activated receptor alpha (9197 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Cibles associées (non humaines)
Ppard
Peroxisome proliferator-activated receptor delta (358 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Ptpn1
Protein-tyrosine phosphatase 1B (270 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Trpv2
Transient receptor potential cation channel subfamily V member 2 (148 Activities)
| Activity Type | Relation | Activity value | Units | Action Type | Journal | PubMed Id | doi | Assay Aladdin ID |
|---|
Mécanismes d'action
| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | Références |
|---|
Noms et identifiants
| Pubchem Sid | 488181140 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488181140 |
| IUPAC Name | icosanoic acid |
| INCHI | InChI=1S/C20H40O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h2-19H2,1H3,(H,21,22) |
| InChIKey | VKOBVWXKNCXXDE-UHFFFAOYSA-N |
| Smiles | CCCCCCCCCCCCCCCCCCCC(=O)O |
| Isomères SMILES | CCCCCCCCCCCCCCCCCCCC(=O)O |
| RTECS | JX3780000 |
| Poids moléculaire | 312.53 |
| Beilstein | 1788211 |
| Reaxy-Rn | 1788211 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1788211&ln= |
Certificats (CoA, COO, BSE/TSE et tableau d'analyse)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Article |
|---|---|---|---|
 H2310071 |
Certificate of Analysis | Jul 28, 2023 | A110476 |
| H2310069 |
Certificate of Analysis | Jul 28, 2023 | A110476 |
| H2310068 |
Certificate of Analysis | Jul 28, 2023 | A110476 |
| H2310067 |
Certificate of Analysis | Jul 28, 2023 | A110476 |
| J1809119 |
Certificate of Analysis | Aug 08, 2022 | A110476 |
| F2329283 |
Certificate of Analysis | Jun 15, 2022 | A110476 |
| B2325294 |
Certificate of Analysis | Jun 15, 2022 | A110476 |
| B2325293 |
Certificate of Analysis | Jun 15, 2022 | A110476 |
| B2328225 |
Certificate of Analysis | Jun 15, 2022 | A110476 |
| G2222042 |
Certificate of Analysis | Jun 15, 2022 | A110476 |
| G2222041 |
Certificate of Analysis | Jun 15, 2022 | A110476 |
| A2221041 |
Certificate of Analysis | Jan 26, 2022 | A110476 |
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Propriétés chimiques et physiques
| Solubilité | Soluble in chloroform, ether, ethanol (~0.1 mg/ml), and DMF (~2 mg/ml). Insoluble in water. |
|---|---|
| Indice de réfraction | 1.425 |
| Point d'éclair (°F) | 230 °F |
| Point d'éclair (°C) | 110 °C |
| Point d'ébullition (°C) | 328°C |
| Point de fusion (°C) | 74-77°C |
| Poids moléculaire | 312.500 g/mol |
| XLogP3 | 8.500 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 2 |
| Rotatable Bond Count | 18 |
| Exact Mass | 312.303 Da |
| Monoisotopic Mass | 312.303 Da |
| Topological Polar Surface Area | 37.300 Ų |
| Heavy Atom Count | 22 |
| Formal Charge | 0 |
| Complexity | 226.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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Citations of This Product
| 1. Lei Jin, Ju Huang, Lei Guo, Bo Zhang, Qin Li, Hui Li, Mincheng Yu, Peiyi Xie, Qiang Yu, Zheng Chen, Shuang Liu, Yongfeng Xu, Yongsheng Xiao, Ming Lu, Qinghai Ye. (2023) CYP1B1 promotes colorectal cancer liver metastasis by enhancing the growth of metastatic cancer cells via a fatty acids-dependent manner. Journal of Gastrointestinal Oncology, 14 (6): ( 2448–2465). |
| 2. Ya Li, Chao-Yu Wang, Dong-Jin Qian. (2023) Interfacial self-assembly of Cd2+-tetraphenylethylene coordination polymers and their photophysical properties in Langmuir-Blodgett films. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, 673 (131741). |
| 3. Tao Wang, Xingyue Liu, Xuetong Qu, Yuexin Li, Xiao Liang, Jianmin Wu. (2021) Lipid response of hepatocellular carcinoma cells to anticancer drug detected on nanostructure-assisted LDI-MS platform. TALANTA, 235 (122817). |
| 4. Shuai Xiao, Hai-ou Li, Meng-wei Xu, Ke Huang, Zhou-fei Luo, Lang-tao Xiao. (2021) A high-throughput method for profiling fatty acids in plant seeds based on one-step acid-catalyzed methylation followed by gas chromatography-mass spectrometry. BIOTECHNOLOGY & BIOTECHNOLOGICAL EQUIPMENT, |
| 5. Xinrong Jiang, Xiaoming Chen, Tao Wang, Yuexin Li, Aiwu Pan, Jianmin Wu. (2021) Perfluorinated polymer modified vertical silicon nanowires as ultra low noise laser desorption ionization substrate for salivary metabolites profiling. TALANTA, 225 (122022). |
| 6. Mingzhu Yang, Binglei Song, Delun Du, Xiaomei Pei, Zhenggang Cui. (2020) Solution and emulsion behavior of highly soluble carboxylate surfactants with α-substituted phenoxy group. JOURNAL OF MOLECULAR LIQUIDS, 299 (112130). |
| 7. Qi Zhao, Jian Li, Yang Xu, Dandan Lv, Kanyasiri Rakariyatham, Dayong Zhou. (2019) Rapid extraction of free fatty acids from edible oil after accelerated storage based on amino-modified magnetic silica nanospheres. Analytical Methods, 11 (35): (4520-4527). |
| 8. Mingwei Zhao, Haonan He, Caili Dai, Xuepeng Wu, Yue Zhang, Yongping Huang, Chenglin Gu. (2018) Micelle formation by amine-based CO2-responsive surfactant of imidazoline type in an aqueous solution. JOURNAL OF MOLECULAR LIQUIDS, 268 (875). |
| 9. Xiaoming Chen, Tao Wang, Leimiao Lin, Fangjie Wo, Yaqin Liu, Xiao Liang, Hui Ye, Jianmin Wu. (2018) Tip-Enhanced Photoinduced Electron Transfer and Ionization on Vertical Silicon Nanowires. ACS Applied Materials & Interfaces, 10 (17): (14389–14398). |
| 10. Xi Chen, Nan Zheng, Qiao Wang, Lingzhi Liu, Yongfeng Men. (2017) Side-chain crystallization in alkyl-substituted cellulose esters and hydroxypropyl cellulose esters. CARBOHYDRATE POLYMERS, 162 (28). |
| 11. Yi Wang, Yu Zhang, TianDong Xia, WenJun Zhao, WeiHua Yang. (2014) Effects of fabricated technology on particle size distribution and thermal properties of stearic–eicosanoic acid/polymethylmethacrylate nanocapsules. SOLAR ENERGY MATERIALS AND SOLAR CELLS, 120 (481). |
| 12. Beibei Hu, Wei Sun, Haiting Li, Helin Sui, Sanming Li, . (2018-06-23) Systematic modifications of amino acid-based organogelators for the investigation of structure-property correlations in drug delivery system.. International journal of pharmaceutics, 547 ((1-2)): ( 637-647 ). |
| 13. Beibei Hu,Wei Sun,Baixue Yang,Heran Li,Liuchenzi Zhou,Sanming Li. (2018-05-31) Application of Solvent Parameters for Predicting Organogel Formation.. AAPS PharmSciTech, 19 ((5)): (2288-2300). |
| 14. Beibei Hu,Haipeng Yan,Yanping Sun,Xi Chen,Yujuan Sun,Sanming Li,Yongshuai Jing,Heran Li. (2019-12-19) Organogels based on amino acid derivatives and their optimization for drug release using response surface methodology.. Artificial cells, nanomedicine, and biotechnology, 48 ((1)): (266-275). |
| 15. Yiran Wang, Chunyu Yang, Xi Wang, Shibing Zhang, Siyi Wang, Di Wu, Kanyasiri Rakariyatham, Jiangning Hu, Qi Zhao. (2024) Determination of free fatty acids in edible oil based on hollow mesoporous silica nanoparticles. FOOD CHEMISTRY, 443 (138561). |
| 16. Bo Zhou, Dianzhan Wang, Guangliang Zhao, Mingjiang Zhang, Xuan Liu, Dejin Zhang, Jianru Liang, Lixiang Zhou. (2024) Effects of food waste hydrolysate as an external carbon source on defoaming in wastewater treatment with activated sludge process. BIORESOURCE TECHNOLOGY, 404 (130900). |
| 17. Wenjing Huang, Qiuyan Liu, Xiaoxue Fu, Yida Wu, Zihao Qi, Guofu Lu, Jingming Ning. (2024) Fatty acid degradation driven by heat during ripening contributes to the formation of the “Keemun aroma”. FOOD CHEMISTRY, 451 (139458). |
| 18. Haojie Hu, Shuofan Li, Yuanfeng Wang, Ruochen Yang, Jianxun Wu, Weilai Zhang, Chen He, Han Li, Yahe Zhang, Di Zhu, Quan Shi. (2024) Molecular characterization of petroleum acids from diverse geological origins via n-Butylsilane reduction. FUEL, 374 (132429). |
| 19. Chao-Yu Wang, Bai-Chen Liu, Tao Tu, Bo Tu, Dong-Jin Qian. (2024) Photoluminescence of Tetra(benzimidazole)phenylethene Derivatives and Their Carbene Metallacycles in Aggregates and Langmuir–Blodgett Films. LANGMUIR, 40 (45): (23632-23644). |
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