analytical standard, ≥99% Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Room temperature Ships Normal Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 20 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Non-isothermal nucleation rate of a self-assembling fibrillar network of 12-HSA in canola oil has been reported. It is commonly used as gelling agent for organic solvents. Self-assembled monolayers of 12-hydroxyoctadecanoic acid and its 4,4′-bipyridinium salt have been observed on the solution graphite interface using scanning tunnelling microscopy.
It was used in the preparation of vegetable oil based organogels and gel′s in-situ supramolecular network structure has been investigated by cryo-scanning electron microscopy.
| Sonrisas canónicas | CCCCCCC(CCCCCCCCCCC(=O)O)O |
|---|---|
| IUPAC Name | 12-hydroxyoctadecanoic acid |
| InChIKey | ULQISTXYYBZJSJ-UHFFFAOYSA-N |
| INCHI | 1S/C18H36O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21) |
| Isómeros SMILES | CCCCCCC(CCCCCCCCCCC(=O)O)O |
| WGK Alemania | 3 |
| RTECS | WI3850000 |
| Peso molecular | 300.48 |
| Beilstein | 1726730 |
| Reaxy-Rn | 1726730 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1726730&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Lipids and lipid-like molecules |
| Clase | Fatty Acyls |
| Subclass | Fatty acids and conjugates |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Long-chain fatty acids |
| Alternative Parents | Hydroxy fatty acids Secondary alcohols Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic acyclic compounds |
| Substituents | Long-chain fatty acid - Hydroxy fatty acid - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic acyclic compound |
| Descripción | 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 | Other Octadecanoids |
| Solubilidad | Insoluble in water; Soluble in Methanol,Ether,Chloroform |
|---|---|
| Punto de ebullición (°C) | 180 °C |
| Punto de fusión (°C) | 78 °C |
| Peso molecular | 300.500 g/mol |
| XLogP3 | 6.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 16 |
| Exact Mass | 300.266 Da |
| Monoisotopic Mass | 300.266 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 21 |
| Formal Charge | 0 |
| Complexity | 229.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 0 |
| Undefined Atom Stereocenter Count | 1 |
| 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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| 2. Ruoning Zhang, Yanhui Zhang, Tingnan Song, Song Miao, Yanxiang Gao, Like Mao. (2025) Shear-responsive oleogels with improved lubrication in oral conditions. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.167053] |
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| 5. Ya Liu, Yaqi Ren, Jing Huang, Hongsheng Lu, Zhiyu Huang, Li Wang. (2023) A mechanically strong shape-memory organohydrogel based on dual hydrogen bonding and gelator-induced solidification effect. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, [PMID:] [10.1016/j.colsurfa.2023.131175] |
| 6. Runsheng Si, Qiang Ren, Yifeng He, Jun Long. (2022) Molecular self-assembling structure and formation mechanism of lubricating grease: A computational simulation approach. TRIBOLOGY INTERNATIONAL, [PMID:] [10.1016/j.triboint.2022.108150] |
| 7. Ya Liu, Li Wang, Hongsheng Lu, Zhiyu Huang. (2021) Gelator-Enhanced Organohydrogels with Switchable Mechanics and High-Strain Shape-Memory Capacity. LANGMUIR, [PMID:34029085] [10.1021/acs.langmuir.1c00604] |
| 8. Dan Liu, Shanshan Dai, Li Wang, Ya Liu, Hongsheng Lu. (2021) A tertiary amine group-based organogelator with pH-trigger recyclable property. NEW JOURNAL OF CHEMISTRY, 45 (16): (7210-7216). [PMID:] [10.1039/D1NJ00656H] |
| 9. Yang Jianjian, Yan Hua, Dai Jun, Hu Zhide, Zhang Hansong. (2017) The rheological response of carbonyl iron particles suspended in mineral oil solution of 12-hydroxy stearic acid. JOURNAL OF RHEOLOGY, 61 (3): (515-524). [PMID:] [10.1122/1.4980044] |
| 10. Jianjian Yang, Hua Yan, Hansong Zhang, Xuemei Wang. (2016) Oil organogel system for magnetorheological fluid. RSC Advances, 6 (114): (113463-113468). [PMID:] [10.1039/C6RA24257J] |
| 11. Tian Zhang, Liangliang Xiong, Zhongpan Zhang, Xiaoqiang Fan. (2024) A novel parallelly-arranged Ti3C2Tx resin based solid-grease composite coating with super-low friction/wear. TRIBOLOGY INTERNATIONAL, [PMID:] [10.1016/j.triboint.2024.110448] |
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| 14. Hao Xu, Run-Song Wang, Yang-Yang Yan, Xing Fan, Xiang Bai, Wen-Long Mo, Xian-Yong Wei. (2024) Molecular dynamics simulation of the effects of base oils in barium-based greases on tribological properties based on IR and GC/MS data. Surfaces and Interfaces, [PMID:] [10.1016/j.surfin.2024.104236] |
| 15. Weichen Zhao, Qihang Ding, Bingshuai Zhou, Jia Liu, Yujia Shi, Chengyu Liu, Chunyan Li, Biao Dong, Manlin Qi, Jong Seung Kim, Lin Wang. (2024) Nitric Oxide-Actuated Titanium Dioxide Janus Nanoparticles for Enhanced Multimodal Disruption of Infectious Biofilms. ADVANCED FUNCTIONAL MATERIALS, [PMID:] [10.1002/adfm.202407626] |
| 16. Huixian Yang, Xiaoqiang Fan, Zhongpan Zhang, Xinrui Li, Minhao Zhu. (2025) Fabrication and tribological mechanism of grease-containing self-lubricating composite epoxy coatings. TRIBOLOGY INTERNATIONAL, [PMID:] [10.1016/j.triboint.2025.110734] |
| 17. Jiawen Li, Qinbo Jiang, Meiyu Chen, Teng Li, Quancai Sun, Ye Peng, Yang Li, Yucheng Zou, Hui Zhang. (2025) Protein thermal denaturation and 12-hydroxystearic acid loading: Dual hydrophobic modification mechanism of the electrospun fiber aerogel-templated oleogels. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2025.172239] |
| 18. Yan Li, Wanlinhao Wei, Yingying Sui, Olayemi Eyituoyo Dudu, Wentao Liu, Mingrui Zhang, Jinju Cheng, Yujun Jiang. (2026) Effect of 12-HSA Concentration on the Physicochemical Properties, Stability, and Curcumin Bioavailability of Ultrasound-Assisted Enzymatically Glycosylated Casein-Stabilized Oleogel-Structured Emulsions. JOURNAL OF FOOD ENGINEERING, [PMID:] [10.1016/j.jfoodeng.2026.112971] |
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| 20. Xinfeng Lin, Linquan Wang, Zhengying Qin, Lifeng Huang, Long Zheng, Ziwei Li, Shaorong Lu. (2026) The Properties of Star-Modified Boron Nitride Reinforced Composites and Molecular Dynamics Simulation. JOURNAL OF PHYSICAL CHEMISTRY B, [PMID:] [10.1021/acs.jpcb.5c07869] |
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