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.
| Canonical Smiles | 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) |
| Isomeric SMILES | CCCCCCC(CCCCCCCCCCC(=O)O)O |
| WGK Germany | 3 |
| RTECS | WI3850000 |
| Molecular Weight | 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 |
| Class | 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 |
| 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 | Other Octadecanoids |
| Solubility | Insoluble in water; Soluble in Methanol,Ether,Chloroform |
|---|---|
| Boil Point(°C) | 180 °C |
| Melt Point(°C) | 78 °C |
| Molecular Weight | 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 |
| 1. Li Wang, Yi Zeng, Wenbing Zhou, Fang Yang, Jun Qu, Yi Zhong, Lihua Zhou, Guilong Yan, Zhenyu Li, Jingyu Chen, Jingjuan Lai, Dong Li, Dong Xiang, Chunxia Zhao, Hui Li, Bo Yu, Xuezhong Zhang, Han Li, Xungai Wang, Yuanpeng Wu. (2025) Self-Secreting Organohydrogels with Adaptive Lubrication for Extreme Environments. ACS Applied Materials & Interfaces, [PMID:40667584] [10.1021/acsami.5c04892] |
| 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] |
| 3. Yuchen Yao, Yanqin Shi, Jiachao Mei, Jingzhe Zhang, Si Chen, Meng Ma, Huiwen He, Yulu Zhu, Xu Wang. (2025) Substituent-Driven Thermal Stabilization of PVC via Dual-Anion Benzoate Zinc Salts. JOURNAL OF APPLIED POLYMER SCIENCE, [PMID:] [10.1002/app.57981] |
| 4. Suwan Cui, Bohao Qi, Hao Liu, Xiaojun Sun, Rui He, Junshuai Lian, Yiming Li, Jinren Lu, Mutai Bao. (2023) Aluminum soap nanoparticles-lignin powder form phase-selective gelator as an efficient sorbent for oils/water separation. CHEMOSPHERE, [PMID:37579821] [10.1016/j.chemosphere.2023.139803] |
| 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] |
| 12. Can Wu, Chen Zheng, Huijun Zhao, Mariyam Jameelah Ghazali, Yijun Wei, Zefei Zhu. (2024) Enhancement of thrust ball bearings performance through biomimetic composite textures: A comparative analysis under grease-starved lubrication condition. TRIBOLOGY INTERNATIONAL, [PMID:] [10.1016/j.triboint.2024.110483] |
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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] |
| 19. Xiuchan Xiao, Jun Wang, Huamei He, Zhicheng Feng, Chaoran Duan, Jungang Yuan, Ya Liu. (2026) Construction of a sustainable low-cost functional layered oil-water gel interfacial evaporator for fracturing flowback fluid treatment. Journal of Environmental Chemical Engineering, 14 (2): (121811). [PMID:] [10.1016/j.jece.2026.121811] |
| 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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