Determine the necessary mass, volume, or concentration for preparing a solution.
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Moligand™, analytical standard, ≥98% Analytical standard,Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice 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 41 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Oleanolic acid is a hydroxyl pentacyclic triterpenoic acid (HPTA), which exhibits antibacterial, antitumor and antileishmanial activity.
| Canonical Smiles | CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C |
|---|---|
| IUPAC Name | (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
| InChIKey | MIJYXULNPSFWEK-GTOFXWBISA-N |
| INCHI | 1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 |
| Isomeric SMILES | C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O |
| WGK Germany | 2 |
| RTECS | RK0177965 |
| Molecular Weight | 456.7 |
| Beilstein | 10(4)1164 |
| Reaxy-Rn | 2228564 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2228564&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 | Prenol lipids |
| Subclass | Triterpenoids |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Triterpenoids |
| Alternative Parents | Secondary alcohols Cyclic alcohols and derivatives Monocarboxylic acids and derivatives Carboxylic acids Organic oxides Hydrocarbon derivatives Carbonyl compounds |
| Molecular Framework | Aliphatic homopolycyclic compounds |
| Substituents | Triterpenoid - Cyclic alcohol - Secondary alcohol - Monocarboxylic acid or derivatives - Carboxylic acid - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Alcohol - Aliphatic homopolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. |
| External Descriptors | Oleanane triterpenoids |
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Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Apr 02, 2026 | O110087 | |
| Certificate of Analysis | Dec 15, 2025 | O110087 | |
| Certificate of Analysis | Jul 12, 2025 | O110087 | |
| Certificate of Analysis | May 23, 2024 | O110087 | |
| Certificate of Analysis | May 23, 2024 | O110087 | |
| Certificate of Analysis | May 23, 2024 | O110087 | |
| Certificate of Analysis | Sep 11, 2023 | O110087 | |
| Certificate of Analysis | Jun 10, 2022 | O110087 |
| Specific Rotation[α] | 76 ° (C=1, CHCl3) |
|---|---|
| Melt Point(°C) | 300°C |
| Molecular Weight | 456.700 g/mol |
| XLogP3 | 7.500 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 1 |
| Exact Mass | 456.36 Da |
| Monoisotopic Mass | 456.36 Da |
| Topological Polar Surface Area | 57.500 Ų |
| Heavy Atom Count | 33 |
| Formal Charge | 0 |
| Complexity | 885.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 8 |
| 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 |
| 1. Honglei Bao, Wenyu Sun, Yang Jin, Chaoyue Wang, Xiang Wang, Hengmian Sun, Chu Chu, Shengqiang Tong. (2021) Preparative separation of structural isomeric pentacyclic triterpenes from Eriobotrya japonica (Thunb.) leaves by high speed countercurrent chromatography with hydroxypropyl-β-cyclodextrin as additive. JOURNAL OF CHROMATOGRAPHY A, [PMID:33845265] [10.1016/j.chroma.2021.462066] |
| 2. Wang Hanqi, Cheng Fang, He Wei, Zhu Jiaohui, Cheng Gang, Qu Jingping. (2017) Poly(ethylene) glycol hydrogel based on oxa-Michael reaction: Precursor synthesis and hydrogel formation. Biointerphases, 12 (2): [PMID:28571325] [10.1116/1.4984305] |
| 3. Huiling Ma, Yang Liu, Xi Mai, Yijing Liao, Kai Zhang, Bin Liu, Xin Xie, Qiaoli Du. (2016) Identification of the constituents and metabolites in rat plasma after oral administration of HuanglianShangqing pills by ultra high-performance liquid chromatography/quadrupole time-of-flight mass spectrometry. JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS, [PMID:27031575] [10.1016/j.jpba.2016.03.038] |
| 4. Xilin Jiang, Jian Tang, Zhiqiang Gao, Caixia Chen, Wenjun Li, Lu Peng, Hongwei Li, Hongying Zhao, Yun Zhao. (2024) Exploring the protection on islet β-cells and hypoglycemic effect of Moringa oleifera stem based on network pharmacology and experimental validation. Journal of Functional Foods, [PMID:] [10.1016/j.jff.2024.106499] |
| 5. Shaofei Song, Hong Peng, Yuan Li, Tingting Zhao, Renjie Cao, Lei Zheng, Min Huang, Yiming Jiang. (2024) Oleanolic acid promotes liver regeneration after partial hepatectomy via regulating pregnane X receptor signaling pathway in mice. CHEMICO-BIOLOGICAL INTERACTIONS, [PMID:38513930] [10.1016/j.cbi.2024.110970] |
| 6. Yang Tian, Yan YiFan, Xu YiYing, Chen YiLong, Zhi DaLong, Zhang Yan, Xiao ChaoNi. (2025) The screened triterpene acids from Loquat fruit by CysLTR1-immobilized column could serve as alternative anti-inflammatory agents. BMC Complementary Medicine and Therapies, 25 (1): (1-13). [PMID:40634939] [10.1186/s12906-025-04993-w] |
| 7. Jian Li, Lu-Yao Zhang, Yuan-Cheng Huang, Jian-Ming Deng, Min Yu, Christos C Zouboulis, Jin-Hua Li, Guang-Li Wang, Jing Wang. (2025) Saponin from Tea (Camellia sinensis) Seed Meal Attenuates Cortisol-Induced Lipogenesis and Inflammation in Human Cells. MOLECULES, 30 (19): (3844). [PMID:41097266] [10.3390/molecules30193844] |
| 8. Lu Huang, Yingjie Guo, Tianqi Jin, Ke Yan, Xianglin Liu, Shuyang He, Lin Li, Ye Gong, Junyi Ma, Hang Yu, Zhoumin Lu, Yupeng Liu, Wuzi Dong, Fangxia Yang. (2023) Extraction of triterpene acids from loquat leaves via a novel hydrophobic deep eutectic solvent screened by COSMO-SAC model. Journal of Cleaner Production, [PMID:] [10.1016/j.jclepro.2023.139274] |
| 9. Ying Wang, Xiaodan Wu, Guansong Shao, Bowen Zhai, Zihan Wang, Bingyang Qin, Tao Wang, Zhiguo Liu, Yujie Fu. (2023) Novel molecularly imprinted aerogels: Preparation, characterization, and application in selective separation for oleanolic acid in lingonberry. TALANTA, [PMID:37542848] [10.1016/j.talanta.2023.124983] |
| 10. Luyao Ma, Fangjun Yu, Di He, Lianxia Guo, Yu Yang, Wangchun Li, Tianpeng Zhang. (2023) Role of circadian clock in the chronoefficacy and chronotoxicity of clopidogrel. BRITISH JOURNAL OF PHARMACOLOGY, [PMID:37403641] [10.1111/bph.16188] |
| 11. Qiang Lyu, Wanying Zheng, Qiyuan Shan, Lichuang Huang, Yiwen Wang, Lu Wang, Haodan Kuang, Muhammad Azam, Gang Cao. (2023) Expanding annotation of chemical compounds in hawthorn fruits and their variations in thermal processing using integrated mass spectral similarity networking. FOOD RESEARCH INTERNATIONAL, [PMID:37689886] [10.1016/j.foodres.2023.113114] |
| 12. Yuhao Sun, Zhenzhen Wang, Jing Dai, Ruyi Sha, Jianwei Mao, Yangchen Mao, Yanli Cui. (2023) Improved Antioxidant Capacity of Akebia trifoliata Fruit Inoculated Fermentation by Plantilactobacillus plantarum, Mechanism of Anti-Oxidative Stress through Network Pharmacology, Molecular Docking and Experiment Validation by HepG2 Cells. Fermentation-Basel, 9 (5): (432). [PMID:] [10.3390/fermentation9050432] |
| 13. Man Ding, Xuechen Zhang, Jiangying Shi, Kaili Cui, Ruipeng Yang, Fengming Liu, Shuhua Shan, Ghani Israr, Zhuoyu Li. (2023) Terpenoids of quinoa bran suppresses colorectal cancer by inducing cell apoptosis. Food Bioscience, [PMID:] [10.1016/j.fbio.2023.102615] |
| 14. Qian-Wei Luo, Lu Yao, Ling Li, Zhuo Yang, Mei-Mei Zhao, Yong-Zhe Zheng, Fang-Fang Zhuo, Ting-Ting Liu, Xiao-Wen Zhang, Dan Liu, Peng-Fei Tu, Ke-Wu Zeng. (2022) Inherent Capability of Self-Assembling Nanostructures in Specific Proteasome Activation for Cancer Cell Pyroptosis. Small, 19 (9): (2205531). [PMID:36549896] [10.1002/smll.202205531] |
| 15. Mengdi Lv, Xiaoting Qian, Shijie Li, Jie Gong, Qun Wang, Yong Qian, Zhi Su, Xuling Xue, Hong-Ke Liu. (2022) Unlocking the potential of iridium and ruthenium arene complexes as anti-tumor and anti-metastasis chemotherapeutic agents. JOURNAL OF INORGANIC BIOCHEMISTRY, [PMID:36370504] [10.1016/j.jinorgbio.2022.112057] |
| 16. Li Zhang, Huaizhong Xing, Wei Liu, Zihan Wang, Yumin Hao, Huiping Wang, Wenjuan Dong, Yang Liu, Shaomin Shuang, Chuan Dong, Xiaojuan Gong. (2021) 11-Mercaptoundecanoic Acid-Functionalized Carbon Dots As a Ratiometric Optical Probe for Doxorubicin Detection. ACS Applied Nano Materials, [PMID:] [10.1021/acsanm.1c03141] |
| 17. Sunan Gao, Mingyi Yang, Zisheng Luo, Zhaojun Ban, Ya Pan, Mengyun Tu, Quan Ma, Xingyu Lin, Yanqun Xu, Li Li. (2021) Soy protein/chitosan-based microsphere as Stable Biocompatible Vehicles of Oleanolic Acid: An Emerging Alternative Enabling the Quality Maintenance of Minimally Processed Produce. FOOD HYDROCOLLOIDS, [PMID:] [10.1016/j.foodhyd.2021.107325] |
| 18. Yanan Yan, Lin Li, Huilin Zhang, Fangfang Du, Yating Meng, Shaomin Shuang, Ruibing Wang, Shengmei Song, Chuan Dong. (2021) Carbon dots for ratiometric fluorescence detection of morin. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, [PMID:33819765] [10.1016/j.saa.2021.119751] |
| 19. Xiao-Kai Zhang, Qi-Wen Wang, Ya-Juan Xu, Hong-Mei Sun, Lei Wang, Li-Xin Zhang. (2021) Co-delivery of cisplatin and oleanolic acid by silica nanoparticles-enhanced apoptosis and reverse multidrug resistance in lung cancer. KAOHSIUNG JOURNAL OF MEDICAL SCIENCES, 37 (6): (505-512). [PMID:33559348] [10.1002/kjm2.12365] |
| 20. Chaoyue Wang, Xiang Wang, Shanshan Zhao, Guanglei Zuo, Min Xu, Shengqiang Tong. (2020) Liquid chromatographic and liquid-liquid chromatographic separation of structural isomeric oleanolic acid and ursolic acid using hydroxypropyl-β-cyclodextrin as additive. JOURNAL OF CHROMATOGRAPHY A, [PMID:32709358] [10.1016/j.chroma.2020.461332] |
| 21. Yi Zhang, Jian Li, Zhen Wang, Ming-Ze Xu, Zhi Zeng, Jin-peng Huang, Yan-Qing Guan. (2020) Natural plant-derived polygalacturonic acid-oleanolic acid assemblies as oral-delivered nanomedicine for insulin resistance treatment. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2020.124630] |
| 22. Tenghe Zhang, Xinlu Li, Hang Song, Shun Yao. (2019) Ionic liquid-assisted catalysis for glycosidation of two triterpenoid sapogenins. NEW JOURNAL OF CHEMISTRY, 43 (43): (16881-16888). [PMID:] [10.1039/C9NJ04271G] |
| 23. Wang Hongmei, Zhang Ruili, Song Yangyang, Li Tianqi, Ge Ming. (2018) Protective Effect of Ganoderma Triterpenoids on Cadmium-Induced Testicular Toxicity in Chickens. BIOLOGICAL TRACE ELEMENT RESEARCH, 187 (1): (281-290). [PMID:29717433] [10.1007/s12011-018-1364-4] |
| 24. Huafang Ding, Xing Hu, Ximing Xu, Guowen Zhang, Deming Gong. (2017) Inhibitory mechanism of two allosteric inhibitors, oleanolic acid and ursolic acid on α-glucosidase. INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, [PMID:29030193] [10.1016/j.ijbiomac.2017.10.040] |
| 25. Zeynep Tohtahon, Lu Zhang, Jianxin Han, Xing Xie, Zongcai Tu, Tao Yuan. (2017) Extraction optimization, structural characterization and bioactivity evaluation of triterpenoids from hawthorn (Crataegus cuneata) fruits. JOURNAL OF FOOD BIOCHEMISTRY, 41 (4): (e12377). [PMID:] [10.1111/jfbc.12377] |
| 26. Yingxian Guan, Tong Zhao, Anrong Zhang, Di Zhang, Xiaoxiao Huang, Xiao Fang, Jiajun Geng, Jie Gang. (2024) A Potential Diabetic-Friendly Food Material: Optimization, Nutritional Quality, Structural Characteristics, and Functional Properties of Oat and Purple Potato Fermented by Ganoderma lucidum Mycelium. Fermentation-Basel, 10 (12): (618). [PMID:] [10.3390/fermentation10120618] |
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Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
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