Oleanolic Acid - Moligand™, 10mM in DMSO , CAS No.508-02-1

CAS: 508-02-1 Cat. No.: O408609 Peso molecular: 456.7 Beilstein Registry Number: 10(4)1164 Número EC: 208-081-6
Disponible para pedir
GRADE & PURITY Moligand™ ? Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools. 10mM in DMSO
Synonyms
Caryophyllin | (4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Estado
Price
Qty
1ml
O408609-1ml
1

39,90US$

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Why this grade

Moligand™, 10mM in DMSO Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Store at -80°C Ships Dry ice packs + Cold packs Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 41 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

Information

Oleanolic Acid (Caryophyllin) is a non-toxic, hepatoprotective triterpenoid found in Phytolacca Americana, which exerts antitumor and antiviral properties.
In vitro

Oleanolic Acid is a non-toxic, hepatoprotective triterpenoid found in Phytolacca Americana which exerts antitumor and antiviral properties. Oleanolic acid is effective in protecting against chemically induced liver injury in laboratory animals. Oleanolic acid are relatively non-toxic, and has been used in cosmetics and health products. Oleanolic acid was found to exhibit weak anti-HIV and weak anti-HCV activities, but more potent synthetic analogs are being investigated as potential drugs.

In vivo


Cell Data

cell lines:MV4;11, MOLM13, NOMO1, RS4;11, HEL, HL60 and K562

Concentrations:

Incubation Time:

Powder Purity:≥95%

Specifications

Sinónimos
Caryophyllin | (4aS, 6aS, 6bR, 8aR, 10S, 12aR, 12bR, 14bS)-10-hydroxy-2, 2, 6a, 6b, 9, 9, 12a-heptamethyl-1, 2, 3, 4, 4a, 5, 6, 6a, 6b, 7, 8, 8a, 9, 10, 11, 12, 12a, 12b, 13, 14b-icosahydropicene-4a-carboxylic acid
Especificaciones y pureza
Moligand™, 10mM in DMSO
Mecanismos bioquímicos y fisiológicos
Oleanolic Acid (Caryophyllin) is a non-toxic, hepatoprotective triterpenoid found in Phytolacca Americana, which exerts antitumor and antiviral properties.
Condiciones de almacenamiento de almacenamiento
Store at -80°C
Enviado en
Dry ice packs + Cold packs
Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.
Grado
Moligand™
Nombres e identificadores
Isómeros 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 Alemania 2
RTECS RK0177965
Peso molecular 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=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Objetivos asociados (humanos)
CES1 Tchem Liver carboxylesterase 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PTPN1 Tchem Tyrosine-protein phosphatase non-receptor type 1 (4 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
PTPRC Tchem Receptor-type tyrosine-protein phosphatase C (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
F3 Tclin Tissue factor (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
AKR1B10 Tchem Aldo-keto reductase family 1 member B10 (5 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
GPBAR1 Tchem G-protein coupled bile acid receptor 1 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
CDC25B Tchem M-phase inducer phosphatase 2 (1 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Propiedades químicas y físicas
Rotación específica [α]76 ° (C=1, CHCl3)
Punto de fusión (°C)300°C
Citations of This Product
Referencias
1. 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]
2. 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]
3. 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]
4. 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]
5. 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]
6. 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]
7. 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]
8. 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]
9. 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]
10. 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]
11. 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]
12. 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]
13. 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]
14. 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]
15. 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]
16. 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]
17. 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]
18. Yujie Pan, Xiankang Xu, Weixue Zhao, Fang Tian, Yanrong Zhao, Tingting Zhang, Hui Yang, Jianzhong Han, Weilin Liu.  (2025)  Chitosan-polygalacturonic acid-double-layered liposomes for oleanolic acid delivery: In vitro semi-dynamic digestion, improved cell uptake and liver protection.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,      [PMID:40147669] [10.1016/j.ijbiomac.2025.142534]
19. Shenglu Liu, Haoxian Gou, Hui Wei, Shengdeng Chen, Shijie Zhuo, Ming Luo, Shu Qin, Mengyu Zhang, Jiatong Chen, Zhiwei Huang, Xianming Xia, Xiaoli Yang, Kai He.  (2024)  Cholecystohepatic shunt pathway reduces secondary bile acid accumulation to enhance natural killer T cell-mediated anti-hepatocellular carcinoma immunity.  JOURNAL OF GASTROENTEROLOGY AND HEPATOLOGY,      [PMID:38747068] [10.1111/jgh.16548]
20. Shun Zhong, Yao Yao Qi, Yuan Yuan, Li Lian, Zeyuan Deng, Feng Pan, Junfu Zhou, Zhiyu Wang, Hongyan Li.  (2024)  Ganoderma lucidum spore powder after oil extraction alleviates microbiota dysbiosis to improve the intestinal barrier function in mice.  JOURNAL OF THE SCIENCE OF FOOD AND AGRICULTURE,      [PMID:39243161] [10.1002/jsfa.13852]
21. Xiangyan Mo, Fangxue Hang, Er-Fang Ren, Lili Gai, Kai Li, Debao Niu.  (2025)  Insight into the mechanism of efficient extraction of tea saponins from Camellia oleifera shells using deep eutectic solvents.  Innovative Food Science & Emerging Technologies,      [PMID:] [10.1016/j.ifset.2025.104001]
22. Tong Qingheng, Yao Weifeng.  (2024)  Integrated chemical characterization, metabolite profiling, and pharmacokinetics analysis of Zhijun Tangshen Decoction by UPLC-Q/TOF-MS.  Frontiers in Pharmacology,      [PMID:38523634] [10.3389/fphar.2024.1363678]
23. Guangjie Zhang, Huiying Zhang, Ruiyi Dong, Hongmei Zhao, Junfeng Li, Weiming Yue, Zheng Ma.  (2024)  Oleanolic acid attenuates obesity through modulating the lipid metabolism in high-fat diet-fed mice.  Food Science & Nutrition,      [PMID:39479652] [10.1002/fsn3.4408]
24. Zeyan Gao, Fei Zha, Jiayi Zhang, Qiqi Zhong, Haifeng Tian, Xiaojun Guo.  (2024)  Simultaneous extraction of Saponin and Polysaccharide from Acanthopanax senticosus fruits with three-component Deep eutectic solvent and the extraction mechanism analysis.  JOURNAL OF MOLECULAR LIQUIDS,      [PMID:] [10.1016/j.molliq.2024.123977]
25. Zhiping Che, Ruiguang Wang, Yuanhao Li, Wanying Yin, Huilu Sun, Shaobin Xu, Shaoyan Shuang, Yuee Tian, Xiaobo Huang, Genqiang Chen.  (2024)  Synthesis, Anti-Oomycete and Anti-Fungal Activities of Anhydride Derivatives of Oleanolic Acid.  CHEMISTRY & BIODIVERSITY,      [PMID:39198232] [10.1002/cbdv.202401952]
26. Hong Xiang, Yu Zhang, Jiaming Li, Li Li, Ziwei Li, Rui Ni, Dan Peng, Lining Jiang, Jianhong Chen, Yao Liu.  (2024)  Terminalia bellirica (Gaertn.) Roxb. Extracts reshape the perifollicular microenvironment and regulate the MAPK pathway for androgenetic alopecia treatment.  JOURNAL OF ETHNOPHARMACOLOGY,      [PMID:39236776] [10.1016/j.jep.2024.118778]
27. Hui-Bin Jiang, Pan Nie, Zi-Han Lin, Chuang Zhu, Ling-Yue Zhong, Fen-Fen Wei, Yan Wu, Li-Hua Song.  (2024)  The polyphenols profile of co-fermented quinoa and black barley with Lactobacillus kisonensis and its in vitro bioactivities.  Food Bioscience,      [PMID:] [10.1016/j.fbio.2024.103712]
28. 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]
29. 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]
30. 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,  (5): (432).  [PMID:] [10.3390/fermentation9050432]
31. 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]
32. 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]
33. 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]
34. 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]
35. 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]
36. 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]
37. Xinyuan Jiang, Zhiyong Xu, Huan Wang, Jiangnan Zhao, Nueraili Maihemuti, Sujing Jiang, Mingshu Xiao, Kaiyue Zhang, Sibei Liang, Yueli Shi, Kai Wang.  (2025)  Metabolomics and integrated network pharmacology analysis revealed multi-targeted anti-cancer effect of FuZhengXiaoJi Decoction against non-small cell lung cancer.  PHYTOMEDICINE,      [PMID:40450982] [10.1016/j.phymed.2025.156855]
38. Tian Chen, Shaolan Liu, Fei Yang, Zhangxuan He, Menghua Tang, Lu Ge, Hongyi Zhang, Sijie Liu, Xiaolei Zhu, Mengqi Peng, Heng Zhang, Wenxu Cheng, Yi Sun.  (2025)  Synergistic inhibition of pathogenic fungi by oleanolic acid combined with azoles.  Microbiology Spectrum,  13  (8):   [PMID:40621912] [10.1128/spectrum.00854-25]
39. Amna Naz, Sadia Haider, Malik Ihsan Ullah Khan, Rabia Khokhar, Mavra Rubab, Muhammad Farooq, Attia Afzal, Muhammad Sarfraz.  (2025)  In vitro anticancer activity and biodistribution analysis of optimized hybrid nanoparticulate system co-loaded with apigenin and oleanolic acid.  JOURNAL OF LIPOSOME RESEARCH,      [PMID:41152673] [10.1080/08982104.2025.2577195]
40. Yujie Xiao, Xianda Liu, Ziyue Ling, Shifan Chen, Ran Wei, Weifeng Zhao, Changsheng Zhao.  (2026)  Thermo and LDL-responsive acrylated β-cyclodextrin based microspheres enable targeted oleanolic acid release and LDL removal for atherosclerosis therapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2026.173689]
41. Huan Liu, Liying Liang, Minggang Wang, Qinfeng Huang, Yu Pan, Xiaojie Wei, Wenchao Zhang.  (2026)  Establishment of a Novel Monoclonal Antibody Based icELISA Method to Determine the Total Content of Ursolic and Oleanolic Acids in Fruits.  JOURNAL OF FOOD COMPOSITION AND ANALYSIS,      [PMID:] [10.1016/j.jfca.2026.109072]
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