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Glycerol trioleate - 97%, high purity , CAS No.122-32-7

    Grade & Purity:
  • ≥97%
In stock
Item Number
G164505
Grouped product items
SKU Size
Availability
Price Qty
G164505-5g
5g
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$76.90
G164505-25g
25g
1
$342.90

Basic Description

Synonyms 1,2,3-Propanetriyl trioleate | G0089 | s3590 | TRIOLEIN [USP-RS] | 1,2,3-Tri(cis-9-octadecenoyl)glycerol | AKOS024437536 | DB13038 | Emerest 2423 | propane-1,2,3-triyl tris[(9Z)-octadec-9-enoate] | 9-Octadecenoic acid (Z)-, 1,2,3-propanetriyl ester | O05E
Specifications & Purity ≥97%
Storage Temp Store at -20°C,Argon charged
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Glycerolipids
Subclass Triradylcglycerols
Intermediate Tree Nodes Not available
Direct Parent Triacylglycerols
Alternative Parents Tricarboxylic acids and derivatives  Fatty acid esters  Carboxylic acid esters  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic acyclic compounds
Substituents Triacyl-sn-glycerol - Tricarboxylic acid or derivatives - Fatty acid ester - Fatty acyl - Carboxylic acid ester - 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 triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.
External Descriptors Triacylglycerols

Names and Identifiers

IUPAC Name 2,3-bis[[(Z)-octadec-9-enoyl]oxy]propyl (Z)-octadec-9-enoate
INCHI InChI=1S/C57H104O6/c1-4-7-10-13-16-19-22-25-28-31-34-37-40-43-46-49-55(58)61-52-54(63-57(60)51-48-45-42-39-36-33-30-27-24-21-18-15-12-9-6-3)53-62-56(59)50-47-44-41-38-35-32-29-26-23-20-17-14-11-8-5-2/h25-30,54H,4-24,31-53H2,1-3H3/b28-25-,29-26-,30-27-
InChIKey PHYFQTYBJUILEZ-IUPFWZBJSA-N
Smiles CCCCCCCCC=CCCCCCCCC(=O)OCC(COC(=O)CCCCCCCC=CCCCCCCCC)OC(=O)CCCCCCCC=CCCCCCCCC
Isomeric SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OCC(OC(=O)CCCCCCC/C=C\CCCCCCCC)COC(=O)CCCCCCC/C=C\CCCCCCCC
RTECS RG1936500
Molecular Weight 885.44
Beilstein 1718692
Reaxy-Rn 1718691
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1718691&ln=

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

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.

16 results found

Lot Number Certificate Type Date Item
F2525316 Certificate of Analysis Dec 17, 2024 G164505
F2525318 Certificate of Analysis Dec 17, 2024 G164505
K2426577 Certificate of Analysis Nov 14, 2024 G164505
K2426578 Certificate of Analysis Nov 14, 2024 G164505
D2523028 Certificate of Analysis Nov 14, 2024 G164505
K2426579 Certificate of Analysis Nov 14, 2024 G164505
K2426580 Certificate of Analysis Nov 14, 2024 G164505
K2426608 Certificate of Analysis Nov 14, 2024 G164505
I2306545 Certificate of Analysis Jul 12, 2023 G164505
I2306546 Certificate of Analysis Jul 12, 2023 G164505
G2306282 Certificate of Analysis Jun 20, 2023 G164505
G2306279 Certificate of Analysis Jun 20, 2023 G164505
E2423137 Certificate of Analysis Jun 20, 2023 G164505
G2229303 Certificate of Analysis Jul 18, 2022 G164505
G2229309 Certificate of Analysis Jul 18, 2022 G164505
J2227143 Certificate of Analysis Jul 18, 2022 G164505

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Chemical and Physical Properties

Solubility Soluble in chloroform, ether, hydrocarbon, carbon tetrachloride , Petroleum ether, and alcohol (slightly). Insoluble in water.
Sensitivity Light & Air Sensitive.
Refractive Index 1.468-1.47
Flash Point(°F) 626 °F
Flash Point(°C) 330 °C
Boil Point(°C) 235-240°C
Melt Point(°C) -4℃
Molecular Weight 885.400 g/mol
XLogP3 22.400
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 6
Rotatable Bond Count 53
Exact Mass 884.783 Da
Monoisotopic Mass 884.783 Da
Topological Polar Surface Area 78.900 Ų
Heavy Atom Count 63
Formal Charge 0
Complexity 1010.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 3
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 3
Covalently-Bonded Unit Count 1

Citations of This Product

1. Wenlong Yang, Zhengzheng Tan, Shuang Yu, Yuanyuan Ren, Rui Pan, Xiaoyang Yu.  (2024)  A highly sensitive optical fiber sensor enables rapid triglycerides-specific detection and measurement at different temperatures using convolutional neural networks.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  256  (128353). 
2. Hao-Xiang Gao, Nan Chen, Qiang He, Bi Shi, Wei-Cai Zeng.  (2024)  Effects of structural characteristics of phenolic compounds on oxidation of glycerol trioleate: Action rule and mechanism.  FOOD CHEMISTRY,  433  (137361). 
3. Huaqing Hou, Shan Zhang, Baozhu Zhao, Jin Mao, Qi Zhou, Qianchun Deng, Lei Zheng, Jie Shi.  (2023)  The Mesoporous Polydopamine-Based Bowl-like Lipase Nanoreactor for the Biocatalytic Synthesis of Oleate Sterol Ester.  ACS Food Science & Technology,  (8): (1353–1365). 
4. Dongyin Liu, Jingtao Cui, Ruibing Zhou, Chen He, Jun Cao, Chuan Li.  (2023)  Comparison and enrichment of sn-2 palmitoyl triacylglycerols (OPO/OPL) in fish oil for its potential application as human milk fat substitutes.  FOOD RESEARCH INTERNATIONAL,  169  (112836). 
5. Yuxiang Mao, Jun Cheng, Hao Guo, Lei Qian, Weijuan Yang, Ji-Yeon Park.  (2023)  Synthesis of Acid–Base Bifunctional Catalysts by In Situ Growth of Co-LDH Nanosheets on HY Zeolite To Enhance Co(OH)x Utilization for Microalgal Lipid Conversion.  ENERGY & FUELS,  37  (7): (5220–5228). 
6. Shuang Xia, Fangchao Yin, Lulu Xu, Binglu Zhao, Wenli Wu, Yaohong Ma, Jin-Ming Lin, Yulin Liu, Mei Zhao, Qiongzheng Hu.  (2022)  Paper-Based Distance Sensor for the Detection of Lipase via a Phase Separation-Induced Viscosity Change.  ANALYTICAL CHEMISTRY,  94  (49): (17055–17062). 
7. Juan Li, Gan Wang, Xiaoli Gou, Juan Xiang, Qiu-ting Huang, Guokun Liu.  (2022)  Revealing Trace Nanoplastics in Food Packages─An Electrochemical Approach Facilitated by Synergistic Attraction of Electrostatics and Hydrophobicity.  ANALYTICAL CHEMISTRY,  94  (37): (12657–12663). 
8. Zimin Cai, Qin Wang, Jinzhuan Xu, Jia Zhou, Zhaohui Jiang, Di Pan, Yanyan Zhang, Ling Tao, Jianqing Peng, Yi Chen, Xiangchun Shen.  (2022)  Enhanced protective activity of 1,8-cineole on emphysema using hyaluronic acid-coated liposomes via quantitative pulmonary administration in mice.  JOURNAL OF DRUG DELIVERY SCIENCE AND TECHNOLOGY,  72  (103402). 
9. Qingqing Xu, Xiaoli Qin, Dongming Lan, Xuan Liu, Bo Yang, Sentai Liao, Weifei Wang, Yonghua Wang.  (2022)  Water-in-oil emulsions enriched with alpha-linolenic acid in diacylglycerol form: Stability, formation mechanism and in vitro digestion analysis.  FOOD CHEMISTRY,  391  (133201). 
10. Yang Sun, Qianrong Zhou, Yawei Du, Jian Sun, Wei Bi, Wenjuan Liu, Ruixue Li, Xingwen Wu, Fei Yang, Liang Song, Ni Li, Wenguo Cui, Youcheng Yu.  (2022)  Dual Biosignal-Functional Injectable Microspheres for Remodeling Osteogenic Microenvironment.  Small,  18  (36): (2201656). 
11. Yonghong Zha, Yansong Li, Pan Hu, Shiying Lu, Honglin Ren, Zengshan Liu, Hualin Yang, Yu Zhou.  (2021)  Duplex-Specific Nuclease-Triggered Fluorescence Immunoassay Based on Dual-Functionalized AuNP for Acetochlor, Metolachlor, and Propisochlor.  ANALYTICAL CHEMISTRY,  93  (41): (13886–13892). 
12. Jianqing Peng, Qin Wang, Jia Zhou, Shuli Zhao, Pan Di, Yan Chen, Ling Tao, Qianming Du, Xiangchun Shen, Yi Chen.  (2021)  Targeted Lipid Nanoparticles Encapsulating Dihydroartemisinin and Chloroquine Phosphate for Suppressing the Proliferation and Liver Metastasis of Colorectal Cancer..  Frontiers in Pharmacology,  12  (720777-720777). 
13. Chen He, Jun Cao, Yuyan Bao, Zexin Sun, Zhongyuan Liu, Chuan Li.  (2021)  Characterization of lipid profiling in three parts (muscle, head and viscera) of tilapia (Oreochromis niloticus) using lipidomics with UPLC-ESI-Q-TOF-MS.  FOOD CHEMISTRY,  347  (129057). 
14. Rui Duan, Yanzeng Li, Yichen He, Yonggui Yuan, Hanyang Li.  (2020)  Quantitative and sensitive detection of lipase using a liquid crystal microfiber biosensor based on the whispering-gallery mode.  ANALYST,  145  (23): (7595-7602). 
15. Xing-Li Pei, Xiao-Ning Liu, Jia-Lin Du, Can Gong, Xu Xu.  (2020)  MALDI-MS imaging of lipids in corn using a flexible ultrasonic spraying device as matrix deposition method.  INTERNATIONAL JOURNAL OF MASS SPECTROMETRY,  455  (116373). 
16. Yuxiang Sun, Fangfang Shi, Yajun Niu, Yu Zhang, Fei Xiong.  (2019)  Fe3O4@OA@Poloxamer nanoparticles lower triglyceride in hepatocytes through liposuction effect and nano-enzyme effect.  COLLOIDS AND SURFACES B-BIOINTERFACES,  184  (110528). 
17. Yuting Wang, Huiyu Hu, David Julian McClements, Shaoping Nie, Mingyue Shen, Chang Li, Yousheng Huang, Jie Chen, Maomao Zeng, Mingyong Xie.  (2019)  Effect of fatty acids and triglycerides on the formation of lysine-derived advanced glycation end-products in model systems exposed to frying temperature.  RSC Advances,  (27): (15162-15170). 
18. Yuting Wang, Huiyu Hu, David Julian McClements, Shaoping Nie, Mingyue Shen, Chang Li, Yousheng Huang, Yadong Zhong, Jie Chen, Maomao Zeng, Mingyong Xie.  (2019)  pH and lipid unsaturation impact the formation of acrylamide and 5-hydroxymethylfurfural in model system at frying temperature.  FOOD RESEARCH INTERNATIONAL,  123  (403). 
19. Shanshan Wang, Kai Ye, Tong Shu, Xiuwen Tang, Xiu Jun Wang, Songbai Liu.  (2019)  Enhancement of Galloylation Efficacy of Stigmasterol and β-Sitosterol Followed by Evaluation of Cholesterol-Reducing Activity.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,  67  (11): (3179–3187). 
20. Yao Zhong, Qiang Deng, Peixin Zhang, Jun Wang, Rong Wang, Zheling Zeng, Shuguang Deng.  (2019)  Sulfonic acid functionalized hydrophobic mesoporous biochar: Design, preparation and acid-catalytic properties.  FUEL,  240  (270). 
21. Wen‑Jie Li, You‑Wen Lian, Quan‑Sheng Guan, Ning Li, Wen‑Jun Liang, Wen‑Xin Liu, Yong‑Bin Huang, Yi Cheng, Hui Luo.  (2018)  Liver‑targeted delivery of liposome‑encapsulated curcumol using galactosylated‑stearate.  Experimental and Therapeutic Medicine,  16  (2): (925-930). 
22. Xiao-Lin SHAN, Xiao-Ting LIU, Can GONG, Xu XU.  (2018)  Precolumn Derivatization with Bromine to Improve Separation and Detection Sensitivity of Triacylglycerols in Edible Oil by Reversed-Phase High Performance Liquid Chromatography.  ANALYTICAL SCIENCES,  34  (3): (283-289). 
23. Chang Liu, Zijun Zhou, Ye Chen, Ju Liu, Yang Wang, Hongsheng Liu.  (2018)  Targeted delivery of garcinia glycosides by reconstituted high-density lipoprotein nano-complexes.  JOURNAL OF MICROENCAPSULATION,  35  (2): (115-120). 
24. Guangci Li, Feng Zhang, Lei Chen, Chuanhui Zhang, He Huang, Xuebing Li.  (2015)  Highly Selective Hydrodecarbonylation of Oleic Acid into n-Heptadecane over a Supported Nickel/Zinc Oxide–Alumina Catalyst.  ChemCatChem,  (17): (2646-2653). 
25. Lu Yichao, Luo Zhenyu, Zhou Huanli, Shi Yingying, Zhu Ying, Guo Xuemeng, Huang Jiaxin, Zhang Junlei, Liu Xu, Wang Sijie, Shan Xinyu, Yin Hang, Du Yongzhong, Li Qingpo, You Jian, Luo Lihua.  (2024)  A nanoemulsion targeting adipose hypertrophy and hyperplasia shows anti-obesity efficiency in female mice.  Nature Communications,  15  (1): (1-18). 
26. Chenyan Li, Yilan Liang, Qincong Feng.  (2025)  An electrochemical biosensor utilizing CRISPR/Cas12a amplification for the detection of E. coli.  ANALYST,     
27. Siliang Ding, Xiaohan Chen, Bo Ouyang, Bo Yang, Weifei Wang, Yonghua Wang.  (2024)  Exploring Diacylglycerol Oil-Based Oleogels as Effective Stabilizers in Peanut Butter: Performance, Structural Insights, and Sensory Evaluation.  Journal of Oleo Science,     
28. Yong Wang, Chaoyu Pu, Zeyu Han, Yawei Du, Liang Chen, Yanran Huang, Yue Luo, Chao Xiang, Jiangtao He, Lu Chen, Wenguo Cui, Ke Jiang, Yuling Li.  (2025)  In Situ Proefferocytosis Microspheres as Macrophage Polarity Converters Accelerate Osteoarthritis Treatment.  Small,    (2405236). 
29. Ruirui Li, Wei Zhuang, Yan Gao, Yahan Bai, Keke Zhang, Zhenfu Wang.  (2025)  Interfacial modulation of hierarchically porous UIO-66 for the immobilization of Rhizomucor miehei lipase towards the efficient synthesis of 1,3-dioleic acid glycerol.  INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES,  291  (138993). 
30. Su Borui, Gao Dong, Xin Nini, Wu Kai, Yang Mei, Jiang Shichao, Zhang Yusheng, Ding Jie, Wu Chengheng, Sun Jing, Wei Dan, Fan Hongsong, Guo Zhenzhen.  (2024)  Mild Synthesis of Ultra-Bright Carbon Dots with Solvatochromism for Rapid Lipid Droplet Monitoring in Varied Physiological Process.  Regenerative Biomaterials,     
31. Bowen Yang, Tian Zhao, Shengyang Ji, Yan Liu, Minghao Xu, Baiyi Lu.  (2024)  Molecular dynamics simulations of the interfacial behaviors and photo-oxidation of phytosterol under different emulsion oil content.  FOOD CHEMISTRY,  451  (139292). 
32. Huijing Chen, Shanliang Zhong, Guoxiang Chi, Huiying Li, Kewei Chen, Zhirong Wang, Jianquan Kan.  (2025)  Preparation and functional characteristics of starch-lipid complexes with different oleic acid-rich glycerolipids.  FOOD CHEMISTRY,  476  (143450). 
33. Jingyun Li, Siqi Zeng, Enyuan Zhang, Ling Chen, Jingbin Jiang, Jun Li.  (2024)  Spatial metabolomics to discover hypertrophic scar relevant metabolic alterations and potential therapeutic strategies: A preliminary study.  BIOORGANIC CHEMISTRY,  153  (107873). 

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