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1-Oleoyl-rac-glycerol - technical, ~40% (TLC), high purity , CAS No.111-03-5

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Item Number
O431468
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O431468-250g
250g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$59.90

Basic Description

Synonyms 1-Oleylglycerol | alpha-Monoolein | Excel O 95F | Oleoyl glycerol | 1-Monooleoyl-rac-glycerol | CHEBI:75342 | Emery oleic acid ester 2221 | Nikkol MGO | rac-1-Monoolein | Monoolein | mono-olein | 1,2,3-Propanetriol mono((Z)-9-octadecenoate) | 2,3-dihydrox
Specifications & Purity Moligand™, technical grade, ~40% (TLC)
Grade Moligand™, technical grade
Product Description

1-Oleoyl- rac -glycerol is commonly known as monoolein (MO). It is an amphiphilic molecule that is made up of a glycerol backbone and a hydrocarbon chain.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Lipids and lipid-like molecules
Class Glycerolipids
Subclass Monoradylglycerols
Intermediate Tree Nodes Monoacylglycerols
Direct Parent 1-monoacylglycerols
Alternative Parents Fatty acid esters  Secondary alcohols  Carboxylic acid esters  1,2-diols  Monocarboxylic acids and derivatives  Primary alcohols  Organic oxides  Hydrocarbon derivatives  Carbonyl compounds  
Molecular Framework Aliphatic acyclic compounds
Substituents 1-acyl-sn-glycerol - Fatty acid ester - Fatty acyl - 1,2-diol - Carboxylic acid ester - Secondary alcohol - Carboxylic acid derivative - Monocarboxylic acid or derivatives - Primary alcohol - Hydrocarbon derivative - Organic oxygen compound - Carbonyl group - Alcohol - Organic oxide - Organooxygen compound - Aliphatic acyclic compound
Description This compound belongs to the class of organic compounds known as 1-monoacylglycerols. These are monoacylglycerols containing a glycerol acylated at the 1-position.
External Descriptors Monoacylglycerols

Associated Targets(Human)

GPR119 Tclin Glucose-dependent insulinotropic receptor (1 Activities)
Activity Type Activity Value -log(M) Mechanism of Action Activity Reference Publications (PubMed IDs)
PTGS2 Tclin Cyclooxygenase-2 (13999 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PLA2G2A Tchem Phospholipase A2 group IIA (1079 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 2,3-dihydroxypropyl (Z)-octadec-9-enoate
INCHI InChI=1S/C21H40O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)25-19-20(23)18-22/h9-10,20,22-23H,2-8,11-19H2,1H3/b10-9-
InChIKey RZRNAYUHWVFMIP-KTKRTIGZSA-N
Smiles CCCCCCCCC=CCCCCCCCC(=O)OCC(CO)O
Isomeric SMILES CCCCCCCC/C=C\CCCCCCCC(=O)OCC(CO)O
WGK Germany 1
Molecular Weight 356.54
Beilstein 1728976
Reaxy-Rn 1728976
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1728976&ln=

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

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Chemical and Physical Properties

Flash Point(°F) 309.2 °F
Flash Point(°C) 154 °C
Melt Point(°C) 35-37°C
Molecular Weight 356.500 g/mol
XLogP3 6.500
Hydrogen Bond Donor Count 2
Hydrogen Bond Acceptor Count 4
Rotatable Bond Count 19
Exact Mass 356.293 Da
Monoisotopic Mass 356.293 Da
Topological Polar Surface Area 66.800 Ų
Heavy Atom Count 25
Formal Charge 0
Complexity 315.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 1
Defined Bond Stereocenter Count 1
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 1
Covalently-Bonded Unit Count 1

Citations of This Product

1. Yingzhu Zhang, Jinqi Xu, Cuie Tang, Yan Li.  (2023)  Crystallization Behavior and Physical Properties of Monoglycerides-Based Oleogels as Function of Oleogelator Concentration.  Foods,  12  (2): (345). 
2. 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). 
3. Fu Fangqin, Li Xin, Zheng Tengyi, Xia Xiao, Du Minqun, Huang Zhengwei, Huang Ying, Pan Xin, Wu Chuanbin.  (2021)  Stability Evaluation of Lyotropic Liquid Crystalline Precursor for the Co-delivery of Chlorhexidine and Silver Nanoparticles.  AAPS PHARMSCITECH,  22  (7): (1-9). 
4. Weiwei Wang, Zhuangzhuang Liu, Qimin Song, Xindi Zhang, Shengkai Jiao, Yao Xu, Quanda Xu, Dezun Sheng.  (2021)  Tribological performance of organic molybdenum in the presence of organic friction modifier.  PLoS One,  16  (6): (e0252203). 
5. Yajing Hu, Zhenxia Du, Xuechun Sun, Xin Ma, Jingdan Song, Haixia Sui, Augustine Atta Debrah.  (2021)  Non-targeted analysis and risk assessment of non-volatile compounds in polyamide food contact materials.  FOOD CHEMISTRY,  345  (128625). 
6. Xiao-Wei Chen, Shang-De Sun, Guo-Long Yang, Chuan-Guo Ma.  (2019)  Engineering phytosterol-based oleogels for potential application as sustainable petrolatum replacement.  RSC Advances,  10  (1): (244-252). 
7. Shangde Sun, Xuebei Hou.  (2019)  A novel caffeic acid-based deep eutectic solvent as caffeoyl donor to enhance glycerol caffeates synthesis.  JOURNAL OF MOLECULAR LIQUIDS,  277  (556). 
8. Tengyi Zheng, Xintian Huang, Jintian Chen, Disang Feng, Liling Mei, Ying Huang, Guilan Quan, Chune Zhu, Vikramjeet Singh, Hao Ran, Xin Pan, Chuan-Yu Wu, Chuanbin Wu.  (2018)  A liquid crystalline precursor incorporating chlorhexidine acetate and silver nanoparticles for root canal disinfection.  Biomaterials Science,  (3): (596-603). 
9. Han Lidong, Yang Rong, Yuan Shengxiao, Ding Shuang, Wu Ziheng, Wu Zhenghong, Qi Xiaole.  (2018)  Soft multiple emulsions demonstrating reversible freeze-thawing capacity and enhanced skin permeability of diclofenac sodium.  COLLOID AND POLYMER SCIENCE,  296  (3): (471-481). 
10. Xuan Liu, Chunjin Huang, Dongming Lan, Weifei Wang, Yonghua Wang.  (2025)  Combining phospholipase A1 with monoacylglycerol lipase for crude vegetable oil degumming through improved oil-water separation.  FOOD CHEMISTRY,  467  (142366). 
11. 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,     
12. 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). 
13. 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). 
14. 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). 

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