Ethyloleate - for synthesis, mixture of esters, stabilised , CAS No.85049-36-1

CAS: 85049-36-1 Cat. No.: E462918 Summenformel: C₂₀H₃₈O₂ Molekulargewicht: 310.5 EG-Nummer: 285-206-0

GRADE & PURITY for Synthesis, mixture of esters, stabilised

Synonyms

AI3-00657 | 2-Allyloxymethyl-oxirane | DTXCID1027633 | Ethyl cis-9-octadecenoate | ETHYL OLEATE [FCC] | s5367 | EN300-1724742 | NSC229428 | NSC-229428 | CHEBI:84940 | ETHYL OLEATE [FHFI] | UNII-Z2Z439864Y | Z2Z439864Y | Ethyl (9Z)-9-octadecenoate # | Ethy

Storage

Room temperature

Shipped In

Normal

Specifications

Synonyme

AI3-00657 | 2-Allyloxymethyl-oxirane | DTXCID1027633 | Ethyl cis-9-octadecenoate | ETHYL OLEATE [FCC] | s5367 | EN300-1724742 | NSC229428 | NSC-229428 | CHEBI:84940 | ETHYL OLEATE [FHFI] | UNII-Z2Z439864Y | Z2Z439864Y | Ethyl (9Z)-9-octadecenoate # | Ethy

Spezifikationen & Reinheit

for synthesis, mixture of esters, stabilised

Storage

Room temperature

Verschickt in

Normal

Note

zur Synthese

Namen und Kennungen

• Kanonisches Lächeln: CCCCCCCCC=CCCCCCCCC(=O)OCC
• IUPAC Name: ethyl (Z)-octadec-9-enoate
• InChIKey: LVGKNOAMLMIIKO-QXMHVHEDSA-N
• INCHI: 1S/C20H38O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h11-12H,3-10,13-19H2,1-2H3/b12-11-
• Isomere SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OCC
• Molekulargewicht: 310.5
• Reaxy-Rn: 1727317
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1727317&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Klasse Fatty Acyls
      • Subclass Fatty acid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Klasse: Fatty Acyls
• Subclass: Fatty acid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty acid esters
• Alternative Parents: Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty acid ester - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic acyclic compound
• Beschreibung: This compound belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.
• External Descriptors: long-chain fatty acid ethyl ester

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemische und physikalische Eigenschaften

• Siedepunkt (°C): 168℃/1.3hPa
• Schmelzpunkt (°C): flash point 168.5℃
• Molekulargewicht: 310.500 g/mol
• XLogP3: 8.000
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 17
• Exact Mass: 310.287 Da
• Monoisotopic Mass: 310.287 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 22
• Formal Charge: 0
• Complexity: 258.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 1
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 1
• Covalently-Bonded Unit Count: 1

Referenzen

1. Arshad Mahmood, Laraib Khan, Muhammad Ijaz, Imran Nazir, Mahrukh Naseem, Muhammad Azam Tahir, Muhammad Naeem Aamir, Masood Ur Rehman, Mulazim Hussain Asim.  (2023)  Enhanced Intestinal Permeability of Cefixime by Self-Emulsifying Drug Delivery System: In-Vitro and Ex-Vivo Characterization.  MOLECULES,  28  (6): (2827).  [PMID:36985803] [10.3390/molecules28062827]

2. Wei Jia, Chenna Di, Rong Zhang, Lin Shi.  (2022)  Ethyl carbamate regulate esters degradation by activating hydrolysis during Baijiu ripening.  FOOD RESEARCH INTERNATIONAL,      [PMID:35651023] [10.1016/j.foodres.2022.111157]

3. Chuanqi Wang, Manting Wang, Peng Chen, Jiexin Wang, Yuan Le.  (2022)  Dasatinib Nanoemulsion and Nanocrystal for Enhanced Oral Drug Delivery.  Pharmaceutics,  14  (1): (197).  [PMID:35057093] [10.3390/pharmaceutics14010197]

4. Dan Ye, Liyan Shen, Ying Sun, Di Zhang, Xiao Tan, Panpan Jing, Min Zhang, Qingping Tian.  (2021)  Formulation and evaluation of a α-linolenic acid and vitamin E succinate microemulsion with low surfactant content and free of co-surfactant for use as a nutritional supplement.  FOOD CHEMISTRY,      [PMID:34186478] [10.1016/j.foodchem.2021.130433]

5. Kang Sha, Qianfang Ma, Hanitrarimalala Veroniaina, Xiaole Qi, Jiayi Qin, Zhenghong Wu.  (2021)  Formulation optimization of solid self-microemulsifying pellets for enhanced oral bioavailability of curcumin.  PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY,      [PMID:33688786] [10.1080/10837450.2021.1899203]

6. Yao Jian, Gui Lun, Yin Shaocheng.  (2021)  A novel esterase from a soil metagenomic library displaying a broad substrate range.  AMB Express,  11  (1): (1-10).  [PMID:33666762] [10.1186/s13568-021-01198-5]

7. Mingzhuo Cao, Mengling Zhan, Zheng Wang, Zeqian Wang, Xiu-Min Li, Mingsan Miao.  (2020)  Development of an Orally Bioavailable Isoliquiritigenin Self-Nanoemulsifying Drug Delivery System to Effectively Treat Ovalbumin-Induced Asthma.  International Journal of Nanomedicine,      [PMID:33223829] [10.2147/IJN.S269982]

8. Zeng Lijuan, Song Wenting, He Wanhua, Zhang Jie, Wang Yu, Bian Jinlei, Mao Zhengsheng, Quan Danyi, Liu Jianping.  (2020)  Unconventional Passive Enhancement of Transdermal Drug Delivery: toward a Mechanistic Understanding of Penetration Enhancers Releasing from Acrylic Pressure-Sensitive Adhesive of Patches.  PHARMACEUTICAL RESEARCH,  37  (9): (1-17).  [PMID:32794010] [10.1007/s11095-020-02901-0]

9. Cuiying Chen, Wutai Guan, Qingmei Xie, Guoliang Chen, Xiaolei He, Haoliang Zhang, Weiyi Guo, Feng Chen, Yuwen Tan, Qing Pan.  (2018)  n-3 essential fatty acids in Nile tilapia, Oreochromis niloticus: Bioconverting LNA to DHA is relatively efficient and the LC-PUFA biosynthetic pathway is substrate limited in juvenile fish.  AQUACULTURE,      [PMID:] [10.1016/j.aquaculture.2018.06.023]

10. Dan Li, Gang Zhao, Weipeng Ai, Gao Li, Luqin Si, Jiangeng Huang, Yunzhou Chen, Sanlan Wu.  (2018)  Simultaneous LC-MS/MS bioanalysis of etoposide and paclitaxel in mouse tissues and plasma after oral administration of self-microemulsifying drug-delivery systems.  BIOMEDICAL CHROMATOGRAPHY,  32  (6): (e4192).  [PMID:29349799] [10.1002/bmc.4192]

11. Huang Yaping, Zhang Sisi, Shen Huifen, Li Jinqing, Gao Chongkai.  (2018)  Controlled Release of the Nimodipine-Loaded Self-Microemulsion Osmotic Pump Capsules: Development and Characterization.  AAPS PHARMSCITECH,  19  (3): (1308-1319).  [PMID:29340982] [10.1208/s12249-017-0936-5]

12. Yanpu Wu, Luming Wang, Kaili Zhang, Lixiao Zhou, Xiaobing Zhang, Xuecheng Jiang, Chenggang Zhu.  (2017)  N-Butyl-2-cyanoacrylate-based injectable and in situ-forming implants for efficient intratumoral chemotherapy.  DRUG DELIVERY,      [PMID:28440691] [10.1080/10717544.2017.1309478]

13. Liya Zeng, Xin Xin, Yalin Zhang.  (2017)  Development and characterization of promising Cremophor EL-stabilized o/w nanoemulsions containing short-chain alcohols as a cosurfactant.  RSC Advances,  7  (32): (19815-19827).  [PMID:] [10.1039/C6RA27096D]

14. Liya Zeng, Yalin Zhang.  (2017)  Development, optimization and in vitro evaluation of norcantharidin loadedself-nanoemulsifying drug delivery systems (NCTD-SNEDDS).  PHARMACEUTICAL DEVELOPMENT AND TECHNOLOGY,      [PMID:27487261] [10.1080/10837450.2016.1219915]

15. Rui Xue Guo, Xiong Fu, Jian Chen, Lin Zhou, Gu Chen.  (2016)  Preparation and Characterization of Microemulsions of Myricetin for Improving Its Antiproliferative and Antioxidative Activities and Oral Bioavailability.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:27455843] [10.1021/acs.jafc.6b02184]

16. Junxiu Che, Zushuai Wu, Weiyan Shao, Penghao Guo, Yuanyuan Lin, Wenhui Pan, Weidong Zeng, Guoguang Zhang, Chuanbin Wu, Yuehong Xu.  (2015)  Synergetic skin targeting effect of hydroxypropyl-β-cyclodextrin combined with microemulsion for ketoconazole.  EUROPEAN JOURNAL OF PHARMACEUTICS AND BIOPHARMACEUTICS,      [PMID:25845772] [10.1016/j.ejpb.2015.03.028]

17. Jianbin Zhang, Yan Lv, Bing Wang, Shan Zhao, Mingqian Tan, Guojun Lv, Xiaojun Ma.  (2015)  Influence of Microemulsion–Mucin Interaction on the Fate of Microemulsions Diffusing through Pig Gastric Mucin Solutions.  MOLECULAR PHARMACEUTICS,      [PMID:25608210] [10.1021/mp500475y]

18. Huiyi Wu, Xiaoying Long, Fei Yuan, Li Chen, Sujing Pan, Yunjun Liu, Yoshiko Stowell, Xiaoling Li.  (2014)  Combined use of phospholipid complexes and self-emulsifying microemulsions for improving the oral absorption of a BCS class IV compound, baicalin.  Acta Pharmaceutica Sinica B,      [PMID:26579386] [10.1016/j.apsb.2014.03.002]

19. Cuiying Chen, Baoli Sun, Xiaoxia Li, Peiyu Li, Wutai Guan, Yingzuo Bi, Qing Pan.  (2013)  N-3 essential fatty acids in Nile tilapia, Oreochromis niloticus: Quantification of optimum requirement of dietary linolenic acid in juvenile fish.  AQUACULTURE,      [PMID:] [10.1016/j.aquaculture.2013.09.003]

20. Zeqing Liu, Ziteng Su, Lingmei Dai, Dehua Liu, Wei Du.  (2025)  Lipase-mediated human milk fat substitute production: Mechanistic insights and a rational synthesis strategy.  FOOD RESEARCH INTERNATIONAL,      [PMID:39967080] [10.1016/j.foodres.2025.115795]

21. Zi-Lin Li, Guo-Xing Deng, Chuan-Zhou Fang, Yue-Qi Zhao, Jing Yuan, Liang Chen, Hai-Jun Zhong, Feng Guo.  (2025)  Solid Self-Microemulsifying Drug Delivery System for Improved Oral Bioavailability of Relugolix: Preparation and Evaluation.  International Journal of Nanomedicine,      [PMID:39886543] [10.2147/IJN.S497099]

22. Gu Zhengqing, Xue Yuanyuan, Li Shuang, Adu-Frimpong Michael, Xu Ying, Yu Jiangnan, Xu Ximing, Zhu Yuan.  (2022)  Design, Characterization, and Evaluation of Diosmetin-Loaded Solid Self-microemulsifying Drug Delivery System Prepared by Electrospray for Improved Bioavailability.  AAPS PHARMSCITECH,  23  (4): (1-16).  [PMID:35381887] [10.1208/s12249-022-02263-3]

23. Jiawen Zhao, Kening Jiang, Yixuan Chen, Juan Chen, Yangfan Zheng, Huilin Yu, Jiajin Zhu.  (2020)  Preparation and Characterization of Microemulsions Based on Antarctic Krill Oil.  Marine Drugs,  18  (10): (492).  [PMID:32993042] [10.3390/md18100492]

24. Zeng Liya, Liu Yongchang, Pan Jun, Liu Xiaowen.  (2019)  Formulation and evaluation of norcanthridin nanoemulsions against the Plutella xylostella (Lepidotera: Plutellidae).  BMC BIOTECHNOLOGY,  19  (1): (1-11).  [PMID:30871528] [10.1186/s12896-019-0508-8]

25. Liya Zeng, Yalin Zhang.  (2016)  Impact of short-chain alcohols on the formation and stability of nano-emulsions prepared by the spontaneous emulsification method.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2016.09.001]

26. Zhang Jianbin, Lv Yan, Zhao Shan, Wang Bing, Tan Mingqian, Xie Hongguo, Lv Guojun, Ma Xiaojun.  (2014)  Effect of Lipolysis on Drug Release from Self-microemulsifying Drug Delivery Systems (SMEDDS) with Different Core/Shell Drug Location.  AAPS PHARMSCITECH,  15  (3): (731-740).  [PMID:24554238] [10.1208/s12249-014-0096-9]

27. Hongxing Ma, Mingjuan Chu, Kiyoshi Itagaki, Ping Xin, Xuegang Zhou, Dawei Zhang, Youzhi Wang, Jia Fu, Shiqin Sun.  (2014)  Formulation and in Vitro Characterization of a Novel Solid Lipid-Based Drug Delivery System.  CHEMICAL & PHARMACEUTICAL BULLETIN,  62  (12): (1173-1179).  [PMID:25450625] [10.1248/cpb.c14-00339]

28. Congcong Lin, Fengqiong Lin, Jing Wang, Rongtao Li, Yan Ming, Xiaoyang Li, Jiamin Sun, Lei Jiao, Huidi Liu, Jingling Tang, Jiaxin Liu, Zhimin Du, Hongyu Ji.  (2025)  Mupirocin-Piperine Microemulsion Hydrogels Accelerate Healing of Infected Wounds through Deep Penetration and Biofilm Disruption.  MOLECULAR PHARMACEUTICS,      [PMID:40493771] [10.1021/acs.molpharmaceut.5c00479]

29. Haiming Huang, Jiyong Peng, Zhiting Gao, Yongtong Huang, Wenyang Song, Wenhao Wu, Song Gao, Songsen Chen, Qingchun Xie, Shu Zhang, Jiu Wang.  (2025)  Targeted delivery of PTX by lactoferrin-modified nanoemulsions for the treatment of glioblastoma.  International Journal of Pharmaceutics-X,      [PMID:41438424] [10.1016/j.ijpx.2025.100460]

Häufig gestellte Fragen

What does for synthesis mean?

for synthesis indicates that the material has been processed and tested for specialty industrial processing. Specifications focus on the impurities that affect performance in that application — for example, metal content for electronics, particle size for batteries, refractive index for optics, or moisture content for moisture-sensitive processes.

How should this product be stored?

Store at room temperature.

How is this product shipped?

This product ships under standard ambient conditions. No temperature-controlled packaging is required.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 85049-36-1, the molecular formula is C20H38O2, and the molecular weight is 310.5 g/mol. InChIKey LVGKNOAMLMIIKO-QXMHVHEDSA-N.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.