Cholesteryl oleate - ≥98%(HPLC) , CAS No.303-43-5

CAS: 303-43-5 Cat. No.: C113860 Fórmula: C₄₅H₇₈O₂ Peso molecular: 651.1 Beilstein Registry Number: 2343071 Número EC: 206-142-1

GRADE & PURITY ≥98%(HPLC)

Synonyms

CHOLESTEROL 3.BETA.-OLEATE | Cholesteryl oleate-9,10-3H | Oleoylcholesterol | CE(18:1(9Z)) | Cholest-5-en-3-ol (3beta)-, 3-((9Z)-9-octadecenoate) | [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dode

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Descripción general

The cholesteryl oleate was used to study the ability of the silicone hydrogel to absorb tear fat, cholesterol and cholesterol esters. It has also been used to develop current-type cholesterol biosensors.

Specifications

Sinónimos

CHOLESTEROL 3.BETA.-OLEATE | Cholesteryl oleate-9,10-3H | Oleoylcholesterol | CE(18:1(9Z)) | Cholest-5-en-3-ol (3beta)-, 3-((9Z)-9-octadecenoate) | [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dode

Especificaciones y pureza

≥98%(HPLC)

Condiciones de almacenamiento de almacenamiento

Store at -20°C

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Pureza

≥98%(HPLC)

Nombres e identificadores

• Pubchem Sid: 528774964
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/528774964
• Sonrisas canónicas: CCCCCCCCC=CCCCCCCCC(=O)OC1CCC2(C3CCC4(C(C3CC=C2C1)CCC4C(C)CCCC(C)C)C)C
• IUPAC Name: [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] (Z)-octadec-9-enoate
• InChIKey: RJECHNNFRHZQKU-RMUVNZEASA-N
• INCHI: 1S/C45H78O2/c1-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-25-43(46)47-38-30-32-44(5)37(34-38)26-27-39-41-29-28-40(36(4)24-22-23-35(2)3)45(41,6)33-31-42(39)44/h14-15,26,35-36,38-42H,7-13,16-25,27-34H2,1-6H3/b15-14-/t36-,38+,39+,40-,41+,42+,44+,45-/m1/s1
• Isómeros SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
• WGK Alemania: 3
• Peso molecular: 651.1
• Beilstein: 2343071
• Reaxy-Rn: 2068609
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2068609&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Clase Steroids and steroid derivatives
      • Subclass Steroid esters

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Clase: Steroids and steroid derivatives
• Subclass: Steroid esters
• Intermediate Tree Nodes: Not available
• Direct Parent: Cholesteryl esters
• Alternative Parents: Cholesterols and derivatives Delta-5-steroids Carboxylic acid esters Monocarboxylic acids and derivatives Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic homopolycyclic compounds
• Substituents: Cholesteryl ester - Cholesterol - Cholestane-skeleton - Delta-5-steroid - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Carbonyl group - Aliphatic homopolycyclic compound
• Descripción: This compound belongs to the class of organic compounds known as cholesteryl esters. These are compounds containing an esterified cholestane moiety.
• External Descriptors: Steryl esters

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

Objetivos asociados (no humanos)

Pseudomonas aeruginosa (123386 Activities)

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Staphylococcus aureus (210822 Activities)

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Escherichia coli (133304 Activities)

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Streptococcus mutans (2687 Activities)

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Streptococcus pyogenes (16140 Activities)

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Pichia kudriavzevii (7448 Activities)

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Cryptococcus neoformans (21258 Activities)

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Candida albicans (78123 Activities)

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Candida parapsilosis (8521 Activities)

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Mecanismos de acción

Propiedades químicas y físicas

• Rotación específica [α]: -20 ° (C=2, THF)
• Punto de inflamación (°F): 113 °C
• Punto de inflamación (°C): 113°C
• Punto de fusión (°C): 44-47°C
• Peso molecular: 651.100 g/mol
• XLogP3: 16.600
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 22
• Exact Mass: 650.6 Da
• Monoisotopic Mass: 650.6 Da
• Topological Polar Surface Area: 26.300 Ų
• Heavy Atom Count: 47
• Formal Charge: 0
• Complexity: 976.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 8
• 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

Referencias

1. 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,      [PMID:] [10.1016/j.jddst.2022.103402]

2. 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,      [PMID:34690764] [10.3389/fphar.2021.720777]

3. Tianze Yu, Xiaoqiang Xu, Yang Liu, Xiaokai Wang, Shi Wu, Zhuoqiong Qiu, Xiaochun Liu, Xiaoyu Pan, Chaoying Gu, Shangshang Wang, Lixin Dong, Wei Li, Xu Yao.  (2024)  Multi-omics signatures reveal genomic and functional heterogeneity of Cutibacterium acnes in normal and diseased skin.  Cell Host & Microbe,      [PMID:38936370] [10.1016/j.chom.2024.06.002]

4. Xiaoshuang Bi, Yaxin Deng, Chenxiao Chu, Mingli Wei, Jiansong Zhao, Jiaqi Zhao, Yuying Wang, Tian Yin, JingXin Gou, Haibing He, Xing Tang, Guofei Li, Yu Zhang.  (2025)  Precision-targeted explosion of biomimetic nanoparticles for the effective treatment of uveal melanoma.  INTERNATIONAL JOURNAL OF PHARMACEUTICS,      [PMID:40164415] [10.1016/j.ijpharm.2025.125543]

5. Li Yang, Xue Xiaoxia, Yu Liuchunyang, Qian Jinxiu, Li Xiaoyu, Tian Meng, Yang Jue, Deng Rongjun, Lu Cheng, Xiao Cheng, Liu Yuanyan.  (2025)  Recombinant high-density lipoprotein targeted delivery of celastrol to promote foam cells lipophagy against early atherosclerosis.  JOURNAL OF NANOBIOTECHNOLOGY,  23  (1): (1-29).  [PMID:40119460] [10.1186/s12951-025-03327-9]

6. Shan Zhang, Fang Li, Xiaoqiang Xu, Tianze Yu, Yang Liu, Xiaokai Fang, Yuan Zhou, Beilei Xu, Yu Zhang, Yang Luo, Qianjin Lu, Xiaochun Liu, Wei Li, Xu Yao.  (2026)  Commensal Cutibacterium acnes-derived indolelactic acid safeguards skin barrier function through the aryl hydrocarbon receptor.  Cell Reports Medicine,      [PMID:42335903] [10.1016/j.xcrm.2026.102882]

7. Wei Mingli, Chu Chenxiao, Ding Huaiwei, Zhao Jiansong, Ji Muse, Liang Xinxin, Bi Xiaoshuang, Zhao Jiaqi, Gou Jingxin, Yin Tian, He Haibing, Tang Xing, Zhang Yan, Zhang Yu.  (2026)  Low-Density Lipoprotein-Mimetic Nanoparticles Codelivering Self-Activated Cabazitaxel Prodrug and Verteporfin for Tumor Chemophotodynamic Therapy and Immune Activation.  MOLECULAR PHARMACEUTICS,      [PMID:] [10.1021/acs.molpharmaceut.6c00317]