Oleuropein - Moligand™, 10mM in DMSO , Agonist of TAS2R8, CAS No.32619-42-4, Agonist of TAS2R8

CAS: 32619-42-4 Cat. No.: O423327 Molecular Weight: 540.51 EC Number: 251-129-6
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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
methyl (2S,3E,4S)-4-{2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-pyran-5-carboxylate | CCG-269961 | CHEBI:7747 | methyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyph
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
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Size
Status
Price
Qty
1ml
O423327-1ml
1
$45.90
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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 11 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Overview

The primary phenolic compound found in olives and olive oil. Oleuropein hydrolyzes to form hydroxytyrosol and tyrosol, with hydroxytyrosol considered the main component associated with olive′s health benefits. Olive oil phenols demonstrate antioxidant, anti-thrombotic, anti-inflammatory and anti-atherogenic characteristics.
An antioxidant and immunomodulator in vitro that is a tyrosol ester derivative of elenolic acid and phenolic glycoside found naturally olive oil.

Specifications

Synonyms
methyl (2S, 3E, 4S)-4-{2-[2-(3, 4-dihydroxyphenyl)ethoxy]-2-oxoethyl}-3-ethylidene-2-{[(2S, 3R, 4S, 5S, 6R)-3, 4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3, 4-dihydro-2H-pyran-5-carboxylate | CCG-269961 | CHEBI:7747 | methyl (4S, 5E, 6S)-4-[2-[2-(3, 4-dihydroxyph
Specifications & Purity
Moligand™, 10mM in DMSO
Biochemical and Physiological Mechanisms
Oleuropein has been shown to augment the secretion of noradrenaline and adrenaline in rat.
Storage
Store at -80°C
Shipped In
Dry ice packs + Cold packs
This product requires cold chain shipping. Ground and other economy services are not available.
Grade
Moligand™
Action Type
AGONIST
Mechanism of action
Agonist of TAS2R8
Names and Identifiers
Canonical SmilesCC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O
IUPAC Namemethyl (4S,5E,6S)-4-[2-[2-(3,4-dihydroxyphenyl)ethoxy]-2-oxoethyl]-5-ethylidene-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4H-pyran-3-carboxylate
InChIKeyRFWGABANNQMHMZ-ZCHJGGQASA-N
INCHI1S/C25H32O13/c1-3-13-14(9-19(29)35-7-6-12-4-5-16(27)17(28)8-12)15(23(33)34-2)11-36-24(13)38-25-22(32)21(31)20(30)18(10-26)37-25/h3-5,8,11,14,18,20-22,24-28,30-32H,6-7,9-10H2,1-2H3/b13-3+/t14-,18+,20+,21-,22+,24-,25-/m0/s1
Isomeric SMILES C/C=C/1\[C@@H](C(=CO[C@H]1O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O
WGK Germany 3
Molecular Weight 540.51
Reaxy-Rn 26520590
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=26520590&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.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
TAS2R8 Tchem Taste receptor type 2 member 8 (0 Activities)
Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)
ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HL-60 (67320 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-BR-3 (5175 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PBMC (10003 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mus musculus (284745 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAW264.7 (28094 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Verticillium dahliae (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B16-F1 (104 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:
Chemical and Physical Properties
SensitivityHygroscopic
Specific Rotation[α]-165° (C=0.5,EtOH)
Melt Point(°C)89 °C
Molecular Weight540.500 g/mol
XLogP3-0.400
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count13
Rotatable Bond Count11
Exact Mass540.184 Da
Monoisotopic Mass540.184 Da
Topological Polar Surface Area202.000 Ų
Heavy Atom Count38
Formal Charge0
Complexity873.000
Isotope Atom Count0
Defined Atom Stereocenter Count7
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds1
Covalently-Bonded Unit Count1
Citations of This Product
References
1. Shuyan Han, Hongmei Hou, Yiren Zhang, Zhongxiang Fang, Yun Li, Le Zhang, Yandan Wang, Shijia Zhang, Hui Zhang, Qingzhe Jin, Gangcheng Wu, Xingguo Wang.  (2023)  Oleuropein and its hydrolysate from extra virgin olive oil inhibit breast cancer cells proliferation interfering with the PI3K-AKT signal pathway.  Journal of Functional Foods,      [PMID:] [10.1016/j.jff.2023.105880]
2. Shiling Feng, Chunyan Zhang, Tao Chen, Lijun Zhou, Yan Huang, Ming Yuan, Tian Li, Chunbang Ding.  (2021)  Oleuropein Enhances Stress Resistance and Extends Lifespan via Insulin/IGF-1 and SKN-1/Nrf2 Signaling Pathway in Caenorhabditis elegans.  Antioxidants,  10  (11): (1697).  [PMID:34829568] [10.3390/antiox10111697]
3. Yanfang Wu, Yindi Chu, Qinyu Yang, Mengjia Li, Miao Yu, Ruixue Deng, Kun Liu, Xinsheng Wang, Enguo Fan.  (2021)  Response surface methodology optimised solvothermal system enables an efficient extraction of echinacoside and oleuropein from Syringa pubescens Turcz.  PHYTOCHEMICAL ANALYSIS,  32  (6): (1074-1081).  [PMID:33837595] [10.1002/pca.3049]
4. Xinsheng Wang, Yanfang Wu, Jie Li, Aoxiang Wang, Guangyao Li, Xueli Ren, Weiping Yin.  (2020)  Ultrasound-assisted deep eutectic solvent extraction of echinacoside and oleuropein from Syringa pubescens Turcz..  INDUSTRIAL CROPS AND PRODUCTS,      [PMID:] [10.1016/j.indcrop.2020.112442]
5. Dongli Li, Xiaodan Tang, Chang Liu, Huifang Li, Shuzhen Li, Shili Sun, Xi Zheng, Panpan Wu, Xuetao Xu, Kun Zhang, Hang Ma.  (2020)  Jasmine (Jasminum grandiflorum) Flower Extracts Ameliorate Tetradecanoylphorbol Acetate Induced Ear Edema in Mice.  Natural Product Communications,      [PMID:] [10.1177/1934578X20917498]
6. Lingyi Liu, Zhou Jin, Min Wang, Wangyang Shen, Zhenzhou Zhu, Zhan Wang, Lianliang Liu.  (2018)  W/O Nano-Emulsions with Olive Leaf Phenolics Improved Oxidative Stability of Sacha Inchi Oil.  EUROPEAN JOURNAL OF LIPID SCIENCE AND TECHNOLOGY,  120  (5): (1700471).  [PMID:] [10.1002/ejlt.201700471]
7. Zhihong Wang, Chengzhang Wang, Changwei Zhang, Wenjun Li.  (2017)  Ultrasound-assisted enzyme catalyzed hydrolysis of olive waste and recovery of antioxidant phenolic compounds.  Innovative Food Science & Emerging Technologies,      [PMID:] [10.1016/j.ifset.2017.02.013]
8. Wu Zun-Qiu, Yue Gui-Zhou, Zhu Qing-Ping, Jiang You-Jun, Tang Kai-Yu, Chen Hua-Ping, Yang Ze-Shen, Huang Qian-Ming.  (2015)  Purification, Dynamic Changes and Antioxidant Activities of Oleuropein in Olive (Olea Europaea L.) Leaves.  JOURNAL OF FOOD BIOCHEMISTRY,  39  (5): (566-574).  [PMID:] [10.1111/jfbc.12152]
9. Yueping You, Yi Wang, Meiyi Liang, Chenglin Wu, Zhiheng Huang, Jinlin Guo, Hulan Chen, Yu Fan.  (2025)  The Pd nanoparticles-modified porphyrin metal-organic framework as highly efficient oxidase mimics for colorimetric quantification and discrimination of oleuropein.  COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS,      [PMID:] [10.1016/j.colsurfa.2025.136236]
10. Jules Muhire, Fu-xin Zhang, Bao-qian Liu, Jinxia Hu, Xiaofang Wang, Dong Pei, Duo-Long Di.  (2025)  HSCCC-Tchebichef moment regression approach for enhanced quantification of oleuropein in olive leaf extracts.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:41076903] [10.1016/j.chroma.2025.466445]
11. Tianyi Ma, Ming Huo, Ruinan Xing.  (2025)  Biomimic oleuropein-loaded mesoporous polydopamine nanocomposite in injectable hydrogels inhibits cell apoptosis and antioxidant for myocardial infarction.  PARTICULATE SCIENCE AND TECHNOLOGY,      [PMID:] [10.1080/02726351.2025.2578644]
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