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

CAS: 32619-42-4 Cat. No.: O423327 Formula: C₂₅H₃₂O₁₃ Molecular Weight: 540.51 EC Number: 251-129-6

GRADE & PURITY Moligand™, 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

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

Pubchem Sid

528772284

Canonical Smiles

CC=C1C(C(=COC1OC2C(C(C(C(O2)CO)O)O)O)C(=O)OC)CC(=O)OCCC3=CC(=C(C=C3)O)O

IUPAC Name

methyl (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

InChIKey

RFWGABANNQMHMZ-ZCHJGGQASA-N

INCHI

1S/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=

Associated Targets(Human)

TAS2R8 Tchem Taste receptor type 2 member 8 (0 Activities)

Discover Target: TAS2R8

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

ALOX5 Tclin Arachidonate 5-lipoxygenase (6568 Activities)

Discover Target: ALOX5

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HL-60 (67320 Activities)

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K562 (73714 Activities)

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MCF7 (126967 Activities)

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SK-BR-3 (5175 Activities)

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HCT-116 (91556 Activities)

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HeLa (62764 Activities)

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PBMC (10003 Activities)

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

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Mus musculus (284745 Activities)

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RAW264.7 (28094 Activities)

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Verticillium dahliae (119 Activities)

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B16-F1 (104 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Hygroscopic
• Specific Rotation[α]: -165° (C=0.5,EtOH)
• Melt Point(°C): 89 °C
• Molecular Weight: 540.500 g/mol
• XLogP3: -0.400
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 13
• Rotatable Bond Count: 11
• Exact Mass: 540.184 Da
• Monoisotopic Mass: 540.184 Da
• Topological Polar Surface Area: 202.000 Ų
• Heavy Atom Count: 38
• Formal Charge: 0
• Complexity: 873.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 7
• 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