Oleuropein is an antioxidant polyphenol isolated from olive leaves. Oleuropein has antioxidant, anti-inflammatory and anti-atherosclerotic effects and inhibits adipocyte differentiation in vitro. Oleuropein inhibits PPARγ activity. Oleuropein exerts anti-fat formation effect by directly inhibiting PPARγ transcriptional activity. Oleuropein also inhibits aromatase. Oleuropein can induce apoptosis. Phase 2.

 

Brand: BCM

 

Target: Apoptosis; Aromatase; ROS; PPAR

 

Signaling Pathways: Apoptosis; DNA Damage/DNA Repair; Endocrinology/Hormones; Immunology/Inflammation; Metabolism

 

In Vitro: In both J774A.1 cells and primary mouse macrophages, Oleuropein increases LPS-induced NO production. Oleuropein prevents oxidative myocardial injury induced by ischemia and reperfusion. In TF-1a; 786-O, T-47D, RPMI-7951, LoVo, and NL-Fib cells, Oleuropein inhibits cell proliferation and migration.

 

Melting Point: 89-90°C

 

Specific Rotation: D20 -147° (H2O, alcohol, or acetone); D20 -127°

 

Boiling Point: 772.9±60.0 °C(Predicted)

 

Stability: Hygroscopic, Light Sensitive

 

pKa: 9.70±0.10(Predicted)

 

Solubility: Soluble in DMSO; Soluble in Ethanol; Soluble in Water.

 

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  

 

InChIKey: RFWGABANNQMHMZ-ZCHJGGQASA-N  

 

InChI: 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

 

Attribute
[Chem 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
[Synonym]	Oleuropein
[CAS No.]	32619-42-4
[EINECS]	251-129-6
[MDL No.]	MFCD16879008
[Formula]	C25H32O13
[Molecular]	540.52
[Form]	Solid Powder
[Storage]	Inert atmosphere. Room Temperature

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