Oleuropeic acid | CAS:5027-76-9 | Manufacturer ChemFaces

Oleuropeic acid

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Description:

(+)-Oleuropeic acid shows potent in vitro antitumor-promoting activity, it also suppresses an in vivo two-stage carcinogenesis induced with nitric oxide and 12-O-tetradecanoyl phorbol 13-acetate (TPA) on mouse skin.

In vitro:

J Agric Food Chem. 2014 Jan 8;62(1):144-51.

Radical-scavenging compounds from olive tree (Olea europaea L.) wood.[Pubmed: 24328093]

The purpose of this study was to complete knowledge on the chemical composition and radical-scavenging activity of olive tree wood.
METHODS AND RESULTS:
Two new monoterpene glycosides, (-)-Oleuropeic acid 6'-O-α-D-glucopyranosyl ester (6a) and (-)-perillic acid 1'-O-β-D-primeverosyl ester (8), together with the known compounds (-)-Oleuropeic acid (1), (-)-olivil (2), the aldehydic form of oleuropein aglycone (3), (+)-1-hydroxypinoresinol 1-O-β-D-glucopyranoside (4), (-)-Oleuropeic acid 1'-O-β-D-glucopyranosyl ester (5), (-)-Oleuropeic acid 6'-O-β-D-glucopyranosyl ester (6b), and (-)-olivil 4-O-β-D-glucopyranoside (7) were isolated from an ethyl acetate extract. The radical scavengers found (2-4 and 7) were detected and isolated with the help of the online HPLC-DAD-DPPH/ABTS technique.
CONCLUSIONS:
Compounds 2-4 and 7 displayed a higher antioxidative effect against the free radical DPPH than the reference BHT and lower than hydroxytyrosol, whereas compounds 1, 5, 6a, 6b, and 8 showed no activity.

In vivo:

J Nat Prod. 2000 Sep;63(9):1253-7.

Cypellocarpins A-C, phenol glycosides esterified with oleuropeic acid, from Eucalyptus cypellocarpa.[Pubmed: 11000030]

METHODS AND RESULTS:
Three new phenol glycosides acylated with (+)-Oleuropeic acid, cypellocarpins A (1), B (2), and C (3), along with seven known compounds, were isolated from the dried leaves of Eucalyptus cypellocarpa. Structures of the new compounds were determined on the basis of spectroscopic methods, including 2D NMR experiments and chemical degradation. These new compounds and a known related glucoside (7) showed potent in vitro antitumor-promoting activity in a short-term bioassay evaluating the inhibitory effect on Epstein-Barr virus early antigen activation induced by 12-O-tetradecanoyl phorbol 13-acetate (TPA).
CONCLUSIONS:
These compounds also suppressed an in vivo two-stage carcinogenesis induced with nitric oxide and TPA on mouse skin.

Oleuropeic acid Description

Source:	The leaves of Eucalyptus maideni
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Storage:	Providing storage is as stated on the product vial and the vial is kept tightly sealed, the product can be stored for up to 24 months(2-8C). Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20C. Generally, these will be useable for up to two weeks. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please email to: service@chemfaces.com
After receiving:	The packaging of the product may have turned upside down during transportation, resulting in the natural compounds adhering to the neck or cap of the vial. take the vial out of its packaging and gently shake to let the compounds fall to the bottom of the vial. for liquid products, centrifuge at 200-500 RPM to gather the liquid at the bottom of the vial. try to avoid loss or contamination during handling.

Product Name	Oleuropeic acid
Price:
CAS No.:	5027-76-9
Catalog No.:	CFN98795
Molecular Formula:	C₁₀H₁₆O₃
Molecular Weight:	184.2 g/mol
Purity:	>=98%
Type of Compound:	Monoterpenoids
Physical Desc.:	Oil
Source:	The leaves of Eucalyptus maideni
Solvent:	Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone, etc.
Download:	COA MSDS SDF
Similar structural:	Comparison (Web) (SDF)
Guestbook:

Size /Price /Stock	10 mM * 100 uL in DMSO / Inquiry / In-stock 10 mM * 1 mL in DMSO / Inquiry / In-stock
Related Libraries	Anti-tumor promoting activity Compound Library Monoterpenoids Compound Library

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	5.4289 mL	27.1444 mL	54.2888 mL	108.5776 mL	135.722 mL
5 mM	1.0858 mL	5.4289 mL	10.8578 mL	21.7155 mL	27.1444 mL
10 mM	0.5429 mL	2.7144 mL	5.4289 mL	10.8578 mL	13.5722 mL
50 mM	0.1086 mL	0.5429 mL	1.0858 mL	2.1716 mL	2.7144 mL
100 mM	0.0543 mL	0.2714 mL	0.5429 mL	1.0858 mL	1.3572 mL

CFN97064	p-Menthane-1,2,8-triol	62014-81-7	188.3	C₁₀H₂₀O₃
CFN99656	p-Menthane-1,3,8-triol	155348-06-4	188.3	C₁₀H₂₀O₃
CFN98795	Oleuropeic acid	5027-76-9	184.2	C₁₀H₁₆O₃
CFN93581	Perillyl alcohol	536-59-4	152.2	C₁₀H₁₆O
CFN96125	Oleuropeic acid 8-O-glucoside	865887-46-3	346.4	C₁₆H₂₆O₈
CFN99285	Cuniloside B	1187303-40-7	512.6	C₂₆H₄₀O₁₀
CFN97032	2-Hydroxy-1,8-cineole	60761-00-4	170.3	C₁₀H₁₈O₂
CFN92688	Terpineol	98-55-5	154.3	C₁₀H₁₈O
CFN80110	Alpha-Terpineol	10482-56-1	154.25	C₁₀H₁₈O
CFN94877	Terpinine-4-ol	562-74-3	154.3	C₁₀H₁₈O