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Merck
CN

SML2432

Ethyl rosmarinate

≥98% (HPLC)

Synonym(s):

(αR)-α-[[(2E)-3-(3,4-Dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-benzenepropanoic acid ethyl ester, Rosmarinic acid ethyl ester, [R-(E)]-α-[[3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,4-dihydroxy-benzenepropanoic acid ethyl ester

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About This Item

Empirical Formula (Hill Notation):
C20H20O8
CAS Number:
174591-47-0
Molecular Weight:
388.37
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Product Name

Ethyl rosmarinate, ≥98% (HPLC)

InChI key

ROJRNQOAUDCMES-KRZKXXONSA-N

SMILES string

O=C(OCC)[C@H](OC(/C=C/C1=CC(O)=C(O)C=C1)=O)CC2=CC(O)=C(O)C=C2

assay

≥98% (HPLC)

form

powder

storage condition

desiccated
protect from light

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Biochem/physiol Actions

Ethyl rosmarinate is an anti-inflammatory and antioxidative compound present in Lycopus lucidus, Hyptis suaveolens and other medical plants that potently inhibits LPS induced production of nitric oxide and prostaglandin E2 in alveolar macrophages. Ethyl rosmarinate induces relaxation in aortic rings via an endothelium-independent pathway.
anti-inflammatory and antioxidative compound that potently inhibits LPS induced production of nitric oxide and prostaglandin E2 in alveolar macrophages

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000067710
0000067711
0000055748

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Hathairat Thammason et al.
European journal of pharmacology, 824, 17-23 (2018-02-03)
In this study, a series of rosmarinic acid and analogs were investigated for their anti-inflammatory potential against LPS-induced alveolar macrophages (MH-S). Our results showed that, among the test compounds, ethyl rosmarinate (3) exhibited the most potent inhibitory effect on NO
Piyawadee Wicha et al.
European journal of pharmacology, 766, 9-15 (2015-09-13)
Ethyl rosmarinate is an ester derivative of rosmarinic acid, a major constituent of Hyptis suaveolens. The present study investigated the vasorelaxant mechanism of ethyl rosmarinate in isolated rat aortic rings using an organ bath system. Ethyl rosmarinate (0.1 µM-3mM) produced
Handan Gokben Sevindik et al.
Chemical & pharmaceutical bulletin, 63(9), 720-725 (2015-09-04)
Thymus praecox ssp. grossheimii (RONNIGER) JALAS var. grossheimii (Lamiaceae) is used as an herbal tea for cold, stomachache, cough, and infections in Turkey. There are no phytochemical studies on this species. We performed phytochemical studies and quantitative analysis of rosmarinic

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