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Y0000786

Acide rosmarinique

European Pharmacopoeia (EP) Reference Standard

Synonyme(s) :

Acide (R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphényl)lactique, Ester (R)-1-carboxy-2-(3,4-dihydroxyphényl)éthylique d’acide 3,4-Dihydroxycinnamique

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About This Item

Formule empirique (notation de Hill):
C18H16O8
Numéro CAS:
20283-92-5
Poids moléculaire :
360.31
Numéro Beilstein :
2227587
Numéro MDL:
MFCD00017740
Code UNSPSC :
41116107
ID de substance PubChem :
329831150
Nomenclature NACRES :
NA.24

Qualité

pharmaceutical primary standard

Famille d'API

rosmarinic acid

Fabricant/nom de marque

EDQM

Pf

171-175 °C (lit.)

Application(s)

pharmaceutical (small molecule)

Format

neat

Température de stockage

2-8°C

Chaîne SMILES 

OC(=O)[C@@H](Cc1ccc(O)c(O)c1)OC(=O)\C=C\c2ccc(O)c(O)c2

InChI

1S/C18H16O8/c19-12-4-1-10(7-14(12)21)3-6-17(23)26-16(18(24)25)9-11-2-5-13(20)15(22)8-11/h1-8,16,19-22H,9H2,(H,24,25)/b6-3+/t16-/m1/s1

Clé InChI

DOUMFZQKYFQNTF-WUTVXBCWSA-N

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Catégories apparentées

Description générale

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Application

Rosmarinic acid EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

Actions biochimiques/physiologiques

Rosmarinic acid has shown to contain antioxidant and anti-inflammatory activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kidney disease treatment, cardioprotection and cancer chemoprevention.

Conditionnement

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

Autres remarques

Sales restrictions may apply.

Produit(s) apparenté(s)

Réf. du produit
Description
Tarif

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

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Certificats d'analyse (COA)

Lot/Batch Number

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Miguel Alcaraz et al.
Anticancer research, 34(4), 1913-1921 (2014-04-03)
Rosmarinic acid is an ester of caffeic acid with interesting biological activities including antioxidant effects and scavenging of oxygen-free radicals. To determine the potentially paradoxical effect of rosmarinic acid, typically being radioprotective when applied to non-tumorous cells, yet conversely displaying
Luciana Garros Ferreira et al.
Acta cirurgica brasileira, 28 Suppl 1, 83-87 (2013-02-13)
The rationale of the present review is to analize the activity of Rosmarinus officinalis in the the cardiovascular system A MEDLINE database search (from January 1970 to December 2011) using only rosmarinic acid as searched term. The references search revealed
Victor P Bulgakov et al.
Critical reviews in biotechnology, 32(3), 203-217 (2011-08-16)
Rosmarinic acid (RA) is one of the first secondary metabolites produced in plant cell cultures in extremely high yields, up to 19% of the cell dry weight. More complex derivatives of RA, such as rabdosiin and lithospermic acid B, later
Maike Petersen et al.
Phytochemistry, 70(15-16), 1663-1679 (2009-06-30)
Rosmarinic acid and chlorogenic acid are caffeic acid esters widely found in the plant kingdom and presumably accumulated as defense compounds. In a survey, more than 240 plant species have been screened for the presence of rosmarinic and chlorogenic acids.
Maike Petersen et al.
Phytochemistry, 62(2), 121-125 (2002-12-17)
Rosmarinic acid is an ester of caffeic acid and 3,4-dihydroxyphenyllactic acid. It is commonly found in species of the Boraginaceae and the subfamily Nepetoideae of the Lamiaceae. However, it is also found in species of other higher plant families and
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