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About This Item
Empirical Formula (Hill Notation):
C18H16O8
CAS Number:
Molecular Weight:
360.31
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2227587
Product Name
Rosmarinic acid, European Pharmacopoeia (EP) Reference Standard
InChI key
DOUMFZQKYFQNTF-WUTVXBCWSA-N
SMILES string
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
grade
pharmaceutical primary standard
API family
rosmarinic acid
manufacturer/tradename
EDQM
mp
171-175 °C (lit.)
application(s)
pharmaceutical (small molecule)
format
neat
storage temp.
2-8°C
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Application
Rosmarinic acid EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
Biochem/physiol Actions
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.
General description
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.
Other Notes
Sales restrictions may apply.
Packaging
The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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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.
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
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
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
Supattra Rungsimakan et al.
Phytochemistry, 108, 177-188 (2014-09-27)
Three diterpenoids, 1-oxomicrostegiol (1), viroxocin (2), viridoquinone (3), were isolated from the roots of Salvia viridis L. cvar. Blue Jeans. Five known diterpenoids, microstegiol (4), 7α-acetoxy-14-hydroxy-8,13-abietadiene-11,12-dione (5; 7-O-acetylhorminone tautomer), 7α,14-dihydroxy-8,13-abietadiene-11,12-dione (6; horminone tautomer), ferruginol and salvinolonyl 12-methyl ether (7) were
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