R4033

Rosmarinsäure

≥98% (HPLC), from Rosemarinus officinalis L.

• Synonym(e): (R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4-dihydroxyphenyl)-oxypropionsäure, 3,4-Dihydroxycinnaminsäure (R)-1-Carboxy-2-(3,4-dihydroxyphenyl)ethylester
• Empirische Formel (Hill-System): C₁₈H₁₆O₈
• CAS-Nummer: 20283-92-5
• Molekulargewicht: 360.31
• Beilstein: 2227587
• MDL-Nummer: MFCD00017740
• UNSPSC-Code: 12352106
• PubChem Substanz-ID: 329824027
• NACRES: NA.25

Eigenschaften

• Biologische Quelle: Rosemarinus officinalis L.
• Qualitätsniveau: 100
• Assay: ≥98% (HPLC)
• Form: powder
• Lagerbedingungen: protect from light
• Farbe: white to faint beige
• mp (Schmelzpunkt): 171-175 °C (lit.)
• Löslichkeit: H₂O: 1 mg/mL, clear, colorless
• Anwendung(en): metabolomics; vitamins, nutraceuticals, and natural products
• Lagertemp.: 2-8°C
• 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
• InChIKey: DOUMFZQKYFQNTF-WUTVXBCWSA-N

Beschreibung

Allgemeine Beschreibung

Rosmarinic acid is a naturally occurring polyphenolic compound found in plants of the Boraginaceae family and Nepetoideae subfamily. It is an ester of caffeic acid as well as 3,4-dihydroxy-phenyllactic acid.

Anwendung

Rosmarinic acid has been used:

• to see its protective effects on the human endothelial cell line (EA.hy926) to treat diabetic atherosclerosis
• to test its effect in 1-Methyl-4-phenyl-1, 2, 3, 6-tetrahydropyridine (MPTP) induced Parkinson′s disease (PD) models on attenuating inflammatory responses and microglia activation
• to test its neuroprotective effects on dopaminergic neurons
• to test its effects on sperm motility, viability and on intracellular calcium ion concentration
• as a reference standard in capillary zone electrophoresis (CZE) method

Biochem./physiol. Wirkung

Rosmarinic acid (RosA) is a well-appreciated agent used in several diabetic conditions and complications such as diabetic nephropathy, diabetic neuropathy and diabetic atherosclerosis. It has also been implicated to be a neuroprotective agent for several neurological disorders such as Alzheimer′s disease, Parkinson′s disease, and epilepsy by suppressing their conditions.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable