R4033

Acide rosmarinique

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

• 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
• Formule empirique (notation de Hill) : C₁₈H₁₆O₈
• Numéro CAS: 20283-92-5
• Poids moléculaire : 360.31
• Beilstein: 2227587
• Numéro MDL: MFCD00017740
• Code UNSPSC : 12352106
• ID de substance PubChem : 329824027
• Nomenclature NACRES : NA.25

Propriétés

• Source biologique: Rosemarinus officinalis L.
• Niveau de qualité: 100
• Essai: ≥98% (HPLC)
• Forme: powder
• Conditions de stockage: protect from light
• Couleur: white to faint beige
• Pf: 171-175 °C (lit.)
• Solubilité: H₂O: 1 mg/mL, clear, colorless
• Application(s): metabolomics; vitamins, nutraceuticals, and natural products
• 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

Description

Description générale

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.[1]

Application

Rosmarinic acid has been used:

• to see its protective effects on the human endothelial cell line (EA.hy926) to treat diabetic atherosclerosis[2]
• 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[3]
• to test its neuroprotective effects on dopaminergic neurons[4]
• to test its effects on sperm motility, viability and on intracellular calcium ion concentration[5]
• as a reference standard in capillary zone electrophoresis (CZE) method[6]

Actions biochimiques/physiologiques

Rosmarinic acid (RosA) is a well-appreciated agent used in several diabetic conditions and complications such as diabetic nephropathy, diabetic neuropathy and diabetic atherosclerosis.[2] 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.[7][3][4]

Informations sur la sécurité

• 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