Ácido Rosmarínico (Rosmarinic Acid) ≥98% (HPLC), from Rosemarinus officinalis L.

Sinônimo(s):

(R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4- dihydroxyphenyl)lactic acid, 3,4-Dihydroxycinnamic acid (R)-1-carboxy-2-(3,4-dihydroxyphenyl)ethyl ester

Fórmula empírica (Notação de Hill):

C₁₈H₁₆O₈

Número CAS:

20283-92-5

Peso molecular:

360.31

Beilstein:

2227587

Número MDL:

MFCD00017740

ID de substância PubChem:

329824027

fonte biológica

Rosemarinus officinalis L.

Nível de qualidade

100

Ensaio

≥98% (HPLC)

forma

powder

condição de armazenamento

protect from light

cor

white to faint beige

pf

171-175 °C (lit.)

solubilidade

H₂O: 1 mg/mL, clear, colorless

aplicação(ões)

metabolomics
vitamins, nutraceuticals, and natural products

temperatura de armazenamento

2-8°C

cadeia de caracteres 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

chave InChI

DOUMFZQKYFQNTF-WUTVXBCWSA-N

Descrição geral

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]

Aplicação

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]

Ações bioquímicas/fisiológicas

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]