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Fórmula empírica (notación de Hill):
C18H16O8
Número CAS:
Peso molecular:
360.31
UNSPSC Code:
12352106
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
2227587
Servicio técnico
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Permítanos ayudarlebiological source
Rosemarinus officinalis L.
Quality Level
assay
≥98% (HPLC)
form
powder
storage condition
protect from light
color
white to faint beige
mp
171-175 °C (lit.)
solubility
H2O: 1 mg/mL, clear, colorless
application(s)
metabolomics
vitamins, nutraceuticals, and natural products
storage temp.
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
InChI key
DOUMFZQKYFQNTF-WUTVXBCWSA-N
General description
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.
Application
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 Actions
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.
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Clase de almacenamiento
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Meng-Ge Lv et al.
Reproductive toxicology (Elmsford, N.Y.), 81, 58-63 (2018-07-17)
Rosmarinic acid (RA), a natural phenolic ester, is cytoprotective for male reproduction in animal models. The present study investigated the in vitro actions of RA on human sperm functions. Human sperm were exposed to 1, 10, 100, and 1000 μM
Polyphenols analysis from different medicinal plants extracts using capillary zone electrophoresis (CZE)
Matei AO, et al.,
Revista de Chimie, 67, 1051-1105 (2016)
A Oğuz et al.
Folia morphologica, 79(2), 288-295 (2019-08-23)
The aim of the study was to investigate the protective effects of rosmarinic acid in rats exposed to hepatic ischaemia/reperfusion (I/R) injury. Thirty-two rats were randomly classified into four groups of 8 rats each: laparotomy without medication, rosmarinic acid (dose