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536954

Rosmarinic acid

Name: Rosmarinic acid
Brand: ALDRICH

96%

Synonym(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

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About This Item

Empirical Formula (Hill Notation):

C₁₈H₁₆O₈

CAS Number:

20283-92-5

Molecular Weight:

360.31

UNSPSC Code:

12352106

NACRES:

NA.22

PubChem Substance ID:

24878185

MDL number:

MFCD00017740

Beilstein/REAXYS Number:

2227587

Assay:

96%

Form:

powder

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Properties

Quality Level

200

assay

96%

form

powder

mp

171-175 °C (lit.)

functional group

carboxylic acid, ester

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

Gene Information

human ... LCK(3932)

Description

General description

Rosmarinic acid is a bioactive plant phenolic compound with antioxidant and anti-inflammatory effects.

Application

Rosmarinic acid has been used as a model compound to study its biological effects in animal models. Various studies have shown its ability to:

Inhibit nephropathy.
Inhibit gentamicin sulfate (GS)-induced renal oxidative damage.
Reduce noise-induced hearing loss.
Reduce depression.
Reduce post-traumatic stress disorder (PTSD)-like symptoms.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000496471

BCCN7989

0000459179

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Rosmarinic acid ameliorates diabetic nephropathy in uninephrectomized diabetic rats.

Tavafi M, et al.

Iranian Journal of Basic Medical Sciences, 14(3), 275-275 (2011)

Rosmarinic acid up-regulates the noise-activated Nrf2/HO-1 pathway and protects against noise-induced injury in rat cochlea.

Fetoni A R, et al.

Free Radical Biology & Medicine, 83, 269-281 (2015)

Rosmarinic acid ameliorates PTSD-like symptoms in a rat model and promotes cell proliferation in the hippocampus.

Nie H, et al.

Progress in Neuro-Psychopharmacology & Biological Psychiatry, 51, 16-22 (2014)

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Global Trade Item Number

SKU	GTIN
536954-5G	04061835289073