Skip to Content
Merck
All Photos(1)

Key Documents

536954

Sigma-Aldrich

Rosmarinic acid

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

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C18H16O8
CAS Number:
Molecular Weight:
360.31
Beilstein:
2227587
MDL number:
UNSPSC Code:
12352106
PubChem Substance ID:
NACRES:
NA.22

Assay

96%

form

powder

mp

171-175 °C (lit.)

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)

Looking for similar products? Visit Product Comparison Guide

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.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
Daseul Kim et al.
Pharmaceutics, 11(7) (2019-06-30)
Amongst various drug administration methods, ophthalmic drug delivery has been a useful way for the treatment of eye-related diseases. However, therapeutic efficacy of ocular therapy for anterior or posterior eye segments through topical administration is considerably challenged by the number
Effect of rosmarinic acid on inhibition of gentamicin induced nephrotoxicity in rats.
Tavafi M and Ahmadvand H
Tissue & cell, 43(6), 392-397 (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 diabetic nephropathy in uninephrectomized diabetic rats.
Tavafi M, et al.
Iranian Journal of Basic Medical Sciences, 14(3), 275-275 (2011)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service