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

Quality Level

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)

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General description

Rosmarinic acid is a bioactive plant phenolic compound with antioxidant and anti-inflammatory effects.[20]

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.
[20]
  • Inhibit gentamicin sulfate (GS)-induced renal oxidative damage.
  • [21]
  • Reduce noise-induced hearing loss.
  • [22]
  • Reduce depression.
  • [68]
  • Reduce post-traumatic stress disorder (PTSD)-like symptoms.
  • [24]

    Packaging

    5 g in glass bottle

    Biochem/physiol Actions

    Rosmarinic acid has shown to contain antioxidant, anti-inflammatory and antimicrobial activities. Possesses promising physiological actions related to cognitive performance, Alzheimer′s disease prevention, kideney disease treatment, cardioprotection and cancer chemoprevention.

    Storage Class Code

    13 - Non 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

    Certificate of Analysis

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    Certificate of Origin

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