Rosmarinic acid

Names

[ CAS No. ]:
537-15-5

[ Name ]:
Rosmarinic acid

[Synonym ]:
benzenepropanoic acid, α-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl]oxy]-3,4-dihydroxy-
Rosmarinate
3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]oxy}propanoic acid
3-METHYL-2-BUTENYLTHIOPHENE
Rosemary acid
Rosmarinic acid
Rose thiophene
3-(3,4-Dihydroxy-phenyl)-acrylic acid 1-carboxy-2-(3,4-dihydroxy-phenyl)-ethyl ester
Rosmarin-saeure
3-(3,4-Dihydroxyphenyl)-2-{[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxy}propanoic acid
Benzenepropanoic acid, α-[[(2E)-3-(3,4-dihydroxyphenyl)-1-oxo-2-propen-1-yl]oxy]-3,4-dihydroxy-
Rosmarinic acid (racemate)

Biological Activity

[Description]:

Rosmarinic acid racemate is the racemate of Rosmarinic acid. Rosmarinic acid inhibits MAO-A, MAO-B and COMT enzymes with IC50s of 50.1, 184.6 and 26.7 μM, respectively.

[Related Catalog]:

Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase

Research Areas >> Inflammation/Immunology

Natural Products >> Acids and Aldehydes

[Target]

Human Endogenous Metabolite

[References]

[1]. Andrade JM, et al. Combining in vitro and in silico approaches to evaluate the multifunctional profile of rosmarinic acid from Blechnum brasiliense on targets related to neurodegeneration. Chem Biol Interact. 2016 Jul 25;254:135-45.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
694.7±55.0 °C at 760 mmHg

[ Melting Point ]:
171-175ºC(lit.)

[ Molecular Formula ]:
C₁₈H₁₆O₈

[ Molecular Weight ]:
360.315

[ Flash Point ]:
254.5±25.0 °C

[ Exact Mass ]:
360.084503

[ PSA ]:
144.52000

[ LogP ]:
1.70

[ Vapour Pressure ]:
0.0±2.3 mmHg at 25°C

[ Index of Refraction ]:
1.714

Safety Information

[ Hazard Codes ]:
Xi

[ Risk Phrases ]:
R36/38

[ Safety Phrases ]:
26-37/39

[ HS Code ]:
2932999099

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%