Rosmarinic acid

Inquiry

For Research Use Only.

Category

Lignans

Cat.No.

NP4000

CAS

20283-92-5

Product Name

Rosmarinic acid

Structure

Product Details

Description

Rosmarinic acid is a naturally occurring hydroxylated compound occured in many plants. Rosmarinic acid exhibits agonist activity at GPR35 and shows antiviral, antibacterial, antiinflammatory and antioxidant activity. It is a good unctional cosmetic material. Rosmarinic acid inhibits MAO-A, MAO-B and COMT enzymes with IC50s of 50.1, 184.6 and 26.7 μM, respectively.

Synonyms

Rosemary acid; (R)-rosmarinic acid; (R,E)-3-(3,4-dihydroxyphenyl)-2-((3-(3,4-dihydroxyphenyl)acryloyl)oxy)propanoic acid; (R)-O-(3,4-Dihydroxycinnamoyl)-3-(3,4-dihydroxyphenyl)lactic acid; Benzenepropanoic acid, alpha-((3-(3,4-dihydroxyphenyl)-1-oxo-2-propenyl)oxy)-3,4-dihydroxy-

IUPAC Name

(2R)-3-(3,4-dihydroxyphenyl)-2-[(E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]oxypropanoic acid

Molecular Weight

360.31

Molecular Formula

C18H16O8

Canonical SMILES

C1=CC(=C(C=C1CC(C(=O)O)OC(=O)C=CC2=CC(=C(C=C2)O)O)O)O

InChI

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

InChIKey

DOUMFZQKYFQNTF-WUTVXBCWSA-N

Boiling Point

694.7±55.0 °C | Condition: Press: 760 Torr

Melting Point

169-171.5 °C

Flash Point

254.5°C

Purity

>98%

Density

1.547±0.06 g/cm3

Solubility

Soluble in DMSO (≥32 mg/mL)

Appearance

Yellow-brown powder

Application

antiviral, antibacterial, antiinflammatory and antioxidant.

Shelf Life

2 years

Storage

Store at 2-8°C for short term (days to weeks) or -20°C for long term (months to years)

Form

Powder

Refractive Index

1.713

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