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Merck
CN

SMB01018

Cynaropicrin

≥90% (LC/MS-ELSD)

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About This Item

Empirical Formula (Hill Notation):
C19H22O6
CAS Number:
35730-78-0
Molecular Weight:
346.37
UNSPSC Code:
12352205
NACRES:
NA.25
MDL number:
MFCD31614147

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InChI key

KHSCYOFDKADJDJ-NQLMQOPMSA-N

SMILES string

O1[C@@H]2[C@@H]3[C@@H](C[C@@H](C3=C)O)C(=C)C[C@@H]([C@H]2C(=C)C1=O)OC(=O)C(=C)CO

InChI

1S/C19H22O6/c1-8-5-14(24-18(22)9(2)7-20)16-11(4)19(23)25-17(16)15-10(3)13(21)6-12(8)15/h12-17,20-21H,1-7H2/t12-,13-,14-,15-,16+,17+/m0/s1

biological source

plant

assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

346.37

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

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General description

Cynaropicrin is a sesquiterpene lactone, a bioactive natural compound commonly derived from plants such as Cynara scolymus, Pleiotaxis rugosa, Pseudostifftia kingii, Blumea eriantha, and Scopolia atropoides. Current research indicates that this plant metabolite is an inhibitor and may possess diverse biological activities, including anti-inflammatory, antineoplastic, antispasmodic, anti-hyperlipidemic, anti-trypanosomal, anti-malarial, and antiviral properties.

Application

Cynaropicrin is a natural product derived from plant source that finds application in compound screening libraries, metabolomics, phytochemical, and pharmaceutical research.

Biochem/physiol Actions

Cynaropicrin is a potent activator of the AhR-Nrf2-Nqo1 pathway, making it a potential candidate for preventing UVB-induced photoaging. Additionally, it exhibits pro-apoptotic activity, suggesting its potential as an anticancer agent against certain leukocyte cancer cells such as lymphoma or leukemia. Cynaropicrin has demonstrated in vivo activity against Trypanosoma brucei and exhibits immunomodulatory effects by influencing cytokine release and nitric oxide production while also displaying immunosuppressive properties. Moreover, it has anti-inflammatory effects by inhibiting the production of inflammatory mediators and lymphocyte proliferation, which is achieved through conjugation with sulphydryl groups of target protein(s).

Features and Benefits

  • Suitable for Biochemical and Biomedical research
  • Versatile and adaptable for wide variety of laboratory and research applications

Other Notes

For additional information on our range of Biochemicals, please complete this form.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
122228401V

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