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Merck
CN

SMB01078

Inulicin

≥90% (LC/MS-ELSD)

Synonym(s):

1-O-Acetylbritannilactone, Britannilactone 1-O-acetate

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About This Item

Empirical Formula (Hill Notation):
C17H24O5
CAS Number:
33627-41-7
Molecular Weight:
308.37
MDL number:
MFCD30207877
UNSPSC Code:
12352205
NACRES:
NA.25

Key Documents

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biological source

plant

Assay

≥90% (LC/MS-ELSD)

form

solid

mol wt

308.37

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

storage temp.

−20°C

SMILES string

O1[C@H]2[C@H]([C@@H](C(=C(C2)C)[C@H](CCCOC(=O)C)C)O)C(=C)C1=O

InChI

1S/C17H24O5/c1-9(6-5-7-21-12(4)18)14-10(2)8-13-15(16(14)19)11(3)17(20)22-13/h9,13,15-16,19H,3,5-8H2,1-2,4H3/t9-,13+,15+,16+/m0/s1

InChI key

QKUFZFLZBUSEHN-CZLJMHDISA-N

Related Categories

General description

Inulicin, a sesquiterpene lactone, is a natural bioactive compound commonly sourced from plants like Pentanema britannicum and Inula japonica. Current research indicates that this plant-derived metabolite may possess inhibitory properties, showcasing a range of biological activities, including anti-inflammatory, cardioprotective, antiangiogenic, and anticancer activities.

Application

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

Biochem/physiol Actions

Inulicin exhibits anticancer properties by inhibiting angiogenesis and lung cancer cell proliferation, potentially through the regulation of VEGFR-Src-FAK signaling. When combined with gemcitabine, it promotes strong apoptosis in lung cancer cells. Additionally, Inulicin shows promise in the treatment of various cardiovascular diseases, including chronic ischemia, by modulating VEGF signaling and angiogenesis. It also serves as a potent inhibitor of LPS-induced inflammatory responses in vascular smooth muscle cells, acting through the blockade of NF-kappaB activity and the suppression of the inflammatory gene COX-2. Furthermore, Inulicin displays potential as a natural skin-lightening agent, reducing melanogenesis by suppressing tyrosinase expression via ERK and Akt signaling pathways.

Features and Benefits

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

Other Notes

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Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

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
122228488V

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L F Belova et al.
Farmakologiia i toksikologiia, 44(4), 463-467 (1981-07-01)
Inulicin is a sesquiterpene lactone obtained from Inula Japonica L. (Compositae) possesses a fairly wide spectrum of pharmacological action. In doses from 5 to 60 mg/kg it exerts a certain stimulant action on the central nervous system and smooth muscles

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