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I6659

Sigma-Aldrich

Imperatorin

≥98% (HPLC), powder

Synonym(s):

8-Isopentenyloxypsoralene, 9-(3-Methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one, 9-[(3-Methyl-2-buten-1-yl)oxy]-7h-furo[3,2-g][1]benzopyran-7-one, Ammidin, Marmelide, Marmelosin, NSC 402949

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About This Item

Empirical Formula (Hill Notation):
C16H14O4
CAS Number:
482-44-0
Molecular Weight:
270.28
EC Number:
207-581-1
MDL number:
MFCD00016881
UNSPSC Code:
12352200
PubChem Substance ID:
329815395
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

off-white to light brown

solubility

DMSO: ≥5 mg/mL

storage temp.

2-8°C

SMILES string

C\C(C)=C\COc1c2OC(=O)C=Cc2cc3ccoc13

InChI

1S/C16H14O4/c1-10(2)5-7-19-16-14-12(6-8-18-14)9-11-3-4-13(17)20-15(11)16/h3-6,8-9H,7H2,1-2H3

InChI key

OLOOJGVNMBJLLR-UHFFFAOYSA-N

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Biochem/physiol Actions

Imperatorin is a modulator of p38, ERK pathway. Imperatorin increases BMP-2 expression (mRNA) and increases bone density/volume and mineralization in vivo.
Imperatorin is an important bioactive furanocoumarin. It is used to treat neurodegenerative diseases. It possesses anticancer, antibacterial, anti-inflammatory and HIV replication-inhibiting activities. Imperatorin serves as an inhibitor of acetylcholinesterase (AChE) and may help in treating Alzheimer′s disease (AD) and Parkinson′s disease (PD).

Features and Benefits

This compound is featured on the MAPKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Glycyrrhizic acid United States Pharmacopeia (USP) Reference Standard

USP

1295888

Glycyrrhizic acid

Umbelliferone 99%

Sigma-Aldrich

H24003

Umbelliferone

Glycyrrhizic Acid Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1516

Glycyrrhizic Acid

Weixiao Guo et al.
Inflammation, 35(6), 1764-1772 (2012-08-15)
Imperatorin is a type of coumarin compound with antibacterial and antiviral activities. In the present study, we examined the anti-inflammatory effects of imperatorin in lipopolysaccharide (LPS)-stimulated RAW 264.7 macrophages by investigating its impact on the production and expression of cytokines
Jingjing Sun et al.
International immunopharmacology, 14(4), 369-374 (2012-08-11)
Imperatorin, a linear furanocoumarin, has many pharmacological effects such as antibacterial, anti-inflammatory and antiviral effects. The purpose of this study was to investigate the effect of Imperatorin on lipopolysaccharide (LPS)-induced acute lung injury (ALI) in mice. BALB/c mice were pretreated
Ke-wang Luo et al.
Chemotherapy, 57(6), 449-459 (2011-12-23)
Imperatorin (IM) is a furanocoumarin isolated from the root of Angelica dahurica, which is reported to have anticonvulsant and anticancer effects. In this study, the antiproliferative effect of IM on 9 human cancer cell lines was examined, and human hepatoma
Barbara Budzynska et al.
Experimental and clinical psychopharmacology, 20(4), 325-332 (2012-06-13)
The purpose of the reported experiments was to examine the effects of imperatorin [9-(3-methylbut-2-enyloxy)-7H-furo[3,2-g]chromen-7-one], a bioactive furanocoumarin isolated from the fruits of Angelica archangelica (Angelica officinalis) on anxiety and memory-related behaviors of mice. Male Swiss mice were tested for anxiety
Yan Zhang et al.
Fitoterapia, 83(1), 60-66 (2011-10-11)
Augmented endothelial nitric oxide (NO) synthase (eNOS) signaling has been reported to be associated with improvements in cardiac remodeling, and NO levels have been shown to be related to cardiac hypertrophy and heart failure. Imperatorin, a dietary furanocoumarin, has been
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