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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

Signal Word

Warning

Hazard Statements

H302,H315,H317,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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

Zhangqian Wang et al.
Pest management science, 68(7), 1041-1047 (2012-03-06)
An assessment was made of the toxicity of imperatorin and osthole identified in Cnidium monnieri fruit, 11 related compounds and five insecticides to larvae from insecticide-susceptible Culex pipiens pallens (KS-CP strain) and Aedes aegypti and wild C.p. pallens (YS-CP colony)
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
Xia Lv et al.
Food chemistry, 138(4), 2260-2266 (2013-03-19)
Imperatorin (IMP) is a major constituent of many herbal medicines and possesses anti-osteoporosis activity. The present research work aimed to study the biotransformation processes of IMP and evaluated the anti-osteoporosis activity of the transformed metabolites. Among 18 strains of filamentous
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
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