CAS 482-45-1|Isoimperatorin

Introduction:Basic information about CAS 482-45-1|Isoimperatorin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameIsoimperatorin
CAS Number482-45-1Molecular Weight270.280
Density1.2±0.1 g/cm3Boiling Point448.3±45.0 °C at 760 mmHg
Molecular FormulaC16H14O4Melting Point109ºC
MSDSChineseUSAFlash Point224.9±28.7 °C

Names

Nameisoimperatorin
SynonymMore Synonyms

Isoimperatorin BiologicalActivity

DescriptionIsoimperatorin is a methanolic extract of the roots of Angelica dahurica shows significant inhibitory effects on acetylcholinesterase (AChE) with the IC50 of 74.6 μM.
Related CatalogSignaling Pathways >>Neuronal Signaling >>AChENatural Products >>PhenylpropanoidsResearch Areas >>Neurological Disease
Target

IC50: 74.6 μM (AChE)[1]

In VitroDuring a screening program for new agrochemicals from Chinese medicinal herbs, the ethanol extract of Notopterygium incisum rhizomes is found to possess strong nematicidal activity against the two species of nematodes, Bursaphelenchus xylophilus and Meloidogyne incognita. Based on bioactivity-guided fractionation, the four constituents are isolated from the ethanol extract and identified as Columbianetin, Falcarindiol, Falcarinol, and Isoimperatorin. Isoimperatorin also has LC50 values of 21.83 μg/mL against B. xylophilus. When using 15 min UV light treatment, falcarindiol, falcarinol, and isoimperatorin demonstrated almost five times more toxic to the southern root-knot nematodes than in dark treatment while columbianetin showed only two times more toxic. isoimperatorin has been demonstrated to possess insecticidal activity against several insects, such as the cabbage aphid (Brevicoryne brassicae)[2]. Isoimperatorin is identified in the active fraction of Angelica dahurica (AD) extract[3]. Isoimperatorin is usually used as the internal standard (IS)[4].
References

[1]. Kim DK, et al. Acetylcholinesterase inhibitors from the roots of Angelica dahurica. Arch Pharm Res. 2002 Dec;25(6):856-9.

[2]. Liu G, et al. Identification of Nematicidal Constituents of Notopterygium incisum Rhizomes against Bursaphelenchus xylophilus and Meloidogyne incognita. Molecules. 2016 Sep 23;21(10). pii: E1276.

[3]. Park EY, et al. Angelica dahurica Extracts Improve Glucose Tolerance through the Activation of GPR119. PLoS One. 2016 Jul 8;11(7):e0158796.

[4]. Yu XA, et al. The pharmacokinetics, bioavailability and excretion of bergapten after oral and intravenous administration in rats using high performance liquid chromatography with fluorescence detection. Chem Cent J. 2016 Oct 14;10:62.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point448.3±45.0 °C at 760 mmHg
Melting Point109ºC
Molecular FormulaC16H14O4
Molecular Weight270.280
Flash Point224.9±28.7 °C
Exact Mass270.089203
PSA52.58000
LogP3.88
Vapour Pressure0.0±1.1 mmHg at 25°C
Index of Refraction1.606
InChIKeyIGWDEVSBEKYORK-UHFFFAOYSA-N
SMILESCC(C)=CCOc1c2ccoc2cc2oc(=O)ccc12
Storage condition-20°C Freezer

Safety Information

RIDADRNONH for all modes of transport
RTECSLV1513000

Articles26

More Articles
In vitro activity of isoimperatorin, alone and in combination, against Mycobacterium tuberculosis.

Lett. Appl. Microbiol. 58(4) , 344-9, (2014)

Previous studies have shown that isoimperatorin (IO), a furanocoumarin isolated from several medicinal plants, has antimycobacterial activity against Mycobacterium tuberculosis strain H37Rv (ATCC 2729...

Study on pharmacokinetics and tissue distribution of pteryxin in mice by ultra-pressure liquid chromatography with tandem mass spectrometry.

Biomed. Chromatogr. 26(7) , 802-7, (2012)

Pteryxin is a coumarin compound naturally occurring in the roots of Radix Peucedani, a commonly used as traditional Chinese medicine for the treatment of certain respiratory diseases and hypertension....

Ethyl acetate extract from Angelica Dahuricae Radix inhibits lipopolysaccharide-induced production of nitric oxide, prostaglandin E2 and tumor necrosis factor-alphavia mitogen-activated protein kinases and nuclear factor-kappaB in macrophages.

Pharmacol. Res. 55(4) , 263-70, (2007)

Angelica dahurica (Umbelliferae) has been used to treat headache of common cold, supraorbital neuralgia, painful swelling on the body, nasal stuffiness, leukorrhea and arthralgia due to wind-dampness ...

Synonyms

7H-Furo[3,2-g][1]benzopyran-7-one, 4-[(3-methyl-2-buten-1-yl)oxy]-
IisoiMperatorin
buten-1-yl)oxy]
7H-Furo[3,2-g][1]benzopyran-7-one, 4-[(3-methyl-2-butenyl)oxy]-
Iso Imperatorin
Isoimperatoin
MFCD00272155
4-[(3-Methyl-2-buten-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
7H-Furo[3,2-g][1]benzopyran-7-one, 4-((3-methyl-2-butenyl)oxy)-
Isoimperatorin
4-PRENYLOXYPSORALEN
Isomperatorin
Auraptin
isoimperatonin
4-[(3-Methylbut-2-en-1-yl)oxy]-7H-furo[3,2-g]chromen-7-one
7H-Furo(3,2-g)(1)benzopyran-7-one, 4-((3-methyl-2-butenyl)oxy)-
Cnidin
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