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Isopimpinellin

$225

  • Brand : BIOFRON

  • Catalogue Number : BF-I2009

  • Specification : 98%

  • CAS number : 482-27-9

  • Formula : C13H10O5

  • Molecular Weight : 246.21

  • PUBCHEM ID : 68079

  • Volume : 20mg

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Catalogue Number

BF-I2009

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

246.21

Appearance

Light yellow powder

Botanical Source

Cnidium monnieri

Structure Type

Phenylpropanoids

Category

Standards;Natural Pytochemical;API

SMILES

COC1=C2C=COC2=C(C3=C1C=CC(=O)O3)OC

Synonyms

5,8-Dimethoxypsoralen/4,9-Dimethoxy-furo[3,2-g]chromen-7-one/4,9-Dimethoxyfuro[3,2-g]benzopyran-7-one/4,9-Dimethoxy-7H-furo[3,2-g][1]benzopyran-7-one/4,9-dimethoxyfuro[3,2-g]chromen-7-one/4,9-Dimethoxy-7H-furo[3,2-g]chromen-7-one/7H-Furo[3,2-g][1]benzopyran-7-one, 4,9-dimethoxy-/Isopimpinellin

IUPAC Name

4,9-dimethoxyfuro[3,2-g]chromen-7-one

Applications

Density

1.4±0.1 g/cm3

Solubility

Methanol; Ethyl Acetate

Flash Point

225.1±28.7 °C

Boiling Point

448.7±45.0 °C at 760 mmHg

Melting Point

150-151ºC

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:482-27-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

8881335

Abstract

Synthetic isopimpinellin (5,8-dimethoxypsoralen), confirmed to contain as impurities only trace quantities at most of psoralen, bergapten (5-methoxypsoralen) and xanthotoxin (8-methoxypsoralen), is not phototoxic when tested in a chick skin bioassay system. These findings are at variance with earlier studies showing isopimpinellin to be phototoxic against chick skin and support the conclusion that isopimpinellin is photobiologically inactive. As recently proposed by others, the several reports of isopimpinellin photoactivity are most likely attributable to contamination by small amounts of highly active psoralens such as bergapten or xanthotoxin.

Title

Isopimpinellin is not phototoxic in a chick skin assay.

Author

Ivie GW1, Beier RC.

Publish date

1996 Mar

PMID

890566

Abstract

Bergapten and xanthotoxin, labelling in the methyl group wich carbon-14 or tritiated at three skeletal carbons, were administered to leaves of Heracleum lanatum and to cell cultures of Ruta graveolens. In all experiments xanthotoxin was the more efficient precursor of isopimpinellin, although bergapten was always incorporated to a measurable extent. Double-labelling experiments showed that both precursors, especially bergapten, underwent considerable demethylation (and presumably remethylation) before conversion to isopimpinellin. 5-Hydroxyxanthotoxin and 8-hydroxybergapten were both O-methylated by cell-free extracts of Ruta cells to isopimpinellin, in reactions mediated by discrete O-methyltransferases. 8-Hydroxy[Me-14C]bergapten was converted with a high degree of incorporation to isopimpinellin by Ruta cells in vivo, and it is suggested that the preference for the pathway via xanthotoxin may be due to more rapid hydroxylation of this substrate.

Title

The biosynthesis of isopimpinellin.

Author

Brown SA, Sampathkumar S.

Publish date

1977 Jul

PMID

18940522

Abstract

The efficacy of two active compounds, isolated from the fruit of Fructus cnidii, was determined against Dactylogyrus intermedius in goldfish (Carassius auratus). The chemical structure of the two compounds was identified by spectral analysis. Designated Compounds I and II, they were isolated by successive silica gel column chromatography and used, in combination, in an in vivo anthelmintic efficacy assay. At dose rates of 1.6 and 9.5 mg l(-1), respectively, the two compounds were 100% effective against D. intermedius compared to mebendazole (positive control), used at a concentration of 1.5 mg l(-1), which is 100% efficacious. Compounds I and II were shown to be safe for goldfish at dose rates of up to 6.4 and 12.5 mg l(-1), respectively. The median effective dose (ED(50)) of Compounds I and II for D. intermedius-infested goldfish after 48 h exposure was 0.807 and 8.050 mg l(-1), respectively. If the median lethal dose (LD(50)) values for goldfish of the two compounds are 6.749 and 12.759 mg l(-1), respectively, the ED(50) values for D. intermedius yielded a therapeutic index of 8.14 and 1.52 for Compounds I and II, respectively, at 48 h. Compounds I and II were identified as osthol and isopimpinellin by physico-chemical detection.

Title

Osthol and isopimpinellin from Fructus cnidii for the control of Dactylogyrus intermedius in Carassius auratus.

Author

Wang G1, Zhou Z, Cheng C, Yao J, Yang Z.

Publish date

2008 Nov 25