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482-27-9,MFCD00017407
Catalog No.:AA00D8P7

482-27-9 | ISOPIMPINELLIN

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5mg
98%
in stock  
$112.00   $78.00
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10mg
98%
in stock  
$191.00   $134.00
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25mg
98% by HPLC
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$392.00   $274.00
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50mg
98% by HPLC
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$622.00   $435.00
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100mg
98% by HPLC
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$1,029.00   $720.00
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500mg
98% by HPLC
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$3,179.00   $2,226.00
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1000mg
98% by HPLC
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$5,049.00   $3,534.00
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  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00D8P7
Chemical Name:
ISOPIMPINELLIN
CAS Number:
482-27-9
Molecular Formula:
C13H10O5
Molecular Weight:
246.2155
MDL Number:
MFCD00017407
SMILES:
COc1c2ccc(=O)oc2c(c2c1cco2)OC
Properties
Computed Properties
 
Complexity:
366  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
18  
Hydrogen Bond Acceptor Count:
5  
Rotatable Bond Count:
2  
XLogP3:
1.9  

Upstream Synthesis Route

[1]BioorganicandMedicinalChemistry,2012,vol.20,#2,p.784-788

[1]JournalofOrganicChemistry,1959,vol.24,p.523,525

[1]JournalofOrganicChemistry,1959,vol.24,p.523,525

[1]JournaloftheChemicalSociety,1956,p.4163,4168

[2]ChemischeBerichte,1938,vol.71,p.344,351

[3]YakugakuZasshi,1938,vol.58,p.370,377

[4]MonatsheftefuerChemie,1939,vol.72,p.179,187

[5]YakugakuZasshi,1940,vol.60,p.57,61

[6]Chem.Abstr.,1940,p.3717

[1]JournalofOrganicChemistry,1959,vol.24,p.523,525

Literature

Title: The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins.

Journal: Journal of ethnopharmacology 20130502

Title: Furanocoumarins in celeriac from different farming systems: a 3-year study.

Journal: Journal of the science of food and agriculture 20121101

Title: Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.

Journal: Molecules (Basel, Switzerland) 20120919

Title: Larvicidal activity of Cnidium monnieri fruit coumarins and structurally related compounds against insecticide-susceptible and insecticide-resistant Culex pipiens pallens and Aedes aegypti.

Journal: Pest management science 20120701

Title: Biological activities of Indian celery, Seseli diffusum (Roxb. ex Sm.) Sant. & Wagh.

Journal: Phytotherapy research : PTR 20120501

Title: Pressurized liquid extraction of coumarins from fruits of Heracleum leskowii with application of solvents with different polarity under increasing temperature.

Journal: Molecules (Basel, Switzerland) 20120405

Title: Simultaneous determination of pimpinellin, isopimpinellin and phellopterin in rat plasma by a validated UPLC-MS/MS and its application to a pharmacokinetic study after administration of Toddalia asiatica extract.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20120401

Title: Separation and purification of furanocoumarins from Toddalia asiatica (L.) Lam. using microwave-assisted extraction coupled with high-speed counter-current chromatography.

Journal: Journal of separation science 20120401

Title: Structure-activity relationships for naturally occurring coumarins as β-secretase inhibitor.

Journal: Bioorganic & medicinal chemistry 20120115

Title: An overview of the evidence and mechanisms of herb-drug interactions.

Journal: Frontiers in pharmacology 20120101

Title: Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2.

Journal: The protein journal 20111001

Title: Identification of ostruthin from Peucedanum ostruthium rhizomes as an inhibitor of vascular smooth muscle cell proliferation.

Journal: Journal of natural products 20110624

Title: Vasorelaxation by extracts of Casimiroa spp. in rat resistance vessels and pharmacological study of cellular mechanisms.

Journal: Journal of ethnopharmacology 20110412

Title: Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells.

Journal: Journal of natural medicines 20110401

Title: Anti-influenza activity of marchantins, macrocyclic bisbibenzyls contained in liverworts.

Journal: PloS one 20110101

Title: Microbial transformation of Isopimpinellin by Glomerella cingulata.

Journal: Journal of oleo science 20110101

Title: Naturally occurring food toxins.

Journal: Toxins 20100901

Title: Application of the concept of relative photomutagenic potencies to selected furocoumarins in V79 cells.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20100301

Title: Simultaneous and sensitive determination of xanthotoxin, psoralen, isoimpinellin and bergapten in rat plasma by liquid chromatography-electrospray ionization mass spectrometry.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20100215

Title: Aggressive mammary carcinoma progression in Nrf2 knockout mice treated with 7,12-dimethylbenz[a]anthracene.

Journal: BMC cancer 20100101

Title: Botanical origin of Indian celery seed (fruit).

Journal: Journal of natural medicines 20090701

Title: [Chemical constituents of fresh celery].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20090601

Title: Comparison of citrus coumarins on carcinogen-detoxifying enzymes in Nrf2 knockout mice.

Journal: Toxicology letters 20090328

Title: Citrus auraptene suppresses cyclin D1 and significantly delays N-methyl nitrosourea induced mammary carcinogenesis in female Sprague-Dawley rats.

Journal: BMC cancer 20090101

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

Journal: Veterinary parasitology 20081125

Title: Effects of naturally occurring coumarins on hepatic drug-metabolizing enzymes in mice.

Journal: Toxicology and applied pharmacology 20081015

Title: In vitro antiplasmodial activity of extract and constituents from Esenbeckia febrifuga, a plant traditionally used to treat malaria in the Brazilian Amazon.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20080501

Title: Identification of Ruta graveolens L. metabolites accumulated in the presence of abiotic elicitors.

Journal: Biotechnology progress 20080101

Title: [Simultaneous determination of 5 active components in Fructus Cnidii by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20070901

Title: [Inhibitory effects of 11 coumarin compounds against growth of human bladder carcinoma cell line E-J in vitro].

Journal: Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine 20070101

Title: [Studies on the chemical constituents of the aerial parts of Seseli mairei].

Journal: Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials 20070101

Title: [Studies on chemical constituents from fruits of Paliurus ramosissimus].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20061201

Title: Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland.

Journal: Carcinogenesis 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Cytochrome P450-mediated metabolism of xanthotoxin by Papilio multicaudatus.

Journal: Journal of chemical ecology 20060301

Title: [Studies on chemical constituents in roots of Heracleum rapula].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20060201

Title: Chalcones and other compounds from the exudates of Angelica keiskei and their cancer chemopreventive effects.

Journal: Journal of natural products 20060101

Title: Accumulation of biologically active furanocoumarins in agitated cultures of Ruta graveolens L. and Ruta graveolens ssp. divaricata (Tenore) Gams.

Journal: Die Pharmazie 20050801

Title: Melanogenesis stimulation in murine b16 melanoma cells by umberiferae plant extracts and their coumarin constituents.

Journal: Biological & pharmaceutical bulletin 20050701

Title: Coumarins are competitive inhibitors of cytochrome P450 1B1, with equal potency for allelic variants.

Journal: Pharmacogenetics and genomics 20050301

Title: Natural furocoumarins as inducers and inhibitors of cytochrome P450 1A1 in rat hepatocytes.

Journal: Biochemical pharmacology 20050215

Title: Accumulation of biologically active furanocoumarins in Ruta graveolens ssp. divaricata (Tenore) Gams in vitro culture.

Journal: Die Pharmazie 20050101

Title: [Quantification of isopimpinellin in root of Toddalia asiatica by HPLC].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20040801

Title: Insecticidal effect of phthalides and furanocoumarins from Angelica acutiloba against Drosophila melanogaster.

Journal: Journal of agricultural and food chemistry 20040714

Title: Computer-assisted, high-performance liquid chromatography with mass spectrometric detection for the analysis of coumarins in Peucedanum palustre and Angelica archangelica.

Journal: Phytochemical analysis : PCA 20040101

Title: Cytotoxic activity of coumarins from the fruits of Cnidium monnieri on leukemia cell lines.

Journal: Planta medica 20031201

Title: LC determination of impurities in methoxsalen drug substance: isolation and identification of isopimpinellin as a major impurity by atmospheric pressure chemical ionization LC/MS and NMR.

Journal: Journal of pharmaceutical and biomedical analysis 20031124

Title: Constituents of Peucedanum zenkeri seeds and their antimicrobial effects.

Journal: Die Pharmazie 20030801

Title: [Studies on the coumarins in the root of Zanthoxylum dimorphophyllum].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20030401

Title: Naturally occurring coumarins inhibit human cytochromes P450 and block benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene DNA adduct formation in MCF-7 cells.

Journal: Chemical research in toxicology 20030301

Title: A new dicoumarinyl ether and two rare furocoumarins from Ruta montana.

Journal: Fitoterapia 20030201

Title: HPLC-NMR/HPLC-MS analysis of the bark extract of Stauranthus perforatus.

Journal: Phytochemical analysis : PCA 20030101

Title: The furanocoumarins in the roots of Heracleum sibiricum L.

Journal: Acta poloniae pharmaceutica 20030101

Title: Constituents of the fruits and leaves of Euodia daniellii.

Journal: Archives of pharmacal research 20021201

Title: Oral administration of the citrus coumarin, isopimpinellin, blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene in SENCAR mice.

Journal: Carcinogenesis 20021001

Title: Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips.

Journal: Journal of agricultural and food chemistry 20020424

Title: Amino acids in SRS1 and SRS6 are critical for furanocoumarin metabolism by CYP6B1v1, a cytochrome P450 monooxygenase.

Journal: Insect molecular biology 20020401

Title: Simultaneous determination of furanocoumarins in infusions and decoctions from 'Carapiá' (dorstenia species) by high-performance liquid chromatography.

Journal: Journal of agricultural and food chemistry 20020313

Title: Bullous phytophotodermatitis associated with high natural concentrations of furanocoumarins in limes.

Journal: American journal of contact dermatitis : official journal of the American Contact Dermatitis Society 20020301

Title: Role of cytochrome P450 1a1 and 1b1 in the metabolic activation of 7,12-dimethylbenz[a]anthracene and the effects of naturally occurring furanocoumarins on skin tumor initiation.

Journal: Chemical research in toxicology 20020201

Title: Antipruritic effect of Cnidii Monnieri Fructus (fruits of Cnidium monnieri CUSSON).

Journal: Biological & pharmaceutical bulletin 20020201

Title: Inhibition of itch-scratch response by fruits of Cnidium monnieri in mice.

Journal: Biological & pharmaceutical bulletin 20010901

Title: Vasorelaxing effect of coumarins from Cnidium monnieri on rabbit corpus cavernosum.

Journal: Planta medica 20010401

Title: Oral administration of naturally occurring coumarins leads to altered phase I and II enzyme activities and reduced DNA adduct formation by polycyclic aromatic hydrocarbons in various tissues of SENCAR mice.

Journal: Carcinogenesis 20010101

Title: Kleiner HE, et al. Oral administration of the citrus coumarin, isopimpinellin, blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[aanthracene in SENCAR mice. Carcinogenesis. 2002 Oct;23(10):1667-75.

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Tags:482-27-9 Molecular Formula|482-27-9 MDL|482-27-9 SMILES|482-27-9 ISOPIMPINELLIN