EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes

7H-furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy- (8CI)(9CI)

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CAS Number: 482-27-9Picture of molecule3D/inchi
Nikkaji Web:J5.787H
Beilstein Number:262337
XlogP3:1.90 (est)
Molecular Weight:246.21870000
Formula:C13 H10 O5
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
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US Patents:Search
EU Patents:Search
Pubchem Patents:Search
Physical Properties:
Appearance:yellow crystals (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 147.00 to 148.00 °C. @ 760.00 mm Hg
Boiling Point: 448.00 to 449.00 °C. @ 760.00 mm Hg (est)
Flash Point: 437.00 °F. TCC ( 225.10 °C. ) (est)
logP (o/w): 1.407 (est)
Soluble in:
 water, 315.3 mg/L @ 25 °C (est)
Insoluble in:
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
Cosmetic Information:
None found
Alfa Biotechnology
For experimental / research use only.
Isopimpinellin 98%
BOC Sciences
For experimental / research use only.
Isopimpinellin 0.98
Odor: characteristic
Use: Isopimpinellin isolated from the roots of Pimpinella saxifraga. It inhibits 7,12-Dimethylbenz(a)anthracene, which is initiator of skin tumors or breast cancers. anti-leishmania effect
For experimental / research use only.
isoPimpinellin from Plants ≥96%
Odor: characteristic
Use: Isopimpinellin possible inhibition of 7,12-Dimethylbenz(a)anthracene, which are initiators of skin tumors. Evidence has also been reported that links these compounds to the inhibition of breast cancers. Isopimpinellin has inhibitory activity against the enzyme adenine phosphoribosyltransferase (APRT) from Leishmania, a tropical parasite causing endemic disease in poor countries.
For experimental / research use only.
isoPimpinellin (HPLC) ≥99%
Santa Cruz Biotechnology
For experimental / research use only.
For experimental / research use only.
isoPimpinellin analytical standard
For experimental / research use only.
isoPimpinellin >98.0%(GC)
Safety Information:
Preferred SDS: View
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
Safety in Use Information:
natural substances and extractives
Recommendation for isopimpinellin usage levels up to:
 not for fragrance use.
Recommendation for isopimpinellin flavor usage levels up to:
 not for flavor use.
Safety References:
EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :68079
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
RTECS:LV1049200 for cas# 482-27-9
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):68079
Pubchem (sid):135023456
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
KEGG (GenomeNet):C02162
HMDB (The Human Metabolome Database):HMDB34312
Export Tariff Code:2932.99.0090
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
EFSA Update of results on the monitoring of furan levels in food:Read Report
EFSA Previous report: Results on the monitoring of furan levels in food:Read Report
EFSA Report of the CONTAM Panel on provisional findings on furan in food:Read Report
Potential Blenders and core components note
None Found
Potential Uses:
None Found
Occurrence (nature, food, other):note
 angelica nitida
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 anise root
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 carrot root
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 celery petiole
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 celery plant
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 celery root
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 celery seed
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 celery shoot
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 fennel seed
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 heracleum lanatum
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 lemon plant
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 lime fruit
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 parsley fruit
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 parsley leaf
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 parsley leaf oil @ 1.06%
Data GC Search Trop Picture
 parsley plant
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 parsley root
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 parsley shoot
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 parsley tissue culture
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 parsnip seed
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 pimpinella sazifraga
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 rue plant
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4,9-dimethoxy-7H-furo(3,2-g) (1)benzopyran-7-one
7H-furo(3,2-g)(1)benzopyran-7-one, 4,9-dimethoxy- (8CI)(9CI)
7H-furo[3,2-g][1]benzopyran-7-one, 4,9-dimethoxy-


PubMed:[Chemical constituents of Angelica nitida roots].
PubMed:Furocoumarins and coumarins photoinactivate Colletotrichum acutatum and Aspergillus nidulans fungi under solar radiation.
PubMed:Optimal extraction and fingerprint analysis of Cnidii fructus by accelerated solvent extraction and high performance liquid chromatographic analysis with photodiode array and mass spectrometry detections.
PubMed:The Canadian medicinal plant Heracleum maximum contains antimycobacterial diynes and furanocoumarins.
PubMed:5-Geranyloxy-7-methoxycoumarin inhibits colon cancer (SW480) cells growth by inducing apoptosis.
PubMed:Coumarins from the Herb Cnidium monnieri and Chemically Modified Derivatives as Antifoulants against Balanus albicostatus and Bugula neritina Larvae.
PubMed:Essential oil composition and larvicidal activity of Toddalia asiatica roots against the mosquito Aedes albopictus (Diptera: Culicidae).
PubMed:Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.
PubMed:Separation and purification of furanocoumarins from Toddalia asiatica (L.) Lam. using microwave-assisted extraction coupled with high-speed counter-current chromatography.
PubMed:Pressurized liquid extraction of coumarins from fruits of Heracleum leskowii with application of solvents with different polarity under increasing temperature.
PubMed: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.
PubMed:Furanocoumarins in celeriac from different farming systems: a 3-year study.
PubMed:Larvicidal activity of Cnidium monnieri fruit coumarins and structurally related compounds against insecticide-susceptible and insecticide-resistant Culex pipiens pallens and Aedes aegypti.
PubMed:Biological activities of Indian celery, Seseli diffusum (Roxb. ex Sm.) Sant. & Wagh.
PubMed:Microbial transformation of Isopimpinellin by Glomerella cingulata.
PubMed:Effects of furanocoumarins from apiaceous vegetables on the catalytic activity of recombinant human cytochrome P-450 1A2.
PubMed:Furanocoumarins from Dorsteniafoetida.
PubMed:Vasorelaxation by extracts of Casimiroa spp. in rat resistance vessels and pharmacological study of cellular mechanisms.
PubMed:Antifibrotic activity of coumarins from Cnidium monnieri fruits in HSC-T6 hepatic stellate cells.
PubMed:Simultaneous and sensitive determination of xanthotoxin, psoralen, isoimpinellin and bergapten in rat plasma by liquid chromatography-electrospray ionization mass spectrometry.
PubMed:Application of the concept of relative photomutagenic potencies to selected furocoumarins in V79 cells.
PubMed:Botanical origin of Indian celery seed (fruit).
PubMed:Comparison of citrus coumarins on carcinogen-detoxifying enzymes in Nrf2 knockout mice.
PubMed:Osthol and isopimpinellin from Fructus cnidii for the control of Dactylogyrus intermedius in Carassius auratus.
PubMed:Effects of naturally occurring coumarins on hepatic drug-metabolizing enzymes in mice.
PubMed:In vitro antiplasmodial activity of extract and constituents from Esenbeckia febrifuga, a plant traditionally used to treat malaria in the Brazilian Amazon.
PubMed:Identification of Ruta graveolens L. metabolites accumulated in the presence of abiotic elicitors.
PubMed:[Simultaneous determination of 5 active components in Fructus Cnidii by HPLC].
PubMed:[Studies on the chemical constituents of the aerial parts of Seseli mairei].
PubMed:[Studies on chemical constituents from fruits of Paliurus ramosissimus].
PubMed:[Inhibitory effects of 11 coumarin compounds against growth of human bladder carcinoma cell line E-J in vitro].
PubMed:Simultaneous determination of urinary metabolites of methoxypsoralens in human and Umbelliferae medicines by high-performance liquid chromatography.
PubMed:[Studies on chemical constituents in roots of Heracleum rapula].
PubMed:Cytochrome P450-mediated metabolism of xanthotoxin by Papilio multicaudatus.
PubMed:Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland.
PubMed:Accumulation of biologically active furanocoumarins in agitated cultures of Ruta graveolens L. and Ruta graveolens ssp. divaricata (Tenore) Gams.
PubMed:Melanogenesis stimulation in murine b16 melanoma cells by umberiferae plant extracts and their coumarin constituents.
PubMed:Coumarins are competitive inhibitors of cytochrome P450 1B1, with equal potency for allelic variants.
PubMed:Accumulation of biologically active furanocoumarins in Ruta graveolens ssp. divaricata (Tenore) Gams in vitro culture.
PubMed:Natural furocoumarins as inducers and inhibitors of cytochrome P450 1A1 in rat hepatocytes.
PubMed:Preparative isolation and purification of coumarins from Cnidium monnieri (L.) Cusson by high-speed counter-current chromatography.
PubMed:[Quantification of isopimpinellin in root of Toddalia asiatica by HPLC].
PubMed:Insecticidal effect of phthalides and furanocoumarins from Angelica acutiloba against Drosophila melanogaster.
PubMed:Computer-assisted, high-performance liquid chromatography with mass spectrometric detection for the analysis of coumarins in Peucedanum palustre and Angelica archangelica.
PubMed:[Studies on the coumarins in the root of Zanthoxylum dimorphophyllum].
PubMed:The furanocoumarins in the roots of Heracleum sibiricum L.
PubMed:Cytotoxic activity of coumarins from the fruits of Cnidium monnieri on leukemia cell lines.
PubMed: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.
PubMed:Constituents of Peucedanum zenkeri seeds and their antimicrobial effects.
PubMed: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.
PubMed:A new dicoumarinyl ether and two rare furocoumarins from Ruta montana.
PubMed:HPLC-NMR/HPLC-MS analysis of the bark extract of Stauranthus perforatus.
PubMed:[Isolation and identification of active constituent of Toddalia asiatica in cardiovascular system].
PubMed:Constituents of the fruits and leaves of Euodia daniellii.
PubMed:Oral administration of the citrus coumarin, isopimpinellin, blocks DNA adduct formation and skin tumor initiation by 7,12-dimethylbenz[a]anthracene in SENCAR mice.
PubMed:Amino acids in SRS1 and SRS6 are critical for furanocoumarin metabolism by CYP6B1v1, a cytochrome P450 monooxygenase.
PubMed:Effects of storage conditions on furocoumarin levels in intact, chopped, or homogenized parsnips.
PubMed:Bullous phytophotodermatitis associated with high natural concentrations of furanocoumarins in limes.
PubMed:Simultaneous determination of furanocoumarins in infusions and decoctions from "CarapiĆ”" (dorstenia species) by high-performance liquid chromatography.
PubMed:Antipruritic effect of Cnidii Monnieri Fructus (fruits of Cnidium monnieri CUSSON).
PubMed: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.
PubMed:Inhibition of itch-scratch response by fruits of Cnidium monnieri in mice.
PubMed:Vasorelaxing effect of coumarins from Cnidium monnieri on rabbit corpus cavernosum.
PubMed: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.
PubMed:Coumarin compounds in Ammi majus L. callus cultures.
PubMed:Furanocoumarins in Pastinaca sativa L. in vitro culture.
PubMed:Cytotoxic components from the bark of Stauranthus perforatus from Monteverde, Costa Rica.
PubMed:Rapid determination of furanocoumarins in creams and pomades using SPE and GC.
PubMed:Isolation And Structure Elucidation Of 5,7-disubstituted Simple Coumarins In The Fruits Of Heracleum Mantegazzianum.
PubMed:Effect of naturally occurring coumarins on the formation of epidermal DNA adducts and skin tumors induced by benzo[a]pyrene and 7,12-dimethylbenz[a]anthracene in SENCAR mice.
PubMed:Isolation and characterization of CYP6B4, a furanocoumarin-inducible cytochrome P450 from a polyphagous caterpillar (Lepidoptera:papilionidae).
PubMed:Inhibition of the mutagenicity of 2-nitrofluorene, 3-nitrofluoranthene and 1-nitropyrene by flavonoids, coumarins, quinones and other phenolic compounds.
PubMed:Isolation and identification of antimicrobial furocoumarins from parsley.
PubMed:Development of an immunoassay to measure the absorption of dietary furanocoumarins in humans.
PubMed:Isopimpinellin is not phototoxic in a chick skin assay.
PubMed:Analysis, isolation and insecticidal activity of linear furanocoumarins and other coumarin derivatives fromPeucedanum (Apiaceae: Apioideae).
PubMed:Inhibition and inactivation of murine hepatic ethoxy- and pentoxyresorufin O-dealkylase by naturally occurring coumarins.
PubMed:Phototoxic coumarins in limes.
PubMed:Differential inhibition of coumarin 7-hydroxylase activity in mouse and human liver microsomes.
PubMed:[Studies on the chemical constituents of Rutaceae++ plants. LXVI. The chemical constituents of Toddalia asiatica (L.) Lam. (T. aculeata Pers.). (1). Chemical constituents of the root bark].
PubMed:Phototoxicity due to Cachrys libanotis.
PubMed:Host plant resistance and linear furanocoumarin content of Apium accessions.
PubMed:Impact of atmospheric pollution on linear furanocoumarin content in celery.
PubMed:Heracleum mantegazzianum growth phases and furocoumarin content.
PubMed:Artificial defloration and furanocoumarin induction inPastinaca sativa (Umbelliferae).
PubMed:Isopimpinellin is not phototoxic to viruses and cells.
PubMed:Oxypeucedanin, a Major Furocoumarin in Parsley, Petroselinum crispum.
PubMed:[Isopimpinellin--a furocoumarin from Heracleum sphondylium with chromosome damaging activity].
PubMed:Biologically active principles of crude drugs. Anti-allergic principles in "Cnidii monnieri".
PubMed:Identification of psoralen, 8-methoxypsoralen, isopimpinellin, and 5,7-dimethoxycoumarin in Pelea anisata H. Mann.
PubMed:Furocoumarins of Heracleum laciniatum: isolation, phototoxicity, absorption and action spectra studies.
PubMed:The furocoumarin composition of Pituranthos triradiatus.
PubMed:HPLC analysis of linear furocoumarins (psoralens) in healthy celery (Apium graveolens).
PubMed:Differential response of cultured parsley cells to elicitors from two non-pathogenic strains of fungi. 1. Identification of induced products as coumarin derivatives.
PubMed:The biosynthesis of isopimpinellin.
PubMed:Isolation of isopimpinellin from the fruits of Ammi majus L. natural coumarins. IV.
from ruta graveolens & heracleum lanatum. Present in the seeds of Pastinaca sativa (parsnip)
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