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

7-methoxycoumarin
2H-1-benzopyran-2-one, 7-methoxy-

Supplier Sponsors

Name:7-methoxychromen-2-one
CAS Number: 531-59-9Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:208-513-3
FDA UNII: DGK72G008A
Nikkaji Web:J11.715C
Beilstein Number:0141728
MDL:MFCD00006876
XlogP3:1.90 (est)
Molecular Weight:176.17136000
Formula:C10 H8 O3
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
 
Physical Properties:
Appearance:white to pale yellow powder (est)
Assay: 95.00 to 100.00
Food Chemicals Codex Listed: No
Melting Point: 117.00 to 121.00 °C. @ 760.00 mm Hg
Boiling Point: 334.00 to 335.00 °C. @ 760.00 mm Hg
Vapor Pressure:0.000121 mmHg @ 25.00 °C. (est)
Flash Point:> 212.00 °F. TCC ( > 100.00 °C. )
logP (o/w): 1.821 (est)
Soluble in:
 water, 1877 mg/L @ 25 °C (est)
 water, 133 mg/L @ 25 °C (exp)
 
Organoleptic Properties:
Odor Type: balsamic
balsamic tonka sweet
Odor Description:at 100.00 %. balsam tonka sweet
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
CosIng:cosmetic data
Cosmetic Uses: not used anymore
 
Suppliers:
Alfa Biotechnology
For experimental / research use only.
Herniarin; 7-Methoxycoumarin 98%
BOC Sciences
For experimental / research use only.
7-Methoxy Coumarin >98%
Odor: characteristic
Use: Strong hepatoprotective activity.
ExtraSynthese
For experimental / research use only.
Herniarin (HPLC) ≥90%
Penta International
7-METHOXYCOUMARIN
Santa Cruz Biotechnology
For experimental / research use only.
7-Methoxycoumarin
Sigma-Aldrich
7-Methoxycoumarin, ≥98%
sds
Certified Food Grade Products
TCI AMERICA
For experimental / research use only.
7-Methoxycoumarin >98.0%(GC)
sds
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
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
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
oral-rat LD50 4300 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 375, 1988.

Dermal Toxicity:
skin-guinea pig LD50 > 5000 mg/kg
Food and Chemical Toxicology. Vol. 26, Pg. 375, 1988.

Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
IFRA Critical Effect:
Dermal sensitization, photosensitization
IFRA fragrance material specification:
 On the basis of established maximum levels of this substance in commercially available natural sources (like essential oils, extracts and absolutes), exposure to this substance from the use of these oils and extracts is regarded acceptable as long as the level of 7-Methoxy-coumarin in the finished product does not exceed 100 ppm. Furthermore, these natural extracts should not be used as substitutes for this substance. Examples for potential natural sources (with indicative maximum levels) of 7-Methoxy-coumarin are: Camomilla matricaria EO 0,1 % Camomilla matricaria absolute (volatile part) : 5 % Lavandin absolute: 5 % (on the total absolute). Lavander and lavandin essential oils : <0,02 % Lavender absolute: 5 % (on the total absolute). Lime cold pressed oil: 0,1 % Tarragon absolute: volatile part: 5 % Tarragon essential oil : <0,1 %
 View the IFRA Standard
View IFRA Standards Library for complete information.
Please review Amendment 49 IFRA documentation for complete information.
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%):
Category 1: Products applied to the lips
See notebox %
Category 2: Products applied to the axillae
See notebox %
Category 3: Products applied to the face/body using fingertips
See notebox %
Category 4: Products related to fine fragrance
See notebox %
 Category 5: Products applied to the face and body using the hands (palms), primarily leave-on
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on
See notebox %
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on
See notebox %
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on
See notebox %
Category 5D: Baby Creams, baby Oils and baby talc
See notebox %
Category 6: Products with oral and lip exposure
See notebox %
 Category 7: Products applied to the hair with some hand contact
Category 7A: Rinse-off products applied to the hair with some hand contact
See notebox %
Category 7B: Leave-on products applied to the hair with some hand contact
See notebox %
Category 8: Products with significant anogenital exposure
See notebox %
Category 9: Products with body and hand exposure, primarily rinse off
See notebox %
 Category 10: Household care products with mostly hand contact
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products)
See notebox %
Category 10B: Household aerosol/spray products
See notebox %
 Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
See notebox %
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
See notebox %
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin
See notebox
 Notes:
IFRA FLAVOR REQUIREMENTS:

Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards.

Fragrance ingredient restriction - Note box
On the basis of established maximum concentration levels of this substance in commercially available natural sources (like essential oils, extracts and absolutes), exposure to this substance from the use of these oils and extracts is regarded acceptable as long as the level of 7-Methoxy-coumarin in the finished product does not exceed 0.01% (100 ppm).
 
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA GENetic TOXicology:Search
EPA Substance Registry Services (TSCA):531-59-9
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :10748
National Institute of Allergy and Infectious Diseases:Data
SCCNFP:opinion
WGK Germany:2
7-methoxychromen-2-one
Chemidplus:0000531599
RTECS:DJ3100380 for cas# 531-59-9
 
References:
 7-methoxychromen-2-one
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:531-59-9
Pubchem (cid):10748
Pubchem (sid):134976491
Flavornet:531-59-9
 
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
CHEBI:View
CHEMBL:View
KEGG (GenomeNet):C09268
HMDB (The Human Metabolome Database):HMDB29758
FooDB:FDB000963
Export Tariff Code:2932.20.4500
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View
Wikipedia:View
 
Potential Blenders and core components note
For Odor
coumarinic
phthalide
FL/FR
For Flavor
No flavor group found for these
melilot oleoresin
FL
coumarinic
coumarinic
phthalide
FL/FR
creamy
dihydrocoumarin
FL
 
Potential Uses:
FRtonka bean
 
Occurrence (nature, food, other):note
 barley plant
Search Trop Picture
 caraway plant
Search Trop Picture
 celery leaf
Search Trop Picture
 chamomile garden chamomile plant
Search Trop Picture
 chamomile plant
Search Trop Picture
 chamomile sweet false chamomile flower
Search Trop Picture
 cichorium intybus l. root extract @ 0.99%
Data GC Search Trop Picture
 lavandin absolute grosso @ 2.60%
Data GC Search Trop Picture
 prunus mahaleb
Search Trop Picture
 tarragon leaf
Search Trop Picture
 tarragon leaf oil
Search Trop Picture
 tarragon oil
Search Trop Picture
 tarragon plant
Search Trop Picture
 tarragon shoot
Search Trop Picture
 
Synonyms:
2H-1-benzopyran-2-one, 7-methoxy-
 coumarin, 7-methoxy-
 herniarin
 herniarine
7-methoxy-2H-1-benzopyran-2-one
7-methoxy-2H-chromen-2-one
7-methoxychromen-2-one
 methyl umbelliferone
 methyl umbelliferyl ether
7-(methyloxy)-2H-chromen-2-one
 methylumbelliferone
 

Articles:

PubMed:Synthesis and anticancer activity of some 8-substituted-7-methoxy-2H-chromen-2-one derivatives toward hepatocellular carcinoma HepG2 cells.
PubMed:Electroreductive Dimerization of Coumarin and Coumarin Analogues at Carbon Cathodes.
PubMed:[Chemical constituents of Artemisia lactiflora(II)].
PubMed:The importance of the prenyl group in the activities of osthole in enhancing bone formation and inhibiting bone resorption in vitro.
PubMed:Ethanol extract and isolated constituents from artemisia dracunculus inhibit esophageal squamous cell carcinoma and induce apoptotic cell death.
PubMed:Effects of heparin and cholesterol sulfate on the activity and stability of human matrix metalloproteinase 7.
PubMed:Synthesis of nucleobase-caged peptide nucleic acids having improved photochemical properties.
PubMed:New guaian-type sesquiterpene from Wikstroemia indica.
PubMed:Osthole activates glucose uptake but blocks full activation in L929 fibroblast cells, and inhibits uptake in HCLE cells.
PubMed:Thorough investigation of the oxygen heterocyclic fraction of lime (Citrus aurantifolia (Christm.) Swingle) juice.
PubMed:Chemical characterization by GC-MS and in vitro activity against Candida albicans of volatile fractions prepared from Artemisia dracunculus, Artemisia abrotanum, Artemisia absinthium and Artemisia vulgaris.
PubMed:Interaction of fluorescently labeled triethyleneglycol and peptide derivatives with β-cyclodextrin.
PubMed:Analysis of fluorescence quenching of coumarin derivatives by 4-hydroxy-TEMPO in aqueous solution.
PubMed:Vasodilation and radical-scavenging activity of imperatorin and selected coumarinic and flavonoid compounds from genus Casimiroa.
PubMed:Digitally enhanced thin layer chromatography: further development and some applications in isotopic chemistry.
PubMed:Development of carbamate-tethered coumarins as phototriggers for caged nicotinamide.
PubMed:7-substituted coumarins inhibit proliferation and migration of laryngeal cancer cells in vitro.
PubMed:Enhancement of cisplatin cytotoxicity in combination with herniarin in vitro.
PubMed:Antigenotoxic activities of the natural dietary coumarins umbelliferone, herniarin and 7-isopentenyloxy coumarin on human lymphocytes exposed to oxidative stress.
PubMed:The transcription factor HNF1α induces expression of angiotensin-converting enzyme 2 (ACE2) in pancreatic islets from evolutionarily conserved promoter motifs.
PubMed:Induction of phenolic metabolites and physiological changes in chamomile plants in relation to nitrogen nutrition.
PubMed:An improved assay for the detection of alterations in bacterial DNA supercoiling in vivo.
PubMed:AGH is a new hemoglobin alpha-chain fragment with antinociceptive activity.
PubMed:Enhanced oxidative activities of cytochrome P450Rhf from Rhodococcus sp. expressed using the hyper-inducible expression system.
PubMed:Exploring insights for virulent gene inhibition of multidrug resistant Salmonella typhi, Vibrio cholerae, and Staphylococcus areus by potential phytoligands via in silico screening.
PubMed:Cathepsin D activity and selectivity in the acidic conditions of a tumor microenvironment: Utilization in the development of a novel Cathepsin D substrate for simultaneous cancer diagnosis and therapy.
PubMed:Coumarins of Matricaria chamomilla L.: aglycones and glycosides.
PubMed:Critical practical aspects in the application of liquid chromatography-mass spectrometric studies for the characterization of impurities and degradation products.
PubMed:Cytotoxic activities of phytochemicals from Ferula species.
PubMed:The synthesis and application of Fmoc-Lys(5-Fam) building blocks.
PubMed:Synthesis and photochemical behavior of coumarin-caged cholesterol.
PubMed:5-Geranyloxy-7-methoxycoumarin inhibits colon cancer (SW480) cells growth by inducing apoptosis.
PubMed:[A new natural product from root of Angelica dahurica cv. Qibaizhi].
PubMed:Ameliorative effects of 7-methylcoumarin and 7-methoxycoumarin against CCl4-induced hepatotoxicity in rats.
PubMed:Vibrational spectra, structural conformations, scaled quantum chemical calculations and NBO analysis of 3-acetyl-7-methoxycoumarin.
PubMed:Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.
PubMed:HPLC-PDA-MS and NMR characterization of a hydroalcoholic extract of Citrus aurantium L. var. amara peel with antiedematogenic activity.
PubMed:Degreening and postharvest storage influences 'Star Ruby' grapefruit (Citrus paradisi Macf.) bioactive compounds.
PubMed:A new nonpeptide substrate of human sirtuin in a capillary electrophoresis-based assay. Investigation of the binding mode by docking experiments.
PubMed:Modulation of copper uptake and toxicity by abiotic stresses in Matricaria chamomilla plants.
PubMed:[Determination of five coumarins in toys by high performance liquid chromatography-tandem mass spectrometry].
PubMed:Validation of Eupatorium triplinerve Vahl leaves, a skin care herb from East Kalimantan, using a melanin biosynthesis assay.
PubMed:Separation and identification of antibacterial chamomile components using OPLC, bioautography and GC-MS.
PubMed:Interaction of 8-anilinonaphthalene 1-sulphonate (ANS) and human matrix metalloproteinase 7 (MMP-7) as examined by MMP-7 activity and ANS fluorescence.
PubMed:A possibility of a protein-bound water molecule as the ionizable group responsible for pKe at the alkaline side in human matrix metalloproteinase 7 activity.
PubMed:A fluorescence chemosensor based on peptidase for detecting nickel(II) with high selectivity and high sensitivity.
PubMed:Multiple effects of pepstatin A on Trypanosoma cruzi epimastigote forms.
PubMed:Main constituents from the seeds of Vietnamese Cnidium monnieri and cytotoxic activity.
PubMed:Pharmacokinetics screening for multi-components absorbed in the rat plasma after oral administration traditional Chinese medicine formula Yin-Chen-Hao-Tang by ultra performance liquid chromatography-electrospray ionization/quadrupole-time-of-flight mass spectrometry combined with pattern recognition methods.
PubMed:Isolation and extraction of antimicrobial substances against oral bacteria from lemon peel.
PubMed:Analysis of the mechanism of inhibition of human matrix metalloproteinase 7 (MMP-7) activity by green tea catechins.
PubMed:Thermodynamic analysis of ionizable groups involved in the catalytic mechanism of human matrix metalloproteinase 7 (MMP-7).
PubMed:Tyr219 of human matrix metalloproteinase 7 is not critical for catalytic activity, but is involved in the broad pH-dependence of the activity.
PubMed:Chromones and coumarins from the dried fructus of Cnidium monnieri.
PubMed:[Studies on the chemical constituents from Lobelia chinensis].
PubMed:Chemical composition, anti-inflammatory, molluscicidal and free-radical scavenging activities of the leaves of Ficus radicans 'Variegata' (Moraceae).
PubMed:Involvement of P-glycoprotein and CYP 3A4 in the enhancement of etoposide bioavailability by a piperine analogue.
PubMed:Sex differences in renal angiotensin converting enzyme 2 (ACE2) activity are 17β-oestradiol-dependent and sex chromosome-independent.
PubMed:Expression in Escherichia coli, refolding, and purification of the recombinant mature form of human matrix metalloproteinase 7 (MMP-7).
PubMed:Coumarins from Seseli hartvigii.
PubMed:Computational approach to characterization of human liver drug-metabolizing enzymes.
PubMed:The coumarin herniarin as a sensitizer in German chamomile [Chamomilla recutita (L.) Rauschert, Compositae].
PubMed:Identifying a higher throughput assay for metabolism dependent inhibition (MDI).
PubMed:Design, synthesis and anticancer activities of stilbene-coumarin hybrid compounds: Identification of novel proapoptotic agents.
PubMed:Engineering cytochrome P450 monooxygenase CYP 116B3 for high dealkylation activity.
PubMed:Determination of tegafur, 5-fluorouracil, gimeracil and oxonic acid in human plasma using liquid chromatography-tandem mass spectrometry.
PubMed:[Chemical constituents of Lobelia chinensis].
PubMed:Lavender as a source of novel plant compounds for the development of a natural herbicide.
PubMed:Hypoglycemic activity of constituents from Astianthus viminalis in normal and streptozotocin-induced diabetic mice.
PubMed:Characterization of chemopreventive agents from the dichloromethane extract of Eurycorymbus cavaleriei by liquid chromatography-ion trap mass spectrometry.
PubMed:Circadian rhythm of Z- and E-2-beta-D: -glucopyranosyloxy-4-methoxy cinnamic acids and herniarin in leaves of Matricaria chamomilla.
PubMed:Development of a novel fluorescent substrate for Autolysin E, a bacterial type II amidase.
PubMed:Fluorescent labeling of peptides on solid phase.
PubMed:Ov-APR-1, an aspartic protease from the carcinogenic liver fluke, Opisthorchis viverrini: functional expression, immunolocalization and subsite specificity.
PubMed:Salicylic acid-induced changes to growth and phenolic metabolism in Matricaria chamomilla plants.
PubMed:Coumarins from campylotropis hirtella (FRANCH.) SCHINDL. and their inhibitory activity on prostate specific antigen secreted from LNCaP cells.
PubMed:Antiamoebic coumarins from the root bark of Adina cordifolia and their new thiosemicarbazone derivatives.
PubMed:Simultaneous determination of 6-methylcoumarin and 7-methoxycoumarin in cosmetics using three-dimensional excitation-emission matrix fluorescence coupled with second-order calibration methods.
PubMed:Monitoring metalloproteinase activity using synthetic fluorogenic substrates.
PubMed:Development of sensitive cathepsin G fluorogenic substrate using combinatorial chemistry methods.
PubMed:Chemical and antibacterial constituents of Skimmia anquetelia.
PubMed:Interaction of the Lys(3614)-Asn(3643) calmodulin-binding domain with the Cys(4114)-Asn(4142) region of the type 1 ryanodine receptor is involved in the mechanism of Ca2+/agonist-induced channel activation.
PubMed:[Identification of cytochromes P450 in the human liver microsomes by mass spectrometry].
PubMed:A rapid and sensitive UPLC-ESI MS method for analysis of isofraxidin, a natural antistress compound, and its metabolites in rat plasma.
PubMed:Determination of sodium monofluoroacetate (1080) in biological samples as its 4-bromomethyl-7-methoxycoumarin derivative by RP-HPLC.
PubMed:Effects of compounds extracted from Santolina oblongifolia on TXB(2) release in human platelets.
PubMed:Constituents, biological activities and quality control parameters of the crude extract and essential oil from Arracacia tolucensis var. multifida.
PubMed:Antimicrobial activity of the methanolic extracts and compounds from Treculia obovoidea (Moraceae).
PubMed:A new approach for distinguishing cathepsin E and D activity in antigen-processing organelles.
PubMed:Capillary electrochromatography of selected phenolic compounds of Chamomilla recutita.
PubMed:[Studies on chemical constituents in herb from Artemisia rupestris].
PubMed:Quantification of spiroether isomers and herniarin of different parts of Matricaria matricarioides and flowers of Chamaemelum nobile.
PubMed:Neoflavonoids from Polygonum perfoliatum.
PubMed:A fluorogenic substrate as quantitative in vivo reporter to determine protein expression and folding of tobacco etch virus protease in Escherichia coli.
PubMed:Simultaneous determination of urinary metabolites of methoxypsoralens in human and Umbelliferae medicines by high-performance liquid chromatography.
PubMed:Inhibition of respiratory burst in human neutrophils and lipoxygenase enzyme by compounds from Haloxylon griffithii.
PubMed:Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).
PubMed:Continuous assay of protein tyrosine phosphatases based on fluorescence resonance energy transfer.
PubMed:Synthesis of chemical probes to map sulfenic acid modifications on proteins.
PubMed:Analysis of coumarin 7-hydroxylation activity of cytochrome P450 2A6 using random mutagenesis.
PubMed:Coumarin derivatives with tumor-specific cytotoxicity and multidrug resistance reversal activity.
PubMed:Identification of lipid binders in old oil paintings by separation of 4-bromomethyl-7-methoxycoumarin derivatives of fatty acids by liquid chromatography with fluorescence detection.
PubMed:A new selective substrate for cathepsin E based on the cleavage site sequence of alpha2-macroglobulin.
PubMed:Gender dimorphism and altitudinal variation of secondary compounds in leaves of the gynodioecious shrub Daphne laureola.
PubMed:Quantitative changes of secondary metabolites of Matricaria chamomilla by abiotic stress.
PubMed:Stereospecific high-performance liquid chromatographic analysis of hesperetin in biological matrices.
PubMed:Coumarin and flavone derivatives from estragon and thyme as inhibitors of chemical mediator release from RBL-2H3 Cells.
PubMed:Synthesis of N epsilon-(7-diethylaminocoumarin-3-carboxyl)- and N epsilon-(7-methoxycoumarin-3-carboxyl)-L-Fmoc lysine as tools for protease cleavage detection by fluorescence.
PubMed:Malnutrition sequela on the drug metabolizing enzymes in male Holtzman rats.
PubMed:Biochemical and biological characterization of a novel anti-aromatase coumarin derivative.
PubMed:Substrate-dependent activation of thermolysin by salt.
PubMed:Preparation and characterization of two LysB29 specifically labelled fluorescent derivatives of human insulin.
PubMed:Steviol quantification at the picomole level by high-performance liquid chromatography.
PubMed:[Studies on chemical constituents in the peels of Citrus changshan-huyou (I)].
PubMed:A general procedure for the purification of human beta-secretase expressed in Escherichia coli.
PubMed:Catalytic- and ecto-domains of membrane type 1-matrix metalloproteinase have similar inhibition profiles but distinct endopeptidase activities.
PubMed:Analysis of matrix metalloproteinase triple-helical peptidase activity with substrates incorporating fluorogenic L- or D-amino acids.
PubMed:Metabolism of stevioside in pigs and intestinal absorption characteristics of stevioside, rebaudioside A and steviol.
PubMed:Inhibitory effects of green tea catechins on the activity of human matrix metalloproteinase 7 (matrilysin).
PubMed:[Structure determination of the constituents from Citrus grandis Osbeck].
PubMed:Atom economy. Palladium-catalyzed formation of coumarins by addition of phenols and alkynoates via a net C-H insertion.
PubMed:Endopeptidases 3.4.24.15 and 24.16 in endothelial cells: potential role in vasoactive peptide metabolism.
PubMed:Natural fungicides from Ruta graveolens L. leaves, including a new quinolone alkaloid.
PubMed:8-(2-bromo-3-methoxy-3-methylbutyl)-7-methoxycoumarin.
PubMed:An extract of Tagetes lucida and its phenolic constituents as antioxidants.
PubMed:Inhibitory effects of alcohols on thermolysin activity as examined using a fluorescent substrate.
PubMed:5-hydroxyramulosin, a new natural product produced by Phoma tropica, a marine-derived fungus isolated from the alga Fucus spiralis.
PubMed:Triple-helical peptide analysis of collagenolytic protease activity.
PubMed:Some coumarins and triphenylethene derivatives as inhibitors of human testes microsomal 17beta-hydroxysteroid dehydrogenase (17beta-HSD type 3): further studies with tamoxifen on the rat testes microsomal enzyme.
PubMed:New chemical constituents of Euphorbia quinquecostata and absolute configuration assignment by a convenient Mosher ester procedure carried out in NMR tubes.
PubMed:Cytochrome P450 fluorometric substrates: identification of isoform-selective probes for rat CYP2D2 and human CYP3A4.
PubMed:Coumarins give misleading absorbance with Ellman's reagent suggestive of thiol conjugates.
PubMed:A new coumarin from the stem of Angelica dahurica.
PubMed:Substrate binding of gelatinase B induces its enzymatic activity in the presence of intact propeptide.
PubMed:Uracil in human DNA from subjects with normal and impaired folate status as determined by high-performance liquid chromatography-tandem mass spectrometry.
PubMed:Response of prostaglandin content in the red alga Gracilaria verrucosa to season and solar irradiance.
PubMed:Application of gradient-enhanced nuclear Overhauser effect spectroscopy GOESY) in the structure elucidation of plant secondary metabolites.
PubMed:Comparison of the stability of some major cytochrome P450 and conjugation reactions in rat, dog and human hepatocyte monolayers.
PubMed:The validity of two HPLC methods and a colorimetric PP2A assay related to the mouse bioassay in quantification of diarrhetic toxins in blue mussels (Mytilus edulis).
PubMed:Kinetic analysis of matrix metalloproteinase activity using fluorogenic triple-helical substrates.
PubMed:Interactions of human matrix metalloproteinase 7 (matrilysin) with the inhibitors thiorphan and R-94138.
PubMed:Effects of dimethyl sulfoxide, temperature, and sodium chloride on the activity of human matrix metalloproteinase 7 (matrilysin).
PubMed:Development of an internally quenched fluorescent substrate selective for endothelin-converting enzyme-1.
PubMed:The repeatability of two HPLC methods and the PP2A assay in the quantification of diarrhetic toxins in blue mussels (Mytilus edulis).
PubMed:Proteolytic activation of recombinant pro-memapsin 2 (pro-beta-secretase) studied with new fluorogenic substrates.
PubMed:Structure-activity relationship of piperine and its synthetic analogues for their inhibitory potentials of rat hepatic microsomal constitutive and inducible cytochrome P450 activities.
PubMed:Fluorescent-labeled ligands for the benzodiazepine receptor. Part 1: Synthesis and characterization of fluorescent-labeled benzodiazepines.
PubMed:Synthesis, photochemistry and application of (7-methoxycoumarin-4-yl)methyl-caged 8-bromoadenosine cyclic 3',5'-monophosphate and 8-bromoguanosine cyclic 3',5'-monophosphate photolyzed in the nanosecond time region.
PubMed:Sex difference in the daily rhythm of hepatic P450 monooxygenase activities in rats is regulated by growth hormone release.
PubMed:Identification of coumarins from lemon fruit (Citrus limon) as inhibitors of in vitro tumor promotion and superoxide and nitric oxide generation.
PubMed:Daily fluctuation of hepatic P450 monooxygenase activities in male rats is controlled by the suprachiasmatic nucleus but remains unaffected by adrenal hormones.
PubMed:Biochemical characterization of the catalytic domain of membrane-type 4 matrix metalloproteinase.
PubMed:Derivatization of thymine and thymine photodimers with 4-bromomethyl-7-methoxycoumarin for fluorescence detection in high-performance liquid chromatography.
PubMed:A phosphotyrosine-containing quenched fluorogenic peptide as a novel substrate for protein tyrosine phosphatases.
PubMed:A high throughput assay of the hepatitis C virus nonstructural protein 3 serine proteinase.
PubMed:Anti-tumor-promoting effects of 8-substituted 7-methoxycoumarins on Epstein-Barr virus activation assay.
PubMed:Characterization of new fluorogenic substrates for the rapid and sensitive assay of cathepsin E and cathepsin D.
PubMed:Influence of oleic acid on the expression, activation and activity of gelatinase A produced by oncogene-transformed human bronchial epithelial cells.
PubMed:Determination of perfluorinated carboxylic acids in biological samples by high-performance liquid chromatography.
PubMed:Determination of 7alpha-hydroxycholesterol in dog plasma by high-performance liquid chromatography with fluorescence detection.
PubMed:Derivatization of 5-fluorouracil with 4-bromomethyl-7-methoxycoumarin for determination by liquid chromatography-mass spectrometry.
PubMed:Expression of collagenase/gelatinase activity from basement-membrane fibronectin--isolation after limited proteolysis of a bovine lens capsule and molecular definition of this thiol-dependent zinc metalloproteinase.
PubMed:Kinetic analysis of the mechanism of interaction of full-length TIMP-2 and gelatinase A: evidence for the existence of a low-affinity intermediate.
PubMed:Cytochrome P450 enzyme activities in the Australian brushtail possum trichosurus vulpesula: a comparison with the rat, rabbit, sheep and chicken.
PubMed:Piperine inhibits aflatoxin B1-induced cytotoxicity and genotoxicity in V79 Chinese hamster cells genetically engineered to express rat cytochrome P4502B1.
PubMed:Bilobalide, a constituent of Ginkgo biloba L., potentiates drug-metabolizing enzyme activities in mice: possible mechanism for anticonvulsant activity against 4-O-methylpyridoxine-induced convulsions.
PubMed:A novel metalloproteinase, almelysin, from a marine bacterium, Alteromonas sp. No. 3696: purification and characterization.
PubMed:Alterations in serum phosphatidylcholine fatty acyl species by eicosapentaenoic and docosahexaenoic ethyl esters in patients with severe hypertriglyceridemia.
PubMed:Minimal effect of acute experimental hepatitis induced by lipopolysaccharide/D-galactosamine on biotransformation in rats.
PubMed:Differential activation of endopeptidase EC 3.4.24.15 toward natural and synthetic substrates by metal ions.
PubMed:Antiinflammatory activity of coumarins from Santolina oblongifolia.
PubMed:Constituents from the stem wood of Euphorbia quinquecostata with phorbol dibutyrate receptor-binding inhibitory activity.
PubMed:Effects of culture duration, cytochrome P-450 inhibition and glutathione depletion on toxicity of diverse xenobiotics.
PubMed:Comparison of effects of xenobiotics on extrahepatic and hepatic microsomal drug-metabolizing enzymes in mice.
PubMed:Sensitive high-performance liquid chromatographic assay for pilocarpine in biological fluids using fluorescence derivatisation.
PubMed:Molecular cloning and expression of rat brain endopeptidase 3.4.24.16.
PubMed:Two new 6-alkylcoumarins from Angelica pubescens f. biserrata.
PubMed:Evidence for the importance of weakly bound water for matrix metalloproteinase activity.
PubMed:Characterization of rat uterine matrilysin and its cDNA. Relationship to human pump-1 and activation of procollagenases.
PubMed:Induction of cytochrome P-450 isoenzymes in cultured monkey hepatocytes.
PubMed:Piperine, a major ingredient of black and long peppers, protects against AFB1-induced cytotoxicity and micronuclei formation in H4IIEC3 rat hepatoma cells.
PubMed:Catalytic properties of the plant cytochrome P450 CYP73 expressed in yeast. Substrate specificity of a cinnamate hydroxylase.
PubMed:Fatty acids in erythrocytes measured by isocratic HPLC.
PubMed:Fluorogenic N-nitrosoamides: active-site labeling reagents for chymotrypsin-like proteases.
PubMed:Design and characterization of a fluorogenic substrate selectively hydrolyzed by stromelysin 1 (matrix metalloproteinase-3).
PubMed:Antibiotic activity and absolute configuation of 8S-heptadeca-2(Z),9(Z)-diene-4,6-diyne-1,8-diol from Bupleurum salicifolium.
PubMed:Fluorescent derivatives of thromboxane B(2): Synthesis, spectroscopic and immunologic properties.
PubMed:Use of 7-alkoxyphenoxazones, 7-alkoxycoumarins and 7-alkoxyquinolines as fluorescent substrates for rainbow trout hepatic microsomes after treatment with various inducers.
PubMed:A procedure for the determination of 5-fluorouracil in tissue using microbore HPLC and fluorescence detection.
PubMed:Investigation of derivatization reagents for the analysis of diarrhetic shellfish poisoning toxins by liquid chromatography with fluorescence detection.
PubMed:[Absorption and excretion of apigenin, apigenin-7-glycoside and herniarin after oral administration of extracts of Matricaria recutita (L.) (syn. Chamomilla recutita (L.) Rauschert)].
PubMed:Effect of phenobarbital and other model inducers on cytochrome P450 isoenzymes in primary culture of dog hepatocytes.
PubMed:High performance liquid chromatographic determination of free and conjugated bile acids in serum, liver biopsies, bile, gastric juice and feces by fluorescence labeling.
PubMed:Depression of drug-metabolizing activity in the human liver by interferon-beta.
PubMed:Determination of fatty acids in fish oil dietary supplements by capillary chromatography with laser-induced fluorescence detection.
PubMed:Determination of free valproic acid: evaluation of the Centrifree system and comparison between high-performance liquid chromatography and enzyme immunoassay.
PubMed:Phycotoxins in seafood--toxicological and chromatographic aspects.
PubMed:Potent inhibition of endopeptidase 24.16 and endopeptidase 24.15 by the phosphonamide peptide N-(phenylethylphosphonyl)-Gly-L-Pro-L-aminohexanoic acid.
PubMed:Synthesis and central pharmacological screening of new aminoalkoxy derivatives of coumarin and chromene.
PubMed:Lipoxin recognition sites. Specific binding of labeled lipoxin A4 with human neutrophils.
PubMed:Determination of valproic acid by high-performance liquid chromatography with photodiode-array and fluorescence detection.
PubMed:Effect of a perfluorochemical emulsion on the rat hepatic mixed function oxidase system.
PubMed:Differentiation of cytochrome P-450 inducers on the basis of 7-alkoxycoumarin O-dealkylase activities.
PubMed:4-Bromomethyl-7-methoxycoumarin and analogues as derivatization agents for high-performance liquid chromatography determinations: a review.
PubMed:A novel coumarin-labelled peptide for sensitive continuous assays of the matrix metalloproteinases.
PubMed:Measurement of incorporation of bromodeoxyuridine into DNA by high performance liquid chromatography using a novel fluorescent labelling technique.
PubMed:New fluorescent derivatives of cyclosporin for use in immunoassays.
PubMed:Fluorimetric assay of the neurotensin-degrading metalloendopeptidase, endopeptidase 24.16.
PubMed:Purification and properties of a rat liver phenobarbital-inducible 4-hydroxybiphenyl UDP-glucuronosyltransferase.
PubMed:Selective high-performance liquid chromatographic method for the determination of glycyrrhizin and glycyrrhetic acid-3-O-glucuronide in biological fluids: application of ion-pair extraction and fluorescence labelling agent.
PubMed:Catalytic activity and immunochemical quantification of hepatic cytochrome P-450 in β-naphthoflavone and isosafrol treated rainbow trout (Oncorhynchus mykiss).
PubMed:Dealkylation of 7-methoxycoumarin as assay for measuring constitutive and phenobarbital-inducible cytochrome P450s.
PubMed:Clean-up and determination of sodium valproate in serum by high-performance liquid chromatography with fluorimetric detection.
PubMed:Coumarin-induced changes in delta-aminolaevulinic acid synthase and cytochrome P-450 in chick embryo liver.
PubMed:Chicken liver Pz-peptidase, a thiol-dependent metallo-endopeptidase.
PubMed:High-performance liquid chromatography with chemiluminescence detection of serum levels of pre-column derivatized fluoropyrimidine compounds.
PubMed:Drug metabolizing capacity in vitro and in vivo--II. Correlations between hepatic microsomal monooxygenase markers in phenobarbital-induced rats.
PubMed:Drug metabolizing capacity in vitro and in vivo--I. Correlations between hepatic microsomal monooxygenase markers in beta-naphthoflavone-induced rats.
PubMed:Anti-inflammatory constituents of topically applied crude drugs. IV. Constituents and anti-inflammatory effect of Paraguayan crude drug "alhucema" (Lavandula latifolia Vill.).
PubMed:Determination of individual bile acids in serum by high performance liquid chromatography.
PubMed:An alternative quenched fluorescence substrate for Pz-peptidase.
PubMed:Characterization of S9 fraction used in the third UKEMS collaborative trial.
PubMed:Depression of drug metabolizing activity in the human liver by interferon-alpha.
PubMed:A predictive mouse ear-swelling model for investigating topical phototoxicity.
PubMed:Analysis of 5-fluorouracil in plasma by precolumn derivatization with 4-bromomethyl-7-methoxycoumarin, followed by multi-dimensional high-performance liquid chromatography.
PubMed:Cytochrome P-450 mediated O-dealkylation of 7-alkoxycoumarins in liver microsomes from rainbow trout (Salmo gairdneri).
PubMed:Quantitation of platelet-activating factor by high-performance liquid chromatography with fluorescent detection.
PubMed:Comparison of the effects of various inducers on 7-alkoxycoumarin O-dealkylase activities in liver microsomes.
PubMed:Conformational change of the L-shaped tRNA(Phe) molecule.
PubMed:High-performance liquid chromatography of 5-fluorouracil after derivatization with 4-bromomethyl-7-methoxycoumarin. Characterization of the derivative and the use of column switching for the improvement of resolution and the enhancement of sensitivity.
PubMed:High-performance liquid chromatographic determination of valproic acid in plasma using a micelle-mediated pre-column derivatization.
PubMed:[Relationship between absorption and fluorescence excitation spectra of psoralens and coumarins and their concentration].
PubMed:Influence of medium composition on 7-alkoxycoumarin O-dealkylase activities of rat hepatocytes in primary maintenance culture.
PubMed:The interaction of metyrapone and alpha-naphthoflavone with rat olfactory cytochrome P-450.
PubMed:Coumarins inPrunus mahaleb and its herbivore, the small ermine mothYponomeuta mahalebellus.
PubMed:High-performance liquid chromatographic analysis of glucuronic acid conjugates after derivatization with 4-bromomethyl-7-methoxycoumarin.
PubMed:The detection of cytotoxicity produced by short-lived reactive intermediates: a study with bromobenzene.
PubMed:Simultaneous determination of imidazoleacetic acid and N tau- and N pi-methylimidazoleacetic acids in human urine by high-performance liquid chromatography with fluorescence detection.
PubMed:Enhanced antifertility activity of non-steroidal molecules with 3-n-butylamino-2-hydroxypropyloxy side chain.
PubMed:Use of 4-bromomethyl-7-methoxycoumarin for derivatization of pyrimidine compounds in serum analysed by high-performance liquid chromatography with fluorimetric detection.
PubMed:Femtomole analysis of prostaglandin pharmaceuticals.
PubMed:[Chemistry and pharmacology of pyran derivatives. 16. Derivatives of 2-(dialkylamino)-7-methoxychromone with antiallergic activity].
PubMed:High-performance liquid chromatography with fluorimetric detection in biological tissues of the 4-bromomethyl-7-methoxycoumarin ester derivative of 5-pyrrolidone-2-carboxylic acid.
PubMed:Plant antitumor agents, 21. Flavones, coumarins, and an alkaloid from Sargentia greggii.
PubMed:A comparison of two cytotoxicity assays for the detection of metabolism-mediated toxicity in vitro: a study with cyclophosphamide.
PubMed:3-Chloroformyl-7-methoxycoumarin as a fluorescent derivatization reagent for alcoholic compounds in liquid chromatography and its use for the assay of 17-oxosteroids in urine.
PubMed:Influence of cytochrome P-450 type on the pattern of conjugation of 7-hydroxycoumarin generated from 7-alkoxycoumarins.
PubMed:Fluorescence determination of 5-fluorouracil and 1-(tetrahydro-2-furanyl)-5-fluorouracil in blood serum by high-performance liquid chromatography.
PubMed:Determination of nicotinic acid in serum by high-performance liquid chromatography with fluorescence detection.
PubMed:Purification and characterization of cytochrome P-450 with high affinity for 7-alkoxycoumarins.
PubMed:Prostaglandin determination with fluorescent reagents.
PubMed:Determination by hplc of trifluoroacetate levels in plasma and urine of patients anaesthetized with halothane.
PubMed:Determination of trace levels of fatty acid metal salts by high-performance liquid chromatography with fluorescence prelabeling.
PubMed:Fluorescence labelling of pyrimidine nucleobases and their related compounds for high-performance liquid chromatography.
PubMed:Conformational study of low molecular weight RNAs in solution by fluorescent probe.
PubMed:[Assay of 2-phenylbutyric acid in plasma with gas and liquid chromatography].
PubMed:[Labeling of 5-fluorouracil and pyrimidine nucleosides with 4-bromomethyl-7-methoxycoumarin for fluorimetric detection in high performance liquid chromatography].
PubMed:Novel Biotransformations of 7-Ethoxycoumarin by Streptomyces griseus.
PubMed:Quantitative high-pressure liquid chromatography-fluorescence determination of some important lower Fatty acids in lake sediments.
PubMed:Thermal and Mg2+ dependent behavior of pseudouridines at 39th and 55th of yeast tRNAPhe.
PubMed:Acceleration of 7-[methoxy-14C]coumarin-derived carbon dioxide exhalation by cobalt pretreatment in mice.
PubMed:Fluorescence labelling in trace analysis of biological samples: simultaneous determination of free fatty acids and related carboxylic compounds.
PubMed:O-demethylation of scoparone and studies on the scoparone-induced spectral change of cytochrome P-450 in rat liver microsomes.
PubMed:Reconstituted O-dealkylase systems containing various forms of liver microsomal cytochrome P-450.
PubMed:[A fluorometic test for microsomal monooxygenase activity in the rat liver with scoparone as substrate (author's transl)].
PubMed:Fluorescent derivatives of prostaglandins and thromboxanes for liquid chromatography.
PubMed:4-Bromomethyl-7-methoxycoumarin as a new fluorescence label for fatty acids.
PubMed:[O-Methylation of epinephrine, 3,4-dihydroxybenzoic acid and 6,7-dihydroxycoumarin in yeasts (author's transl)].
PubMed:[6.7-Dihydroxycoumarin (Aesculetin) as a substrate for catechol-o-methyltransferase (author's transl)].
PubMed:The metabolism of umbelliferone and herniarin in rats and by the rat intestinal microflora.
PubMed:BIOSYNTHESIS OF THE COUMARINS. VI. FURTHER STUDIES ON HERNIARIN FORMATION IN LAVENDER.
PubMed:Biosynthesis of coumarin and herniarin in lavender.
 
Notes:
methoxy analog of umbelliferone. Present in Prunus mahaleb (mahaleb cherry)
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