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939-19-5,MFCD00017490
Catalog No.:AA00GRDM

939-19-5 | 3-Hydroxycoumarin

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1g
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5g
98%
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$145.00   $102.00
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10g
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$236.00   $166.00
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25g
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA00GRDM
Chemical Name:
3-Hydroxycoumarin
CAS Number:
939-19-5
Molecular Formula:
C9H6O3
Molecular Weight:
162.1421
MDL Number:
MFCD00017490
SMILES:
C1=CC=C2C(=C1)C=C(C(=O)O2)O
NSC Number:
74691
Properties
Computed Properties
 
Complexity:
232  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
XLogP3:
1.8  

Downstream Synthesis Route

[1]Takaishi,Kazuto;Izumi,Minoru;Baba,Naomichi;Kawazu,Kazuyoshi;Nakajima,Shuhei[BioorganicandMedicinalChemistryLetters,2008,vol.18,#20,p.5614-5617]

[2]Shin,Chung-gi;Nakajima,Yoshiharu;Sato,Yoshiaki[ChemistryLetters,1984,p.1301-1304]

62240-37-3    939-19-5   
3-2-(2-methyl-1,3dioxolan-2-yl)-ethylamino-chromen-2-one 

[1]Synlett,2003,p.987-990

939-19-5    2752-65-0   
coumarin-3-gambogate 

[1]Molecules,2012,vol.17,p.6249-6268

[1]BioorganicandMedicinalChemistry,2013,vol.21,p.146-152

[1]Mondal,Animesh;Rana,Sunil;Mukhopadhyay,Chhanda[TetrahedronLetters,2014,vol.55,#24,p.3498-3502]

Literature

Title: Identification of metabolites from benzo[a]pyrene oxidation by ligninolytic enzymes of Polyporus sp. S133.

Journal: Journal of environmental management 20121130

Title: Unconventional titania photocatalysis: direct deployment of carboxylic acids in alkylations and annulations.

Journal: Journal of the American Chemical Society 20120822

Title: Synthesis, spectral characterization and antimicrobial evaluation of Schiff base Cr (III), Mn (III) and Fe (III) macrocyclic complexes.

Journal: European journal of medicinal chemistry 20120601

Title: Biotransformation of hydroxycoumarin derivatives by cultured suspension cells of Catharanthus roseus.

Journal: Die Pharmazie 20120501

Title: Synthesis, photoluminescent behaviors, and theoretical studies of two novel ketocoumarin derivatives.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20120301

Title: Antiviral Ability of Kalanchoe gracilis Leaf Extract against Enterovirus 71 and Coxsackievirus A16.

Journal: Evidence-based complementary and alternative medicine : eCAM 20120101

Title: Pancreatic anticancer activity of a novel geranylgeranylated coumarin derivative.

Journal: Bioorganic & medicinal chemistry letters 20111001

Title: Highly sensitive fluorescence 'turn-on' indicator for fluoride anion with remarkable selectivity in organic and aqueous media.

Journal: The Journal of organic chemistry 20110520

Title: Design, synthesis, and evaluation of coumarin-based molecular probes for imaging of myelination.

Journal: Journal of medicinal chemistry 20110414

Title: Coumarins in Phormium (New Zealand flax) fibers: their role in fluorescence and photodegradation.

Journal: Photochemistry and photobiology 20110101

Title: Synthesis and α-glucosidase inhibitory mechanisms of bis(2,3-dibromo-4,5-dihydroxybenzyl) ether, a potential marine bromophenol α-glucosidase inhibitor.

Journal: Marine drugs 20110101

Title: Clinical Use of Inhibitors of HIV-1 Integration: Problems and Prospects.

Journal: Acta naturae 20110101

Title: In vivo indirect measurement of cytochrome P450-associated activities in freshwater gastropod molluscs.

Journal: Environmental toxicology 20101201

Title: 6,7-Dihydroxy-4-phenylcoumarin as inhibitor of aldose reductase 2.

Journal: Bioorganic & medicinal chemistry letters 20101001

Title: Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect.

Journal: Biochimie 20100901

Title: Coumarins incorporating hydroxy- and chloro-moieties selectively inhibit the transmembrane, tumor-associated carbonic anhydrase isoforms IX and XII over the cytosolic ones I and II.

Journal: Bioorganic & medicinal chemistry letters 20100801

Title: Development of pH-responsive fluorescent false neurotransmitters.

Journal: Journal of the American Chemical Society 20100707

Title: Ketocoumarin dyes as electron mediators for visible light induced carboxylate photorelease.

Journal: Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20100601

Title: Engineering bacterial cytochrome P450 (P450) BM3 into a prototype with human P450 enzyme activity using indigo formation.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20100501

Title: Spatial regulation of membrane fusion controlled by modification of phosphoinositides.

Journal: PloS one 20100101

Title: Effects of Semelil (ANGIPARS™) on focal cerebral ischemia in male rats.

Journal: Daru : journal of Faculty of Pharmacy, Tehran University of Medical Sciences 20100101

Title: Study on the inhibitory mechanism and binding mode of the hydroxycoumarin compound NSC158393 to HIV-1 integrase by molecular modeling.

Journal: Biopolymers 20090901

Title: Comparison of intrinsic metabolic clearance in fresh and cryopreserved human hepatocytes.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20090901

Title: 4-Hydr-oxy-3-[(2E)-3-(3,4,5-trimethoxy-phen-yl)prop-2-eno-yl]-2H-chromen-2-one.

Journal: Acta crystallographica. Section E, Structure reports online 20090701

Title: The structure-activity relationship between oxycoumarin derivatives showing inhibitory effects on iNOS in mouse macrophage RAW264.7 cells.

Journal: Journal of natural medicines 20090101

Title: Topical Calendula officinalis L. successfully treated exfoliative cheilitis: a case report.

Journal: Cases journal 20090101

Title: Interaction of thyroxine with 7 hydroxycoumarin: a fluorescence quenching study.

Journal: Journal of fluorescence 20080901

Title: Multi-substrate flavonol O-glucosyltransferases from strawberry (Fragaria x ananassa) achene and receptacle.

Journal: Journal of experimental botany 20080701

Title: In vitro evaluation of reversible and irreversible cytochrome P450 inhibition: current status on methodologies and their utility for predicting drug-drug interactions.

Journal: The AAPS journal 20080601

Title: Structural insights into hydroxycoumarin-induced apoptosis in U-937 cells.

Journal: Bioorganic & medicinal chemistry 20080301

Title: Relationship between quantum-chemical descriptors of proton dissociation and experimental acidity constants of various hydroxylated coumarins. Identification of the biologically active species for xanthine oxidase inhibition.

Journal: European journal of medicinal chemistry 20070701

Title: CYP2A6 polymorphisms: is there a role for pharmacogenomics in preventing coumarin-induced hepatotoxicity in lymphedema patients?

Journal: Pharmacogenomics 20070201

Title: 3-Hydroxycoumarin as a new matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of DNA.

Journal: Journal of the American Society for Mass Spectrometry 20061201

Title: Influence of warfarin therapy on activated factor VII clotting activity.

Journal: Blood coagulation & fibrinolysis : an international journal in haemostasis and thrombosis 20060401

Title: Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone.

Journal: BMC complementary and alternative medicine 20060101

Title: Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies.

Journal: Environmental health perspectives 20051001

Title: Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits.

Journal: Journal of agricultural and food chemistry 20050420

Title: Troxerutin protects the isolated perfused rat liver from a possible lipid peroxidation by coumarin.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20050101

Title: Antioxidant properties of 3-hydroxycoumarin derivatives.

Journal: Bioorganic & medicinal chemistry 20041101

Title: Convenient replacement of the hydroxy by an amino group in 4 hydroxycoumarin and 4-hydroxy-6-methyl-2-pyrone under microwave irradiation.

Journal: Molecules (Basel, Switzerland) 20040731

Title: Salmonella-based rodenticides and public health.

Journal: Emerging infectious diseases 20040601

Title: Antineoplastic and antibacterial activity of some mononuclear Ru(II) complexes.

Journal: Journal of enzyme inhibition and medicinal chemistry 20040401

Title: Phase I and II enzyme characterization of two sources of HepG2 cell lines.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20040301

Title: Cloning and characterization of a glucosyltransferase that reacts on 7-hydroxyl group of flavonol and 3-hydroxyl group of coumarin from tobacco cells.

Journal: Archives of biochemistry and biophysics 20031201

Title: Dermal absorption of a liquid diphacinone rodenticide causing coagulaopathy.

Journal: Veterinary and human toxicology 20031201

Title: Studies on the nitroreductase prodrug-activating system. Crystal structures of complexes with the inhibitor dicoumarol and dinitrobenzamide prodrugs and of the enzyme active form.

Journal: Journal of medicinal chemistry 20030911

Title: PNA-based RNA-triggered drug-releasing system.

Journal: Bioconjugate chemistry 20030101

Title: High-affinity activators of cystic fibrosis transmembrane conductance regulator (CFTR) chloride conductance identified by high-throughput screening.

Journal: The Journal of biological chemistry 20021004

Title: Identification of the cytochromes P450 that catalyze coumarin 3,4-epoxidation and 3-hydroxylation.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20020501

Title: Excited-state dipole moments of some hydroxycoumarin dyes using an efficient solvatochromic method based on the solvent polarity parameter, EN(T).

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20010101

Title: Alavi SJ, Sadeghian H, Seyedi SM, Salimi A, Eshghi H. A novel class of human 15-LOX-1 inhibitors based on 3-hydroxycoumarin. Chem Biol Drug Des. 2018;91(6):1125‐1132.

Title: Born SL, et al. Synthesis and reactivity of coumarin 3,4-epoxide. Drug Metab Dispos. 1997;25(11):1318‐1324.

Title: Asthana S, et al. Structure-Activity Relationship Study of Hydroxycoumarins and Mushroom Tyrosinase. J Agric Food Chem. 2015;63(32):7236‐7244.

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