4-HYDROXYCOUMARIN

Details

Stereochemistry	ACHIRAL
Molecular Formula	C9H6O3
Molecular Weight	162.1421
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC1=CC(=O)OC2=CC=CC=C12

InChI

InChIKey=VXIXUWQIVKSKSA-UHFFFAOYSA-N

InChI=1S/C9H6O3/c10-7-5-9(11)12-8-4-2-1-3-6(7)8/h1-5,10H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Substituted benzopyranobenzothiazinones. Synthesis and estrogenic activity on MCF-7 breast carcinoma cells.	2001 Feb	11311744
Acute toxicity of ferulenol, a 4-hydroxycoumarin isolated from Ferula communis L.	2002 Feb	11828999
Synthesis and pharmacological investigations of some 4-hydroxycoumarin derivatives.	2003 Apr	12761761
Application of capillary electrophoresis with pH-mediated sample stacking to analysis of coumarin metabolites in microsomal incubations.	2003 Aug 8	12899967
Glucosylation of phenolic compounds by Pharbitis nil hairy roots: I. Glucosylation of coumarin and flavone derivatives.	2004 Oct	15502347
Phosphorohydrazines of 4-oxo-4H-1-benzopyran and 1-benzopyran-2,4-dione exhibit antitumor activity against L1210 leukemia.	2004 Sep	15497762
Biotin-avidin amplified enzyme-linked immunosorbent assay for determination of isoflavone daidzein.	2005 Feb 15	18969844
Dicoumarol potentiates cisplatin-induced apoptosis mediated by c-Jun N-terminal kinase in p53 wild-type urogenital cancer cell lines.	2006 Apr 20	16518417
Antibacterial, antifungal and cytotoxic properties of novel N-substituted sulfonamides from 4-hydroxycoumarin.	2006 Dec	17252948
Novel base catalysed rearrangement of sultone oximes to 1,2-benzisoxazole-3-methane sulfonate derivatives.	2007 Jun 8	17555607
[Determination of five 4-hydroxycoumarin rodenticides in whole blood by high performance liquid chromatography with fluorescence detection].	2007 Mar	17580689
Synthesis and structure-activity relationships of novel warfarin derivatives.	2007 Mar 15	17275317
Multi-substrate flavonol O-glucosyltransferases from strawberry (Fragaria x ananassa) achene and receptacle.	2008	18487633
The synthesis and antimicrobial activity of some 4-hydroxycoumarin derivatives.	2008 Aug	18816263
Synthesis and antimicrobial evaluation of some novel 2-aminothiazole derivatives of 4-hydroxy-chromene-2-one.	2008 Aug	18623301
2-Amino-4'-bromo-2',5-dioxo-4H,5H-pyrano[3,2-c]chromene-4-spiro-3'(2'H)-1'H-indole-3-carbonitrile N,N-dimethyl-formamide solvate.	2008 May 30	21202670
Electrochemical synthesis of 4-(dihydroxyphenylthio)-2H-chromen-2-one derivatives.	2008 Nov	18981606
Evaluation of alternatives to warfarin as probes for Sudlow site I of human serum albumin: characterization by high-performance affinity chromatography.	2009 Apr 17	18926542
Redox active donor-substituted punicin derivatives.	2009 Apr 7	19300831
Synthesis and insecticidal activity of new 4-hydroxy-2H-1-benzopyran-2-one derivatives.	2009 Dec	19430739
4-Hydr-oxy-3-[(2E)-3-(3,4,5-trimethoxy-phen-yl)prop-2-eno-yl]-2H-chromen-2-one.	2009 Jun 20	21582916
Design and microwave-assisted synthesis of naphtho[2,3-f]quinoline derivatives and their luminescent properties.	2009 Mar 9	19115830
Reactions of 3-benzoyl-7-dimethylamino-4-hydroxycoumarin and their potential applications in solution- and solid-phase synthesis.	2009 May	19184500
Synthesis and biological evaluation of coumarin-based inhibitors of NAD(P)H: quinone oxidoreductase-1 (NQO1).	2009 Nov 26	19877692
Formation of coumarines during the degradation of alkyl substituted aromatic oil components by the yeast Trichosporon asahii.	2009 Oct	19536538
4,4-Dimethyl-2-tosyl-1,2,3,3a,4,11b-hexa-hydro-11H-pyrrolo[3,4-c]pyrano[5,6-c]chromen-11-one 0.125-hydrate.	2009 Oct 31	21578517
Biosynthesis of biphenyls and benzophenones--evolution of benzoic acid-specific type III polyketide synthases in plants.	2009 Oct-Nov	19699497
Study on the inhibitory mechanism and binding mode of the hydroxycoumarin compound NSC158393 to HIV-1 integrase by molecular modeling.	2009 Sep	19382173
Inhibition of human DHODH by 4-hydroxycoumarins, fenamic acids, and N-(alkylcarbonyl)anthranilic acids identified by structure-guided fragment selection.	2010 Apr 6	20183850
Ultrasound-assisted one-pot, three-component synthesis of spiro[indoline-3,4'-pyrazolo[3,4-b]pyridine]-2,6'(1'H)-diones in water.	2010 Feb	19836289
A novel 4-hydroxycoumarin biosynthetic pathway.	2010 Jan	19757094
Warfarin: an environment-dependent switchable molecular probe.	2010 Nov-Dec	21031478
Regulators of the proteasome pathway, Uch37 and Rpn13, play distinct roles in mouse development.	2010 Oct 27	21048919
Structure-activity relationships of new 4-hydroxy bis-coumarins as radical scavengers and chain-breaking antioxidants.	2010 Sep	20211681

Patents

Name

Type

Language

4-HYDROXYCOUMARIN

Systematic Name

English

4-HYDROXYCHROMEN-2-ONE

Systematic Name

English

2H-1-BENZOPYRAN-2-ONE, 4-HYDROXY-

Systematic Name

English

4-HYDROXYCOUMARIN [USP IMPURITY]

Common Name

English

4-HYDROXY-2H-1-BENZOPYRAN-2-ONE

Systematic Name

English

BENZOTETRONIC ACID

Common Name

English

WARFARIN SODIUM IMPURITY B [EP IMPURITY]

Common Name

English

4-COUMARINOL

Systematic Name

English

NSC-11889

Code

English

COUMARIN, 4-HYDROXY-

Systematic Name

English

Code System Code Type Description

ECHA (EC/EINECS)

214-060-2