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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 of 3-HYDROXYCOUMARIN

SMILES

OC1=CC2=C(OC1=O)C=CC=C2

InChI

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

HIDE SMILES / InChI

Molecular Formula C9H6O3
Molecular Weight 162.1421
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
In vivo indirect measurement of cytochrome P450-associated activities in freshwater gastropod molluscs.
2010-12
Structure-activity relationship of dihydroxy-4-methylcoumarins as powerful antioxidants: correlation between experimental & theoretical data and synergistic effect.
2010-09
Spatial regulation of membrane fusion controlled by modification of phosphoinositides.
2010-08-17
Development of pH-responsive fluorescent false neurotransmitters.
2010-07-07
Ketocoumarin dyes as electron mediators for visible light induced carboxylate photorelease.
2010-06
Engineering bacterial cytochrome P450 (P450) BM3 into a prototype with human P450 enzyme activity using indigo formation.
2010-05
Effects of Semelil (ANGIPARS™) on focal cerebral ischemia in male rats.
2010
Topical Calendula officinalis L. successfully treated exfoliative cheilitis: a case report.
2009-11-23
Comparison of intrinsic metabolic clearance in fresh and cryopreserved human hepatocytes.
2009-09
Study on the inhibitory mechanism and binding mode of the hydroxycoumarin compound NSC158393 to HIV-1 integrase by molecular modeling.
2009-09
4-Hydr-oxy-3-[(2E)-3-(3,4,5-trimethoxy-phen-yl)prop-2-eno-yl]-2H-chromen-2-one.
2009-06-20
The structure-activity relationship between oxycoumarin derivatives showing inhibitory effects on iNOS in mouse macrophage RAW264.7 cells.
2009-01
Interaction of thyroxine with 7 hydroxycoumarin: a fluorescence quenching study.
2008-09
In vitro evaluation of reversible and irreversible cytochrome P450 inhibition: current status on methodologies and their utility for predicting drug-drug interactions.
2008-06
Multi-substrate flavonol O-glucosyltransferases from strawberry (Fragaria x ananassa) achene and receptacle.
2008
CYP2A6 polymorphisms: is there a role for pharmacogenomics in preventing coumarin-induced hepatotoxicity in lymphedema patients?
2007-02
3-Hydroxycoumarin as a new matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of DNA.
2006-12
Ethnopharmacological evaluation of radal (leaves of Lomatia hirsuta) and isolation of 2-methoxyjuglone.
2006-08-31
Influence of warfarin therapy on activated factor VII clotting activity.
2006-04
Lessons learned for the assessment of children's pesticide exposure: critical sampling and analytical issues for future studies.
2005-10
Antifungal synergistic effect of scopoletin, a hydroxycoumarin isolated from Melia azedarach L. fruits.
2005-04-20
Troxerutin protects the isolated perfused rat liver from a possible lipid peroxidation by coumarin.
2005-01
Antioxidant properties of 3-hydroxycoumarin derivatives.
2004-11-01
Convenient replacement of the hydroxy by an amino group in 4 hydroxycoumarin and 4-hydroxy-6-methyl-2-pyrone under microwave irradiation.
2004-07-31
Salmonella-based rodenticides and public health.
2004-06
Antineoplastic and antibacterial activity of some mononuclear Ru(II) complexes.
2004-04
Phase I and II enzyme characterization of two sources of HepG2 cell lines.
2004-03
Cloning and characterization of a glucosyltransferase that reacts on 7-hydroxyl group of flavonol and 3-hydroxyl group of coumarin from tobacco cells.
2003-12-01
Dermal absorption of a liquid diphacinone rodenticide causing coagulaopathy.
2003-12
Studies on the nitroreductase prodrug-activating system. Crystal structures of complexes with the inhibitor dicoumarol and dinitrobenzamide prodrugs and of the enzyme active form.
2003-09-11
PNA-based RNA-triggered drug-releasing system.
2003-05-22
High-affinity activators of cystic fibrosis transmembrane conductance regulator (CFTR) chloride conductance identified by high-throughput screening.
2002-10-04
Identification of the cytochromes P450 that catalyze coumarin 3,4-epoxidation and 3-hydroxylation.
2002-05
Excited-state dipole moments of some hydroxycoumarin dyes using an efficient solvatochromic method based on the solvent polarity parameter, EN(T).
2001-01
The phenolic acids of human urine; paper chromatography of phenolic acids.
1956-01
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 19:16:16 GMT 2025
Edited
by admin
on Mon Mar 31 19:16:16 GMT 2025
Record UNII
RQX0CMD9PN
Record Status Validated (UNII)
Record Version
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Name Type Language
NSC-74691
Preferred Name English
3-HYDROXYCOUMARIN
Systematic Name English
COUMARIN, 3-HYDROXY-
Systematic Name English
2H-1-BENZOPYRAN-2-ONE, 3-HYDROXY-
Systematic Name English
3-COUMARINOL
Systematic Name English
Code System Code Type Description
ECHA (EC/EINECS)
213-355-3
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID50239863
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
NSC
74691
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
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CAS
939-19-5
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
PUBCHEM
13650
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY
FDA UNII
RQX0CMD9PN
Created by admin on Mon Mar 31 19:16:16 GMT 2025 , Edited by admin on Mon Mar 31 19:16:16 GMT 2025
PRIMARY