U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C11H10O4
Molecular Weight 206.1947
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LIMETTIN

SMILES

COC1=CC(OC)=C2C=CC(=O)OC2=C1

InChI

InChIKey=NXJCRELRQHZBQA-UHFFFAOYSA-N
InChI=1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
300.0 µM [IC50]
PubMed

PubMed

TitleDatePubMed
Earl Grey tea intoxication.
2002 Apr 27
Isolation and structure elucidation of a new prenylcoumarin from Murraya paniculata var. omphalocarpa (Rutaceae).
2002 Jan
Degradation of flavonoid aglycones by rabbit, rat and human fecal flora.
2003 May
Toxic effects of lemon peel constituents on Ceratitis capitata.
2004 Feb
Antifungal constituents of Melicope borbonica.
2004 Jul
Naturally occurring coumarins inhibit 7,12-dimethylbenz[a]anthracene DNA adduct formation in mouse mammary gland.
2006 Jun
Polymethoxylated flavones and other phenolic derivates from citrus in their inhibitory effects on P-glycoprotein-mediated transport of talinolol in Caco-2 cells.
2007 Apr 4
Cell cycle arrest and differentiation induction by 5,7-dimethoxycoumarin in melanoma cell lines.
2008 Feb
The structure-activity relationship between oxycoumarin derivatives showing inhibitory effects on iNOS in mouse macrophage RAW264.7 cells.
2009 Jan
Comparison of citrus coumarins on carcinogen-detoxifying enzymes in Nrf2 knockout mice.
2009 Mar 28
Anti-human immunodeficiency virus-1 constituents of the bark of Poncirus trifoliata.
2010 Jul
Aggressive mammary carcinoma progression in Nrf2 knockout mice treated with 7,12-dimethylbenz[a]anthracene.
2010 Oct 8
In vitro photo-induced cytotoxic activity of Citrus bergamia and C. medica L. cv. Diamante peel essential oils and identified active coumarins.
2010 Sep
Patents

Patents

Name Type Language
LIMETTIN
MI  
Common Name English
5,7-DIMETHOXYCOUMARIN
Systematic Name English
5,7-DIMETHOXY-2H-CHROMEN-2-ONE
Systematic Name English
5,7-DIMETHOXY-2H-1-BENZOPYRAN-2-ONE
Systematic Name English
DIMETHOXYCOUMARIN, 5,7-
Systematic Name English
LIMETTIN [MI]
Common Name English
CITROPTEN
Common Name English
NSC-102793
Code English
Code System Code Type Description
MERCK INDEX
m6815
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
CITROPTEN
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
FDA UNII
JWE1QQ247N
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
ECHA (EC/EINECS)
207-646-4
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
PUBCHEM
2775
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
EPA CompTox
DTXSID1041421
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
SMS_ID
100000163676
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
EVMPD
SUB178007
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
NSC
102793
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY
CAS
487-06-9
Created by admin on Fri Dec 15 18:35:40 GMT 2023 , Edited by admin on Fri Dec 15 18:35:40 GMT 2023
PRIMARY