Page last updated: 2024-12-11

4-methylcoumarin 7-o-sulfamate

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Cross-References

ID SourceID
PubMed CID9859866
CHEMBL ID11185
SCHEMBL ID9451464
MeSH IDM0263741

Synonyms (16)

Synonym
sulfamic acid 4-methyl-2-oxo-2h-chromen-7-yl ester
bdbm50051829
4-methyl-2-oxo-2h-chromen-7-yl sulfamate
coumate
CHEMBL11185 ,
SCHEMBL9451464
136167-05-0
UFGBGFMPBMEVMI-UHFFFAOYSA-N
sulfamic acid 4-methyl-2-oxo-2h-1-benzopyran-7-yl ester
DTXSID30431984
(4-methyl-2-oxochromen-7-yl) sulfamate
(4-methyl-2-oxidanylidene-chromen-7-yl) sulfamate
unii-by0ssj2su0
4-methylcoumarin-7-o-sulfamate
by0ssj2su0 ,
2h-1-benzopyran-2-one, 7-((aminosulfonyl)oxy)-4-methyl-
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (2)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Carbonic anhydrase 2Homo sapiens (human)Ki0.02500.00000.72369.9200AID257063
Steryl-sulfataseHomo sapiens (human)IC50 (µMol)4.76710.00010.40717.6000AID1249490; AID1438382; AID1600012; AID1903876; AID70816; AID70818; AID70823; AID70848; AID70849; AID70851; AID70853; AID70855; AID71010
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Steryl-sulfataseHomo sapiens (human)Km275.00000.80001.25001.7000AID205787
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (15)

Processvia Protein(s)Taxonomy
morphogenesis of an epitheliumCarbonic anhydrase 2Homo sapiens (human)
positive regulation of synaptic transmission, GABAergicCarbonic anhydrase 2Homo sapiens (human)
positive regulation of cellular pH reductionCarbonic anhydrase 2Homo sapiens (human)
angiotensin-activated signaling pathwayCarbonic anhydrase 2Homo sapiens (human)
regulation of monoatomic anion transportCarbonic anhydrase 2Homo sapiens (human)
secretionCarbonic anhydrase 2Homo sapiens (human)
regulation of intracellular pHCarbonic anhydrase 2Homo sapiens (human)
neuron cellular homeostasisCarbonic anhydrase 2Homo sapiens (human)
positive regulation of dipeptide transmembrane transportCarbonic anhydrase 2Homo sapiens (human)
regulation of chloride transportCarbonic anhydrase 2Homo sapiens (human)
carbon dioxide transportCarbonic anhydrase 2Homo sapiens (human)
one-carbon metabolic processCarbonic anhydrase 2Homo sapiens (human)
steroid catabolic processSteryl-sulfataseHomo sapiens (human)
female pregnancySteryl-sulfataseHomo sapiens (human)
epidermis developmentSteryl-sulfataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (9)

Processvia Protein(s)Taxonomy
arylesterase activityCarbonic anhydrase 2Homo sapiens (human)
carbonate dehydratase activityCarbonic anhydrase 2Homo sapiens (human)
protein bindingCarbonic anhydrase 2Homo sapiens (human)
zinc ion bindingCarbonic anhydrase 2Homo sapiens (human)
cyanamide hydratase activityCarbonic anhydrase 2Homo sapiens (human)
steryl-sulfatase activitySteryl-sulfataseHomo sapiens (human)
sulfuric ester hydrolase activitySteryl-sulfataseHomo sapiens (human)
metal ion bindingSteryl-sulfataseHomo sapiens (human)
arylsulfatase activitySteryl-sulfataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (14)

Processvia Protein(s)Taxonomy
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
cytosolCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
myelin sheathCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
extracellular exosomeCarbonic anhydrase 2Homo sapiens (human)
cytoplasmCarbonic anhydrase 2Homo sapiens (human)
plasma membraneCarbonic anhydrase 2Homo sapiens (human)
apical part of cellCarbonic anhydrase 2Homo sapiens (human)
lysosomeSteryl-sulfataseHomo sapiens (human)
endosomeSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulumSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulum lumenSteryl-sulfataseHomo sapiens (human)
endoplasmic reticulum membraneSteryl-sulfataseHomo sapiens (human)
Golgi apparatusSteryl-sulfataseHomo sapiens (human)
plasma membraneSteryl-sulfataseHomo sapiens (human)
membraneSteryl-sulfataseHomo sapiens (human)
intracellular membrane-bounded organelleSteryl-sulfataseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (46)

Assay IDTitleYearJournalArticle
AID1249491Invivo inhibition of steroid sulfatase activity in rat liver at 10 mg/kg/day, po for 7 days2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Discovery and Development of the Aryl O-Sulfamate Pharmacophore for Oncology and Women's Health.
AID70989Compound was evaluated for its percent inhibition against the estrone sulfatase enzyme at a concentration of 10 uM2002Bioorganic & medicinal chemistry letters, May-20, Volume: 12, Issue:10
Design, synthesis and biochemical evaluation of AC ring mimics as novel inhibitors of the enzyme estrone sulfatase (ES).
AID1903873Inhibition of STS in human MCF7 cells assessed as residual enzyme activity using [3H]E1S as substrate at 100 nM incubated for 20 hrs by radioisotope cellular assay relative to control2022Journal of medicinal chemistry, 03-24, Volume: 65, Issue:6
Development of Sulfamoylated 4-(1-Phenyl-1
AID70847Compound was evaluated for its inhibitory activity against estrone sulfatase enzyme2002Bioorganic & medicinal chemistry letters, May-20, Volume: 12, Issue:10
Design, synthesis and biochemical evaluation of AC ring mimics as novel inhibitors of the enzyme estrone sulfatase (ES).
AID70999Inhibitory activity against estrone sulfatase expressed as potency2001Bioorganic & medicinal chemistry letters, Sep-17, Volume: 11, Issue:18
Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES).
AID70851Inhibition of Estrone sulfatase2001Bioorganic & medicinal chemistry letters, Mar-26, Volume: 11, Issue:6
Novel inhibitors of the enzyme estrone sulfatase (ES).
AID71002Relative potency EMATE against Estrone sulfatase2001Bioorganic & medicinal chemistry letters, Mar-26, Volume: 11, Issue:6
Novel inhibitors of the enzyme estrone sulfatase (ES).
AID257062Inhibition of recombinant human cytosolic isozyme CA I2005Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23
Carbonic anhydrase inhibitors: inhibition of the human isozymes I, II, VA, and IX with a library of substituted difluoromethanesulfonamides.
AID70841In vivo inhibition against Estrone sulfatase (E1-STS) after preincubating the enzyme with 10 uM1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Active site directed inhibition of estrone sulfatase by nonsteroidal coumarin sulfamates.
AID1249490Inhibition of STS activity in human MCF7 cells2015Journal of medicinal chemistry, Oct-08, Volume: 58, Issue:19
Discovery and Development of the Aryl O-Sulfamate Pharmacophore for Oncology and Women's Health.
AID70998In vitro inhibition of estrone sulfatase at 1 mM.2002Bioorganic & medicinal chemistry letters, May-06, Volume: 12, Issue:9
The mechanism of the irreversible inhibition of estrone sulfatase (ES) through the consideration of a range of methane- and amino-sulfonate-based compounds.
AID205794Inhibitory potency against recombinant human steroid sulfatase relative to compound 3 = 12000Bioorganic & medicinal chemistry letters, May-01, Volume: 10, Issue:9
New fluorogenic substrate for the first continuous steroid sulfatase assay.
AID70813In vitro inhibition of Estrone Sulfatase in placental microsomes at a concentration of 10 uM.1998Journal of medicinal chemistry, Mar-26, Volume: 41, Issue:7
Steroidal and nonsteroidal sulfamates as potent inhibitors of steroid sulfatase.
AID70812In vitro inhibition of Estrone Sulfatase in intact MCF-7 breast cancer cells at a concentration of 10 uM.1998Journal of medicinal chemistry, Mar-26, Volume: 41, Issue:7
Steroidal and nonsteroidal sulfamates as potent inhibitors of steroid sulfatase.
AID70855In vitro inhibition of estrone sulfatase.2002Bioorganic & medicinal chemistry letters, May-06, Volume: 12, Issue:9
The mechanism of the irreversible inhibition of estrone sulfatase (ES) through the consideration of a range of methane- and amino-sulfonate-based compounds.
AID26792Partition coefficient (logP)2001Bioorganic & medicinal chemistry letters, Sep-17, Volume: 11, Issue:18
Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES).
AID70849Inhibitory activity against Estrone Sulfatase2002Bioorganic & medicinal chemistry letters, Sep-02, Volume: 12, Issue:17
Inhibition of estrone sulfatase (ES) by derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID55982In vivo inhibition against dehydroepiandrosterone sulfatase (DHA-STS) in placental microsomes1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Active site directed inhibition of estrone sulfatase by nonsteroidal coumarin sulfamates.
AID70814In vitro inhibition of Estrone Sulfatase in placental microsomes at a concentration of 100 uM.1998Journal of medicinal chemistry, Mar-26, Volume: 41, Issue:7
Steroidal and nonsteroidal sulfamates as potent inhibitors of steroid sulfatase.
AID257065Inhibition of cloned human transmembrane, tumor-associated isozyme CA IX2005Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23
Carbonic anhydrase inhibitors: inhibition of the human isozymes I, II, VA, and IX with a library of substituted difluoromethanesulfonamides.
AID70818Inhibitory activity againist Estrone sulfatase from MCF-7 cells (placental microsomes)2002Bioorganic & medicinal chemistry letters, May-20, Volume: 12, Issue:10
A novel type of nonsteroidal estrone sulfatase inhibitors.
AID70842In vivo inhibition against Estrone sulfatase (E1-STS) at 10 uM concentration1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Active site directed inhibition of estrone sulfatase by nonsteroidal coumarin sulfamates.
AID1903876Inhibition of STS in human MCF7 cells assessed as reduction in [3H]estradiol and [3H]estrone formation using [3H]estrone sulfate as substrate incubated for 20 hrs2022Journal of medicinal chemistry, 03-24, Volume: 65, Issue:6
Development of Sulfamoylated 4-(1-Phenyl-1
AID70816Tested for the inhibitory activity against Estrone Sulfatase2001Bioorganic & medicinal chemistry letters, Dec-03, Volume: 11, Issue:23
Determination and use of a transition state for the enzyme estrone sulfatase (ES) from a proposed reaction mechanism.
AID70848Inhibitory activity against estrone sulfatase enzyme1999Bioorganic & medicinal chemistry letters, Jun-21, Volume: 9, Issue:12
Derivation of a possible transition-state for the reaction catalysed by the enzyme estrone Sulfatase (ES).
AID1438382Inhibition of placental microsomal steroid sulfatase (unknown origin)2017European journal of medicinal chemistry, Mar-10, Volume: 128Synthesis and biological evaluation of fluorinated N-benzoyl and N-phenylacetoyl derivatives of 3-(4-aminophenyl)-coumarin-7-O-sulfamate as steroid sulfatase inhibitors.
AID257063Inhibition of recombinant human cytosolic isozyme CA II2005Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23
Carbonic anhydrase inhibitors: inhibition of the human isozymes I, II, VA, and IX with a library of substituted difluoromethanesulfonamides.
AID70815In vitro inhibition of Estrone Sulfatase in placental microsomes at a concentration of 50 uM.1998Journal of medicinal chemistry, Mar-26, Volume: 41, Issue:7
Steroidal and nonsteroidal sulfamates as potent inhibitors of steroid sulfatase.
AID70823Inhibitory activity against Estrone sulfatase (E1-STS) in MCF-7 breast cancer cells at 0.1 uM1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Active site directed inhibition of estrone sulfatase by nonsteroidal coumarin sulfamates.
AID70839Estrogenic potency against Estrone sulfatase (E1-STS) was determined in vivo by administering to rats1996Journal of medicinal chemistry, Mar-29, Volume: 39, Issue:7
Active site directed inhibition of estrone sulfatase by nonsteroidal coumarin sulfamates.
AID71010Inhibition of estrone sulfatase2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
Inhibition of estrone sulfatase (ES) by alkyl and cycloalkyl ester derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID71004Relative potency against Estrone sulfatase2001Bioorganic & medicinal chemistry letters, Mar-26, Volume: 11, Issue:6
Novel inhibitors of the enzyme estrone sulfatase (ES).
AID70853Inhibition of estrone sulfatase (ES)2001Bioorganic & medicinal chemistry letters, Sep-17, Volume: 11, Issue:18
Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES).
AID19447Partition coefficient (logP)2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
Inhibition of estrone sulfatase (ES) by alkyl and cycloalkyl ester derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID19203Calculated partition coefficient (clogP)2002Bioorganic & medicinal chemistry letters, Sep-02, Volume: 12, Issue:17
Inhibition of estrone sulfatase (ES) by derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID71001Inhibitory activity against estrone sulfatase relative to Estrone-3-sulfamate (EMATE)2001Bioorganic & medicinal chemistry letters, Sep-17, Volume: 11, Issue:18
Hydrophobicity, a physicochemical factor in the inhibition of the enzyme estrone sulfatase (ES).
AID257064Inhibition of recombinant human mitochondrial isozyme CA VA2005Bioorganic & medicinal chemistry letters, Dec-01, Volume: 15, Issue:23
Carbonic anhydrase inhibitors: inhibition of the human isozymes I, II, VA, and IX with a library of substituted difluoromethanesulfonamides.
AID205787Tested for inhibitory potency against recombinant human steroid sulfatase2000Bioorganic & medicinal chemistry letters, May-01, Volume: 10, Issue:9
New fluorogenic substrate for the first continuous steroid sulfatase assay.
AID1600012Inhibition of steroid sulfatase (unknown origin)2019European journal of medicinal chemistry, Oct-01, Volume: 179Sulfamates in drug design and discovery: Pre-clinical and clinical investigations.
AID26348pKa value was determined2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
Inhibition of estrone sulfatase (ES) by alkyl and cycloalkyl ester derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID70811In vitro inhibition of Estrone Sulfatase in intact MCF-7 breast cancer cells at a concentration of 1.0 uM.1998Journal of medicinal chemistry, Mar-26, Volume: 41, Issue:7
Steroidal and nonsteroidal sulfamates as potent inhibitors of steroid sulfatase.
AID71013Inhibitory activity against estrone sulfatase at 12 uM (initial screening)2004Bioorganic & medicinal chemistry letters, Feb-09, Volume: 14, Issue:3
Inhibition of estrone sulfatase (ES) by alkyl and cycloalkyl ester derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID70682In vitro inhibition of Estrone Sulfatase in intact MCF-7 breast cancer cells at a concentration of 0.1 uM.1998Journal of medicinal chemistry, Mar-26, Volume: 41, Issue:7
Steroidal and nonsteroidal sulfamates as potent inhibitors of steroid sulfatase.
AID19659Partition coefficient (logP)2002Bioorganic & medicinal chemistry letters, May-20, Volume: 12, Issue:10
Design, synthesis and biochemical evaluation of AC ring mimics as novel inhibitors of the enzyme estrone sulfatase (ES).
AID70991Compound was tested for the Inhibitory activity against the Estrone Sulfatase at a concentration of 10 uM2002Bioorganic & medicinal chemistry letters, Sep-02, Volume: 12, Issue:17
Inhibition of estrone sulfatase (ES) by derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
AID70993Compound was tested for the Inhibitory activity against the Estrone Sulfatase at a concentration of 50 uM2002Bioorganic & medicinal chemistry letters, Sep-02, Volume: 12, Issue:17
Inhibition of estrone sulfatase (ES) by derivatives of 4-[(aminosulfonyl)oxy] benzoic acid.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (17)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (17.65)18.2507
2000's10 (58.82)29.6817
2010's3 (17.65)24.3611
2020's1 (5.88)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.76

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.76 (24.57)
Research Supply Index2.89 (2.92)
Research Growth Index4.65 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.76)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (5.88%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other16 (94.12%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]