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Details

Stereochemistry ACHIRAL
Molecular Formula C10H7O3.Na
Molecular Weight 198.1505
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYMECROMONE SODIUM

SMILES

[Na+].CC1=CC(=O)OC2=C1C=CC([O-])=C2

InChI

InChIKey=JGMQHDNPUCPRQE-UHFFFAOYSA-M
InChI=1S/C10H8O3.Na/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9;/h2-5,11H,1H3;/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C10H7O3
Molecular Weight 175.1608
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/25852691

Hymecromone (4-methylumbelliferone) is already approved drug in Europe and Asia where it is used to treat biliary spasm. It is used as choleretic and antispasmodic drugs and as a standard for the fluorometric determination of enzyme activity. The concomitant administration of Hymecromone with products, containing metoclopramide, leads to mutual decrease of their action. Due to a danger of diarrhea with subsequent hypokalemia, Hymecromone should be applied with caution to patients on cardiac glycosides therapy (in these cases the sensitivity to them is increased). Hymecromone can be administered simultaneously with otherspasmolytics and analgesics. Very rare allergic reactions, itching, erythema, rashes; diarrhea which normally disappears by reduction of dose or discontinuance of therapy.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
New lanthanide complexes of 4-methyl-7-hydroxycoumarin and their pharmacological activity.
2001 Apr
Extracellular enzyme activities during slow sand filtration in a water recharge plant.
2001 Jul
Translocon pores in the endoplasmic reticulum are permeable to a neutral, polar molecule.
2001 Jun 22
A fluorimetric enzyme assay for the diagnosis of MPS II (Hunter disease).
2001 Nov
High beta-galactosidase and ganglioside GM1 levels in the human parotid gland.
2001 Nov
A fluorogenic assay using pressure-driven flow on a microchip.
2001 Oct
New metal complexes of 4-methyl-7-hydroxycoumarin sodium salt and their pharmacological activity.
2001 Sep
Optimisation of an enzymatic method for beta-galactosidase.
2002 Dec
The importance of cysteine 126 in the human liver UDP-glucuronosyltransferase UGT1A6.
2002 May 20
Stereoselective conjugation of oxazepam by human UDP-glucuronosyltransferases (UGTs): S-oxazepam is glucuronidated by UGT2B15, while R-oxazepam is glucuronidated by UGT2B7 and UGT1A9.
2002 Nov
A colorimetric and fluorometric microplate assay for the detection of microcystin-LR in drinking water without preconcentration.
2002 Nov
Inhibition of hyaluronan synthesis in Streptococcus equi FM100 by 4-methylumbelliferone.
2002 Oct
Metabolizing enzyme localization and activities in the first trimester human placenta: the effect of maternal and gestational age, smoking and alcohol consumption.
2002 Oct
A 45-kDa midgut glycoprotein from Anopheles albimanus mosquito mediates the killing of trypanosomes.
2002 Sep
Aryl sulfatase from Naja nigricolis venom: characterization and possible contribution in the pathology of snake poisoning.
2003
Inhibition of rat liver sulfotransferases SULT1A1 and SULT2A1 and glucuronosyltransferase by dietary flavonoids.
2003 Dec
Microtiter plate cellular assay for human steroid sulfatase with fluorescence readout.
2003 Jul 15
Glucuronidation of 4-methylumbelliferone and 4-hydroxybiphenyl and in vitro induction of UDP-glucuronosyltransferase 2B12-mRNA in precision-cut rat liver slices.
2003 Jun
Physicochemical and saccharide-binding studies on the galactose-specific seed lectin from Trichosanthes cucumerina.
2003 May 1
A nonradioactive 96-well plate assay for screening of trans-sialidase activity.
2003 Nov 15
Cloning and expression of alpha-D-glucosidase and N-acetyl-beta-glucosaminidase from the periodontal pathogen, Tannerella forsythensis (Bacteroides forsythus).
2003 Oct
Mechanism of the hydrolysis of 4-methylumbelliferyl-beta-D-glucoside by germinating and outgrowing spores of Bacillus species.
2004
Molecular characterization of membrane type and ganglioside-specific sialidase (Neu3) expressed in E. coli.
2004 Apr 30
Risk factors for periodontitis in HIV patients.
2004 Jun
Stability of the complexes of some lanthanides with coumarin derivatives. I. Cerium(III)-4-methyl-7-hydroxycoumarin.
2004 Mar
Effects of dietary anticarcinogens and nonsteroidal anti-inflammatory drugs on rat gastrointestinal UDP-glucuronosyltransferases.
2004 Mar-Apr
A novel efflux-recapture process underlies the mechanism of high-density lipoprotein cholesteryl ester-selective uptake mediated by the low-density lipoprotein receptor-related protein.
2004 Sep
Patents

Sample Use Guides

In Vivo Use Guide
1 tablet 3 times daily during basic meals. The tablets are administered unchewed with a liquid.
Route of Administration: Oral
In Vitro Use Guide
4-Methylumbelliferone (4-MU/HYMECROMONE) inhibits hyaluronan synthesis and retards cancer spreading in experimental animals through mechanisms not fully understood. These mechanisms were studied in A2058 melanoma cells, MCF-7 and MDA-MB-361 breast, SKOV-3 ovarian and UT-SCC118 squamous carcinoma cells by analysing hyaluronan synthesis, UDP-glucuronic acid (UDP-GlcUA) content, and hyaluronan synthase (HAS) mRNA levels. The maximal inhibition in hyaluronan synthesis ranged 22-80% in the cell lines tested. Active glucuronidation of 4-MU produced large quantities of 4-MU-glucuronide, depleting the cellular UDP-GlcUA pool. The maximal reduction varied between 38 and 95%. 4-MU also downregulated HAS mRNA levels: HAS3 was 84-60% lower in MDA-MB-361, A2058 and SKOV-3 cells.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:07:07 GMT 2023
Edited
by admin
on Fri Dec 15 15:07:07 GMT 2023
Record UNII
86UG9WCF3N
Record Status Validated (UNII)
Record Version
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Name Type Language
HYMECROMONE SODIUM
Common Name English
2H-1-BENZOPYRAN-2-ONE, 7-HYDROXY-4-METHYL-, SODIUM SALT (1:1)
Systematic Name English
4-METHYLUMBELLIFERONE SODIUM
Common Name English
Code System Code Type Description
ECHA (EC/EINECS)
227-790-1
Created by admin on Fri Dec 15 15:07:07 GMT 2023 , Edited by admin on Fri Dec 15 15:07:07 GMT 2023
PRIMARY
PUBCHEM
3364573
Created by admin on Fri Dec 15 15:07:07 GMT 2023 , Edited by admin on Fri Dec 15 15:07:07 GMT 2023
PRIMARY
FDA UNII
86UG9WCF3N
Created by admin on Fri Dec 15 15:07:07 GMT 2023 , Edited by admin on Fri Dec 15 15:07:07 GMT 2023
PRIMARY
CAS
5980-33-6
Created by admin on Fri Dec 15 15:07:07 GMT 2023 , Edited by admin on Fri Dec 15 15:07:07 GMT 2023
PRIMARY
EPA CompTox
DTXSID90208538
Created by admin on Fri Dec 15 15:07:07 GMT 2023 , Edited by admin on Fri Dec 15 15:07:07 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY