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Details

Stereochemistry ACHIRAL
Molecular Formula C10H8O3
Molecular Weight 176.1687
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HYMECROMONE

SMILES

CC1=CC(=O)OC2=C1C=CC(O)=C2

InChI

InChIKey=HSHNITRMYYLLCV-UHFFFAOYSA-N
InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3

HIDE SMILES / InChI

Molecular Formula C10H8O3
Molecular Weight 176.1687
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

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
Primary
PubMed

PubMed

TitleDatePubMed
Mechanism of the hydrolysis of 4-methylumbelliferyl-beta-D-glucoside by germinating and outgrowing spores of Bacillus species.
2004
DNA damage in healthy term neonate.
2004 Apr
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
Expression of chitinase-encoding genes in Bacillus thuringiensis and toxicity of engineered B. thuringiensis subsp. aizawai toward Lymantria dispar larvae.
2004 Mar
Stability of the complexes of some lanthanides with coumarin derivatives. I. Cerium(III)-4-methyl-7-hydroxycoumarin.
2004 Mar
Synthesis and biological activity of substituted 2,4,6-s-triazines.
2004 Mar
Effects of dietary anticarcinogens and nonsteroidal anti-inflammatory drugs on rat gastrointestinal UDP-glucuronosyltransferases.
2004 Mar-Apr
Aldehyde detection by chromogenic/fluorogenic oxime bond fragmentation.
2004 May 21
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 Tue Mar 06 10:30:17 UTC 2018
Edited
by admin
on Tue Mar 06 10:30:17 UTC 2018
Record UNII
3T5NG4Q468
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HYMECROMONE
EP   INN   MART.   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
HYMECROMONE [MART.]
Common Name English
4-METHYLUMBELLIFERONE
Common Name English
LM-94
Code English
HYMECROMONE [MI]
Common Name English
HYMECROMONE [EP]
Common Name English
NSC-9408
Code English
2H-1-BENZOPYRAN-2-ONE, 7-HYDROXY-4-METHYL-
Systematic Name English
HYMECROMONE [WHO-DD]
Common Name English
7-HYDROXY-4-METHYLCOUMARIN
Systematic Name English
HYMECROMONE [USAN]
Common Name English
CANTABILINE
Brand Name English
HYMECROMONE [INN]
Common Name English
NSC-19026
Code English
Classification Tree Code System Code
WHO-VATC QA05AX02
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
WHO-ATC A05AX02
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
Code System Code Type Description
EVMPD
SUB08089MIG
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
MESH
C489431
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
ChEMBL
CHEMBL12208
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
CAS
90-33-5
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
MERCK INDEX
M6164
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY Merck Index
ECHA (EC/EINECS)
201-986-7
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
WIKIPEDIA
HYMECROMONE
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
RXCUI
5556
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY RxNorm
INN
1891
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
MESH
D006923
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
PUBCHEM
5280567
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY SWITZERF
EPA CompTox
90-33-5
Created by admin on Tue Mar 06 10:30:17 UTC 2018 , Edited by admin on Tue Mar 06 10:30:17 UTC 2018
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY