CHEBI:17224 - 4-methylumbelliferone

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ChEBI Name 4-methylumbelliferone
ChEBI ID CHEBI:17224
Definition A hydroxycoumarin that is umbelliferone substituted by a methyl group at position 4.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:1903, CHEBI:20452, CHEBI:110550, CHEBI:12030
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Formulae C10H8O3
C10H8O3
Net Charge 0
Average Mass 176.169
Monoisotopic Mass 176.047
InChI InChI=1S/C10H8O3/c1-6-4-10(12)13-9-5-7(11)2-3-8(6)9/h2-5,11H,1H3
InChIKey HSHNITRMYYLLCV-UHFFFAOYSA-N
SMILES C1=2OC(=O)C=C(C1=CC=C(C2)O)C
Roles Classification
Biological Role(s): hyaluronic acid synthesis inhibitor
Any compound that inhibits one or more steps in the pathway leading to the synthesis of hyaluronic acid.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
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ChEBI Ontology
Outgoing 4-methylumbelliferone (CHEBI:17224) has functional parent umbelliferone (CHEBI:27510)
4-methylumbelliferone (CHEBI:17224) has role antineoplastic agent (CHEBI:35610)
4-methylumbelliferone (CHEBI:17224) has role hyaluronic acid synthesis inhibitor (CHEBI:131561)
4-methylumbelliferone (CHEBI:17224) is a hydroxycoumarin (CHEBI:37912)
Incoming 4-methylumbelliferone β-D-glucuronide (CHEBI:1904) has functional parent 4-methylumbelliferone (CHEBI:17224)
4-methylumbelliferyl α-D-galactoside (CHEBI:91115) has functional parent 4-methylumbelliferone (CHEBI:17224)
4-methylumbelliferyl α-L-arabinoside (CHEBI:90130) has functional parent 4-methylumbelliferone (CHEBI:17224)
4-methylumbelliferyl β-D-galactoside (CHEBI:91116) has functional parent 4-methylumbelliferone (CHEBI:17224)
4-methylumbelliferyl β-D-glucoside (CHEBI:91117) has functional parent 4-methylumbelliferone (CHEBI:17224)
4-methylumbelliferyl butyate (CHEBI:91120) has functional parent 4-methylumbelliferone (CHEBI:17224)
chlorferron (CHEBI:38620) has functional parent 4-methylumbelliferone (CHEBI:17224)
IUPAC Name
7-hydroxy-4-methyl-2H-chromen-2-one
INNs Sources
himecromona ChemIDplus
hymecromone KEGG DRUG
hymecromonum ChemIDplus
Synonyms Sources
4-Methyl-7-hydroxycoumarin ChemIDplus
4-Methylumbelliferone KEGG COMPOUND
4-methylumbelliferone UniProt
4-MU ChEBI
7-Hydroxy-4-methyl-2-oxo-2H-1-benzopyran ChemIDplus
7-Hydroxy-4-methyl-2-oxo-3-chromene NIST Chemistry WebBook
7-Hydroxy-4-methyl-2H-1-benzopyran-2-one NIST Chemistry WebBook
7-Hydroxy-4-methylcoumarin ChemIDplus
beta-Methylumbelliferone ChemIDplus
Hymecromone KEGG COMPOUND
Imecromone NIST Chemistry WebBook
Database Links Databases
1401 DrugCentral
4MU PDBeChem
C03081 KEGG COMPOUND
CPD-182 MetaCyc
D00170 KEGG DRUG
HMDB0059622 HMDB
Hymecromone Wikipedia
LSM-3025 LINCS
View more database links
Registry Numbers Types Sources
142217 Beilstein Registry Number Beilstein
142217 Reaxys Registry Number Reaxys
165817 Gmelin Registry Number Gmelin
90-33-5 CAS Registry Number KEGG COMPOUND
90-33-5 CAS Registry Number ChemIDplus
90-33-5 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
12419303 PubMed citation Europe PMC
1650428 PubMed citation Europe PMC
17470403 PubMed citation Europe PMC
20332231 PubMed citation Europe PMC
23124556 PubMed citation Europe PMC
23228386 PubMed citation Europe PMC
24080584 PubMed citation Europe PMC
26548718 PubMed citation Europe PMC
Last Modified
22 February 2017