CHEBI:1904 - 4-methylumbelliferone β-D-glucuronide

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ChEBI Name 4-methylumbelliferone β-D-glucuronide
ChEBI ID CHEBI:1904
ChEBI ASCII Name 4-methylumbelliferone beta-D-glucuronide
Definition A β-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position. A hyaluronan synthesis inhibitor, it is anti-tumourigenic for various malignant tumours.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C16H16O9
Net Charge 0
Average Mass 352.293
Monoisotopic Mass 352.07943
InChI InChI=1S/C16H16O9/c1-6-4-10(17)24-9-5-7(2-3-8(6)9)23-16-13(20)11(18)12(19)14(25-16)15(21)22/h2-5,11-14,16,18-20H,1H3,(H,21,22)/t11-,12-,13+,14-,16+/m0/s1
InChIKey ARQXEQLMMNGFDU-JHZZJYKESA-N
SMILES O([C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(=O)O)C2=CC3=C(C(=CC(O3)=O)C)C=C2
Roles Classification
Biological Role(s): hyaluronan synthesis inhibitor
Any inhibitor that interferes with the synthesis of hyaluronic acid (HA, also known as hyaluronan).
Application(s): chromogenic compound
Colourless, endogenous or exogenous pigment precursors that may be transformed by biological mechanisms into coloured compounds. They are used in biochemical assays and in diagnosis as indicators, particularly in the form of enzyme substrates.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 4-methylumbelliferone β-D-glucuronide (CHEBI:1904) has functional parent 4-methylumbelliferone (CHEBI:17224)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) has role antineoplastic agent (CHEBI:35610)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) has role chromogenic compound (CHEBI:75050)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) has role hyaluronan synthesis inhibitor (CHEBI:145253)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is a β-D-glucosiduronic acid (CHEBI:15341)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is a coumarins (CHEBI:23403)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is a monosaccharide derivative (CHEBI:63367)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is conjugate acid of 4-methylumbelliferone β-D-glucuronide(1−) (CHEBI:144582)
Incoming 4-methylumbelliferone β-D-glucuronide(1−) (CHEBI:144582) is conjugate base of 4-methylumbelliferone β-D-glucuronide (CHEBI:1904)
IUPAC Name
4-methyl-2-oxo-2H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid
Synonyms Sources
4-Methylumbelliferone glucuronide KEGG COMPOUND
4-Methylumbelliferyl beta-glucuronide ChemIDplus
4-Methylumbelliferyl glucuronide KEGG COMPOUND
4-Methylumbelliferyl glucuronide ChemIDplus
4-MUG ChEBI
Manual Xref Database
C11584 KEGG COMPOUND
View more database links
Registry Numbers Types Sources
53625 Reaxys Registry Number Reaxys
6160-80-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
21401602 PubMed citation Europe PMC
21512263 PubMed citation Europe PMC
27218304 PubMed citation Europe PMC
27833847 PubMed citation Europe PMC
28054956 PubMed citation Europe PMC
28116598 PubMed citation Europe PMC
28479734 PubMed citation Europe PMC
29846918 PubMed citation Europe PMC
30914479 PubMed citation Europe PMC
Last Modified
31 October 2019