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

ChEBI IDCHEBI:1904
ChEBI Name4-methylumbelliferone β-D-glucuronide
Stars
ASCII Name4-methylumbelliferone beta-D-glucuronide
DefinitionA 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.
Last Modified31 October 2019
DownloadsMolfile
FormulaC16H16O9
Net Charge0
Average Mass352.295
Monoisotopic Mass352.07943
SMILESCc1cc(=O)oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)ccc12
InChIInChI=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
InChIKeyARQXEQLMMNGFDU-JHZZJYKESA-N
Roles Classification
Biological Role:
hyaluronan synthesis inhibitor  Any inhibitor that interferes with the synthesis of hyaluronic acid (HA, also known as hyaluronan).
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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 coumarins (CHEBI:23403)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is a monosaccharide derivative (CHEBI:63367)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is a β-D-glucosiduronic acid (CHEBI:15341)
4-methylumbelliferone β-D-glucuronide (CHEBI:1904) is conjugate acid of 4-methylumbelliferone β-D-glucuronide(1−) (CHEBI:144582)
Incoming Relation(s)
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  Source
4-Methylumbelliferone glucuronideKEGG COMPOUND
4-Methylumbelliferyl beta-glucuronideChemIDplus
4-Methylumbelliferyl glucuronideKEGG COMPOUND
4-Methylumbelliferyl glucuronideChemIDplus
4-MUGChEBI
Manual XrefsDatabases
C11584KEGG COMPOUND
Registry NumbersSources
Reaxys:53625Reaxys
CAS:6160-80-1KEGG COMPOUND
CAS:6160-80-1ChemIDplus
Citations