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4-Methylumbelliferyl β-D-glucuronide

CAT: 0024-sc-280452BSize: 50 gDry Ice: NoHazardous: No
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CAT#:0024-sc-280452BSize:50 g
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CAS Number
6160-80-1

Chemical Information

4-Methylumbelliferyl beta-D-glucuronide

4-methylumbelliferone beta-D-glucuronide is a beta-D-glucosiduronic acid having a 4-methylumbelliferyl substituent at the anomeric position. A hyaluronan synthesis inhibitor, it is anti-tumourigenic for various malignant tumours. It has a role as a hyaluronan synthesis inhibitor, an antineoplastic agent and a chromogenic compound. It is a beta-D-glucosiduronic acid, a member of coumarins and a monosaccharide derivative. It is functionally related to a 4-methylumbelliferone. It is a conjugate acid of a 4-methylumbelliferone beta-D-glucuronide(1-).

CAS Number6160-80-1
PubChem CID91553
IUPAC Name(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-methyl-2-oxochromen-7-yl)oxyoxane-2-carboxylic acid
Molecular FormulaC16H16O9
Molecular Weight352.29
XLogP-0.5
Topological Polar Surface Area143
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Heavy Atom Count25
Formal Charge0
Complexity574
SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O
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
Chemical Structure
2D Structure
2D structure of 4-Methylumbelliferyl beta-D-glucuronide
CAS: 6160-80-1
CID: 91553
Formula: C16H16O9
MW: 352.29
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight352.29
XLogP3-0.5
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Exact Mass352.07943208
Monoisotopic Mass352.07943208
Topological Polar Surface Area143 Ų
Heavy Atom Count25
Formal Charge0
Complexity574
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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