4-Methylumbelliferyl beta-D-glucuronide
Properties
- Molecular formula
- C16H16O9
- Molar mass
- 352.30 g/mol
- Exact mass
- 352.0794 Da
- Melting point
- 140–143 °C
- logP
- -0.63Crippen estimate
- Polar surface area
- 146.7 Ų
- H-bond donors / acceptors
- 4 / 8
- Rotatable bonds
- 3
- Stereocentres
- S, S, S, S, Rin SMILES atom order
Hazards
Not classified as hazardous under GHS by 2 ECHA notifiers. Aggregated from 2 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.
Identifiers
CAS number
6160-80-1SMILES
Cc1cc(=O)oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)ccc12InChIKey
ARQXEQLMMNGFDU-JHZZJYKESA-NInChI
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/s1Characterization data
Calculated from the structure, in the form journals print them.
¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 7.36 (d, J = 7.7 Hz, 1H), 6.96 (d, J = 7.0 Hz, 1H), 6.72 (dd, J = 7.7, 1.6 Hz, 1H), 6.60 (d, J = 1.6 Hz, 1H), 5.74 (s, 1H), 5.02 (d, J = 7.0 Hz, 1H), 4.91 (t, J = 7.0 Hz, 1H), 4.72 (m, J = 7.0 Hz, 1H), 4.71 (m, J = 7.0 Hz, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 2.00 (br s, 1H), 1.71 (s, 3H).¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 177.0, 161.2, 160.0, 149.3, 147.4, 128.0, 123.7, 122.9, 111.3, 110.2, 107.1, 87.7, 78.1, 77.6, 75.1, 17.2.[M + H]+
[M + H]+ Calcd for C16H17O9 353.0867[M + Na]+
[M + Na]+ Calcd for C16H16NaO9 375.0687[M − H]−
[M − H]− Calcd for C16H15O9 351.0722Elemental analysis
Anal. Calcd for C16H16O9: C, 54.55; H, 4.58.Weigh it out
Type any one amount. The others follow from the molar mass.
Names and synonyms
9 names
- 4-Methylumbelliferyl β-D-glucuronide
- β-D-Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl
- Glucopyranosiduronic acid, 4-methyl-2-oxo-2H-1-benzopyran-7-yl, β-D-
- 4-Methyl-2-oxo-2H-1-benzopyran-7-yl β-D-glucopyranosiduronic acid
- 4-Methylumbelliferone glucuronide
- 4-Methylumbelliferone β-D-glucuronide
- 4-Methylumbelliferyl glucuronide
- Hymecromon-7-O-4-β-D-glucuronide
- 4-Methylumbelliferyl-β-D-glucuronic acid
Work with 4-Methylumbelliferyl beta-D-glucuronide
Similar compounds
4-Methylumbelliferyl α-L-fucopyranoside54322-38-271 % similar
4-Methylumbelliferyl α-D-glucopyranoside17833-43-168 % similar
4-Methylumbelliferyl β-D-glucopyranoside18997-57-468 % similar
4-Methylumbelliferyl α-D-mannopyranoside28541-83-568 % similar
4-Methylumbelliferyl α-D-galactopyranoside38597-12-568 % similar
4-Methylumbelliferyl β-D-galactopyranoside6160-78-768 % similar
4-Methylumbelliferyl β-D-xyloside6734-33-462 % similar
4-Methylumbelliferyl α-L-arabinopyranoside69414-26-262 % similar
Tanimoto similarity of circular fingerprints over the whole catalogue.