[(2R,3S,4S,5R,6S)-4-hydroxy-2-(methoxycarbonyl)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-5-(sulfooxy)oxan-3-yl]oxidanesulfonic acid

• ChemBase ID: 174526
• Molecular Formular: C17H18O15S2
• Molecular Mass: 526.44582
• Monoisotopic Mass: 526.00871188
• SMILES: [C@@H]1([C@H]([C@@H]([C@H]([C@@H](O1)Oc1ccc2c(c1)oc(=O)cc2C)OS(=O)(=O)O)O)OS(=O)(=O)O)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc3c(c2)oc(=O)cc3C)[C@@H]([C@H]([C@@H]1OS(=O)(=O)O)O)OS(=O)(=O)O
• InChI: InChI=1S/C17H18O15S2/c1-7-5-11(18)29-10-6-8(3-4-9(7)10)28-17-14(32-34(24,25)26)12(19)13(31-33(21,22)23)15(30-17)16(20)27-2/h3-6,12-15,17,19H,1-2H3,(H,21,22,23)(H,24,25,26)/t12-,13-,14+,15+,17+/m0/s1
• InChIKey: DLNDEAPJMZWFNH-DEQQHWRFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(2R,3S,4S,5R,6S)-4-hydroxy-2-(methoxycarbonyl)-6-[(4-methyl-2-oxo-2H-chromen-7-yl)oxy]-5-(sulfooxy)oxan-3-yl]oxidanesulfonic acid
• IUPAC Traditional name: [(2R,3S,4S,5R,6S)-4-hydroxy-2-(methoxycarbonyl)-6-[(4-methyl-2-oxochromen-7-yl)oxy]-5-(sulfooxy)oxan-3-yl]oxidanesulfonic acid
• Synonyms: 4-Methylumbelliferyl α-L-Idopyranosiduronic Acid Methyl Ester 2,4-Disulfate

Database IDs

• PubChem SID: 164230436
• PubChem CID: 71750699

CALCULATED PROPERTIES

• Acid pKa: -2.5847468
• H Acceptors: 11
• H Donor: 3
• LogD (pH = 5.5): -4.665533
• LogD (pH = 7.4): -4.665538
• Log P: -3.9482546
• Molar Refractivity: 104.576 cm^3
• Polarizability: 43.82745 Å^3
• Polar Surface Area: 218.49 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - M334720

A byproduct formed during the preparation of fluorogenic enzyme substrates