7-hydroxy-6-{[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one

• ChemBase ID: 295216
• Molecular Formular: C15H16O9
• Molecular Mass: 340.28214
• Monoisotopic Mass: 340.07943209
• SMILES: c1cc(=O)oc2c1cc(c(c2)O)O[C@H]1C(C([C@@H](C(O1)CO)O)O)O
• Canonical SMILES: OCC1O[C@@H](Oc2cc3ccc(=O)oc3cc2O)C(C([C@@H]1O)O)O
• InChI: InChI=1S/C15H16O9/c16-5-10-12(19)13(20)14(21)15(24-10)23-9-3-6-1-2-11(18)22-8(6)4-7(9)17/h1-4,10,12-17,19-21H,5H2/t10?,12-,13?,14?,15-/m1/s1
• InChIKey: XHCADAYNFIFUHF-WDJGLXJESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-hydroxy-6-{[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-2H-chromen-2-one
• IUPAC Traditional name: 7-hydroxy-6-{[(2S,5S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}chromen-2-one
• Synonyms: 6,7-Dihydroxycoumarin 6-glucoside sesquihydrate; Esculin sesquihydrate; 七叶苷含1.5结晶水

Database IDs

• CAS Number: 66778-17-4
• EC Number: 208-517-5
• MDL Number: MFCD00149492
• Beilstein Number: 95387
• Merck Index: 143698
• PubChem SID: 180680747
• PubChem CID: 5359437

CALCULATED PROPERTIES

• Acid pKa: 8.116544
• H Acceptors: 8
• H Donor: 5
• LogD (pH = 5.5): -1.0928804
• LogD (pH = 7.4): -1.1675371
• Log P: -1.0918391
• Molar Refractivity: 77.6548 cm^3
• Polarizability: 30.738152 Å^3
• Polar Surface Area: 145.91 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 203-205°C
• Optical Rotation: -41 (c=5 in pyridine)

Safety Information

• Storage Warning: Air Sensitive & Hygroscopic
• TSCA Listed: 是

Product Information

• Purity: 97%

REFERENCES

• Ultraviolet absorbent. Reversible inhibitor of phenylalanine hydroxylase.