(1S,21S,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.04,9.010,15]tricosa-4(9),5,7,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate

• ChemBase ID: 164965
• Molecular Formular: C27H22O18
• Molecular Mass: 634.45278
• Monoisotopic Mass: 634.08061386
• SMILES: [C@H]1(OC2[C@H]([C@@H](C1O)OC(=O)c1c(c(c(c(c1)O)O)O)c1c(C(=O)OC2)cc(c(c1O)O)O)O)OC(=O)c1cc(c(c(c1)O)O)O
• Canonical SMILES: O[C@@H]1C2COC(=O)c3cc(O)c(c(c3c3c(C(=O)O[C@@H]1C([C@@H](O2)OC(=O)c1cc(O)c(c(c1)O)O)O)cc(O)c(c3O)O)O)O
• InChI: InChI=1S/C27H22O18/c28-9-1-6(2-10(29)16(9)32)24(39)45-27-22(38)23-19(35)13(43-27)5-42-25(40)7-3-11(30)17(33)20(36)14(7)15-8(26(41)44-23)4-12(31)18(34)21(15)37/h1-4,13,19,22-23,27-38H,5H2/t13?,19-,22?,23+,27+/m1/s1
• InChIKey: TUSDEZXZIZRFGC-RBDAUXOPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,21S,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^4,^9.0^1^0,^1^5]tricosa-4(9),5,7,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate
• IUPAC Traditional name: (1S,21S,23R)-6,7,8,11,12,13,22,23-octahydroxy-3,16-dioxo-2,17,20-trioxatetracyclo[17.3.1.0^4,^9.0^1^0,^1^5]tricosa-4(9),5,7,10,12,14-hexaen-21-yl 3,4,5-trihydroxybenzoate
• Synonyms: 1-O-Galloyl-3,6-hexahydroxydiphenol-β-D-Glucopyranose; Corilagin

Database IDs

• CAS Number: 23094-69-1
• PubChem SID: 162259099
• PubChem CID: 45038711

CALCULATED PROPERTIES

• Acid pKa: 7.4080486
• H Acceptors: 15
• H Donor: 11
• LogD (pH = 5.5): 1.0899423
• LogD (pH = 7.4): 0.73623484
• Log P: 1.095252
• Molar Refractivity: 142.2957 cm^3
• Polarizability: 56.134296 Å^3
• Polar Surface Area: 310.66 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: >200°C dec

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - C695400

Thrombolytic.

REFERENCES

• Shen, Z-Q., et al.: Planta Med., 69, 1109 (2003)