2-{3,4-bis[2-hydroxy(2H4)ethoxy]phenyl}-5-hydroxy-7-[2-hydroxy(2H4)ethoxy]-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-4-one

• ChemBase ID: 179359
• Molecular Formular: C33H42O19
• Molecular Mass: 742.67518
• Monoisotopic Mass: 742.23202912
• SMILES: c1(cc(c2c(c1)oc(c(c2=O)OC1OC(C(C(C1O)O)O)COC1C(C(C(C(O1)C)O)O)O)c1cc(c(cc1)OCCO)OCCO)O)OCCO
• Canonical SMILES: OCCOc1cc(O)c2c(c1)oc(c(c2=O)OC1OC(COC2OC(C)C(C(C2O)O)O)C(C(C1O)O)O)c1ccc(c(c1)OCCO)OCCO
• InChI: InChI=1S/C33H42O19/c1-14-23(38)26(41)28(43)32(49-14)48-13-21-24(39)27(42)29(44)33(51-21)52-31-25(40)22-17(37)11-16(45-7-4-34)12-20(22)50-30(31)15-2-3-18(46-8-5-35)19(10-15)47-9-6-36/h2-3,10-12,14,21,23-24,26-29,32-39,41-44H,4-9,13H2,1H3
• InChIKey: IYVFNTXFRYQLRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3,4-bis[2-hydroxy(^2H₄)ethoxy]phenyl}-5-hydroxy-7-[2-hydroxy(^2H₄)ethoxy]-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]-4H-chromen-4-one
• IUPAC Traditional name: 2-{3,4-bis[2-hydroxy(^2H₄)ethoxy]phenyl}-5-hydroxy-7-[2-hydroxy(^2H₄)ethoxy]-3-[(3,4,5-trihydroxy-6-{[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]methyl}oxan-2-yl)oxy]chromen-4-one
• Synonyms: 2-[3,4-Bis(2-hydroxethoxy)phenyl]-3-[[6-O-(6-O-deoxy-α-L-mannopyranosyl)-β-D-glucopyranosyl]oxy]-5-hydroxy-7-(2-hydroxyethoxy)-4H-1-benzopyran-4-one-d12; 3',4',7-Tris(hydroxyethyl)rutin-d12; Posorutin-d12; Rufen-P4-d12; Ruven-d12 THR; Trioxyethylrutin-d12; Troxerutine-d12; Troxevazin-d12; Vastribil-d12; Veinamitol-d12; Veniten-d12; Venoruton P4-d12; Troxerutin-d12

Database IDs

• PubChem SID: 164235269
• PubChem CID: 71752876

CALCULATED PROPERTIES

• Acid pKa: 8.342624
• H Acceptors: 19
• H Donor: 10
• LogD (pH = 5.5): -2.5020032
• LogD (pH = 7.4): -2.5479064
• Log P: -2.5013847
• Molar Refractivity: 172.4689 cm^3
• Polarizability: 68.46281 Å^3
• Polar Surface Area: 293.21 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T893202

Labelled Troxerutin. Used in the treatment of venous disorders.

REFERENCES

• Courbat, P., et al.: Helv. Chim. Acta, 49, 1203 (1966)
• Hackett, A.M., et al.: Arzneim.-Forsch., 26, 925 (1966)