(3S,4S,6R)-2-({[(2R,4R,5R)-3,5-dihydroxy-4-methoxy-6-(methoxymethyl)oxan-2-yl]methoxy}methyl)-6-ethyloxane-3,4,5-triol

• ChemBase ID: 166728
• Molecular Formular: C17H32O10
• Molecular Mass: 396.42998
• Monoisotopic Mass: 396.19954722
• SMILES: C1([C@H]([C@@H](C([C@H](O1)CC)O)O)O)COC[C@@H]1C([C@H]([C@@H](C(O1)COC)O)OC)O
• Canonical SMILES: COCC1O[C@H](COCC2O[C@H](CC)C([C@H]([C@@H]2O)O)O)C([C@H]([C@@H]1O)OC)O
• InChI: InChI=1S/C17H32O10/c1-4-8-12(18)16(22)13(19)10(26-8)6-25-7-11-15(21)17(24-3)14(20)9(27-11)5-23-2/h8-22H,4-7H2,1-3H3/t8-,9?,10?,11-,12?,13-,14-,15?,16+,17-/m1/s1
• InChIKey: DPFYBZWSVVKNPZ-AQWIXGDGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3S,4S,6R)-2-({[(2R,4R,5R)-3,5-dihydroxy-4-methoxy-6-(methoxymethyl)oxan-2-yl]methoxy}methyl)-6-ethyloxane-3,4,5-triol
• IUPAC Traditional name: (3S,4S,6R)-2-({[(2R,4R,5R)-3,5-dihydroxy-4-methoxy-6-(methoxymethyl)oxan-2-yl]methoxy}methyl)-6-ethyloxane-3,4,5-triol
• Synonyms: Dextrans; DEX 500; Detrax 40; Dextranen; Dextraven; Eudextran; Expandex; G 75; Gentran; Gentran 40; Hemodex; Hyscon; Hyskon; Infucoll; Intrader; Intradex; LMD; LMWD; LU 122; LVD; Longasteril 70; Macrodex; Macrose; Oncovertin N; Onkotin; PL 1S; Plasmafusin; Plasmodex; Plavolex; Polyglucin; Polyglusol; Promit; Rheodextran; Rheoisodex; Rheomacrodex; Rheopolyglucin; Rheopolyglucine; Rheorondex; Rheotran; Rondex; Serva G; T 10; T 110; T 150; T 20; T 250; T 4; T 40; T 5; T 500; T 6; T 70; Ultradex; α-Dextran; Dextran 1.5; Dextran 10; Dextran 1000; Dextran 10000; Dextran 110; Dextran 15; Dextran 150; Dextran 2000; Dextran 20000; Dextran 250; Dextran 3000; Dextran 40; Dextran 40000; Dextran 45; Dextran 500; Dextran 60; Dextran 70; Dextran 75; Dextran B 512; Dextran B1355; Dextran D 10; Dextran PL 1S; Dextran PT 25; Dextran PVD; Dextran RMI; Dextran T 10; Dextran T 100; Dextran T 110; Dextran T 150; Dextran T 20; Dextran T 2000; Dextran T 40; Dextran T 500; Dextran T 70; Dextran

Database IDs

• CAS Number: 9004-54-0
• PubChem SID: 162260861
• PubChem CID: 71315856

CALCULATED PROPERTIES

• Acid pKa: 12.378386
• H Acceptors: 10
• H Donor: 5
• LogD (pH = 5.5): -2.3799117
• LogD (pH = 7.4): -2.379916
• Log P: -2.3799114
• Molar Refractivity: 90.6846 cm^3
• Polarizability: 37.424385 Å^3
• Polar Surface Area: 147.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D299100

A polysaccharide composed of glucose molecules used as an antithrombotic to reduce blood viscosity and as a volume expander in anemia. Studies show that it inhibits the mannose receptor-mediated clearance of tissue-type plasminogen activator (t-PA).

REFERENCES

• MacNeil, B.D. et al.: Fund. Clin. Cardiol., 52, 473 (2005)
• Noorman, F. et al.: Thromb. Haemost., 80, 210 (2005)
• Fushbane, S. et al.: Am. J. Kidney Dis., 28, 529 (2005)