(2S,3S,4S,5R,6R)-6-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

• ChemBase ID: 174760
• Molecular Formular: C16H13F17O7
• Molecular Mass: 640.2430744
• Monoisotopic Mass: 640.0389825
• SMILES: O(CCC(C(C(C(C(C(C(F)(F)C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)O
• Canonical SMILES: OC(=O)[C@@H]1O[C@@H](OCCC(C(C(C(C(C(C(C(F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)(F)F)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C16H13F17O7/c17-9(18,1-2-39-8-5(36)3(34)4(35)6(40-8)7(37)38)10(19,20)11(21,22)12(23,24)13(25,26)14(27,28)15(29,30)16(31,32)33/h3-6,8,34-36H,1-2H2,(H,37,38)/t3-,4-,5+,6-,8+/m0/s1
• InChIKey: UZMXIMHOMUBIEV-UQGZVRACSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6R)-6-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6R)-6-[(3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-heptadecafluorodecyl)oxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
• Synonyms: 3,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-Heptadecafluorodecyl β-D-Glucopyranosiduronic Acid; 8:2 FTOH Glucuronide; Mono[2-(perfluorooctyl)ethyl] Glucuronide

Database IDs

• CAS Number: 864551-34-8
• PubChem SID: 164230670
• PubChem CID: 71750812

CALCULATED PROPERTIES

• Acid pKa: 3.5373652
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.2050357
• LogD (pH = 7.4): 0.79686743
• Log P: 4.1607604
• Molar Refractivity: 83.1199 cm^3
• Polarizability: 33.306274 Å^3
• Polar Surface Area: 116.45 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - M566810

Mono[2-(perfluorooctyl)ethyl] Glucuronide is a metabolite of 8-2 Fluorotelomer Alcohol, a raw material used in the manufacturing of fluorotelomer-based products. It has been identified in the environment and has been implicated as a potential source for p

REFERENCES

• Martin, J.W. et al.: Chem.-Biol. Inter., 155, 165 (2005)
• Nabb, D.L. et al.: Toxicol. Sci., 100, 333 (2005)