(2S,3S,4S,5R,6S)-6-({2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid; acetic acid

• ChemBase ID: 174788
• Molecular Formular: C43H48ClNO11S
• Molecular Mass: 822.35932
• Monoisotopic Mass: 821.26366004
• SMILES: O1[C@H]([C@H]([C@H]([C@@H]([C@@H]1C(=O)O)O)O)O)OC(=O)CC1(CS[C@@H](c2cccc(/C=C/c3nc4cc(ccc4cc3)Cl)c2)CCc2c(cccc2)C(O)(C)C)CC1.CC(=O)O
• Canonical SMILES: O=C(CC1(CS[C@@H](c2cccc(c2)/C=C/c2ccc3c(n2)cc(cc3)Cl)CCc2ccccc2C(O)(C)C)CC1)O[C@@H]1O[C@@H](C(=O)O)[C@H]([C@@H]([C@@H]1O)O)O.CC(=O)O
• InChI: InChI=1S/C41H44ClNO9S.C2H4O2/c1-40(2,50)30-9-4-3-7-25(30)13-17-32(27-8-5-6-24(20-27)10-15-29-16-12-26-11-14-28(42)21-31(26)43-29)53-23-41(18-19-41)22-33(44)51-39-36(47)34(45)35(46)37(52-39)38(48)49;1-2(3)4/h3-12,14-16,20-21,32,34-37,39,45-47,50H,13,17-19,22-23H2,1-2H3,(H,48,49);1H3,(H,3,4)/b15-10+;/t32-,34+,35+,36-,37+,39-;/m1./s1
• InChIKey: JCHMFUWUBPZAGL-SZVLIBCSSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-6-({2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid; acetic acid
• IUPAC Traditional name: (2S,3S,4S,5R,6S)-6-({2-[1-({[(1R)-1-{3-[(E)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl}-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanyl}methyl)cyclopropyl]acetyl}oxy)-3,4,5-trihydroxyoxane-2-carboxylic acid; acetic acid
• Synonyms: 1-[1-[[[(1R)-1-[3-[(1E)-2-(7-Chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetate] β-D-Glucopyranuronic Acid Acetic Acid Salt; Montelukast M1 Acetic acid Salt; Montelukast Acyl-β-D-glucuronide Acetic Acid Salt

Database IDs

• PubChem SID: 164230698
• PubChem CID: 71750828

CALCULATED PROPERTIES

• Acid pKa: 3.5943532
• H Acceptors: 9
• H Donor: 5
• LogD (pH = 5.5): 4.6695857
• LogD (pH = 7.4): 3.352613
• Log P: 6.240583
• Molar Refractivity: 201.8025 cm^3
• Polarizability: 80.71361 Å^3
• Polar Surface Area: 166.64 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Yellow Solid
• Melting Point: 114-116°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light, Moisture and Temperature Sensitive

DETAILS

Toronto Research Chemicals - M568010

A metabolite of Montelukast.

REFERENCES

• Madan, A., et al.: Biochem. Pharmacol., 46, 2291 (1993)
• Blake, B.L., et al.: Xenobiotica, 25, 377 (1993)
• LaBelle, M., et al.: Bioorg. Med. Chem. Lett., 5, 283 (1993)
• Chiba, M., et al.: Drug Metab. Dispos., 24, 307 (1993)