methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(pyren-1-yloxy)oxane-2-carboxylate

• ChemBase ID: 177143
• Molecular Formular: C29H26O10
• Molecular Mass: 534.51074
• Monoisotopic Mass: 534.15259703
• SMILES: c12cccc3c1c1c(cc3)ccc(c1cc2)O[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc3c4c2ccc2c4c(cc3)ccc2)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C29H26O10/c1-14(30)35-24-25(36-15(2)31)27(37-16(3)32)29(39-26(24)28(33)34-4)38-21-13-11-19-9-8-17-6-5-7-18-10-12-20(21)23(19)22(17)18/h5-13,24-27,29H,1-4H3/t24-,25-,26-,27+,29+/m0/s1
• InChIKey: KZBPZFFPNOHQTP-BNZCWLHNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(pyren-1-yloxy)oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-(pyren-1-yloxy)oxane-2-carboxylate
• Synonyms: 1-Pyrenyl-2,3,4-tri-O-acetyl-β-D-glucuronic Acid, Methyl Ester

Database IDs

• PubChem SID: 164233053
• PubChem CID: 71751886

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.501839
• LogD (pH = 7.4): 3.501839
• Log P: 3.501839
• Molar Refractivity: 132.9389 cm^3
• Polarizability: 57.0346 Å^3
• Polar Surface Area: 123.66 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; DMSO; Methanol
• Apperance: Beige Crystalline Solid
• Melting Point: 155-157°C

Safety Information

• Storage Warning: May be Light Sensitive

DETAILS

Toronto Research Chemicals - P989650

A metabolite of 1-Hydroxypyrene, which is found in humane urine after exposure to coal tar and a coal derived product.

REFERENCES

• Jongeneelen, F.J., et al.: Int. Arch. Occup. Environ. Health, 57, 47 (1985)