methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-hydroxy-2,6-bis(propan-2-yl)phenoxy]oxane-2-carboxylate

• ChemBase ID: 171104
• Molecular Formular: C19H28O8
• Molecular Mass: 384.42082
• Monoisotopic Mass: 384.17841786
• SMILES: O(c1c(cc(cc1C(C)C)O)C(C)C)[C@@H]1O[C@H]([C@H]([C@@H]([C@@H]1O)O)O)C(=O)OC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2c(cc(cc2C(C)C)O)C(C)C)[C@H]([C@H]([C@@H]1O)O)O
• InChI: InChI=1S/C19H28O8/c1-8(2)11-6-10(20)7-12(9(3)4)16(11)26-19-15(23)13(21)14(22)17(27-19)18(24)25-5/h6-9,13-15,17,19-23H,1-5H3/t13-,14-,15+,17-,19+/m0/s1
• InChIKey: FRCAAAQFCDQCPR-BBHOWBALSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[4-hydroxy-2,6-bis(propan-2-yl)phenoxy]oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-(4-hydroxy-2,6-diisopropylphenoxy)oxane-2-carboxylate
• Synonyms: 4-Hydroxy-2,6-bis(1-methylethyl)phenol β-D-Glucopyranosiduronic Acid Methyl Ester; 4-Hydroxy Propofol 1-O-β-D-Glucuronic Acid Methyl Ester

Database IDs

• PubChem SID: 164227014
• PubChem CID: 71749257

CALCULATED PROPERTIES

• Acid pKa: 10.002033
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.0542204
• LogD (pH = 7.4): 2.0531552
• Log P: 2.054234
• Molar Refractivity: 95.1823 cm^3
• Polarizability: 38.101498 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO

DETAILS

Toronto Research Chemicals - H950840

Protected Propofol metabolite.