methyl (2S,3S,4S,5R,6S)-6-{[(1S,10R,11S,14S,15S)-14-ethynyl-5-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate

• ChemBase ID: 168071
• Molecular Formular: C27H34O8
• Molecular Mass: 486.55406
• Monoisotopic Mass: 486.22536805
• SMILES: Oc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@]2(C#C)O[C@H]1[C@@H]([C@@H]([C@@H]([C@H](O1)C(=O)OC)O)O)O)C
• Canonical SMILES: COC(=O)[C@H]1O[C@@H](O[C@]2(C#C)CC[C@@H]3[C@]2(C)CC[C@H]2[C@H]3CCc3c2ccc(c3)O)[C@@H]([C@@H]([C@@H]1O)O)O
• InChI: InChI=1S/C27H34O8/c1-4-27(35-25-22(31)20(29)21(30)23(34-25)24(32)33-3)12-10-19-18-7-5-14-13-15(28)6-8-16(14)17(18)9-11-26(19,27)2/h1,6,8,13,17-23,25,28-31H,5,7,9-12H2,2-3H3/t17-,18-,19+,20+,21+,22-,23+,25+,26+,27-/m1/s1
• InChIKey: VTSMRTHVUHLPNJ-LXTZKRCUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-6-{[(1S,10R,11S,14S,15S)-14-ethynyl-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-6-{[(1S,10R,11S,14S,15S)-14-ethynyl-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylate
• Synonyms: (17α)-3-Hydroxy-19-norpregna-1,3,5(10)-trien-20-yn-17-yl β-D-Glucopyranosiduronic Acid Methyl Ester; Ethynyl Estradiol 17-β-D-Glucuronide Methyl Ester

Database IDs

• PubChem SID: 162262203
• PubChem CID: 71316359

CALCULATED PROPERTIES

• LogD (pH = 7.4): 2.592168
• Log P: 2.592686
• Molar Refractivity: 124.4243 cm^3
• Polarizability: 49.52979 Å^3
• Polar Surface Area: 125.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 10.320911
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): 2.5926795

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: White Crystalline Solid

DETAILS

Toronto Research Chemicals - E685113

An ester of Ethynyl estradiol 17-β-D-Glucuronide.