methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{4-[(3E)-4-[4-(acetyloxy)phenyl]hex-3-en-3-yl]phenoxy}oxane-2-carboxylate

• ChemBase ID: 159228
• Molecular Formular: C33H38O12
• Molecular Mass: 626.64762
• Monoisotopic Mass: 626.23632666
• SMILES: [C@H]1(O[C@H]([C@H]([C@@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C)C(=O)OC)Oc1ccc(cc1)/C(=C(/c1ccc(cc1)OC(=O)C)\CC)/CC
• Canonical SMILES: COC(=O)[C@@H]1O[C@@H](Oc2ccc(cc2)/C(=C(/c2ccc(cc2)OC(=O)C)\CC)/CC)[C@H]([C@H]([C@@H]1OC(=O)C)OC(=O)C)OC(=O)C
• InChI: InChI=1S/C33H38O12/c1-8-26(22-10-14-24(15-11-22)40-18(3)34)27(9-2)23-12-16-25(17-13-23)44-33-31(43-21(6)37)29(42-20(5)36)28(41-19(4)35)30(45-33)32(38)39-7/h10-17,28-31,33H,8-9H2,1-7H3/b27-26+/t28-,29-,30-,31+,33+/m0/s1
• InChIKey: LMEOVEVTJJLCOK-FCQDFCJFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{4-[(3E)-4-[4-(acetyloxy)phenyl]hex-3-en-3-yl]phenoxy}oxane-2-carboxylate
• IUPAC Traditional name: methyl (2S,3S,4S,5R,6S)-3,4,5-tris(acetyloxy)-6-{4-[(3E)-4-[4-(acetyloxy)phenyl]hex-3-en-3-yl]phenoxy}oxane-2-carboxylate
• Synonyms: 4-[2-[4-(Acetyloxy)phenyl]-1-ethyl-1-butenyl]phenyl-D-glucopyranosiduronic Acid Methyl Ester Triacetate; Acetyldiethylstilbestrol 2,3,4-Tri-O-acetyl-β-D-glucuronide Methyl Ester

Database IDs

• CAS Number: 40269-22-5
• PubChem SID: 162253363
• PubChem CID: 71312864

CALCULATED PROPERTIES

• H Acceptors: 7
• H Donor: 0
• LogD (pH = 5.5): 4.626186
• LogD (pH = 7.4): 4.626186
• Log P: 4.626186
• Molar Refractivity: 156.6275 cm^3
• Polarizability: 63.053993 Å^3
• Polar Surface Area: 149.96 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 148-150°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A173650

Intermediate for the preparation of Diethylstilbestrol β-D-Glucuronide.