(1S,10R,11S,13R,14R,15S)-5-(benzyloxy)-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-13-yl 2,2-dimethylpropanoate

• ChemBase ID: 163144
• Molecular Formular: C30H38O4
• Molecular Mass: 462.62032
• Monoisotopic Mass: 462.2770097
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H]([C@@H](C2)OC(=O)C(C)(C)C)O)C)OCc1ccccc1
• Canonical SMILES: O=C(C(C)(C)C)O[C@@H]1C[C@@H]2[C@]([C@H]1O)(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OCc1ccccc1
• InChI: InChI=1S/C30H38O4/c1-29(2,3)28(32)34-26-17-25-24-12-10-20-16-21(33-18-19-8-6-5-7-9-19)11-13-22(20)23(24)14-15-30(25,4)27(26)31/h5-9,11,13,16,23-27,31H,10,12,14-15,17-18H2,1-4H3/t23-,24-,25+,26-,27+,30+/m1/s1
• InChIKey: ZDHUVEBDDUKBEE-KQGBTYNFSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,13R,14R,15S)-5-(benzyloxy)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-13-yl 2,2-dimethylpropanoate
• IUPAC Traditional name: (1S,10R,11S,13R,14R,15S)-5-(benzyloxy)-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-13-yl 2,2-dimethylpropanoate
• Synonyms: (16α,17β)-16-O-tert-Butoxycarbonyl-3-(phenylmethoxy)-estra-1,3,5(10)-triene-16,17-diol; 3-(Benzyloxy)-16-O-tert-butoxycarbonyl-estra-1,3,5(10)-triene-16α,17β-diol; 16-O-tert-Butoxycarbonyl 3-O-Benzyl Estriol

Database IDs

• PubChem SID: 162257279
• PubChem CID: 71314332

CALCULATED PROPERTIES

• Acid pKa: 13.730764
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 6.7816267
• LogD (pH = 7.4): 6.7816267
• Log P: 6.7816267
• Molar Refractivity: 133.215 cm^3
• Polarizability: 52.789024 Å^3
• Polar Surface Area: 55.76 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B690135

Protected Estriol.

REFERENCES

• Gohil, V., et al.: Nat. Biotechnol., 28, 249 (2010)