(1S,10R,11S,13R,14R,15S)-5-(benzyloxy)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-13,14-diol

• ChemBase ID: 161533
• Molecular Formular: C25H30O3
• Molecular Mass: 378.5039
• Monoisotopic Mass: 378.21949482
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@H]([C@@H](C2)O)O)C)OCc1ccccc1
• Canonical SMILES: O[C@@H]1C[C@@H]2[C@]([C@H]1O)(C)CC[C@H]1[C@H]2CCc2c1ccc(c2)OCc1ccccc1
• InChI: InChI=1S/C25H30O3/c1-25-12-11-20-19-10-8-18(28-15-16-5-3-2-4-6-16)13-17(19)7-9-21(20)22(25)14-23(26)24(25)27/h2-6,8,10,13,20-24,26-27H,7,9,11-12,14-15H2,1H3/t20-,21-,22+,23-,24+,25+/m1/s1
• InChIKey: GDUPBUZZJUIEDX-RIQJQHKOSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 18650-87-8
• PubChem SID: 162255668
• PubChem CID: 16100983

CALCULATED PROPERTIES

• Acid pKa: 13.623882
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.540965
• LogD (pH = 7.4): 4.5409646
• Log P: 4.540965
• Molar Refractivity: 110.3611 cm^3
• Polarizability: 43.438515 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - B276500

Protected Estriol.

REFERENCES

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