(1S,10R,11S,14R,15S)-14-methoxy-15-methyl-5-[(3,3,3-2H3)propoxy]tetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene

• ChemBase ID: 176975
• Molecular Formular: C22H32O2
• Molecular Mass: 328.48828
• Monoisotopic Mass: 328.24023026
• SMILES: c1c(cc2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@H](CC2)OC)C)OCCC
• Canonical SMILES: CCCOc1ccc2c(c1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@H]2OC)C
• InChI: InChI=1S/C22H32O2/c1-4-13-24-16-6-8-17-15(14-16)5-7-19-18(17)11-12-22(2)20(19)9-10-21(22)23-3/h6,8,14,18-21H,4-5,7,9-13H2,1-3H3/t18-,19-,20+,21-,22+/m1/s1
• InChIKey: IUWKNLFTJBHTSD-BDHVOXNPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14R,15S)-14-methoxy-15-methyl-5-[(3,3,3-^2H₃)propoxy]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene
• IUPAC Traditional name: (1S,10R,11S,14R,15S)-14-methoxy-15-methyl-5-[(3,3,3-^2H₃)propoxy]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene
• Synonyms: (17β)-17-Methoxy-3-(propoxy-d3)estra-1,3,5(10)-triene; 3-(Propoxy-d3)-17β-methoxyestra-1,3,5(10)-triene; Promestriene-d3

Database IDs

• PubChem SID: 164232885
• PubChem CID: 71751806

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.413852
• LogD (pH = 7.4): 5.413852
• Log P: 5.413852
• Molar Refractivity: 98.4108 cm^3
• Polarizability: 38.83408 Å^3
• Polar Surface Area: 18.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - P756702

Labelled Promestriene. A synthetic diethyl-ether of Estradiol with no distal hormonal effects, in patients undergoing surgical correction for stress urinary incontinence (SUI).

REFERENCES

• Kelleher, C., et al.: Br. J. Obstet. Gynaecol., 104, 1374 (1997)
• Deffieux, X., et al.: J. Gynecol. Obstet. Biol. Reprod., 35, 678 (1997)