(1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2(7),3,5,8-tetraene-5,14-diol

• ChemBase ID: 165384
• Molecular Formular: C18H22O2
• Molecular Mass: 270.36608
• Monoisotopic Mass: 270.16197994
• SMILES: c1cc(cc2c1[C@@H]1[C@@H](C=C2)[C@H]2[C@](CC1)([C@H](CC2)O)C)O
• Canonical SMILES: Oc1ccc2c(c1)C=C[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C18H22O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,14-17,19-20H,6-9H2,1H3/t14-,15-,16+,17+,18+/m1/s1
• InChIKey: VVLCELUSWGWMSW-ZBRFXRBCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5,8-tetraene-5,14-diol
• IUPAC Traditional name: (1S,10R,11S,14S,15S)-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2(7),3,5,8-tetraene-5,14-diol
• Synonyms: (17β)-Estra-1,3,5(10),6-tetraene-3,17-diol; Estra-1,3,5(10),6-tetraene-3,17β-diol; 6-Dehydroestradiol; Estra-1,3,5(10)-6-tetraen-3,17β-diol; NSC 57430; Δ6,7-Estradiol; 6,7-Dehydro Estradiol

Database IDs

• CAS Number: 7291-41-0
• PubChem SID: 162259517
• PubChem CID: 245468

CALCULATED PROPERTIES

• Acid pKa: 9.668473
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.4662504
• LogD (pH = 7.4): 3.4639587
• Log P: 3.4662797
• Molar Refractivity: 81.0213 cm^3
• Polarizability: 31.222876 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D229620

A potential impurity of Estradiol (E888860).

REFERENCES

• Sundaresan, G., et al.: J. Pharm. Sci., 70, 702 (1981)
• Gorog, S., et al.: J. Pharm. Biomed. Anal., 18, 511 (1981)
• Ekhato, I., et al.: Steroids, 67, 165 ( 2002),