(11S,15S)-5-hydroxy-15-methyl(6,13,13-2H3)tetracyclo[8.7.0.02,7.011,15]heptadeca-1(10),2,4,6,8-pentaen-14-one

• ChemBase ID: 168142
• Molecular Formular: C18H18O2
• Molecular Mass: 266.33432
• Monoisotopic Mass: 266.13067982
• SMILES: c1c(cc2c(c1)c1c(cc2)[C@H]2[C@](CC1)(C(=O)CC2)C)O
• Canonical SMILES: Oc1ccc2c(c1)ccc1c2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C18H18O2/c1-18-9-8-14-13-5-3-12(19)10-11(13)2-4-15(14)16(18)6-7-17(18)20/h2-5,10,16,19H,6-9H2,1H3/t16-,18-/m0/s1
• InChIKey: PDRGHUMCVRDZLQ-WMZOPIPTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11S,15S)-5-hydroxy-15-methyl(6,13,13-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaen-14-one
• IUPAC Traditional name: (11S,15S)-5-hydroxy-15-methyl(6,13,13-^2H₃)tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-1(10),2,4,6,8-pentaen-14-one
• Synonyms: 3-Hydroxyestra-1,3,5,7,9-pentaen-17-one-d3; (+)-Equilenin-d3; 3-Hydroxyestra-1,3,5(10),6,8-pentaen-17-one-d3; E 400-d3; Equilenine-d3; NSC 9901-d3; d-Equilenin-d3; Equilenin-d3

Database IDs

• CAS Number: 56588-54-6
• PubChem SID: 162262274
• PubChem CID: 71316388

CALCULATED PROPERTIES

• Acid pKa: 9.778881
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 4.2990336
• LogD (pH = 7.4): 4.2972555
• Log P: 4.299056
• Molar Refractivity: 79.0356 cm^3
• Polarizability: 31.82742 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E592402

Labelled Equilenin (E592400). Estrogenic steroidal hormone isolated from urine of pregnant mares. Occurs naturally in the d-form. Not found in human urine. Component of conjugated estrogenic hormones. Estrogen.

REFERENCES

• Corbellini et al.: Farmaco Ed. Sci., 19, 913 (1964)
• Stein, et al.: Tetrahedron, 26, 1917 (1964)