(1S,10R,11S,13R,15S)-4,6-dibromo-5,13-dihydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-trien-14-one

• ChemBase ID: 166967
• Molecular Formular: C18H20Br2O3
• Molecular Mass: 444.1576
• Monoisotopic Mass: 441.9779185
• SMILES: c1(c(c(c2c(c1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)[C@@H](C2)O)C)Br)O)Br
• Canonical SMILES: O[C@@H]1C[C@@H]2[C@](C1=O)(C)CC[C@H]1[C@H]2CCc2c1cc(c(c2Br)O)Br
• InChI: InChI=1S/C18H20Br2O3/c1-18-5-4-8-9(12(18)7-14(21)17(18)23)2-3-10-11(8)6-13(19)16(22)15(10)20/h6,8-9,12,14,21-22H,2-5,7H2,1H3/t8-,9+,12-,14+,18-/m0/s1
• InChIKey: JTPNAPKUXFXZOQ-GYYZZVMYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,13R,15S)-4,6-dibromo-5,13-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• IUPAC Traditional name: (1S,10R,11S,13R,15S)-4,6-dibromo-5,13-dihydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-trien-14-one
• Synonyms: 2,4-Dibromo-3,16α-dihydroxyestra-1,3,5(10)-trien-17-one(16α)-2,4-Dibromo-3,16-dihydroxyestra-1,3,5(10)-trien-17-one; 2,4-Dibromo-16α-hydroxy Estrone

Database IDs

• CAS Number: 79258-14-3
• PubChem SID: 162261100
• PubChem CID: 29978048

CALCULATED PROPERTIES

• Acid pKa: 7.157765
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 4.96609
• LogD (pH = 7.4): 4.5420756
• Log P: 4.975468
• Molar Refractivity: 95.8202 cm^3
• Polarizability: 37.146782 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate; Methanol
• Apperance: Yellow Solid

DETAILS

Toronto Research Chemicals - D425390

Metabolite of 2,4-Dibromoestrone (2,4-DB-estrone).

REFERENCES

• Maggs, J. L., J. Steroid Biochem. Mol. Biol., 42, 77 (1992).