(1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadeca-2,4,6-triene-8,14-dione

• ChemBase ID: 130633
• Molecular Formular: C18H20O3
• Molecular Mass: 284.3496
• Monoisotopic Mass: 284.1412445
• SMILES: C[C@]12CC[C@@H]3c4ccc(cc4C(=O)C[C@H]3[C@@H]1CCC2=O)O
• Canonical SMILES: Oc1ccc2c(c1)C(=O)C[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C
• InChI: InChI=1S/C18H20O3/c1-18-7-6-12-11-3-2-10(19)8-14(11)16(20)9-13(12)15(18)4-5-17(18)21/h2-3,8,12-13,15,19H,4-7,9H2,1H3/t12-,13-,15+,18+/m1/s1
• InChIKey: JOVYPIGRPWIXHQ-ONUSSAAZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-8,14-dione
• IUPAC Traditional name: (1S,10R,11S,15S)-5-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-2,4,6-triene-8,14-dione
• Synonyms: 6-Ketoestrone; 3-Hydroxyestra-1,3,5(10)-triene-6,17-dione; 6-Ketoestrone; 6-Oxoestrone; 6-Keto Estrone; 1,3,5(10)-雌甾三烯-3-醇-6,17-二酮; 6-酮雌酮

Database IDs

• CAS Number: 1476-34-2
• MDL Number: MFCD00056399
• PubChem SID: 162224911; 24896247
• PubChem CID: 12985714

CALCULATED PROPERTIES

• Acid pKa: 8.882314
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.1644747
• LogD (pH = 7.4): 3.1506715
• Log P: 3.1646538
• Molar Refractivity: 79.8689 cm^3
• Polarizability: 30.96599 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: human ... HSD17B1(3292), HSD17B2(3294)

Product Information

• Purity: ≥98%

DETAILS

Toronto Research Chemicals - K188785

The oxidative metabolite of 17β-Estradiol (E887995) and Estrone (E889050) formed by 15 selectively expressed human cytochrome p450 isoforms.

REFERENCES

• Grose, K., et al.: Chem. Res. Toxicol., 5, 188 (1992)
• Chang, Y., et al.: Biochem. Pharmacol., 58, 825 (1992)
• Hong, C., et al.: Carcinogenesis, 23, 1297 (1992)