(1S,2S,10S,11S,15S)-2-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-dione

• ChemBase ID: 170502
• Molecular Formular: C18H24O3
• Molecular Mass: 288.38136
• Monoisotopic Mass: 288.17254463
• SMILES: C1C(=O)C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)(C(=O)CC2)C)O
• Canonical SMILES: O=C1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CCC2=O)C)O
• InChI: InChI=1S/C18H24O3/c1-17-8-7-15-13(14(17)4-5-16(17)20)3-2-11-10-12(19)6-9-18(11,15)21/h10,13-15,21H,2-9H2,1H3/t13-,14-,15-,17-,18+/m0/s1
• InChIKey: LIHCHNCKGJOZKD-FTAMUGHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10S,11S,15S)-2-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• IUPAC Traditional name: (1S,2S,10S,11S,15S)-2-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-dione
• Synonyms: 10-Hydroxyestr-4-ene-3,17-dione; 10β-Hydroxy-19-norandrost-4-ene-3,17-dione; Estr-4-en-10β-ol-3,17-dione; 10β-Hydroxyestr-4-ene-3,17-dione

Database IDs

• CAS Number: 5189-96-8
• PubChem SID: 164226412
• PubChem CID: 11873454

CALCULATED PROPERTIES

• Acid pKa: 13.935797
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.5475578
• LogD (pH = 7.4): 2.5475578
• Log P: 2.5475578
• Molar Refractivity: 80.5835 cm^3
• Polarizability: 31.492874 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Classification: Derivatives & analogs of Natural Compounds

DETAILS

Toronto Research Chemicals - H941860

A steroid used in competitive aromatase inhibition studies as well as estrogen biosynthesis studies.

REFERENCES

• Bohl, M. et al.: Zeit. Naturforsch. C: J. Biosci., 44, 217 (1989)
• J. Chem. Soc. Chem. Comm., 22, 1699 (1989)