(1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-ene-9,14-dione

• ChemBase ID: 125532
• Molecular Formular: C19H26O3
• Molecular Mass: 302.40794
• Monoisotopic Mass: 302.18819469
• SMILES: O=C1C=C2[C@]([C@H]3CC[C@@]4(C(=O)CC[C@H]4[C@H]13)C)(C)CC[C@H](O)C2
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC(=O)[C@@H]3[C@@H]2CC[C@]2([C@H]3CCC2=O)C)C1)C
• InChI: InChI=1S/C19H26O3/c1-18-7-5-12(20)9-11(18)10-15(21)17-13-3-4-16(22)19(13,2)8-6-14(17)18/h10,12-14,17,20H,3-9H2,1-2H3/t12-,13-,14-,17-,18-,19-/m0/s1
• InChIKey: KPRGOTLNGIBVFL-GINZOMEDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-9,14-dione
• IUPAC Traditional name: (1S,2R,5S,10R,11S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-9,14-dione
• Synonyms: 7-Keto; 7-Oxo-DHEA; 7-Ketodehydroepiandrosterone; 7-Oxodehydroepiandrosterone; 3β-Hydroxy-5-androstene-7,17-dione; 5-Androsten-3β-ol-7,17-dione; 7-Keto-DHEA; (3β)-3-Hydroxyandrost-5-ene-7,17-dione; 7-Keto-DHEA; 7-Keto Dehydro Epiandrosterone; 7-Keto-dehydroepiandrosterone

Database IDs

• CAS Number: 566-19-8
• PubChem SID: 162219882
• PubChem CID: 193313
• Chemspider ID: 167751
• Wikipedia Title: 7-Keto-DHEA

CALCULATED PROPERTIES

• Acid pKa: 17.387115
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.7981997
• LogD (pH = 7.4): 2.7981997
• Log P: 2.7981997
• Molar Refractivity: 85.3029 cm^3
• Polarizability: 33.33251 Å^3
• Polar Surface Area: 54.37 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - K187700

7-Keto Dehydro Epiandrosterone is a metabolite of Dehydroepiandrosterone (DHEA) (D229585).

REFERENCES

• Majewska, M., et al.: Brain Res., 526, 143 (1990)
• Charlton, M., et al.: J. Neurochem., 68, 121 (1990)
• Koob, G., et al.: Biochem. Pharmacol., 68, 1515 (1990)