(1R,2S,7S,10R,11S,14S,15S)-14-ethyl-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadecan-5-one

• ChemBase ID: 167683
• Molecular Formular: C20H32O2
• Molecular Mass: 304.46688
• Monoisotopic Mass: 304.24023026
• SMILES: C1C(=O)C[C@H]2[C@H](C1)[C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@@](CC2)(CC)O)C
• Canonical SMILES: CC[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CC[C@@H]2[C@@H]1CCC(=O)C2
• InChI: InChI=1S/C20H32O2/c1-3-20(22)11-9-18-17-6-4-13-12-14(21)5-7-15(13)16(17)8-10-19(18,20)2/h13,15-18,22H,3-12H2,1-2H3/t13-,15-,16+,17+,18-,19-,20-/m0/s1
• InChIKey: IOLODVBMNDJVOP-XDQPPUBWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2S,7S,10R,11S,14S,15S)-14-ethyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• IUPAC Traditional name: (1R,2S,7S,10R,11S,14S,15S)-14-ethyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-5-one
• Synonyms: (5α,17α)-17-Hydroxy-19-norpregnan-3-one; 17-Hydroxy-19-Nor-5α,17α-pregnan-3-one; 17β-Hydroxy-17α-ethyl-5α-estran-3-one; 4,5α-Dihydro Norethandrolone

Database IDs

• CAS Number: 2099-68-5
• PubChem SID: 162261816
• PubChem CID: 71316183

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.914309
• LogD (pH = 7.4): 3.9143095
• Log P: 3.9143095
• Molar Refractivity: 88.2902 cm^3
• Polarizability: 35.343018 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: White Solid
• Melting Point: 214-216°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - D449380

A metabolite of the synthetic anabolic steroid Norethandrolone (N675000).Controlled substance.

REFERENCES

• Nambara, T., et al.: Chem. Pharm. Bull., 21, 2474 (1973)
• Dumasia, M., et al.: Xenobiotica, 14, 647 (1973)
• Bi, H., et al.: J. Steroid Biochem. Mol. Biol., 42, 533 (1973)