(1S,2R,10R,11S,14S,15S)-14-ethyl-14-hydroxy-15-methyltetracyclo[8.7.0.02,7.011,15]heptadec-6-en-5-one

• ChemBase ID: 130400
• Molecular Formular: C20H30O2
• Molecular Mass: 302.451
• Monoisotopic Mass: 302.2245802
• SMILES: O=C1C=C2[C@@H]([C@H]3CC[C@]4([C@@H](CC[C@@]4(O)CC)[C@@H]3CC2)C)CC1
• Canonical SMILES: CC[C@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2CCC2=CC(=O)CC[C@H]12
• InChI: InChI=1S/C20H30O2/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/h12,15-18,22H,3-11H2,1-2H3/t15-,16+,17+,18-,19-,20-/m0/s1
• InChIKey: ZDHCJEIGTNNEMY-XGXHKTLJSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14S,15S)-14-ethyl-14-hydroxy-15-methyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-en-5-one
• IUPAC Traditional name: norethandrolone
• Synonyms: (17α)-17-Hydroxy-19-norpregn-4-en-3-one-d5; 17-Ethyl-19-nortestosterone; 17α-Ethyl-19-nortestosterone; 17α-Ethyl-17-hydroxy-19-norandrost-4-en-3-one; 17-ENT; CB 8022; NSC 70581; NSC 9893; Nileva; Nilevar; Pronabol; SC 5914; Solevar; U 6817; (8''R'',9''S'',10''R'',13''S'',14''S'',17''S'')-17-Ethyl-17-hydroxy-13-methyl-1,2,6,7,8,9,10,11,12,14,15,16-dodecahydrocyclopenta[''a'']phenanthren-3-one; Norethandrolone

Database IDs

• CAS Number: 52-78-8
• PubChem SID: 162224679
• PubChem CID: 5858
• ATC CODE: A14AA09
• Chemspider ID: 5649
• KEGG ID: D07127
• Unique Ingredient Identifier: P7W01638W6
• Wikipedia Title: Norethandrolone

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.8684747
• LogD (pH = 7.4): 3.8684752
• Log P: 3.8684752
• Molar Refractivity: 89.1169 cm^3
• Polarizability: 35.103523 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 19.278753

DETAILS

Toronto Research Chemicals - N675000

Controlled substance (anabolic steroid). Androgen.

REFERENCES

• Kintz, P., et al.: J. Pharm. Biomed. Anal., 24, 1125 (2001)
• Gambelunghe, C., et al.: J. Appl. Toxicol., 25, 205 (2001)
• Shen, M., et al.: Steroids, 74, 773 (2001)