(1S,2S,10S,13R,14S,17S,18S)-17-(2H3)methyl-2,18-dimethyl(16,16-2H2)-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4(8),5-diene-5,17-diol

• ChemBase ID: 171307
• Molecular Formular: C21H32N2O2
• Molecular Mass: 344.49098
• Monoisotopic Mass: 344.24637827
• SMILES: c12c(C[C@H]3[C@](C1)([C@@H]1[C@@H](CC3)[C@H]3[C@](CC1)([C@](CC3)(O)C)C)C)[nH]nc2O
• Canonical SMILES: Oc1n[nH]c2c1C[C@@]1(C)[C@H](C2)CC[C@@H]2[C@@H]1CC[C@]1([C@H]2CC[C@]1(C)O)C
• InChI: InChI=1S/C21H32N2O2/c1-19-11-14-17(22-23-18(14)24)10-12(19)4-5-13-15(19)6-8-20(2)16(13)7-9-21(20,3)25/h12-13,15-16,25H,4-11H2,1-3H3,(H2,22,23,24)/t12-,13+,15-,16-,19-,20-,21-/m0/s1
• InChIKey: SWPAIUOYLTYQKK-YEZTZDHTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,10S,13R,14S,17S,18S)-17-(^2H₃)methyl-2,18-dimethyl(16,16-^2H₂)-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5-diene-5,17-diol
• IUPAC Traditional name: (1S,2S,10S,13R,14S,17S,18S)-17-(^2H₃)methyl-2,18-dimethyl(16,16-^2H₂)-6,7-diazapentacyclo[11.7.0.0^2,^1^0.0^4,^8.0^1^4,^1^8]icosa-4(8),5-diene-5,17-diol
• Synonyms: (5α,17β)-1',2'-Dihydro-17-hydroxy-17-methyl-5'H-androst-2-eno[3,2-c]pyrazol-5'-one-d5; 3'-Hydroxystanazolol-d5; 3'-Hydroxy Stanozolol-d5

Database IDs

• CAS Number: 853904-68-4
• PubChem SID: 164227217
• PubChem CID: 11450938

CALCULATED PROPERTIES

• Acid pKa: 8.239652
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 3.9874914
• LogD (pH = 7.4): 3.9308543
• Log P: 3.9883099
• Molar Refractivity: 99.5474 cm^3
• Polarizability: 38.43551 Å^3
• Polar Surface Area: 69.14 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 280-282°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - H953532

It is one of the main labelled metabolite of Stanozolol (S684500), an internal standard in doping analysis.

REFERENCES

• Chung, B., et al.: J. Anal. Toxicol., 14, 91 (1990)
• Schanzer, W., et al.: J. Steroid Biochem., 36, 153 (1990)
• Phillis, B., et al.: Eur. J. Pharmacol., 398, 263 (1990)