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Bovine Metabolome Database

Showing metabocard for 4b-Hydroxystanozolol (BMDB03318)

Legend: metabolite field enzyme field

Version 1.0
Creation Date 2006-05-22 16:12:50
Update Date 2009-05-05 20:59:34
Accession Number BMDB03318
Common Name 4b-Hydroxystanozolol
Description 4b-Hydroxystanozolol is a metabolite of stanozolol. Stanozolol has the potential for misuse as an anabolic steroid in horse racing. Stanozolol is an anabolic steroid illicitly used for growth promoting purposes in animal production. For reasons of public health the use of anabolic steroids as growth promoters is officially banned in Europe in animals intended for consumption. Stanozolol is a synthetic anabolic androgenic steroid often abused in sports to enhance performance. Doping control screening for the analysis of anabolic steroids in human urine or the detection of anabolic steroid residues in cattle's urine is achieved using liquid and gas chromatography time-of-flight mass spectrometry, liquid chromatography-tandem mass spectrometry or through a combination of liquid chromatography/tandem mass spectrometry and gas chromatography/mass spectrometry. (PMID: 16040239, 17724580, 17610244, 15782394)
  1. (4b,5a,17b)-17-methyl-2'H-Androst-2-eno[3,2-c]pyrazole-4,17-diol
  2. Cyclopenta[7,8]phenanthro[2,3-c]pyrazole 2'H-androst-2-eno[3,2-c]pyrazole-4,17-diol deriv.
  3. 4b-OH-stanozolol
  4. 4beta-Hydroxystanozolol
Chemical IUPAC Name Not Available
Chemical Formula C21H32N2O2
Chemical Structure Structure
Chemical Taxonomy
  • Organic
Super Class
  • Miscellanous
  • Miscellaneous
Sub Class
  • Miscellaneous heterocyclic compounds
  • Mammalian_Metabolite
  • secondary alcohol; tertiary alcohol; aromatic compound; heterocyclic compound
  • Exogenous
Average Molecular Weight 344.491
Monoisotopic Molecular Weight 344.246368
Isomeric SMILES C[C@]1(O)CC[C@H]2[C@@H]3CC[C@H]4[C@@H](O)C5=C(C[C@]4(C)[C@H]3CC[C@]12C)C=NN5
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
METLIN ID Not Available
PubChem Compound Not Available
PubChem Substance 43025773 Link Image
ChEBI ID Not Available
CAS Registry Number 125636-92-2
InChI Identifier InChI=1/C21H32N2O2/c1-19-10-12-11-22-23-17(12)18(24)16(19)5-4-13-14(19)6-8-20(2)15(13)7-9-21(20,3)25/h11,13-16,18,24-25H,4-10H2,1-3H3,(H,22,23)/t13-,14+,15+,16+,18-,19-,20+,21+/m1/s1
Synthesis Reference Not Available
Melting Point (Experimental) Not Available
Experimental Water Solubility Not Available Source: PhysProp
Predicted Water Solubility 0.0201 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS
Physiological Charge 0
State Solid
Experimental LogP/Hydrophobicity Not Available Source: PhysProp
Predicted LogP/Hydrophobicity 5.5 [Predicted by PubChem via XLOGP]; 2.93 [Predicted by ALOGPS] Calculated using ALOGPS
Material Safety Data Sheet (MSDS) Not Available
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2D Structure
3D Structure
Experimental PDB ID Not Available
Experimental PDB File Show
Experimental PDB Structure
Experimental 1H NMR Spectrum Not Available
Experimental 13C NMR Spectrum Not Available
Experimental 13C HSQC Spectrum Not Available
Predicted 1H NMR Spectrum Show Image
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Predicted 13C NMR Spectrum Show Image
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Mass Spectrum Not Available
Simplified TOCSY Spectrum Not Available
BMRB Spectrum Not Available
Cellular Location Not Available
Biofluid Location Not Available
Tissue Location Not Available
Concentrations (Normal) Not Available
Concentrations (Abnormal) Not Available
Pathway Names Not Available
HMDB Pathways Not Available
KEGG Pathways Not Available
SimCell Pathways Not Available
General References Not Available