Clostebol acetate (CHEM043938)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-06-03 11:27:43 UTC
Update Date2016-11-09 01:23:01 UTC
Accession NumberCHEM043938
Identification
Common NameClostebol acetate
ClassSmall Molecule
DescriptionClostebol acetate (BAN) (brand names Macrobin, Steranabol, Alfa-Trofodermin, Megagrisevit), also known as 4-chlorotestosterone 17β-acetate (4-CLTA) or as 4-chloroandrost-4-en-17β-ol-3-one 17β-acetate, is a synthetic, injected anabolic-androgenic steroid (AAS) and a derivative of testosterone that is marketed in Germany and Italy. It is an androgen ester – specifically, the C17β acetate ester of clostebol (4-chlorotestosterone) – and acts as a prodrug of clostebol in the body. Clostebol acetate is administered via intramuscular injection.
Contaminant Sources
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Clostebol 17 beta-acetateKegg
TrofoderminKegg
Clostebol 17 b-acetateGenerator
Clostebol 17 b-acetic acidGenerator
Clostebol 17 beta-acetic acidGenerator
Clostebol 17 β-acetateGenerator
Clostebol 17 β-acetic acidGenerator
Clostebol acetic acidGenerator
SteranobolMeSH
4-Chloroandrost-4-ene-17beta-ol-3-one acetateMeSH
4-Chlorotestosterone acetateMeSH
MacrobinMeSH
ClostebolacetateMeSH
TurinabolMeSH
4-Chlorotestosterone 17-acetateMeSH
Clostebol-17-acetateMeSH
4-CLTAMeSH
Chemical FormulaC21H29ClO3
Average Molecular Mass364.910 g/mol
Monoisotopic Mass364.181 g/mol
CAS Registry Number855-19-6
IUPAC Name(1S,2R,10R,11S,14S,15S)-6-chloro-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl acetate
Traditional Name(1S,2R,10R,11S,14S,15S)-6-chloro-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl acetate
SMILES[H][C@@]1(CC[C@@]2([H])[C@]3([H])CCC4=C(Cl)C(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)OC(C)=O
InChI IdentifierInChI=1S/C21H29ClO3/c1-12(23)25-18-7-6-14-13-4-5-16-19(22)17(24)9-11-20(16,2)15(13)8-10-21(14,18)3/h13-15,18H,4-11H2,1-3H3/t13-,14-,15-,18-,20+,21-/m0/s1
InChI KeyXYGMEFJSKQEBTO-KUJXMBTLSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as steroid esters. Steroid esters are compounds containing a steroid moiety which bears a carboxylic acid ester group.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassSteroid esters
Direct ParentSteroid esters
Alternative Parents
Substituents
  • Steroid ester
  • Androgen-skeleton
  • Androstane-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 4-halo-steroid
  • Oxosteroid
  • Halo-steroid
  • Delta-4-steroid
  • Cyclohexenone
  • Alpha-haloketone
  • Alpha-chloroketone
  • Carboxylic acid ester
  • Cyclic ketone
  • Ketone
  • Chloroalkene
  • Carboxylic acid derivative
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Monocarboxylic acid or derivatives
  • Organic oxide
  • Hydrocarbon derivative
  • Organic oxygen compound
  • Organooxygen compound
  • Organochloride
  • Carbonyl group
  • Organohalogen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.0031 g/LALOGPS
logP3.95ALOGPS
logP4.2ChemAxon
logS-5.1ALOGPS
pKa (Strongest Acidic)19.31ChemAxon
pKa (Strongest Basic)-6.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area43.37 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity98.37 m³·mol⁻¹ChemAxon
Polarizability40.72 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01b9-0019000000-c2c9905fd510b6d83cfbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ab9-0269000000-507275205b148d4d5d59Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01p9-1291000000-f268303136805a789881Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03k9-0009000000-0e83ff1909149c06413fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0229-2009000000-3d5d00ed058f6c13a8f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052o-8096000000-fb7c1069554c02e70418Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkClostebol acetate
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID13327
Kegg Compound IDC18374
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available