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Identification
NameClostebol
Accession NumberDB01521
Typesmall molecule
Groupsexperimental, illicit
DescriptionNot Available
Structure
Thumb
SynonymsNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number1093-58-9
WeightAverage: 322.869
Monoisotopic: 322.169957815
Chemical FormulaC19H27ClO2
InChI KeyInChIKey=KCZCIYZKSLLNNH-FBPKJDBXSA-N
InChI
InChI=1S/C19H27ClO2/c1-18-10-8-15(21)17(20)14(18)4-3-11-12-5-6-16(22)19(12,2)9-7-13(11)18/h11-13,16,22H,3-10H2,1-2H3/t11-,12-,13-,16-,18+,19-/m0/s1
IUPAC Name
(1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-5-one
SMILES
[H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=C(Cl)C(=O)CC[C@]12C
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassLipids
ClassSteroids and Steroid Derivatives
SubclassAndrogens and Derivatives
Direct parentAndrogens and Derivatives
Alternative parentsKetosteroids; Halogenated Steroids; Hydroxysteroids; Secondary Alcohols; Ketones; Cyclic Alcohols and Derivatives; Polyamines; Organochlorides
Substituentscyclic alcohol; secondary alcohol; ketone; polyamine; organochloride; organohalogen; alcohol; carbonyl group
Classification descriptionThis compound belongs to the androgens and derivatives. These are hydroxylated C19 steroid hormones. They are known to favour the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption + 1.0
Blood Brain Barrier + 0.9754
Caco-2 permeable + 0.828
P-glycoprotein substrate Substrate 0.6367
P-glycoprotein inhibitor I Non-inhibitor 0.6429
P-glycoprotein inhibitor II Non-inhibitor 0.9333
Renal organic cation transporter Non-inhibitor 0.7453
CYP450 2C9 substrate Non-substrate 0.8222
CYP450 2D6 substrate Non-substrate 0.8968
CYP450 3A4 substrate Substrate 0.7867
CYP450 1A2 substrate Non-inhibitor 0.8944
CYP450 2C9 substrate Non-inhibitor 0.8654
CYP450 2D6 substrate Non-inhibitor 0.8922
CYP450 2C19 substrate Non-inhibitor 0.7617
CYP450 3A4 substrate Non-inhibitor 0.8467
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.8156
Ames test Non AMES toxic 0.889
Carcinogenicity Non-carcinogens 0.9243
Biodegradation Not ready biodegradable 0.989
Rat acute toxicity 1.7601 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.8594
hERG inhibition (predictor II) Non-inhibitor 0.6749
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage forms
FormRouteStrength
CapsuleOral
Injection, powder, for solutionIntramuscular
Injection, powder, for solutionIntravenous
Powder, for solutionOral
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point189 °CPhysProp
Predicted Properties
PropertyValueSource
water solubility1.53e-02 g/lALOGPS
logP3.57ALOGPS
logP3.75ChemAxon
logS-4.3ALOGPS
pKa (strongest acidic)19.31ChemAxon
pKa (strongest basic)-0.88ChemAxon
physiological charge0ChemAxon
hydrogen acceptor count2ChemAxon
hydrogen donor count1ChemAxon
polar surface area37.3ChemAxon
rotatable bond count0ChemAxon
refractivity89.22ChemAxon
polarizability36.16ChemAxon
number of rings4ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterYesChemAxon
Veber's ruleYesChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ResourceLink
KEGG DrugD07731
PubChem Compound68947
PubChem Substance46505505
ChemSpider62171
WikipediaClostebol
ATC CodesNot Available
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available
Comments
Drug created on July 31, 2007 07:10 / Updated on September 16, 2013 17:14