4-Chloromethandienone (CHEM035690)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-26 05:59:33 UTC
Update Date2016-11-09 01:21:21 UTC
Accession NumberCHEM035690
Identification
Common Name4-Chloromethandienone
ClassSmall Molecule
Description
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
4-Chloro-methandienoneMeSH
CDMTMeSH
D-4-Chloro-17 beta-hydroxy-3-oxo-17 alpha-methylandrosta-1,4-dieneMeSH
Oral turinabolMeSH
Turinabol-oralMeSH
DehydrochlormethyltestosteroneMeSH
(17b)-4-chloro-17-Hydroxy-17-methyl-androsta-1,4-dien-3-oneHMDB
1-dehydro-4-chloro-17-MethyltestosteroneHMDB
1-dehydro-4-chloro-17a-MethyltestosteroneHMDB
4-chloro-1,2-dehydro-17a-MethyltestosteroneHMDB
4-chloro-1-dehydro-17-MethyltestosteroneHMDB
4-chloro-1-DehydromethyltestosteroneHMDB
4-chloro-17a-Methyl-17b-hydroxyandrosta-1,4-dien-3-oneHMDB
4-chloro-17b-Hydroxy-17-methyl-androsta-1,4-dien-3-oneHMDB
4-chloro-17b-Hydroxy-17a-methyl-5a-androsta-1,4-dien-3-oneHMDB
4-ChlorodehydromethyltestosteroneHMDB
4-ChlorodianabolHMDB
Oral-turinabolHMDB
Chemical FormulaC20H27ClO2
Average Molecular Mass334.880 g/mol
Monoisotopic Mass334.170 g/mol
CAS Registry Number2446-23-3
IUPAC Name(1S,2R,10R,11S,14S,15S)-6-chloro-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-3,6-dien-5-one
Traditional Nameoral turinabol
SMILES[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=C(Cl)C(=O)C=C[C@]12C
InChI IdentifierInChI=1S/C20H27ClO2/c1-18-9-8-16(22)17(21)15(18)5-4-12-13(18)6-10-19(2)14(12)7-11-20(19,3)23/h8-9,12-14,23H,4-7,10-11H2,1-3H3/t12-,13+,14+,18-,19+,20+/m1/s1
InChI KeyAGUNEISBPXQOPA-XMUHMHRVSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 3-oxo-delta-1,4-steroid
  • 3-oxosteroid
  • 17-hydroxysteroid
  • 4-halo-steroid
  • Halo-steroid
  • Oxosteroid
  • Hydroxysteroid
  • Delta-1,4-steroid
  • Alpha-haloketone
  • Alpha-chloroketone
  • Cyclic alcohol
  • Tertiary alcohol
  • Cyclic ketone
  • Ketone
  • Chloroalkene
  • Haloalkene
  • Vinyl halide
  • Vinyl chloride
  • Alcohol
  • Organic oxide
  • Organic oxygen compound
  • Carbonyl group
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organochloride
  • Organohalogen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
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 Solubility0.0058 g/LALOGPS
logP4.11ALOGPS
logP4.03ChemAxon
logS-4.8ALOGPS
pKa (Strongest Basic)-0.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity94.95 m³·mol⁻¹ChemAxon
Polarizability37.26 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-06di-2359000000-29ca0d52c8fd70fc30d5Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-004l-5249000000-9650931bf7b8f174feaeSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014r-0009000000-4d48d5496c111810a053Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014r-0298000000-37b2f0f935b6a78a8bb2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f7c-4593000000-492a05f7e32939505e60Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-80bda444bab1f625c66aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0009000000-17287ea8d4e89a4ee477Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-017j-0094000000-d1ada8f9f78231dd96f7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0009000000-9ddc118eccb9db975822Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-9004000000-9a783b35f47e53ab4eb4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-9072000000-7ac5075eb9109bfda145Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-0019000000-c2e40146619d50f32d69Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-1973000000-ea8ac005cf57c5cd7c8bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a6r-2590000000-1f06ae27f07b88dfa774Spectrum
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 IDHMDB0004634
FooDB IDFDB023389
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkChlorodehydromethyltestosterone
Chemspider ID88972
ChEBI IDNot Available
PubChem Compound ID98521
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Du, Hongwu; Lu, Yuan; Yang, Weiping; Wu, Moutian; Wang, Jun; Zhao, Shan; Pan, Mangeng; Cheng, Jing. Preparation of Steroid Antibodies and Parallel Detection of Multianabolic Steroid Abuse with Conjugated Hapten Microarray. Analytical Chemistry (2004), 76(20), 6166-6171.
2. Du, Hongwu; Lu, Yuan; Yang, Weiping; Wu, Moutian; Wang, Jun; Zhao, Shan; Pan, Mangeng; Cheng, Jing. Preparation of Steroid Antibodies and Parallel Detection of Multianabolic Steroid Abuse with Conjugated Hapten Microarray. Analytical Chemistry (2004), 76(20), 6166-6171.
3. Froehner M, Fischer R, Leike S, Hakenberg OW, Noack B, Wirth MP: Intratesticular leiomyosarcoma in a young man after high dose doping with Oral-Turinabol: a case report. Cancer. 1999 Oct 15;86(8):1571-5.