Mibolerone (CED0012643)

Record Information
Version1.0
Creation Date2016-05-22 04:22:59 UTC
Update Date2026-05-14 19:09:35 UTC
Accession NumberCHEM017468
Identification
Common NameMibolerone
ClassSmall Molecule
Description
Mibolerone is an organic compound with the chemical formula C20H30O2 and an average molecular weight of 302.46 g/mol. Mibolerone belongs to the estrane steroids, a subclass of steroids and steroid derivatives within the organic compounds. In terms of biological activity, it is recorded as an agonist of the androgen receptor (AR). The compound is identified in 13 recorded sources across several categories. Within electrical and electronic equipment, it is found in antennas, auxiliary devices, electric hearing aids, emergency protective devices, and magnets, among four other sources. It is also associated with building and construction materials, specifically floors, stairs, and ramps. Additionally, mibolerone is released from or found in household cleaning and consumer products, such as pipe accessories, and in food, food processing, and cookware, specifically regarding the treatment of hops.
Contaminant TypeNot Available
Chemical Structure
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
(7alpha,17beta)-17-Hydroxy-7,17-dimethylestr-4-en-3-oneChEBI
17-beta-Hydroxy-7-alpha,17-dimethylestr-4-en-3-oneChEBI
7alpha-17alpha-Dimethyl-19-nortestosteroneChEBI
MiboleronaChEBI
MiboleronumChEBI
NSC 72260ChEBI
U 10997ChEBI
U-10,997ChEBI
(7a,17b)-17-Hydroxy-7,17-dimethylestr-4-en-3-oneGenerator
(7Α,17β)-17-hydroxy-7,17-dimethylestr-4-en-3-oneGenerator
17-b-Hydroxy-7-a,17-dimethylestr-4-en-3-oneGenerator
17-Β-hydroxy-7-α,17-dimethylestr-4-en-3-oneGenerator
7a-17a-Dimethyl-19-nortestosteroneGenerator
7Α-17α-dimethyl-19-nortestosteroneGenerator
MobileroneMeSH
17,17-Dimethyl-19-nortestosteroneMeSH
MatenonMeSH
MiboleroneMeSH
Upjohn brand OF miboleroneMeSH
Chemical FormulaC20H30O2
Average Molecular Mass302.458 g/mol
Monoisotopic Mass302.225 g/mol
CAS Registry Number3704-09-4
IUPAC Name(1S,2R,9R,10R,11S,14S,15S)-14-hydroxy-9,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one
Traditional Namemibolerone
SMILES[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@]1([H])[C@@]3([H])CCC(=O)C=C3C[C@@]([H])(C)[C@@]21[H]
InChI IdentifierInChI=1S/C20H30O2/c1-12-10-13-11-14(21)4-5-15(13)16-6-8-19(2)17(18(12)16)7-9-20(19,3)22/h11-12,15-18,22H,4-10H2,1-3H3/t12-,15+,16-,17+,18-,19+,20+/m1/s1
InChI KeyPTQMMNYJKCSPET-OMHQDGTGSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassEstrane steroids
Direct ParentEstrogens and derivatives
Alternative Parents
Substituents
  • Estrogen-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • 17-hydroxysteroid
  • Oxosteroid
  • Hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic alcohol
  • Tertiary alcohol
  • Cyclic ketone
  • Ketone
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Carbonyl group
  • Alcohol
  • Organooxygen compound
  • Organic oxide
  • 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
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.019 g/LALOGPS
logP3.11ALOGPS
logP3.63ChemAxon
logS-4.2ALOGPS
pKa (Strongest Acidic)19.62ChemAxon
pKa (Strongest Basic)-0.53ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity89.14 m³·mol⁻¹ChemAxon
Polarizability35.89 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f79-0195000000-aadb7f33cd5bb3d44a2cNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0f79-0291000000-97ff0b5d082b1a0486bfNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0gbc-3690000000-b331bc3e1653af606c4aNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0029000000-c6fbd193fc39ec4571caNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0udi-0059000000-e12eaf0d8f43399895c9Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-052u-0190000000-e1419dbcd7d52e54e3adNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
2278.0Log mg/kg[1300:4100]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
Exposure Sources
Source IDSourceSectorReference
497FloorsBuilding & ConstructionNot Available
500Stairs And RampsBuilding & ConstructionNot Available
506AntennasElectrical & Electronic EquipmentNot Available
507Auxiliary DevicesElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
520Emergency Protective DevicesElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
528MicrophonesElectrical & Electronic EquipmentNot Available
530Radio Transmission SystemsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
553Treatment Of HopsFood, food processing & cookwareNot Available
562Pipe AccessoriesHousehold cleaning & consumer productsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Click to view 3D structureAndrogen receptorP15207Rattus norvegicusPredicted (SEA)5.99439
Sex hormone-binding globulin structureClick to view 3D structureSex hormone-binding globulinP04278HumansPredicted (SEA)4.7488
Click to view 3D structureProgesterone receptorQ690N0Bos taurusPredicted (SEA)2.56902
Glucocorticoid receptor structureClick to view 3D structureGlucocorticoid receptorP04150HumansPredicted (SEA)13.6236
Sodium-dependent serotonin transporter structureClick to view 3D structureSodium-dependent serotonin transporterP31645HumansPredicted (SEA)106.965
Progesterone receptor structureClick to view 3D structureProgesterone receptorP06401HumansPredicted (SEA)18.9952
Androgen receptor structureClick to view 3D structureAndrogen receptorP10275HumansPredicted (SEA)26.0016
Estrogen receptor structureClick to view 3D structureEstrogen receptorP03372HumansPredicted (SEA)32.2296
Mineralocorticoid receptor structureClick to view 3D structureMineralocorticoid receptorP08235HumansPredicted (SEA)15.1027
Corticosteroid-binding globulin structureClick to view 3D structureCorticosteroid-binding globulinP08185HumansPredicted (SEA)11.8331
Cytochrome P450 2C19 structureClick to view 3D structureCytochrome P450 2C19P33261HumansPredicted (SEA)275.275
Click to view 3D structureSex hormone-binding globulinP08689Rattus norvegicusPredicted (SEA)1.08989
Click to view 3D structureGlucocorticoid receptorQ9N1U3Sus scrofaPredicted (SEA)2.17978
Cytochrome P450 2C9 structureClick to view 3D structureCytochrome P450 2C9P11712HumansPredicted (SEA)970.78
Cytochrome P450 3A4 structureClick to view 3D structureCytochrome P450 3A4P08684HumansPredicted (SEA)1535.11
Click to view 3D structureAndrogen receptorP19091Mus musculusPredicted (SEA)13.0787
Click to view 3D structureGlucocorticoid receptorP06536Rattus norvegicusPredicted (SEA)9.9647
Estrogen receptor beta structureClick to view 3D structureEstrogen receptor betaQ92731HumansPredicted (SEA)125.882
Cytochrome P450 2C8 structureClick to view 3D structureCytochrome P450 2C8P10632HumansPredicted (SEA)266.322
Aromatase structureClick to view 3D structureAromataseP11511HumansPredicted (SEA)108.21
Bile salt export pump structureClick to view 3D structureBile salt export pumpO95342HumansPredicted (SEA)75.7473
Click to view 3D structureGlucocorticoid receptorP06537Mus musculusPredicted (SEA)6.38364
Steroid 17-alpha-hydroxylase/17,20 lyase structureClick to view 3D structureSteroid 17-alpha-hydroxylase/17,20 lyaseP05093HumansPredicted (SEA)39.6253
G-protein coupled bile acid receptor 1 structureClick to view 3D structureG-protein coupled bile acid receptor 1Q8TDU6HumansPredicted (SEA)66.7946
Click to view 3D structure3-oxo-5-alpha-steroid 4-dehydrogenase 1P18405HumansPredicted (SEA)11.6774
Concentrations
Not Available
External Links
DrugBank IDDB11429
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 LinkMibolerone
Chemspider IDNot Available
ChEBI ID34849
PubChem Compound ID251636
Kegg Compound IDC14255
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=18515094
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=18770362
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=209430
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=2151880
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=2410244
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=2417401
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=2422638
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=3265669
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=3930306
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=3934110
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=405963
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=4070927
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=565606
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=6254486
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=869826
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=921032