Mestanolone (CED0022867)

Record Information

Version

1.0

Creation Date

2016-05-22 06:53:44 UTC

Update Date

2026-04-04 02:55:23 UTC

Accession Number

CHEM020189

Identification

Common Name

Mestanolone

Class

Small Molecule

Description

Mestanolone is an organic compound with the chemical formula C20H32O2 and an average molecular weight of 304.47 g/mol. Mestanolone belongs to the androstane steroids, a subclass of steroids and steroid derivatives within the organic compounds. It is further categorized under the superclass of lipids and lipid-like molecules. This substance has been identified in or released from 31 recorded sources across several diverse categories. Within electrical and electronic equipment, it is found in antennas, amplifiers, auxiliary devices, contacts, and colour television systems, among 16 other items. Its presence is also noted in building and construction materials, specifically in ceilings, floors, fencing, and sunshades awnings or outside screens. Additionally, mestanolone is associated with food, food processing, and cookware, appearing in food preservation, fermentation processes for beer, and the preparation of wine or sparkling wine. Finally, it has been recorded in household items, specifically credit card holders.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Mesanolon	Kegg
17 alpha-Methylandrostan-17 beta-ol-3-one	MeSH
Methylandrostanolone	MeSH
17 alpha-Methyl-5 alpha-dihydrotestosterone	MeSH
17 alpha-Methyl-17 beta-hydroxy-5 alpha-androstan-3-one	MeSH
17 beta-Hydroxy-17-methyl-5 alpha-androstan-3-one	MeSH
17alpha-Methyldihydrotestosterone	MeSH
Mestaline	MeSH
(5beta,17beta)-Isomer OF mestanolone	MeSH
(17beta)-Isomer OF mestanolone	MeSH
17alpha-Methyl-DHT	MeSH
17beta-Hydroxy-17alpha-methyl-5alpha-androstan-3-one	MeSH
(5beta,17alpha)-Isomer OF mestanolone	MeSH
17-Methyldihydrotestosterone	MeSH
Mestanolone	MeSH

Chemical Formula

C₂₀H₃₂O₂

Average Molecular Mass

304.474 g/mol

Monoisotopic Mass

304.240 g/mol

CAS Registry Number

521-11-9

IUPAC Name

(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,14,15-trimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one

Traditional Name

assimil

SMILES

[H][C@@]12CC[C@](C)(O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C

InChI Identifier

InChI=1S/C20H32O2/c1-18-9-6-14(21)12-13(18)4-5-15-16(18)7-10-19(2)17(15)8-11-20(19,3)22/h13,15-17,22H,4-12H2,1-3H3/t13-,15+,16-,17-,18-,19-,20-/m0/s1

InChI Key

WYZDXEKUWRCKOB-YDSAWKJFSA-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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens and derivatives

Alternative Parents

Substituents

Androgen-skeleton
3-oxosteroid
3-oxo-5-alpha-steroid
17-hydroxysteroid
Oxosteroid
Hydroxysteroid
Cyclic alcohol
Tertiary alcohol
Cyclic ketone
Ketone
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic compounds

External Descriptors

C19 steroids (androgens) and derivatives (LMST02020027 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.0038 g/L	ALOGPS
logP	3.84	ALOGPS
logP	3.69	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Basic)	-0.53	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	88.24 m³·mol⁻¹	ChemAxon
Polarizability	36.48 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-0195000000-983b13cb6cd737eed499	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052r-0291000000-7ed89a18782d02ac61a4	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-2790000000-ae8faa492d953edca429	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0029000000-8a61f62837dd227f3b89	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0udi-0059000000-83da681d67fcfcf3a9dd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-052u-2190000000-03f444a0c11d40f87954	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2694.0	Log mg/kg	[1500:4800]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
495	Ceilings	Building & Construction	Not Available
496	Fencing	Building & Construction	Not Available
497	Floors	Building & Construction	Not Available
501	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
502	Sunshades Awnings Or Outside Screens	Building & Construction	Not Available
503	Tents Or Canopies	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
507	Auxiliary Devices	Electrical & Electronic Equipment	Not Available
509	Colour Television Systems	Electrical & Electronic Equipment	Not Available
512	Contacts	Electrical & Electronic Equipment	Not Available
516	Electric Hearing Aids	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
519	Electrodes	Electrical & Electronic Equipment	Not Available
520	Emergency Protective Devices	Electrical & Electronic Equipment	Not Available
521	Fixed Capacitors And Their Manufacture	Electrical & Electronic Equipment	Not Available
523	Gas Filled Discharge Tubes With Solid Cathode	Electrical & Electronic Equipment	Not Available
524	Hybrid Capacitors	Electrical & Electronic Equipment	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available
526	Loudspeakers	Electrical & Electronic Equipment	Not Available
527	Magnets	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
531	Relays	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
538	Thin Magnetic Films	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
544	Fermentation Processes For Beer	Food, food processing & cookware	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
549	Preparation Of Wine Or Sparkling Wine	Food, food processing & cookware	Not Available
572	Credit Card Holders	Household items	Not Available
579	Manufacture Of Iron Or Steel	Industrial manufacturing & chemical processing	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
615	Eye Makeup Products	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
630	Toys	Recreation & sports surfaces	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available
640	Embroidering And Tufting	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
643	Headwear	Textiles, leather & furnishings	Not Available
647	Multicolour Dyeing	Textiles, leather & furnishings	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
653	Sewing	Textiles, leather & furnishings	Not Available
655	Slide Fasteners	Textiles, leather & furnishings	Not Available
656	Snap Fasteners	Textiles, leather & furnishings	Not Available
657	Surface Finishing Of Leather	Textiles, leather & furnishings	Not Available
660	Turn Button Fasteners	Textiles, leather & furnishings	Not Available
661	Umbrellas	Textiles, leather & furnishings	Not Available
662	Yarns Or Threads	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Androgen receptor	P15207	Rattus norvegicus	Predicted (SEA)	2.33548
Click to view 3D structure	G-protein coupled bile acid receptor 1	Q8TDU6	Humans	Predicted (SEA)	5.68299
Click to view 3D structure	Sex hormone-binding globulin	P04278	Humans	Predicted (SEA)	3.73676
Click to view 3D structure	Sex hormone-binding globulin	P08689	Rattus norvegicus	Predicted (SEA)	0.0778492
Click to view 3D structure	Progesterone receptor	Q690N0	Bos taurus	Predicted (SEA)	2.02408
Click to view 3D structure	Aldo-keto reductase family 1 member B10	O60218	Humans	Predicted (SEA)	3.42537
Click to view 3D structure	Corticosteroid-binding globulin	P08185	Humans	Predicted (SEA)	4.35956
Click to view 3D structure	Glucocorticoid receptor	P04150	Humans	Predicted (SEA)	13.8572
Click to view 3D structure	Aromatase	P11511	Humans	Predicted (SEA)	9.41976
Click to view 3D structure	Androgen receptor	P19091	Mus musculus	Predicted (SEA)	3.34752
Click to view 3D structure	Androgen receptor	P10275	Humans	Predicted (SEA)	28.415
Click to view 3D structure	Progesterone receptor	P06401	Humans	Predicted (SEA)	22.4984
Click to view 3D structure	Mineralocorticoid receptor	P08235	Humans	Predicted (SEA)	18.9174
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	Q9GRG7	Trypanosoma brucei	Predicted (SEA)	4.67095
Click to view 3D structure	Estrogen receptor	P03372	Humans	Predicted (SEA)	49.1229
Click to view 3D structure	Cytochrome P450 2C19	P33261	Humans	Predicted (SEA)	311.63
Click to view 3D structure	Cytochrome P450 2C9	P11712	Humans	Predicted (SEA)	686.319
Click to view 3D structure	Gamma-aminobutyric acid type B receptor subunit 1	Q9Z0U4	Rattus norvegicus	Predicted (SEA)	3.65891
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 2	P31213	Humans	Predicted (SEA)	7.70707
Click to view 3D structure	3-keto-steroid reductase/17-beta-hydroxysteroid dehydrogenase 7	P56937	Humans	Predicted (SEA)	1.47914
Click to view 3D structure	Cytochrome P450 7B1	O75881	Humans	Predicted (SEA)	1.24559
Click to view 3D structure	E3 ubiquitin-protein ligase ZFP91	Q96JP5	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	3-oxo-5-alpha-steroid 4-dehydrogenase 1	P18405	Humans	Predicted (SEA)	8.17417
Click to view 3D structure	Adenosine receptor A3	P0DMS8	Humans	Predicted (SEA)	306.025
Click to view 3D structure	Glucose-6-phosphate 1-dehydrogenase	P11413	Humans	Predicted (SEA)	2.56902