Drostanolone

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for Drostanolone are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the Drostanolone?

The molecule Drostanolone presents a molecular formula of C20H32O2 and its IUPAC name is (2R,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one.

Drostanolone is a synthetic anabolic steroid that was first developed in 1959. It is structurally similar to testosterone and has both androgenic and anabolic effects. It is commonly used by bodybuilders and athletes to increase muscle mass and strength. Drostanolone is not approved for use in humans and is only available as a veterinary drug..

Drostanolone is an androgen and anabolic steroid (AAS). It is a derivative of testosterone and has both androgenic and anabolic effects. It was first developed in 1959 and is structurally similar to testosterone. It is commonly used by bodybuilders and athletes to increase muscle mass and strength..

Drostanolone is not approved for use in humans and is only available as a veterinary drug. It is a Schedule III controlled substance in the United States..

Drostanolone is an androgen and anabolic steroid (AAS). It is a derivative of testosterone and has both androgenic and anabolic effects. It was first developed in 1959 and is structurally similar to testosterone. It is commonly used by bodybuilders and athletes to increase muscle mass and strength..

Drostanolone is not approved for use in humans and is only available as a veterinary drug. It is a Schedule III controlled substance in the United States..

Drostanolone is an androgen and anabolic steroid (AAS). It is a derivative of testosterone and has both androgenic and anabolic effects. It was first developed in 1959 and is structurally similar to testosterone. It is commonly used by bodybuilders and athletes to increase muscle mass and strength..

Drostanolone is not approved for use in humans and is only available as a veterinary drug. It is a Schedule III controlled substance in the United States..

3D structure

Cartesian coordinates

Geometry of Drostanolone in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

Drostanolone IKXILDNPCZPPRV-RFMGOVQKSA-N chemical compound 2D structure molecule svg
Drostanolone

 

Molecule descriptors

 
IUPAC name(2R,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
InChI codeInChI=1S/C20H32O2/c1-12-11-20(3)13(10-17(12)21)4-5-14-15-6-7-18(22)19(15,2)9-8-16(14)20/h12-16,18,22H,4-11H2,1-3H3/t12-,13+,14+,15+,16+,18+,19+,20+/m1/s1
InChI KeyIKXILDNPCZPPRV-RFMGOVQKSA-N
SMILESC[C@@H]1C[C@@]2(C)[C@@H](CC[C@H]3[C@@H]4CC[C@H](O)[C@@]4(C)CC[C@@H]32)CC1=O

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (1S,2S,4R,7S,10R,11S,14S,15S)-14-hydroxy-2,4,15-trimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-one
  • (2.ALPHA.,5.ALPHA.,17.BETA.)-17-HYDROXY-2-METHYLANDROSTAN-3-ONE
  • (2R,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
  • (2alpha,5alpha,17beta)-17-hydroxy-2-methylandrostan-3-one
  • 17-beta-Hydroxy-2-alpha-methyl-5-alpha-androstan-3-one
  • 17beta-Hydroxy-2alpha-methyl-5alpha-androstan-3-one
  • 198D322
  • 2
  • 2-alpha-Methyl-17-beta-hydroxy-5-alpha-androstan-3-one
  • 2-alpha-Methyldihydrotestosterone
  • 2.alpha.-Methyldihydrotestosterone
  • 2alpha-Methyldihydrotestosterone
  • 5-alpha-Androstan-3-one, 17-beta-hydroxy-2-alpha-methyl-
  • 5.alpha.-Androstan-3-one, 17.beta.-hydroxy-2.alpha.-methyl-
  • 58-19-5
  • 5alpha-Androstan-3-one, 17beta-hydroxy-2alpha-methyl-
  • 7DR7H00HDT
  • A-Methyl-17
  • A-androstan-3-one
  • A-hydroxy-5
  • AI3-52812
  • Androstan-3-one, 17-hydroxy-2-methyl-, (2-alpha,5-alpha,17-beta)-
  • Androstan-3-one, 17-hydroxy-2-methyl-, (2.alpha.,5.alpha.,17.beta.)-
  • Androstan-3-one, 17-hydroxy-2-methyl-, (2alpha,5alpha,17beta)-
  • CCRIS 2777
  • DB00858
  • Dihydro-2-alpha-methyltestosterone
  • Dihydro-2.alpha.-methyltestosterone
  • Dihydro-2alpha-methyltestosterone
  • Drostanolo
  • Drostanolona
  • Drostanolone
  • Drostanolonum
  • HSDB 3319
  • Medrosteron
  • Medrotestron
  • Methalone
  • Metholone
  • NSC26198
  • Q422343
  • SKI 27719
  • TQP0581
  • Testosterone, 4,5alpha-dihydro-2alpha-methyl-
  • Testosterone,5.alpha.-dihydro-2.alpha.-methyl-
  • dromostanolone

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3875387
  • UNII-7DR7H00HDT
  • DTXSID6022971
  • CHEMBL1582
  • CHEBI:34838
  • EINECS 200-367-9
  • SCHEMBL19561

Physico-Chemical properties

IUPAC name(2R,5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-2,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Molecular formulaC20H32O2
Molecular weight304.467
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity90.64
LogP4.2
Topological polar surface area37.3

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.