Testosterone undecanoate

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

What is the Testosterone undecanoate?

The molecule Testosterone undecanoate presents a molecular formula of C30H48O3 and its IUPAC name is [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] undecanoate.

Testosterone undecanoate is a synthetic androgen and anabolic steroid and a prodrug of testosterone in humans and other mammals. It is given as an intramuscular injection..

3D structure

Cartesian coordinates

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

2D drawing

 

Testosterone undecanoate UDSFVOAUHKGBEK-CNQKSJKFSA-N chemical compound 2D structure molecule svg
Testosterone undecanoate

 

Molecule descriptors

 
IUPAC name[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] undecanoate
InChI codeInChI=1S/C30H48O3/c1-4-5-6-7-8-9-10-11-12-28(32)33-27-16-15-25-24-14-13-22-21-23(31)17-19-29(22,2)26(24)18-20-30(25,27)3/h21,24-27H,4-20H2,1-3H3/t24-,25-,26-,27-,29-,30-/m0/s1
InChI KeyUDSFVOAUHKGBEK-CNQKSJKFSA-N
SMILESCCCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C

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.

  • (17-beta)-3-Oxoandrost-4-en-17-yl undecanoate
  • (17.BETA.)-17-HYDROXYANDROST-4-EN-3-ONE UNDECANOATE
  • (17beta)-3-Oxoandrost-4-en-17-yl undecanoate
  • (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0?,?.0??,??]heptadec-6-en-14-yl undecanoate
  • (1S,2R,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl undecanoate
  • (8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl undecanoate
  • .DELTA.(SUP 4)-ANDROSTEN-17.BETA.-OL-3-ONE UNDECANOATE
  • 17.BETA.-HYDROXYANDROST-4-EN-3-ONE UNDECANOATE
  • 17beta-Hydroxyandrost-4-en-3-one undecanoate
  • 17beta-undecanoyloxy-4-androsten-3-one
  • 3-OXOANDROST-4-EN-17.BETA.-YL UNDECANOATE
  • 3-Oxoandrost-4-en-17beta-yl undecanoate
  • 5-.alpha.-Androstan-3-one, 17-.beta.-hydroxy-, undecanoate
  • 5-alpha-Androstan-3-one, 17-beta-hydroxy-, undecanoate
  • 5949-44-0
  • 949T440
  • ANDROST-4-EN-3-ONE, 17-((1-OXOUNDECYL)OXY)-(17.BETA.)
  • Andriol
  • Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17-beta)-
  • Androst-4-en-3-one, 17-((1-oxoundecyl)oxy)-, (17beta)-
  • Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-, (17.beta.)-
  • Androst-4-en-3-one, 17-[(1-oxoundecyl)oxy]-, (17b)-
  • Aveed
  • BAY 86-5037
  • BCP11921
  • BRN 3176734
  • CLR-610
  • CS-4342
  • D06087
  • DB13946
  • GS-6598
  • H16A5VCT9C
  • HY-B0626
  • Jatenzo
  • MFCD00468114
  • MK-3033
  • NCGC00484056-01
  • Nebido
  • Nebido-R
  • ORG-538
  • Org 538
  • Pantestone
  • Q15410178
  • Reandron 1000
  • Restandol
  • Rextoro
  • T undecanoate
  • TSX-011
  • Testosterone (undecanoate)
  • Testosterone 17.beta.-undecylate
  • Testosterone Undeconate
  • Testosterone undecanoate
  • Testosterone undecanoate (USAN)
  • Testosterone undecylate
  • Testosterone, undecanoate
  • Testosterone, undecanoate (ester)
  • Undestor
  • W-105318
  • [(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] undecanoate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC8214690
  • UNII-H16A5VCT9C
  • AKOS016010255
  • DTXSID90863661
  • CHEMBL2107067
  • CHEBI:135741
  • EINECS 227-712-6
  • SCHEMBL147620

Physico-Chemical properties

IUPAC name[(8R,9S,10R,13S,14S,17S)-10,13-dimethyl-3-oxo-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-17-yl] undecanoate
Molecular formulaC30H48O3
Molecular weight456.7
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity138.36
LogP8.0
Topological polar surface area43.4

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.