Nandrolone decanoate

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

What is the Nandrolone decanoate?

The molecule Nandrolone decanoate presents a molecular formula of C28H44O3 and its IUPAC name is [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] decanoate.

Nandrolone decanoate (C28H44O3), also known as nandrolone deca or simply Deca, is an androgen and anabolic steroid (AAS) medication which is used in the form of an intramuscular injection. It is sold under the brand names Deca-Durabolin and Dynabolan, among others. While nandrolone decanoate is used medically for joint pain relief and muscle wasting, it is also used non-medically for bodybuilding, where it is considered a classic bulking drug. Side effects of nandrolone decanoate include masculinization (virilization) of women, and children who are exposed to it..

3D structure

Cartesian coordinates

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

2D drawing

 

Nandrolone decanoate JKWKMORAXJQQSR-MOPIKTETSA-N chemical compound 2D structure molecule svg
Nandrolone decanoate

 

Molecule descriptors

 
IUPAC name[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] decanoate
InChI codeInChI=1S/C28H44O3/c1-3-4-5-6-7-8-9-10-27(30)31-26-16-15-25-24-13-11-20-19-21(29)12-14-22(20)23(24)17-18-28(25,26)2/h19,22-26H,3-18H2,1-2H3/t22-,23+,24+,25-,26-,28-/m0/s1
InChI KeyJKWKMORAXJQQSR-MOPIKTETSA-N
SMILESCCCCCCCCCC(=O)O[C@H]1CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@@H]4[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)-17-((1-Oxodecyl)oxy)estr-4-en-3-one
  • (17beta)-3-oxoestr-4-en-17-yl decanoate
  • (1S,2R,10R,11S,14S,15S)-15-methyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-14-yl decanoate
  • (8R,9S,10R,13S,14S,17S)-13-Methyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl decanoate
  • 17-beta-Hydroxyestr-4-en-3-one decanoate
  • 17.BETA.-HYDROXYESTR-4-EN-3-ONE 17-DECANOATE
  • 17B-HYDROXYESTR-4-EN-3-ONE DECANOATE.
  • 17beta-Hydroxyestr-4-en-3-one 17-decanoate
  • 17beta-Hydroxyestr-4-en-3-one decanoate
  • 19-NORTESTOSTERONE 17-DECANOATE
  • 19-Norandrostenolone decanoate
  • 19-Nortestosterone decanoate
  • 19-Nortestosterone-17.beta.-decanoate
  • 360-70-3
  • 360N703
  • A823112
  • AC-1484
  • Anabolin Depot
  • Anaboline Depot
  • BRN 2228051
  • C08154
  • CS-4613
  • D00955
  • DB08804
  • DRG 0264
  • DSSTox_CID_3352
  • DSSTox_GSID_23352
  • DSSTox_RID_76988
  • Deca-Durobolin
  • Deca-Hybolin
  • Dimapolan
  • ESTR-4-EN-3-ONE, 17-((1-OXODECYL)OXY)-, (17.BETA.)-
  • Estr-4-en-3-one, 17-((1-oxodecyl)oxy)-, (17beta)-
  • Estr-4-en-3-one, 17-[(1-oxodecyl)oxy]-, (17.beta.)-
  • Estr-4-en-3-one, 17-[(1-oxodecyl)oxy]-, (17b)-
  • Estr-4-en-3-one, 17-beta-hydroxy-, decanoate
  • GS-3155
  • H45187T098
  • HY-13698
  • Hybolin decanoate
  • MFCD00135100
  • NANDROLONE DECANOATE
  • NANDROLONEDECANOATE
  • NCGC00159403-02
  • NCGC00159403-04
  • NCGC00263561-01
  • Nandrobolic L.A.
  • Nandrolone 17beta-decanoate
  • Nandrolone decanoate
  • Nandrolone decanoate (JAN/USP)
  • Nandrolone decanoate ciii
  • Norandrostenolone decanoate
  • Nortestosterone decanoate
  • Palactin
  • Q16634231
  • Retabolil
  • Retabolyl
  • Rougerol
  • Salistoperm
  • Superbolan
  • Ziremilon
  • [(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] decanoate
  • naboline
  • ndrolone-D

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC8214619
  • CAS-360-70-3
  • UNII-H45187T098
  • AKOS025311438
  • DTXSID7023352
  • CHEMBL1200946
  • CHEBI:7467
  • Tox21_111638
  • Tox21_111638_1
  • EINECS 206-639-3
  • SCHEMBL27975

Physico-Chemical properties

IUPAC name[(8R,9S,10R,13S,14S,17S)-13-methyl-3-oxo-2,6,7,8,9,10,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-17-yl] decanoate
Molecular formulaC28H44O3
Molecular weight428.647
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity129.01
LogP7.2
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.