Testosterone

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

What is the Testosterone?

The molecule Testosterone presents a molecular formula of C19H28O2 and its IUPAC name is (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one.

Testosterone is a steroid hormone from the androgen group. Testosterone is primarily secreted in the testes of males and the ovaries of females, although small amounts are also secreted by the adrenal glands. It is the principal male sex hormone and an anabolic steroid..

Testosterone molecule has a molecular weight of 288.429 daltons and is composed of four rings arranged in a specific way. The structure of testosterone is:.

Testosterone is an androgen, meaning that it stimulates the development of male characteristics. It is the most important male sex hormone and plays a key role in reproduction. Testosterone also has anabolic effects, meaning that it promotes the growth of muscle tissue and bone..

Testosterone is essential for the development and maintenance of male sex characteristics. It is also necessary for the proper functioning of the reproductive system. In addition, testosterone plays a role in health and well-being. It participes in the regulation of mood and energy levels, and it helps to maintain bone and muscle mass..

Testosterone levels decline with age. This decrease begins around the age of 30 and continues throughout life. Low testosterone levels can cause a number of health problems, including low libido, erectile dysfunction, osteoporosis, and muscle weakness..

Testosterone replacement therapy can help to treat some of the symptoms of low testosterone levels. However, it is important to speak to a doctor before starting any type of hormone therapy..

3D structure

Cartesian coordinates

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

2D drawing

 

Testosterone MUMGGOZAMZWBJJ-DYKIIFRCSA-N chemical compound 2D structure molecule svg
Testosterone

 

Molecule descriptors

 
IUPAC name(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
InChI codeInChI=1S/C19H28O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h11,14-17,21H,3-10H2,1-2H3/t14-,15-,16-,17-,18-,19-/m0/s1
InChI KeyMUMGGOZAMZWBJJ-DYKIIFRCSA-N
SMILESC[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@@]43C)[C@@H]1CC[C@@H]2O

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.

  • (+)-testosterone
  • (+-)-8-iso-testosterone
  • (+-)-retrotestosterone
  • (+-)-testosterone
  • (17?)-17-Hydroxyandrost-4-en-3-one
  • (17b)-17-hydroxy-androst-4-en-3-one
  • (17beta)-17-Hydroxyandrost-4-en-3-one
  • (1S,2R,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0;{2,7}.0;{11,15}]heptadec-6-en-5-one
  • (8R,9S,10R,13S,14S,17S)-17-Hydroxy-10,13-dimethyl-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3(2H)-one
  • (8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
  • (8alpha,10alpha,13alpha,14beta,17alpha)-17-hydroxyandrost-4-en-3-one
  • 003T654
  • 1050678-68-6
  • 13-iso-testosterone
  • 17-.beta.-Hydroxyandrost-4-en-3-one
  • 17-Hydroxy-(17-beta)-androst-4-en-3-one
  • 17-Hydroxy-(17beta)-androst-4-en-3-one
  • 17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-one
  • 17-Hydroxyandrost-4-en-3-one, (17.beta.)-
  • 17-beta-Hydroxy-delta(sup 4)-androsten-3-one
  • 17-beta-Hydroxyandrost-4-en-3-one
  • 17-hydroxy-D4-androsten-3-one
  • 17-hydroxy-androst-4-en-3-one
  • 17.beta.-Hydroxy-.DELTA.4-androsten-3-one
  • 17.beta.-Hydroxyandrost-4-en-3-one
  • 17.beta.-Testosterone
  • 17?-hydroxyandrost-4-en-3-one; epitestosterone; 17-epi-Testosterone; 17?-cis-Testosterone; 4-Androstene-17?-ol-3-one; Isotestosterone
  • 17a-hydroxy-(13a)-androst-4-en-3-one
  • 17a-hydroxy-13a-androst-4-en-3-one
  • 17a-hydroxy-14b-androst-4-en-3-one
  • 17a-hydroxy-androst-4-en-3-one
  • 17b-Hydroxy-D4-androsten-3-one
  • 17b-Hydroxy-androst-4-en-3-on
  • 17b-Hydroxyandrost-4-ene-3-one
  • 17b-Testosterone
  • 17b-hydroxy-(10a)-androst-4-en-3-one
  • 17b-hydroxy-(13a)-androst-4-en-3-one
  • 17b-hydroxy-(8a)-androst-4-en-3-one
  • 17b-hydroxy-(8a,10a)-androst-4-en-3-one
  • 17b-hydroxy-(9b)-androst-4-en-3-one
  • 17b-hydroxy-(9b,10a)-androst-4-en-3-one
  • 17b-hydroxy-13a-androst-4-en-3-one
  • 17b-hydroxy-4-androsten-3-one
  • 17b-hydroxy-8a-androst-4-en-3-one
  • 17b-hydroxy-androst-4-en-3-one
  • 17beta-Hydroxy-4-androsten-3-one
  • 17beta-Hydroxy-delta(sup4)-androsten-3-one
  • 17beta-Hydroxyandrost-4-en-3-one
  • 17beta-Hydroxyandrost-4-ene-3-one
  • 17beta-hydroxy-4-androsten-3one
  • 1i37
  • 3XMK78S47O
  • 3kdm
  • 4-Androsten-17.beta.-ol-3-one
  • 4-Androsten-17beta-ol-3-one
  • 4-Androsten-3-one, 17b-hydroxy-
  • 4-Androsten-3-one-17.beta.-ol
  • 4-Androsten-3-one-17b-ol
  • 4-androstene-17beta-ol-3-one
  • 58-22-0
  • 7-beta-Hydroxyandrost-4-en-3-one
  • 8-iso-testosterone
  • 9b,10a-testosterone
  • 9b-testosterone
  • AA 2500
  • AB00973630-03
  • AC-14899
  • ANDROID-T
  • ANDROLAN
  • Andro 100
  • AndroGel
  • Androderm
  • Androlin
  • Andronaq
  • Andropatch
  • Androst-4-en-17b-ol-3-one
  • Androst-4-en-17beta-ol-3-one
  • Androst-4-en-3-on-17B-ol
  • Androst-4-en-3-one, 17-beta-hydroxy-
  • Androst-4-en-3-one, 17-hydroxy, (17.beta.)-
  • Androst-4-en-3-one, 17-hydroxy-, (17-beta)-
  • Androst-4-en-3-one, 17-hydroxy-, (17.beta.)-
  • Androst-4-en-3-one, 17-hydroxy-, (17b)-
  • Androst-4-en-3-one, 17-hydroxy-, (17beta)-
  • Androst-4-en-3-one, 17beta-hydroxy-
  • Androst-4-ene-17b-ol-3-one
  • Andrusol
  • Axiron
  • B5DEE83F-632B-48A1-A0ED-A51E7F13DF2E
  • BDBM8885
  • BIDD:ER0555
  • BIM-0061761.0001
  • Bio-T-Gel
  • C00535
  • CCG-101189
  • CCRIS 574
  • CDB 111C
  • CMC_13449
  • COL 1621
  • CP 601B
  • CPD000058344
  • CS-1415
  • CompleoTRT
  • Cristerona T
  • Cristerone T
  • D00075
  • D4-Androsten-17b-ol-3-one
  • DB00624
  • DSSTox_CID_2371
  • DSSTox_GSID_22371
  • DSSTox_RID_76563
  • EC 200-370-5
  • Epitestosteron
  • Epitope ID:135865
  • Fortesta
  • GTPL2858
  • Geno-cristaux gremy
  • HMS2052N11
  • HMS2272B03
  • HMS2272P03
  • HSDB 3398
  • HY-15554A
  • Halotensin
  • Homosteron
  • Homosterone
  • Intrinsa
  • LMST02020002
  • LPCN 1021
  • LibiGel
  • Livensa
  • Lumitestosteron
  • MLS000563091
  • MLS001032098
  • MLS001306401
  • MLS001424262
  • MLS002174283
  • Malerone
  • Malestrone (amps)
  • Malogen, aquaspension injection
  • Mertestate
  • NC00439
  • NCGC00091018-01
  • NCGC00258243-01
  • NSC 9700
  • NSC-9700
  • Nasobol
  • Natesto
  • Neo-Hombreol F
  • Neo-testis
  • Neotestis
  • Oreton
  • Oreton-F
  • Orquisteron
  • Perandren
  • Percutacrine androgenique
  • Primotest
  • Primoteston
  • Q-101251
  • Q1318776
  • RB3046
  • Relibra
  • S00309
  • SMR000058344
  • SMR001261453
  • Striant
  • Sustanon
  • Sustanone
  • Sustason 250
  • Synandrol F
  • T0027
  • Tefina
  • Teslen
  • Testandrone
  • Testex
  • Testiculosterone
  • Testim
  • Testobase
  • Testoderm
  • Testoderm Tts
  • Testogel
  • Testoject-50
  • Testolin
  • Testopel Pellets
  • Testopropon
  • Testosteroid
  • Testosteron
  • Testosterona
  • Testosterone
  • Testosterone (JAN/USP)
  • Testosterone 1.0 mg/ml in Acetonitrile
  • Testosterone EP Impurity C
  • Testosterone and its esters
  • Testosterone ciii
  • Testosterone hydrate
  • Testosterone, 1
  • Testosterone, cell culture tested
  • Testosterone; 4-Androsten-17?-ol-3-one; 17?-Hydroxy-4-androsten-3-one
  • Testosteronum
  • Testostosterone
  • Testoviron
  • Testoviron Schering
  • Testoviron T
  • Testro AQ
  • Testrone
  • Testryl
  • Tostrelle
  • Tostrex
  • Viatrel
  • Virormone
  • Virosterone
  • Vogelxo
  • beta testosterone
  • delta(sup 4)-Androsten-17(beta)-ol-3-one
  • delta4-Androsten-17beta-ol-3-one
  • delta4-androsten-17b-ol-3-one
  • mpp10
  • rac-17b-hydroxy-(13a)androst-4-en-3-one
  • rac-17b-hydroxy-(8a)-androst-4-en-3-one
  • rac-17b-hydroxy-(9b,10a)androst-4-en-3-one
  • rac-17b-hydroxy-androst-4-en-3-one
  • testosterone
  • trans-Testosterone

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC118912393
  • CAS-58-22-0
  • UNII-3XMK78S47O
  • AKOS015894897
  • DTXSID8022371
  • CHEMBL386630
  • CHEBI:17347
  • Tox21_200689
  • EINECS 200-370-5
  • SCHEMBL8452

Physico-Chemical properties

IUPAC name(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one
Molecular formulaC19H28O2
Molecular weight288.424
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity85.36
LogP3.9
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.