testosterone

Also known as 4-androsten-17beta-ol-3-one, 4-Androsten-3-one-17b-ol, 13-Iso-testosterone, 17a-Hydroxy-(13a)-androst-4-en-3-one, 17b-Hydroxy-(8a)-androst-4-en-3-one, 17b-Hydroxy-8a-androst-4-en-3-one, 17b-Hydroxy-13a-androst-4-en-3-one, 17b-Hydroxy-androst-4-en-3-one

ormone

OverviewAI-generated

Testosterone is a chemical compound with the formula C₁₉H₂₈O₂. It has a melting point of 155 and a mass of 288.209. The compound carries a charge of 0 and features one hydrogen bond donor and two hydrogen bond acceptors. Its xlogp value is 3.3, and its topological polar surface area is 37.3.

The substance is associated with a weight of 288.4. It is referenced by 3,038 other encyclopedia articles. A search for testosterone yields a count of 122054 in the PubMed database.

Synthesized by Vinony from 19 facts across 4 sources: Wikidata, PubChem, PubMed, Vinony graph. Generated from structured data (not the Wikipedia text) and checked against those facts — may still contain errors.

In the Vinony graph

Within Vinony's link graph, testosterone is referenced by 3,038 other articles, and connects out to testicle, steroid and DDT.

Vinony files it under Androgens, Androstanes and Chembox image size set.

Its subject is documented across 85 Wikipedia language editions.

Chemical data

Formula: C19H28O2
Molecular weight: 288.4 g/mol
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
SMILES: C[C@]12CC[C@H]3[C@H]([C@@H]1CC[C@@H]2O)CCC4=CC(=O)CC[C@]34C
InChIKey: MUMGGOZAMZWBJJ-DYKIIFRCSA-N
XLogP: 3.3
Polar surface area: 37.3 Å²
H-bond donors: 1
H-bond acceptors: 2
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Approved
Molecule type: Small molecule
First approval: 1972
Admin. routes: parenteral, topical
Indications: heart failure, prostate carcinoma, orchitis, Klinefelter's syndrome

via ChEMBL · EBI

Research

122,054 papers

Testosterone replacement therapy and cardiovascular disease.ReviewInternational journal of impotence research · 2022Auerbach JM, Khera MDOI: 10.1038/s41443-021-00516-6
A Reappraisal of Testosterone's Binding in Circulation: Physiological and Clinical Implications.ReviewEndocrine reviews · 2017Goldman AL, Bhasin S, Wu FCW et al.DOI: 10.1210/er.2017-00025
Sex differences in anxiety and depression: role of testosterone.ReviewFrontiers in neuroendocrinology · 2014McHenry J, Carrier N, Hull E et al.DOI: 10.1016/j.yfrne.2013.09.001
Testosterone and Male Bone Health: A Puzzle of Interactions.ReviewThe Journal of clinical endocrinology and metabolism · 2025Tenuta M, Hasenmajer V, Gianfrilli D et al.DOI: 10.1210/clinem/dgaf191
Approach to the Patient: Low Testosterone Concentrations in Men With Obesity.ReviewThe Journal of clinical endocrinology and metabolism · 2025Muir CA, Wittert GA, Handelsman DJDOI: 10.1210/clinem/dgaf137
[Testosterone - indications and abuse].ReviewMMW Fortschritte der Medizin · 2024Köhn FM, Schuppe HCDOI: 10.1007/s15006-024-3839-x
Testosterone Therapy in Older Men: Present and Future Considerations.ReviewDrugs & aging · 2025Yeap BB, Tran C, Douglass CM et al.DOI: 10.1007/s40266-025-01209-1
Metabolic Messengers: testosterone.ReviewNature metabolism · 2026Mauvais-Jarvis F, Bhasin SDOI: 10.1038/s42255-025-01431-6

via PubMed

Wikidata facts

Has part: carbon
Mass: 288.209

Show 15 more facts

melting point: 155
Commons category: Testosterone
topic's main category: Category:Testosterone
chemical formula: C₁₉H₂₈O₂
found in taxon: Asimina triloba
canonical SMILES: CC12CCC3C(C1CCC2O)CCC4=CC(=O)CCC34C
World Health Organisation international non-proprietary name: testosterone
isomeric SMILES: C[C@]12CC[C@H]3[C@@H](CCC4=CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O
NCI Thesaurus ID: C862
subject has role: primary metabolite
medical condition treated: hypogonadism
different from: Testosterone
on focus list of Wikimedia project: Wikipedia:Vital articles/Level/4
legal status (medicine): boxed warning
stereoisomer of: epitestosterone

Sources (14)

via Wikidata · CC0

Article · Italiano

Il testosterone è un ormone steroideo del gruppo androgeno prodotto principalmente dalle cellule di Leydig situate nei testicoli e, in minima parte, dalle ovaie e dalla corteccia surrenale. La sua produzione è influenzata molto dall'ormone luteinizzante LH. È presente anche nelle donne che, rispetto agli uomini, hanno una maggiore tendenza a convertire quest'ormone in estrogeni. La desinenza -one è dovuta alla presenza di un gruppo chetonico CO sull'atomo C3 del primo anello del carbonio [A] dello steroide.

Abstract from DBpedia / Wikipedia · CC BY-SA