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testosterone

File:Testosteron.svg · Wikimedia Commons · See Wikimedia Commons

EntityQ1318776· pop 88· linked from 3,038 articles

testosterone

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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

Testosterone is the primary male sex hormone and androgen in males. In humans, testosterone plays a key role in the development of male reproductive tissues such as testicles and prostate, as well as promoting secondary sexual characteristics such as increased muscle and bone mass, and the growth of body hair. It is associated with increased aggression, sex drive, dominance, courtship display, and a wide range of behavioral characteristics. In addition, testosterone in both sexes is involved in health and well-being, where it has a significant effect on overall mood, cognition, social and sexu

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.

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 Ų
H-bond donors
1
H-bond acceptors
2
Formal charge
0

via PubChem

Research

122,054 papers

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

~46 min read

Encyclopedic overview

37 sections
Contents
  • Biological effects
  • Effects on physiological development
  • Before birth
  • Early infancy
  • Before puberty
  • Pubertal
  • Adult
  • Health effects
  • Immune system and inflammation
  • Medical use
  • Behavioural correlations
  • Sexual arousal
  • Mammalian studies
  • Males
  • Females
  • Romantic relationships
  • Fatherhood
  • Motivation
  • Aggression and criminality {{anchor|Aggression}}{{anchor|Criminality}}
  • Fairness
  • Biological activity
  • Free testosterone
  • Steroid hormone activity
  • Neurosteroid activity
  • Biochemistry
  • Biosynthesis
  • Regulation
  • Distribution
  • Metabolism
  • Levels
  • Measurement
  • Distribution
  • History and production
  • Other species
  • See also
  • References
  • Further reading

Testosterone is the primary male sex hormone and androgen in males. In humans, testosterone plays a key role in the development of male reproductive tissues such as testicles and prostate, as well as promoting secondary sexual characteristics such as increased muscle and bone mass, and the growth of body hair. It is associated with increased aggression, sex drive, dominance, courtship display, and a wide range of behavioral characteristics. In addition, testosterone in both sexes is involved in health and well-being, where it has a significant effect on overall mood, cognition, social and sexual behavior, metabolism and energy output, the cardiovascular system, and in the prevention of osteoporosis. Insufficient levels of testosterone in men may lead to abnormalities including frailty, accumulation of adipose fat tissue within the body, anxiety and depression, sexual performance issues, and bone loss.

Excessive levels of testosterone in men may be associated with hyperandrogenism, higher risk of heart failure, increased mortality in men with prostate cancer, and male pattern baldness.

Excerpted from Wikipedia’s “testosterone” article, available under the CC BY-SA 4.0 licence.

Gallery (16)

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