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Record Information
Version1.0
Creation Date2016-09-30 22:27:09 UTC
Update Date2020-06-04 23:02:41 UTC
MCDB ID BMDB0000234
Secondary Accession Numbers
  • BMDB00234
Metabolite Identification
Common NameTestosterone
DescriptionTestosterone belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans. Thus, testosterone is considered to be a steroid lipid molecule. Testosterone exists as a solid, very hydrophobic, practically insoluble (in water), and relatively neutral molecule. Testosterone exists in all living organisms, ranging from bacteria to humans. Testosterone participates in a number of enzymatic reactions, within cattle. In particular, Testosterone can be converted into 19-hydroxytestosterone; which is catalyzed by the enzyme cytochrome P450 19A1. In addition, Testosterone can be converted into androstenedione; which is catalyzed by the enzyme testosterone 17-beta-dehydrogenase 3. In cattle, testosterone is involved in the metabolic pathway called the androgen and estrogen metabolism pathway. Testosterone is a potentially toxic compound.
Structure
Thumb
Synonyms
ValueSource
17beta-Hydroxy-4-androsten-3-oneChEBI
4-Androsten-17beta-ol-3-oneChEBI
AndrodermChEBI
TestosteronChEBI
TestosteronaChEBI
TestosteronumChEBI
AndrogelKegg
AxironKegg
StriantKegg
TestimKegg
17b-Hydroxy-4-androsten-3-oneGenerator
17Β-hydroxy-4-androsten-3-oneGenerator
4-Androsten-17b-ol-3-oneGenerator
4-Androsten-17β-ol-3-oneGenerator
(+)-TestosteroneHMDB
(+-)-8-Iso-testosteroneHMDB
(+-)-RetrotestosteroneHMDB
(+-)-TestosteroneHMDB
(17b)-17-Hydroxy-androst-4-en-3-oneHMDB
13-Iso-testosteroneHMDB
17-Hydroxy-10,13-dimethyl-1,2,6,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-cyclopenta[a]phenanthren-3-oneHMDB
17-Hydroxy-androst-4-en-3-oneHMDB
17-Hydroxy-D4-androsten-3-oneHMDB
17a-Hydroxy-(13a)-androst-4-en-3-oneHMDB
17a-Hydroxy-13a-androst-4-en-3-oneHMDB
17a-Hydroxy-14b-androst-4-en-3-oneHMDB
17a-Hydroxy-androst-4-en-3-oneHMDB
17b-Hydroxy-(10a)-androst-4-en-3-oneHMDB
17b-Hydroxy-(13a)-androst-4-en-3-oneHMDB
17b-Hydroxy-(8a)-androst-4-en-3-oneHMDB
17b-Hydroxy-(8a,10a)-androst-4-en-3-oneHMDB
17b-Hydroxy-(9b)-androst-4-en-3-oneHMDB
17b-Hydroxy-(9b,10a)-androst-4-en-3-oneHMDB
17b-Hydroxy-13a-androst-4-en-3-oneHMDB
17b-Hydroxy-8a-androst-4-en-3-oneHMDB
17b-Hydroxy-androst-4-en-3-ONHMDB
17b-Hydroxy-androst-4-en-3-oneHMDB
17b-Hydroxy-D4-androsten-3-oneHMDB
17b-Hydroxyandrost-4-en-3-oneHMDB
17b-Hydroxyandrost-4-ene-3-oneHMDB
17b-TestosteroneHMDB
4-Androsten-3-one-17b-olHMDB
8-Iso-testosteroneHMDB
9b,10a-TestosteroneHMDB
9b-TestosteroneHMDB
AndrolinHMDB
AndronaqHMDB
AndropatchHMDB
Androst-4-en-17b-ol-3-oneHMDB
Androst-4-ene-17b-ol-3-oneHMDB
AndrusolHMDB
Cristerona THMDB
D4-Androsten-17b-ol-3-oneHMDB
EpitestosteronHMDB
Geno-cristaux gremyHMDB
HomosteronHMDB
HomosteroneHMDB
LumitestosteronHMDB
MertestateHMDB
NeotestisHMDB
OretonHMDB
OrquisteronHMDB
PerandrenHMDB
Percutacrine androgeniqueHMDB
PrimotestHMDB
PrimotestonHMDB
rac-17b-Hydroxy-(13a)androst-4-en-3-oneHMDB
rac-17b-Hydroxy-(8a)-androst-4-en-3-oneHMDB
rac-17b-Hydroxy-(9b,10a)androst-4-en-3-oneHMDB
rac-17b-Hydroxy-androst-4-en-3-oneHMDB
RelibraHMDB
RetrotestosteroneHMDB
SustanonHMDB
SustanoneHMDB
Sustason 250HMDB
Synandrol FHMDB
TeslenHMDB
TestandroneHMDB
TesticulosteroneHMDB
TestobaseHMDB
TestodermHMDB
TestogelHMDB
TestolentHMDB
TestolinHMDB
TestoproponHMDB
TestosteroidHMDB
Testoviron scheringHMDB
Testoviron THMDB
Testro aqHMDB
TestroneHMDB
TestrylHMDB
TostrelleHMDB
TostrexHMDB
ViatrelHMDB
VirormoneHMDB
VirosteroneHMDB
AndrotopHMDB
CEPA brand OF testosteroneHMDB
HisteroneHMDB
SmithKline beecham brand OF testosteroneHMDB
Solvay brand OF testosteroneHMDB
SterotateHMDB
17-beta-Hydroxy-8 alpha-4-androsten-3-oneHMDB
AstraZeneca brand OF testosteroneHMDB
Bartor brand OF testosteroneHMDB
Dr. kade brand OF testosteroneHMDB
Ferring brand OF testosteroneHMDB
Hauck brand OF testosteroneHMDB
Pasadena brand OF testosteroneHMDB
Testosterone sulfateHMDB
Ulmer brand OF testosteroneHMDB
Unimed brand OF testosteroneHMDB
Watson brand OF testosteroneHMDB
17-beta-Hydroxy-4-androsten-3-oneHMDB
8 IsotestosteroneHMDB
8-IsotestosteroneHMDB
Auxilium pharmaceuticals inc. brand OF testosteroneHMDB
Faulding brand OF testosteroneHMDB
Paladin brand OF testosteroneHMDB
Schering brand OF testosteroneHMDB
17 beta Hydroxy 4 androsten 3 oneHMDB
17 beta Hydroxy 8 alpha 4 androsten 3 oneHMDB
GlaxoSmithKline brand OF testosteroneHMDB
Ortho brand OF testosteroneHMDB
TestopelHMDB
Chemical FormulaC19H28O2
Average Molecular Weight288.4244
Monoisotopic Molecular Weight288.20893014
IUPAC NameNot Available
Traditional NameNot Available
CAS Registry Number58-22-0
SMILESNot Available
InChI Identifier
InChI=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
Chemical Taxonomy
Description belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 3-oxo-delta-4-steroid
  • 3-oxosteroid
  • Hydroxysteroid
  • Oxosteroid
  • 17-hydroxysteroid
  • Delta-4-steroid
  • Cyclohexenone
  • Cyclic alcohol
  • Secondary alcohol
  • Ketone
  • Cyclic ketone
  • Organooxygen compound
  • Alcohol
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateSolid
Experimental Properties
PropertyValueReference
Melting Point155 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.023 mg/mLNot Available
LogP3.32HANSCH,C ET AL. (1995)
Predicted PropertiesNot Available
Spectra
Spectrum TypeDescriptionSplash KeyView
Concentrations
StatusValueReferenceDetails
Detected and Quantified0.00003 uM details
Detected and Quantified0.00003 uM details
Detected and Quantified0.00003 uM details
HMDB IDHMDB0000234
DrugBank IDDB00624
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00003675
Chemspider ID5791
KEGG Compound IDC00535
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTestosterone
METLIN IDNot Available
PubChem Compound6013
PDB IDNot Available
ChEBI ID17347
References
Synthesis ReferenceErcoli, Alberto; De Ruggieri, Pietro. An improved method of preparing testosterone, dihydrotestosterone, and some of their esters. Journal of the American Chemical Society (1953), 75 650-3.
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Courant F, Antignac JP, Laille J, Monteau F, Andre F, Le Bizec B: Exposure assessment of prepubertal children to steroid endocrine disruptors. 2. Determination of steroid hormones in milk, egg, and meat samples. J Agric Food Chem. 2008 May 14;56(9):3176-84. doi: 10.1021/jf800096f. Epub 2008 Apr 16. [PubMed:18412364 ]