Human Metabolome Database Version 3.5

Showing metabocard for Testosterone (HMDB00234)

Record Information
Version 3.5
Creation Date 2005-11-16 08:48:42 -0700
Update Date 2013-05-29 13:25:11 -0600
HMDB ID HMDB00234
Secondary Accession Numbers None
Metabolite Identification
Common Name Testosterone
Description Testosterone is the most important androgen in potency and quantity. Testosterone is synthesized and released by the Leydig cells that lie between the tubules and comprise less than 5% of the total testicular volume. testosterone diffuses into the seminiferous tubules where it is essential for maintaining spermatogenesis. Some binds to an androgen-binding protein (ABP) that is produced by the Sertoli cells and is homologous to the sex-hormone binding globulin that transports testosterone in the general circulation. The ABP carries testosterone in the testicular fluid where it maintains the activity of the accessory sex glands and may also help to retain testosterone within the tubule and bind excess free hormone. Some testosterone is converted to estradiol by Sertoli cell-derived aromatase enzyme. Leydig cell steroidogenesis is controlled primarily by luteinizing hormone with negative feedback of testosterone on the hypothalamic-pituitary axis. The requirement of spermatogenesis for high local concentrations of testosterone means that loss of androgen production is likely to be accompanied by loss of spermatogenesis. Indeed, if testicular androgen production is inhibited by the administration of exogenous androgens then spermatogenesis ceases. This is the basis of using exogenous testosterone as a male contraceptive. testosterone is converted to dihydrotestosterone by 5a-reductase type 2 (EC 1.3.1.22, SRD5A2), the androgen with the highest affinity for the androgen receptor. SRD5A2 deficiency illustrates the importance of dihydrotestosterone for external virilization, as individuals with this condition have normal male internal structures but their external genitalia are of female appearance. There is now clear evidence that the human fetal testis and also the fetal adrenal gland is capable of testosterone biosynthesis during the first trimester. Regardless of the source of androgen production, the target tissue responds by male sexual differentiation of the external genitalia by the end of the first trimester. It is clear that testicular damage may result in loss of testosterone production or the loss of spermatogenesis or both. Loss of androgen production results in hypogonadism, the symptoms of which reflect the functions of testosterone. Male hypogonadism is defined as failure of the testes to produce normal amounts of testosterone, combined with signs and symptoms of androgen deficiency. Systemic testosterone levels fall by about 1% each year in men. Therefore, with increasing longevity and the aging of the population, the number of older men with testosterone deficiency will increase substantially over the next several decades. Serum testosterone levels decrease progressively in aging men, but the rate and magnitude of decrease vary considerably. Approximately 1% of healthy young men have total serum testosterone levels below normal; in contrast, approximately 20% of healthy men over age 60 years have serum testosterone levels below normal. (PMID: 17904450 Link_out, 17875487 Link_out).
Structure Thumb
Download: MOL | SDF | PDB | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. (+)-testosterone
  2. (+-)-8-iso-testosterone
  3. (+-)-retrotestosterone
  4. (+-)-testosterone
  5. (17b)-17-hydroxy-androst-4-en-3-one
  6. 13-Iso-testosterone
  7. 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
  8. 17-Hydroxy-androst-4-en-3-one
  9. 17-Hydroxy-D4-androsten-3-one
  10. 17a-Hydroxy-(13a)-androst-4-en-3-one
  11. 17a-Hydroxy-13a-androst-4-en-3-one
  12. 17a-Hydroxy-14b-androst-4-en-3-one
  13. 17a-Hydroxy-androst-4-en-3-one
  14. 17b-Hydroxy-(10a)-androst-4-en-3-one
  15. 17b-Hydroxy-(13a)-androst-4-en-3-one
  16. 17b-Hydroxy-(8a)-androst-4-en-3-one
  17. 17b-Hydroxy-(8a,10a)-androst-4-en-3-one
  18. 17b-Hydroxy-(9b)-androst-4-en-3-one
  19. 17b-Hydroxy-(9b,10a)-androst-4-en-3-one
  20. 17b-Hydroxy-13a-androst-4-en-3-one
  21. 17b-Hydroxy-8a-androst-4-en-3-one
  22. 17b-Hydroxy-androst-4-en-3-on
  23. 17b-Hydroxy-androst-4-en-3-one
  24. 17b-Hydroxy-D4-androsten-3-one
  25. 17b-Hydroxyandrost-4-en-3-one
  26. 17b-Hydroxyandrost-4-ene-3-one
  27. 17b-Testosterone
  28. 4-Androsten-3-one-17b-ol
  29. 8-Iso-testosterone
  30. 9b,10a-Testosterone
  31. 9b-Testosterone
  32. Androderm
  33. AndroGel
  34. Androlin
  35. Andronaq
  36. Andropatch
  37. Androst-4-en-17b-ol-3-one
  38. Androst-4-ene-17b-ol-3-one
  39. Andrusol
  40. Cristerona T
  41. D4-Androsten-17b-ol-3-one
  42. Epitestosteron
  43. Geno-cristaux Gremy
  44. Homosteron
  45. Homosterone
  46. Lumitestosteron
  47. Mertestate
  48. Neotestis
  49. Oreton
  50. Orquisteron
  51. Perandren
  52. Percutacrine androgenique
  53. Primotest
  54. Primoteston
  55. Rac-17b-hydroxy-(13a)androst-4-en-3-one
  56. Rac-17b-hydroxy-(8a)-androst-4-en-3-one
  57. Rac-17b-hydroxy-(9b,10a)androst-4-en-3-one
  58. Rac-17b-hydroxy-androst-4-en-3-one
  59. Relibra
  60. Retrotestosterone
  61. Sustanon
  62. Sustanone
  63. Sustason 250
  64. Synandrol F
  65. Teslen
  66. Testandrone
  67. Testiculosterone
  68. Testim
  69. Testobase
  70. Testoderm
  71. Testogel
  72. Testolent
  73. Testolin
  74. Testopropon
  75. Testosteroid
  76. Testosteron
  77. Testoviron Schering
  78. Testoviron T
  79. Testro AQ
  80. Testrone
  81. Testryl
  82. Tostrelle
  83. Tostrex
  84. Viatrel
  85. Virormone
  86. Virosterone
Chemical Formula C19H28O2
Average Molecular Weight 288.4244
Monoisotopic Molecular Weight 288.20893014
IUPAC Name (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
Traditional IUPAC Name testosterone
CAS Registry Number 58-22-0
SMILES [H][C@@]12CC[C@H](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@]12C
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 Key MUMGGOZAMZWBJJ-DYKIIFRCSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Lipids
Class Steroids and Steroid Derivatives
Sub Class Androgens and Derivatives
Other Descriptors
  • Aliphatic Homopolycyclic Compounds
  • Hydroxysteroids
  • Ketosteroids
  • a hormone(Cyc)
Substituents
  • Cyclic Alcohol
  • Cyclohexane
  • Cyclohexene
  • Decaline
  • Ketone
  • Secondary Alcohol
  • Sesquiterpene Backbone
Direct Parent Androgens and Derivatives
Ontology
Status Detected and Quantified
Origin
  • Endogenous
  • Food
Biofunction
  • Cell signaling
  • Fuel and energy storage
  • Fuel or energy source
  • Hormones, Membrane component
  • Membrane integrity/stability
Application
  • Nutrients
  • Stabilizers
  • Surfactants and Emulsifiers
Cellular locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point 155 °C Not Available
Boiling Point Not Available Not Available
Water Solubility 0.0234 mg/mL Not Available
LogP 3.32 HANSCH,C ET AL. (1995)
Predicted Properties
Property Value Source
Water Solubility 0.033 g/L ALOGPS
LogP 2.99 ALOGPS
LogP 3.37 ChemAxon
LogS -3.94 ALOGPS
pKa (strongest acidic) 19.09 ChemAxon
pKa (strongest basic) -0.88 ChemAxon
Hydrogen Acceptor Count 2 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 37.3 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 84.43 ChemAxon
Polarizability 33.93 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
1H NMR Spectrum
MS/MS Spectrum Quattro_QQQ 10
MS/MS Spectrum Quattro_QQQ 25
MS/MS Spectrum Quattro_QQQ 40
MS/MS Spectrum EI-B (JEOL JMS-01-SG-2)
MS/MS Spectrum EI-B (HITACHI RMU-6E)
MS/MS Spectrum EI-B (HITACHI M-80)
MS/MS Spectrum GC-MS
MS/MS Spectrum GC-MS
MS/MS Spectrum GC-MS
MS/MS Spectrum GC-MS
[1H,13C] 2D NMR Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Membrane (predicted from logP)
  • Endoplasmic reticulum
Biofluid Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Saliva
  • Urine
Tissue Location
  • Muscle
  • Testes
  • Brain
  • Gonads
  • Sperm
  • Hypothalamus
Pathways
Name SMPDB Link KEGG Link
Androgen and Estrogen Metabolism SMP00068 map00150 Link_out
Normal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified
0.00125 +/- 0.00042 uM Adult (>18 years old) Female Normal
Blood Detected and Quantified
0.013 (0.0083-0.0286) uM Adult (>18 years old) Male Normal
Blood Detected and Quantified
0.0094 +/- 0.0014 uM Adult (>18 years old) Male Normal
Cerebrospinal Fluid (CSF) Detected and Quantified
0.00101 (0.00002-0.002) uM Adult (>18 years old) Not Specified Normal
Cerebrospinal Fluid (CSF) Detected and Quantified
0.00065 +/- 0.00012 uM Adult (>18 years old) Male Normal
Saliva Detected and Quantified
0.00120 (0.00108-0.00133) uM Adult (>18 years old) Male Normal
Saliva Detected and Quantified
0.000677 (0.000590-0.000764) uM Adult (>18 years old) Female Normal
Urine Detected and Quantified
0.000121 +/- 0.00002149 umol/mmol creatinine Adult (>18 years old) Both Normal
Urine Detected and Quantified
1.07 +/- 0.19 umol/mmol creatinine Adult (>18 years old) Both Normal
Abnormal Concentrations
Biofluid Status Value Age Sex Condition Reference
Blood Detected and Quantified 9.31 (3.31-19.95) uM Adult (>18 years old) Male Cadmium exposure
Blood Detected and Quantified 0.010 +/- 0.013 uM Adolescent (13-18 years old) Male Hypogonadism
Cerebrospinal Fluid (CSF) Detected and Quantified 3.400e-05 +/- 1.665e-05 uM Adult (>18 years old) Not Specified Leuprolide acetate-induce hypogonadism
Cerebrospinal Fluid (CSF) Detected and Quantified 0.000497 +/- 0.000222 uM Adult (>18 years old) Not Specified Leuprolide acetate-induced hypogonadism with testosterone replacment
Associated Disorders and Diseases
Disease References
Hypogonadism
      Cadmium exposure
      • Zeng X, Lin T, Zhou Y, Kong Q: Alterations of serum hormone levels in male workers occupationally exposed to cadmium. J Toxicol Environ Health A. 2002 Apr 12;65(7):513-21. Pubmed: 11939709 Link_out
          Associated OMIM IDs None
          DrugBank ID DB00624 Link_out
          DrugBank Metabolite ID Not Available
          Phenol Explorer Compound ID Not Available
          Phenol Explorer Metabolite ID Not Available
          FoodDB ID FDB011544
          KNApSAcK ID C00003675 Link_out
          Chemspider ID 5791 Link_out
          KEGG Compound ID C00535 Link_out
          BioCyc ID Not Available
          BiGG ID 35280 Link_out
          Wikipedia Link Testosterone Link_out
          NuGOwiki Link HMDB00234 Link_out
          Metagene Link HMDB00234 Link_out
          METLIN ID 390 Link_out
          PubChem Compound 6013 Link_out
          PDB ID TES Link_out
          ChEBI ID 17347 Link_out
          References
          Synthesis Reference Ercoli, 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. Handelsman DJ: Clinical review: The rationale for banning human chorionic gonadotropin and estrogen blockers in sport. J Clin Endocrinol Metab. 2006 May;91(5):1646-53. Epub 2006 Feb 14. Pubmed: 16478815 Link_out
          2. Duschek EJ, Gooren LJ, Netelenbos C: Comparison of effects of the rise in serum testosterone by raloxifene and oral testosterone on serum insulin-like growth factor-1 and insulin-like growth factor binding protein-3. Maturitas. 2005 Jul 16;51(3):286-93. Pubmed: 15978972 Link_out
          3. Schaap LA, Pluijm SM, Smit JH, van Schoor NM, Visser M, Gooren LJ, Lips P: The association of sex hormone levels with poor mobility, low muscle strength and incidence of falls among older men and women. Clin Endocrinol (Oxf). 2005 Aug;63(2):152-60. Pubmed: 16060908 Link_out
          4. Kim YS, Zhang H, Kim HY: Profiling neurosteroids in cerebrospinal fluids and plasma by gas chromatography/electron capture negative chemical ionization mass spectrometry. Anal Biochem. 2000 Jan 15;277(2):187-95. Pubmed: 10625505 Link_out
          5. Huang I, Jones J, Khorram O: Human seminal plasma nitric oxide: correlation with sperm morphology and testosterone. Med Sci Monit. 2006 Mar;12(3):CR103-6. Epub 2006 Feb 23. Pubmed: 16501419 Link_out
          6. Hussein A, Ozgok Y, Ross L, Niederberger C: Clomiphene administration for cases of nonobstructive azoospermia: a multicenter study. J Androl. 2005 Nov-Dec;26(6):787-91; discussion 792-3. Pubmed: 16291975 Link_out
          7. Ahtiainen JP, Pakarinen A, Alen M, Kraemer WJ, Hakkinen K: Short vs. long rest period between the sets in hypertrophic resistance training: influence on muscle strength, size, and hormonal adaptations in trained men. J Strength Cond Res. 2005 Aug;19(3):572-82. Pubmed: 16095405 Link_out
          8. Landman AD, Sanford LM, Howland BE, Dawes C, Pritchard ET: Testosterone in human saliva. Experientia. 1976;32(7):940-1. Pubmed: 954994 Link_out
          9. Knickmeyer RC, Wheelwright S, Taylor K, Raggatt P, Hackett G, Baron-Cohen S: Gender-typed play and amniotic testosterone. Dev Psychol. 2005 May;41(3):517-28. Pubmed: 15910159 Link_out
          10. Fejes I, Koloszar S, Szollosi J, Zavaczki Z, Pal A: Is semen quality affected by male body fat distribution? Andrologia. 2005 Oct;37(5):155-9. Pubmed: 16266392 Link_out
          11. Jarow JP, Zirkin BR: The androgen microenvironment of the human testis and hormonal control of spermatogenesis. Ann N Y Acad Sci. 2005 Dec;1061:208-20. Pubmed: 16467270 Link_out
          12. Rovensky J, Radikova Z, Imrich R, Greguska O, Vigas M, Macho L: Gonadal and adrenal steroid hormones in plasma and synovial fluid of patients with rheumatoid arthritis. Endocr Regul. 2004 Dec;38(4):143-9. Pubmed: 15841793 Link_out
          13. Klimek M, Pabian W, Tomaszewska B, Kolodziejczyk J: Levels of plasma ACTH in men from infertile couples. Neuro Endocrinol Lett. 2005 Aug;26(4):347-50. Pubmed: 16136011 Link_out
          14. Cutolo M, Sulli A, Capellino S, Villaggio B, Montagna P, Pizzorni C, Paolino S, Seriolo B, Felli L, Straub RH: Anti-TNF and sex hormones. Ann N Y Acad Sci. 2006 Jun;1069:391-400. Pubmed: 16855166 Link_out
          15. Schwarz S, Pohl P: Steroid hormones and steroid hormone binding globulins in cerebrospinal fluid studied in individuals with intact and with disturbed blood-cerebrospinal fluid barrier. Neuroendocrinology. 1992 Feb;55(2):174-82. Pubmed: 1620285 Link_out
          16. Shores MM, Matsumoto AM, Sloan KL, Kivlahan DR: Low serum testosterone and mortality in male veterans. Arch Intern Med. 2006 Aug 14-28;166(15):1660-5. Pubmed: 16908801 Link_out
          17. Bhasin S, Cunningham GR, Hayes FJ, Matsumoto AM, Snyder PJ, Swerdloff RS, Montori VM: Testosterone therapy in adult men with androgen deficiency syndromes: an endocrine society clinical practice guideline. J Clin Endocrinol Metab. 2006 Jun;91(6):1995-2010. Epub 2006 May 23. Pubmed: 16720669 Link_out
          18. Archer JS, Love-Geffen TE, Herbst-Damm KL, Swinney DA, Chang JR: Effect of estradiol versus estradiol and testosterone on brain-activation patterns in postmenopausal women. Menopause. 2006 May-Jun;13(3):528-37. Pubmed: 16735951 Link_out
          19. Jarow JP, Wright WW, Brown TR, Yan X, Zirkin BR: Bioactivity of androgens within the testes and serum of normal men. J Androl. 2005 May-Jun;26(3):343-8. Pubmed: 15867001 Link_out
          20. Bridger T, MacDonald S, Baltzer F, Rodd C: Randomized placebo-controlled trial of metformin for adolescents with polycystic ovary syndrome. Arch Pediatr Adolesc Med. 2006 Mar;160(3):241-6. Pubmed: 16520442 Link_out
          21. Kazi M, Geraci SA, Koch CA: Considerations for the diagnosis and treatment of testosterone deficiency in elderly men. Am J Med. 2007 Oct;120(10):835-40. Pubmed: 17904450 Link_out
          22. Krone N, Hanley NA, Arlt W: Age-specific changes in sex steroid biosynthesis and sex development. Best Pract Res Clin Endocrinol Metab. 2007 Sep;21(3):393-401. Pubmed: 17875487 Link_out
          23. Contraceptive efficacy of testosterone-induced azoospermia in normal men. World Health Organization Task Force on methods for the regulation of male fertility. Lancet. 1990 Oct 20;336(8721):955-9. Pubmed: 1977002 Link_out
          24. Hoberman JM, Yesalis CE: The history of synthetic testosterone. Sci Am. 1995 Feb;272(2):76-81. Pubmed: 7817189 Link_out
          25. Freeman ER, Bloom DA, McGuire EJ: A brief history of testosterone. J Urol. 2001 Feb;165(2):371-3. Pubmed: 11176375 Link_out

          Enzymes

          Show all enzymes and transporters Important Only showing the first 50 enzymes. There are 66 enzymes in total.

          Name: Amine oxidase [flavin-containing] A
          Reactions: Not Available
          Gene Name: MAOA
          Uniprot ID: P21397 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estrogen sulfotransferase
          Reactions: Not Available
          Gene Name: SULT1E1
          Uniprot ID: P49888 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Aldo-keto reductase family 1 member C3
          Reactions:
          Testosterone + NAD unknown Androstenedione + NADH details
          Testosterone + NADP unknown Androstenedione + NADPH details
          Gene Name: AKR1C3
          Uniprot ID: P42330 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 2
          Reactions:
          Testosterone + NAD unknown Androstenedione + NADH details
          Testosterone + NAD unknown Androstenedione + NADH + Hydrogen Ion details
          Gene Name: HSD17B2
          Uniprot ID: P37059 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B28
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B28
          Uniprot ID: Q9BY64 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 8
          Reactions:
          Testosterone + NAD unknown Androstenedione + NADH details
          Testosterone + NAD unknown Androstenedione + NADH + Hydrogen Ion details
          Gene Name: HSD17B8
          Uniprot ID: Q92506 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B4
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B4
          Uniprot ID: P06133 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-4
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A4
          Uniprot ID: P22310 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B10
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B10
          Uniprot ID: P36537 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B7
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B7
          Uniprot ID: P16662 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B15
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B15
          Uniprot ID: P54855 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2A1
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2A1
          Uniprot ID: Q9Y4X1 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-1
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A1
          Uniprot ID: P22309 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-9
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A9
          Uniprot ID: O60656 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-8
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A8
          Uniprot ID: Q9HAW9 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-3
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A3
          Uniprot ID: P35503 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-10
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A10
          Uniprot ID: Q9HAW8 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B17
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B17
          Uniprot ID: O75795 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-6
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A6
          Uniprot ID: P19224 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-5
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A5
          Uniprot ID: P35504 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 2B11
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT2B11
          Uniprot ID: O75310 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: UDP-glucuronosyltransferase 1-7
          Reactions:
          Testosterone + Uridine diphosphate glucuronic acid unknown Testosterone glucuronide + Uridine 5'-diphosphate details
          Gene Name: UGT1A7
          Uniprot ID: Q9HAW7 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Estradiol 17-beta-dehydrogenase 11
          Reactions: Not Available
          Gene Name: HSD17B11
          Uniprot ID: Q8NBQ5 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: 3-oxo-5-beta-steroid 4-dehydrogenase
          Reactions:
          5b-Dihydrotestosterone + NADP unknown Testosterone + NADPH + Hydrogen Ion details
          Gene Name: AKR1D1
          Uniprot ID: P51857 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: 3-oxo-5-alpha-steroid 4-dehydrogenase 2
          Reactions:
          Dihydrotestosterone + Acceptor unknown Testosterone + Reduced acceptor details
          Gene Name: SRD5A2
          Uniprot ID: P31213 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: 3-oxo-5-alpha-steroid 4-dehydrogenase 1
          Reactions:
          Dihydrotestosterone + Acceptor unknown Testosterone + Reduced acceptor details
          Gene Name: SRD5A1
          Uniprot ID: P18405 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cholesterol side-chain cleavage enzyme, mitochondrial
          Reactions: Not Available
          Gene Name: CYP11A1
          Uniprot ID: P05108 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Glutathione S-transferase A3
          Reactions: Not Available
          Gene Name: GSTA3
          Uniprot ID: Q16772 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Testosterone 17-beta-dehydrogenase 3
          Reactions:
          Testosterone + NADP unknown Androstenedione + NADPH details
          Testosterone + NADP unknown Androstenedione + NADPH + Hydrogen Ion details
          Gene Name: HSD17B3
          Uniprot ID: P37058 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A4
          Reactions: Not Available
          Gene Name: CYP3A4
          Uniprot ID: P08684 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C9
          Reactions: Not Available
          Gene Name: CYP2C9
          Uniprot ID: P11712 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C19
          Reactions: Not Available
          Gene Name: CYP2C19
          Uniprot ID: P33261 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2E1
          Reactions: Not Available
          Gene Name: CYP2E1
          Uniprot ID: P05181 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A43
          Reactions: Not Available
          Gene Name: CYP3A43
          Uniprot ID: Q9HB55 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 1B1
          Reactions: Not Available
          Gene Name: CYP1B1
          Uniprot ID: Q16678 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C18
          Reactions: Not Available
          Gene Name: CYP2C18
          Uniprot ID: P33260 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2F1
          Reactions: Not Available
          Gene Name: CYP2F1
          Uniprot ID: P24903 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 4X1
          Reactions: Not Available
          Gene Name: CYP4X1
          Uniprot ID: Q8N118 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2B6
          Reactions: Not Available
          Gene Name: CYP2B6
          Uniprot ID: P20813 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A5
          Reactions: Not Available
          Gene Name: CYP3A5
          Uniprot ID: P20815 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 1A1
          Reactions: Not Available
          Gene Name: CYP1A1
          Uniprot ID: P04798 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2A13
          Reactions: Not Available
          Gene Name: CYP2A13
          Uniprot ID: Q16696 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 3A7
          Reactions: Not Available
          Gene Name: CYP3A7
          Uniprot ID: P24462 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 4B1
          Reactions: Not Available
          Gene Name: CYP4B1
          Uniprot ID: P13584 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 4Z1
          Reactions: Not Available
          Gene Name: CYP4Z1
          Uniprot ID: Q86W10 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 1A2
          Reactions: Not Available
          Gene Name: CYP1A2
          Uniprot ID: P05177 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 19A1
          Reactions: Not Available
          Gene Name: CYP19A1
          Uniprot ID: P11511 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2C8
          Reactions: Not Available
          Gene Name: CYP2C8
          Uniprot ID: P10632 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2S1
          Reactions: Not Available
          Gene Name: CYP2S1
          Uniprot ID: Q96SQ9 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Cytochrome P450 2J2
          Reactions: Not Available
          Gene Name: CYP2J2
          Uniprot ID: P51589 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Transporters
          Name: Multidrug resistance protein 1
          Reactions: Not Available
          Gene Name: ABCB1
          Uniprot ID: P08183 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: ATP-binding cassette sub-family G member 2
          Reactions: Not Available
          Gene Name: ABCG2
          Uniprot ID: Q9UNQ0 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Solute carrier family 22 member 4
          Reactions: Not Available
          Gene Name: SLC22A4
          Uniprot ID: Q9H015 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Sodium/bile acid cotransporter
          Reactions: Not Available
          Gene Name: SLC10A1
          Uniprot ID: Q14973 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Solute carrier family 22 member 1
          Reactions: Not Available
          Gene Name: SLC22A1
          Uniprot ID: O15245 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Solute carrier organic anion transporter family member 1A2
          Reactions: Not Available
          Gene Name: SLCO1A2
          Uniprot ID: P46721 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Solute carrier family 22 member 3
          Reactions: Not Available
          Gene Name: SLC22A3
          Uniprot ID: O75751 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA
          Name: Solute carrier family 22 member 7
          Reactions: Not Available
          Gene Name: SLC22A7
          Uniprot ID: Q9Y694 Link_out
          Protein Sequence: FASTA
          Gene Sequence: FASTA