MiMeDB: Showing metabocard for Testosterone (MMDBc0048846)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:11:58 UTC

Update Date

2024-04-30 20:37:29 UTC

Metabolite ID

MMDBc0048846

Metabolite Identification

Common Name

Testosterone

Description

Testosterone is the primary male sex hormone and anabolic steroid from the androstane class of steroids. It is the most important androgen in potency and quantity for vertebrates. In humans, testosterone plays a key role in the development of male reproductive tissues such as testes and prostate, as well as promoting secondary sexual characteristics such as increased muscle and bone mass, and the growth of body hair. In addition, testosterone is involved in health and well-being, and the prevention of osteoporosis. Testosterone exerts its action through binding to and activation of the androgen receptor. In mammals, testosterone is metabolized mainly in the liver. Approximately 50% of testosterone is metabolized via conjugation into testosterone glucuronide and to a lesser extent testosterone sulfate by glucuronosyltransferases and sulfotransferases. An additional 40% of testosterone is metabolized in equal proportions into the 17-ketosteroids androsterone and etiocholanolone via the combined actions of 5alpha- and 5beta-reductases, 3alpha-hydroxysteroid dehydrogenase, and 17beta-HSD. Like other steroid hormones, testosterone is derived from cholesterol. The first step in the biosynthesis of testosterone involves the oxidative cleavage of the side-chain of cholesterol by the cholesterol side-chain cleavage enzyme (P450scc, CYP11A1) to give pregnenolone. In the next step, two additional carbon atoms are removed by the CYP17A1 (17alpha-hydroxylase/17,20-lyase) enzyme to yield a variety of C19 steroids. In addition, the 3beta-hydroxyl group is oxidized by 3beta-hydroxysteroid dehydrogenase to produce androstenedione. In the final and rate limiting step, the C17 keto group androstenedione is reduced by 17beta-hydroxysteroid hydrogenase to yield testosterone. Testosterone is synthesized and released by the Leydig cells in the testes 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 testosterone 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. The largest amounts of testosterone (>95%) are produced by the testes in men, while the adrenal glands account for most of the remainder. Testosterone is also synthesized in far smaller total quantities in women by the adrenal glands, thecal cells of the ovaries, and, during pregnancy, by the placenta. 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 , 17875487 ).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0000234
     RDKit          3D
Testosterone
 49 52  0  0  0  0  0  0  0  0999 V2000
   -2.6249    0.5958   -1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804    0.5203    0.3746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5243    1.6623    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1506    1.6668    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.3181    0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3686   -0.7354   -0.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2860   -2.0741   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.8904   -1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935   -0.8849   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -1.1115   -1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310   -0.2062   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7656   -0.1220   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091    0.6692    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8957    0.4696    1.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.3272   -0.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1005    1.4935   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904   -0.7583    0.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5806   -1.8088    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118   -1.1847    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    0.2618    1.2053 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6207    1.1145    1.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    1.0669   -1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8201    1.2155   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -0.3938   -1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981    1.6836    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    2.5991    0.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    1.9649   -0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    2.3851    0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520    0.1176    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6004   -0.3785   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -2.4162    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688   -2.8056   -0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987   -1.5185   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -2.8598   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9153   -2.0072   -1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826    0.3612    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4577    1.7371    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.2492    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.5226    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    1.3463   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8768    2.4641   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225    1.5352   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067   -0.7599    1.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162   -2.1776   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641   -2.7023    1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2620   -1.6981    1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6585   -1.2404    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.2588    2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354    1.4375    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 49  1  0
M  END


  Mrv1652311131908212D          

 24 27  0  0  1  0            999 V2000
    0.0000   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4290    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4290   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    0.5701    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6985    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7144    1.2374    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4290    2.4749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2134    1.9049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4685    2.6894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  9  2  0  0  0  0
  1  3  1  0  0  0  0
  4  2  1  0  0  0  0
  4  7  1  0  0  0  0
  5  4  1  0  0  0  0
  5 10  1  0  0  0  0
  5 14  1  6  0  0  0
  6  5  1  0  0  0  0
  6  3  1  0  0  0  0
 16  6  1  0  0  0  0
  6 15  1  1  0  0  0
  8  7  1  0  0  0  0
 23  8  1  0  0  0  0
 23  9  1  0  0  0  0
 10 11  1  0  0  0  0
 17 11  1  0  0  0  0
 16 12  1  0  0  0  0
 13 12  1  0  0  0  0
 13 21  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  6  0  0  0
 17 21  1  0  0  0  0
 21 22  1  1  0  0  0
 23 24  2  0  0  0  0
  4 19  1  1  0  0  0
 17 20  1  1  0  0  0
M  END
> <DATABASE_ID>
MMDBc0048846

> <DATABASE_NAME>
MIME

> <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

> <FORMULA>
C19H28O2

> <MOLECULAR_WEIGHT>
288.4244

> <EXACT_MASS>
288.20893014

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
33.875628274645216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(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

> <ALOGPS_LOGP>
2.99

> <JCHEM_LOGP>
3.365423297666668

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
19.377705208106928

> <JCHEM_PKA_STRONGEST_ACIDIC>
19.08686012168563

> <JCHEM_PKA_STRONGEST_BASIC>
-0.883941123357545

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
84.42979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.33e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(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

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0000234
     RDKit          3D
Testosterone
 49 52  0  0  0  0  0  0  0  0999 V2000
   -2.6249    0.5958   -1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804    0.5203    0.3746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5243    1.6623    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1506    1.6668    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.3181    0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3686   -0.7354   -0.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2860   -2.0741   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.8904   -1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935   -0.8849   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -1.1115   -1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310   -0.2062   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7656   -0.1220   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091    0.6692    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8957    0.4696    1.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.3272   -0.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1005    1.4935   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904   -0.7583    0.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5806   -1.8088    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118   -1.1847    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    0.2618    1.2053 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6207    1.1145    1.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    1.0669   -1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8201    1.2155   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -0.3938   -1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981    1.6836    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    2.5991    0.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    1.9649   -0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    2.3851    0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520    0.1176    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6004   -0.3785   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -2.4162    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688   -2.8056   -0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987   -1.5185   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -2.8598   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9153   -2.0072   -1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826    0.3612    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4577    1.7371    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.2492    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.5226    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    1.3463   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8768    2.4641   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225    1.5352   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067   -0.7599    1.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162   -2.1776   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641   -2.7023    1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2620   -1.6981    1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6585   -1.2404    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.2588    2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354    1.4375    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 49  1  0
M  END

HEADER    PROTEIN                                 13-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-19         0                                  
HETATM    1  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.667  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.132   1.064   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.037   2.310   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   15  H   UNK     0       1.334   2.310   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       2.667   0.000   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.132   3.556   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.608   5.020   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.335  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    9    4                                                  
CONECT    3    1    6                                                       
CONECT    4    2    7    5   19                                             
CONECT    5    4   10   14    6                                             
CONECT    6    5    3   16   15                                             
CONECT    7    4    8                                                       
CONECT    8    7   23                                                       
CONECT    9    2   23                                                       
CONECT   10    5   11                                                       
CONECT   11   10   17                                                       
CONECT   12   16   13                                                       
CONECT   13   12   21                                                       
CONECT   14    5                                                            
CONECT   15    6                                                            
CONECT   16    6   12   17   18                                             
CONECT   17   11   16   21   20                                             
CONECT   18   16                                                            
CONECT   19    4                                                            
CONECT   20   17                                                            
CONECT   21   13   17   22                                                  
CONECT   22   21                                                            
CONECT   23    8    9   24                                                  
CONECT   24   23                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   54    0
END

COMPND    HMDB0000234
HETATM    1  C1  UNL     1      -2.625   0.596  -1.088  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.380   0.520   0.375  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.524   1.662   0.854  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.151   1.667   0.294  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.547   0.318   0.433  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.369  -0.735  -0.157  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.286  -2.074  -0.301  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.342  -1.890  -1.400  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.294  -0.885  -0.874  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.580  -1.112  -1.086  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.631  -0.206  -0.625  1.00  0.00           C  
HETATM   12  O1  UNL     1       5.766  -0.122  -1.132  1.00  0.00           O  
HETATM   13  C12 UNL     1       4.309   0.669   0.531  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.896   0.470   1.009  1.00  0.00           C  
HETATM   15  C14 UNL     1       1.915   0.327  -0.146  1.00  0.00           C  
HETATM   16  C15 UNL     1       2.100   1.494  -1.127  1.00  0.00           C  
HETATM   17  C16 UNL     1      -1.590  -0.758   0.705  1.00  0.00           C  
HETATM   18  C17 UNL     1      -2.581  -1.809   0.406  1.00  0.00           C  
HETATM   19  C18 UNL     1      -3.912  -1.185   0.850  1.00  0.00           C  
HETATM   20  C19 UNL     1      -3.583   0.262   1.205  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.621   1.115   1.063  1.00  0.00           O  
HETATM   22  H1  UNL     1      -3.576   1.067  -1.383  1.00  0.00           H  
HETATM   23  H2  UNL     1      -1.820   1.215  -1.565  1.00  0.00           H  
HETATM   24  H3  UNL     1      -2.599  -0.394  -1.609  1.00  0.00           H  
HETATM   25  H4  UNL     1      -1.498   1.684   1.954  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.030   2.599   0.533  1.00  0.00           H  
HETATM   27  H6  UNL     1      -0.096   1.965  -0.771  1.00  0.00           H  
HETATM   28  H7  UNL     1       0.453   2.385   0.901  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.552   0.118   1.546  1.00  0.00           H  
HETATM   30  H9  UNL     1      -0.600  -0.379  -1.201  1.00  0.00           H  
HETATM   31  H10 UNL     1       0.793  -2.416   0.632  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.469  -2.806  -0.584  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.799  -1.519  -2.290  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.792  -2.860  -1.590  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.915  -2.007  -1.628  1.00  0.00           H  
HETATM   36  H15 UNL     1       4.983   0.361   1.362  1.00  0.00           H  
HETATM   37  H16 UNL     1       4.458   1.737   0.317  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.616   1.249   1.715  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.879  -0.523   1.537  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.428   1.346  -1.976  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.877   2.464  -0.648  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.122   1.535  -1.497  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.307  -0.760   1.758  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.616  -2.178  -0.617  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.364  -2.702   1.058  1.00  0.00           H  
HETATM   46  H25 UNL     1      -4.262  -1.698   1.767  1.00  0.00           H  
HETATM   47  H26 UNL     1      -4.659  -1.240   0.037  1.00  0.00           H  
HETATM   48  H27 UNL     1      -3.265   0.259   2.276  1.00  0.00           H  
HETATM   49  H28 UNL     1      -4.835   1.437   0.178  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   17   20
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   15   29
CONECT    6    7   17   30
CONECT    7    8   31   32
CONECT    8    9   33   34
CONECT    9   10   10   15
CONECT   10   11   35
CONECT   11   12   12   13
CONECT   13   14   36   37
CONECT   14   15   38   39
CONECT   15   16
CONECT   16   40   41   42
CONECT   17   18   43
CONECT   18   19   44   45
CONECT   19   20   46   47
CONECT   20   21   48
CONECT   21   49
END

HMDB0000234
     RDKit          3D
Testosterone
 49 52  0  0  0  0  0  0  0  0999 V2000
   -2.6249    0.5958   -1.0879 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3804    0.5203    0.3746 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5243    1.6623    0.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1506    1.6668    0.2944 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5468    0.3181    0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3686   -0.7354   -0.1569 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2860   -2.0741   -0.3010 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3418   -1.8904   -1.3997 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2935   -0.8849   -0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804   -1.1115   -1.0860 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6310   -0.2062   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7656   -0.1220   -1.1316 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3091    0.6692    0.5305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8957    0.4696    1.0088 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9149    0.3272   -0.1465 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1005    1.4935   -1.1268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5904   -0.7583    0.7054 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5806   -1.8088    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9118   -1.1847    0.8498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5835    0.2618    1.2053 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6207    1.1145    1.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    1.0669   -1.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8201    1.2155   -1.5652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5990   -0.3938   -1.6091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4981    1.6836    1.9537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0301    2.5991    0.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0961    1.9649   -0.7711 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4531    2.3851    0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5520    0.1176    1.5455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6004   -0.3785   -1.2013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7931   -2.4162    0.6325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4688   -2.8056   -0.5843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7987   -1.5185   -2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7916   -2.8598   -1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9153   -2.0072   -1.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9826    0.3612    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4577    1.7371    0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6158    1.2492    1.7145 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8793   -0.5226    1.5371 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4283    1.3463   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8768    2.4641   -0.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1225    1.5352   -1.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067   -0.7599    1.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6162   -2.1776   -0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3641   -2.7023    1.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2620   -1.6981    1.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6585   -1.2404    0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2650    0.2588    2.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8354    1.4375    0.1779 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
  6 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 17  2  1  0
 20  2  1  0
 15  5  1  0
 15  9  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  1
  6 30  1  6
  7 31  1  0
  7 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 13 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 16 40  1  0
 16 41  1  0
 16 42  1  0
 17 43  1  1
 18 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  1
 21 49  1  0
M  END

Synonyms

Value	Source
17beta-Hydroxy-4-androsten-3-one	ChEBI
4-Androsten-17beta-ol-3-one	ChEBI
Androderm	ChEBI
Testosteron	ChEBI
Testosterona	ChEBI
Testosteronum	ChEBI
Androgel	Kegg
Axiron	Kegg
Striant	Kegg
Testim	Kegg
17b-Hydroxy-4-androsten-3-one	Generator
17Β-hydroxy-4-androsten-3-one	Generator
4-Androsten-17b-ol-3-one	Generator
4-Androsten-17β-ol-3-one	Generator
(+)-Testosterone	HMDB
(+-)-8-Iso-testosterone	HMDB
(+-)-Retrotestosterone	HMDB
(+-)-Testosterone	HMDB
(17b)-17-Hydroxy-androst-4-en-3-one	HMDB
13-Iso-testosterone	HMDB
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	HMDB
17-Hydroxy-androst-4-en-3-one	HMDB
17-Hydroxy-D4-androsten-3-one	HMDB
17a-Hydroxy-(13a)-androst-4-en-3-one	HMDB
17a-Hydroxy-13a-androst-4-en-3-one	HMDB
17a-Hydroxy-14b-androst-4-en-3-one	HMDB
17a-Hydroxy-androst-4-en-3-one	HMDB
17b-Hydroxy-(10a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(13a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(8a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(8a,10a)-androst-4-en-3-one	HMDB
17b-Hydroxy-(9b)-androst-4-en-3-one	HMDB
17b-Hydroxy-(9b,10a)-androst-4-en-3-one	HMDB
17b-Hydroxy-13a-androst-4-en-3-one	HMDB
17b-Hydroxy-8a-androst-4-en-3-one	HMDB
17b-Hydroxy-androst-4-en-3-ON	HMDB
17b-Hydroxy-androst-4-en-3-one	HMDB
17b-Hydroxy-D4-androsten-3-one	HMDB
17b-Hydroxyandrost-4-en-3-one	HMDB
17b-Hydroxyandrost-4-ene-3-one	HMDB
17b-Testosterone	HMDB
4-Androsten-3-one-17b-ol	HMDB
8-Iso-testosterone	HMDB
9b,10a-Testosterone	HMDB
9b-Testosterone	HMDB
Androlin	HMDB
Andronaq	HMDB
Andropatch	HMDB
Androst-4-en-17b-ol-3-one	HMDB
Androst-4-ene-17b-ol-3-one	HMDB
Andrusol	HMDB
Cristerona T	HMDB
D4-Androsten-17b-ol-3-one	HMDB
Epitestosteron	HMDB
Geno-cristaux gremy	HMDB
Homosteron	HMDB
Homosterone	HMDB
Lumitestosteron	HMDB
Mertestate	HMDB
Neotestis	HMDB
Oreton	HMDB
Orquisteron	HMDB
Perandren	HMDB
Percutacrine androgenique	HMDB
Primotest	HMDB
Primoteston	HMDB
rac-17b-Hydroxy-(13a)androst-4-en-3-one	HMDB
rac-17b-Hydroxy-(8a)-androst-4-en-3-one	HMDB
rac-17b-Hydroxy-(9b,10a)androst-4-en-3-one	HMDB
rac-17b-Hydroxy-androst-4-en-3-one	HMDB
Relibra	HMDB
Retrotestosterone	HMDB
Sustanon	HMDB
Sustanone	HMDB
Sustason 250	HMDB
Synandrol F	HMDB
Teslen	HMDB
Testandrone	HMDB
Testiculosterone	HMDB
Testobase	HMDB
Testoderm	HMDB
Testogel	HMDB
Testolent	HMDB
Testolin	HMDB
Testopropon	HMDB
Testosteroid	HMDB
Testoviron schering	HMDB
Testoviron T	HMDB
Testro aq	HMDB
Testrone	HMDB
Testryl	HMDB
Tostrelle	HMDB
Tostrex	HMDB
Viatrel	HMDB
Virormone	HMDB
Virosterone	HMDB
Androtop	HMDB
CEPA brand OF testosterone	HMDB
Histerone	HMDB
SmithKline beecham brand OF testosterone	HMDB
Solvay brand OF testosterone	HMDB
Sterotate	HMDB
17-beta-Hydroxy-8 alpha-4-androsten-3-one	HMDB
AstraZeneca brand OF testosterone	HMDB
Bartor brand OF testosterone	HMDB
Dr. kade brand OF testosterone	HMDB
Ferring brand OF testosterone	HMDB
Hauck brand OF testosterone	HMDB
Pasadena brand OF testosterone	HMDB
Testosterone sulfate	HMDB
Ulmer brand OF testosterone	HMDB
Unimed brand OF testosterone	HMDB
Watson brand OF testosterone	HMDB
17-beta-Hydroxy-4-androsten-3-one	HMDB
8 Isotestosterone	HMDB
8-Isotestosterone	HMDB
Auxilium pharmaceuticals inc. brand OF testosterone	HMDB
Faulding brand OF testosterone	HMDB
Paladin brand OF testosterone	HMDB
Schering brand OF testosterone	HMDB
17 beta Hydroxy 4 androsten 3 one	HMDB
17 beta Hydroxy 8 alpha 4 androsten 3 one	HMDB
GlaxoSmithKline brand OF testosterone	HMDB
Ortho brand OF testosterone	HMDB
Testopel	HMDB

Molecular Formula

C₁₉H₂₈O₂

Average Mass

288.4244

Monoisotopic Mass

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 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

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

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.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Androstane steroids

Direct Parent

Androgens 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 Framework

Aliphatic homopolycyclic compounds

External Descriptors

3-oxo steroid (CHEBI:17347 )
17beta-hydroxy steroid (CHEBI:17347 )
androstanoid (CHEBI:17347 )
androstane (C00535 )
C19 steroids (androgens) and derivatives (C00535 )
Androstane and derivatives (C00535 )
Androgens (C00535 )
C19 steroids (androgens) and derivatives (LMST02020002 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.033 g/L	ALOGPS
logP	2.99	ALOGPS
logP	3.37	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	19.09	ChemAxon
pKa (Strongest Basic)	-0.88	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	84.43 m³·mol⁻¹	ChemAxon
Polarizability	33.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-004i-3910000000-d6ace9b7f8aff4dd46d0	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (2 TMS)	splash10-053u-1920200000-db3504f562c54e6e1bbb	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)	splash10-004l-3910000000-b43cd1ee268a855c8aa0	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (1 MEOX; 1 TMS)	splash10-004l-3910000000-356ddfa8ddf8e551278d	2014-06-16	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0597-7920000000-dde7fba02fcbcec2d665	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05fs-4920000000-ccd839134de79f179f9e	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00ds-0950000000-c65fc8043083ad93d169	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-004i-3910000000-d6ace9b7f8aff4dd46d0	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-053u-1920200000-db3504f562c54e6e1bbb	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-004l-3910000000-b43cd1ee268a855c8aa0	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-004l-3910000000-356ddfa8ddf8e551278d	2017-09-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-074i-0390000000-09e2a725ebd92c93dc88	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-001j-3349000000-75c3f3e0341bb42eb819	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-000i-0090000000-914b212f1dbb7fb7b1ac	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052b-9800000000-d2e38d44d2f16d0a4203	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-052b-9300000000-6830823fa12b40e784a2	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positive	splash10-0597-7920000000-dde7fba02fcbcec2d665	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI RMU-6E) , Positive	splash10-05fs-4920000000-ccd839134de79f179f9e	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-80) , Positive	splash10-00ds-0950000000-48c1f79091d708072f30	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4j-6900000000-3d818ffe03ecd499e078	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0a4j-7900000000-6db3d23d98d548cbbfaa	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0ukj-2690000000-14b953cb16c53d1e2744	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0uka-2790000000-dcd6839af64c3ef6006e	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0006-0090000000-b5f0189f1d6f21b90673	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-0006-0090000000-21e1bde01931b051a4a3	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0fe1-0940000000-acd7cb439468ece54d34	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-00am-0900000000-9f695ef54b7a75aa0ca5	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0a4j-6900000000-cc148be066f76bf120a2	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-0a4j-8900000000-5a1a78a963c17ee2f26b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0ukj-2690000000-075abfa2a19ae84712fb	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0uka-2790000000-528f02372cf3ac228b4a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-052k-7950000000-7505adc1ceff21713130	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00dr-0190000000-4b469479ef097f60ed90	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dr-0390000000-8bebba5f70c72e80b630	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-5890000000-46ba5a59d051001f2a63	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0090000000-3c963477109db1f6b39e	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-0090000000-87d4a2534cd39e8c54a8	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abc-1190000000-abbd0808a06f67c1f6fc	2017-07-26	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-00dv-5940000000-5e22fba0c369374c75df	2014-09-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)		2014-09-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100.54 MHz, CDCl₃, experimental)		2014-09-23	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Endoplasmic reticulum
Extracellular
Membrane

Biospecimen Locations

Blood
Brain
Cerebrospinal Fluid (CSF)
Feces
Ovary
Saliva
Semen
Skeletal Muscle
Testis
Urine

Tissue Locations

Brain
Ovary
Semen
Skeletal Muscle
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191840	Amine oxidase [flavin-containing] A	Unknown	P21397	Homo sapiens
MMDBp0192014	Estrogen sulfotransferase	Enzyme	P49888	Homo sapiens
MMDBp0192028	Aldo-keto reductase family 1 member C3	Unknown	P42330	Homo sapiens
MMDBp0192109	Estradiol 17-beta-dehydrogenase 2	Unknown	P37059	Homo sapiens
MMDBp0192111	UDP-glucuronosyltransferase 2B28	Enzyme	Q9BY64	Homo sapiens
MMDBp0192114	Estradiol 17-beta-dehydrogenase 8	Unknown	Q92506	Homo sapiens
MMDBp0192118	UDP-glucuronosyltransferase 2B4	Enzyme	P06133	Homo sapiens
MMDBp0192135	UDP-glucuronosyltransferase 1-4	Enzyme	P22310	Homo sapiens
MMDBp0192136	UDP-glucuronosyltransferase 2B10	Enzyme	P36537	Homo sapiens
MMDBp0192137	UDP-glucuronosyltransferase 2B7	Enzyme	P16662	Homo sapiens
MMDBp0192138	UDP-glucuronosyltransferase 2B15	Enzyme	P54855	Homo sapiens
MMDBp0192139	UDP-glucuronosyltransferase 2A1	Enzyme	Q9Y4X1	Homo sapiens
MMDBp0192140	UDP-glucuronosyltransferase 1-1	Enzyme	P22309	Homo sapiens
MMDBp0192141	UDP-glucuronosyltransferase 1-9	Enzyme	O60656	Homo sapiens
MMDBp0192142	UDP-glucuronosyltransferase 1-8	Enzyme	Q9HAW9	Homo sapiens
MMDBp0192143	UDP-glucuronosyltransferase 1-3	Enzyme	P35503	Homo sapiens
MMDBp0192144	UDP-glucuronosyltransferase 1-10	Enzyme	Q9HAW8	Homo sapiens
MMDBp0192145	UDP-glucuronosyltransferase 2B17	Enzyme	O75795	Homo sapiens
MMDBp0192146	UDP-glucuronosyltransferase 1-6	Enzyme	P19224	Homo sapiens
MMDBp0192147	UDP-glucuronosyltransferase 1-5	Enzyme	P35504	Homo sapiens
MMDBp0192148	UDP-glucuronosyltransferase 2B11	Enzyme	O75310	Homo sapiens
MMDBp0192151	UDP-glucuronosyltransferase 1-7	Enzyme	Q9HAW7	Homo sapiens
MMDBp0192194	Estradiol 17-beta-dehydrogenase 11	Unknown	Q8NBQ5	Homo sapiens
MMDBp0192197	3-oxo-5-beta-steroid 4-dehydrogenase	Enzyme	P51857	Homo sapiens
MMDBp0192337	3-oxo-5-alpha-steroid 4-dehydrogenase 2	Enzyme	P31213	Homo sapiens
MMDBp0192338	3-oxo-5-alpha-steroid 4-dehydrogenase 1	Enzyme	P18405	Homo sapiens
MMDBp0192362	Cholesterol side-chain cleavage enzyme, mitochondrial	Unknown	P05108	Homo sapiens
MMDBp0192446	Glutathione S-transferase A3	Enzyme	Q16772	Homo sapiens
MMDBp0192466	Testosterone 17-beta-dehydrogenase 3	Enzyme	P37058	Homo sapiens
MMDBp0192630	Cytochrome P450 3A4	Unknown	P08684	Homo sapiens
MMDBp0192647	Cytochrome P450 2C9	Unknown	P11712	Homo sapiens
MMDBp0192649	Cytochrome P450 2C19	Unknown	P33261	Homo sapiens
MMDBp0193099	Cytochrome P450 2E1	Unknown	P05181	Homo sapiens
MMDBp0193101	Cytochrome P450 3A43	Unknown	Q9HB55	Homo sapiens
MMDBp0193102	Cytochrome P450 1B1	Unknown	Q16678	Homo sapiens
MMDBp0193104	Cytochrome P450 2C18	Unknown	P33260	Homo sapiens
MMDBp0193106	Cytochrome P450 2F1	Unknown	P24903	Homo sapiens
MMDBp0193107	Cytochrome P450 4X1	Unknown	Q8N118	Homo sapiens
MMDBp0193108	Cytochrome P450 2B6	Unknown	P20813	Homo sapiens
MMDBp0193109	Cytochrome P450 3A5	Unknown	P20815	Homo sapiens
MMDBp0193110	Cytochrome P450 1A1	Unknown	P04798	Homo sapiens
MMDBp0193111	Cytochrome P450 2A13	Unknown	Q16696	Homo sapiens
MMDBp0193112	Cytochrome P450 3A7	Unknown	P24462	Homo sapiens
MMDBp0193113	Cytochrome P450 4B1	Unknown	P13584	Homo sapiens
MMDBp0193114	Cytochrome P450 4Z1	Unknown	Q86W10	Homo sapiens
MMDBp0193115	Cytochrome P450 1A2	Unknown	P05177	Homo sapiens
MMDBp0193116	Cytochrome P450 19A1	Unknown	P11511	Homo sapiens
MMDBp0193117	Cytochrome P450 2C8	Unknown	P10632	Homo sapiens
MMDBp0193118	Cytochrome P450 2S1	Unknown	Q96SQ9	Homo sapiens
MMDBp0193120	Cytochrome P450 2J2	Unknown	P51589	Homo sapiens
MMDBp0193121	Cytochrome P450 2A7	Unknown	P20853	Homo sapiens
MMDBp0193122	Cytochrome P450 2A6	Unknown	P11509	Homo sapiens
MMDBp0193166	Sex hormone-binding globulin	Enzyme	P04278	Homo sapiens
MMDBp0193167	Androgen receptor	Enzyme	P10275	Homo sapiens
MMDBp0193408	Serum albumin	Unknown	P02768	Homo sapiens
MMDBp0193419	Multidrug resistance protein 1	Transporter	P08183	Homo sapiens
MMDBp0193431	Natriuretic peptides B	Enzyme	P16860	Homo sapiens
MMDBp0193475	ATP-binding cassette sub-family G member 2	Transporter	Q9UNQ0	Homo sapiens
MMDBp0193543	Solute carrier family 22 member 4	Transporter	Q9H015	Homo sapiens
MMDBp0193577	Sodium/bile acid cotransporter	Transporter	Q14973	Homo sapiens
MMDBp0193588	Solute carrier family 22 member 1	Transporter	O15245	Homo sapiens
MMDBp0193639	Solute carrier organic anion transporter family member 1A2	Transporter	P46721	Homo sapiens
MMDBp0193705	17-beta-hydroxysteroid dehydrogenase type 6	Unknown	O14756	Homo sapiens
MMDBp0193967	Solute carrier family 22 member 3	Transporter	O75751	Homo sapiens
MMDBp0193970	3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 1	Unknown	P14060	Homo sapiens
MMDBp0193971	3 beta-hydroxysteroid dehydrogenase/Delta 5-->4-isomerase type 2	Unknown	P26439	Homo sapiens
MMDBp0194142	UDP-glucuronosyltransferase 2A3	Enzyme	Q6UWM9	Homo sapiens
MMDBp0194192	Cytochrome P450, family 1, subfamily A, polypeptide 1	Enzyme	A0N0X8	Homo sapiens
MMDBp0195820	Solute carrier family 22 member 7	Transporter	Q9Y694	Homo sapiens
MMDBp0195899	Polyprenol reductase	Enzyme	Q9H8P0	Homo sapiens
MMDBp0195932	HCG2039726, isoform CRA_f	Enzyme	Q5DT02	Homo sapiens
MMDBp0195933	HCG2039726, isoform CRA_e	Enzyme	Q5DSZ6	Homo sapiens
MMDBp0195934	UDP glycosyltransferase 1 family polypeptide A7	Enzyme	Q5DSZ7	Homo sapiens
MMDBp0196019	Cytochrome P450 2D6	Enzyme	Q6NWU0	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001847	NADPH	Estradiol	Cytochrome p450, family 19, subfamily a, polypeptide 1	Aromatase	VMH	2208160
MMDBr0001870	Hydrogen Ion	Water	Cytochrome p450, family 3, subfamily a, polypeptide 43	Cytochrome P450 P450 3A43	VMH	15579107
MMDBr0001872	Hydrogen Ion	6beta-Hydroxytestosterone	Cytochrome p450, family 3, subfamily a, polypeptide 7	Cytochrome P450 P450 3A7	VMH	15579107 2722762
MMDBr0002166	Hydrogen Ion	Dihydrotestosterone	Steroid-5-alpha-reductase, alpha polypeptide 1 (3-oxo-5 alpha-steroid delta 4-dehydrogenase alpha 1)	3-Oxo-5-Alpha-Steroid 4-Dehydrogenase	VMH	2339109
MMDBr0002283	Phosphoadenosine phosphosulfate	Hydrogen Ion	Sulfotransferase family, cytosolic, 1a, phenol-preferring, member 3	Testosterone Sulfotransferase	VMH	1588921 16399349
MMDBr0002284	Testosterone	Testosterone	Not Available	Testosterone Transport	VMH	1588921 16399349
MMDBr0002285	Testosterone	Testosterone	Not Available	Testosterone Intracellular Transport	VMH	30371894
MMDBr0002331	Testosterone	Testosterone glucuronide	Udp glucuronosyltransferase 1 family, polypeptide a1	UDP-Glucuronosyltransferase 1-10 Precursor, Microsomal	VMH	11300766 15117964 9295054
MMDBr0009621	Hydrogen Ion	Dihydrotestosterone	Steroid-5-alpha-reductase, alpha polypeptide 1 (3-oxo-5 alpha-steroid delta 4-dehydrogenase alpha 1)	3-Oxo-5Alpha-Steroid 4-Dehydrogenase (NADP+)	VMH	30371894
MMDBr0009640	Hydrogen Ion	Water	Cytochrome p450, family 19, subfamily a, polypeptide 1	Unspecific Monooxygenase	VMH	30371894
MMDBr0013374	NAD	Androstenedione	3-beta-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880
MMDBr0013381	NADP(+)	Androstenedione	3-beta-hydroxysteroid dehydrogenase	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
11-beta-hydroxylase deficiency	Decreased	Association	Human Blood	HMDB	8933406
21-hydroxylase deficiency	Increased	Association	Human Blood	HMDB	11038205
21-hydroxylase deficiency	Increased	Association	Human Blood	HMDB	11826238
Hypogonadism	Slight Decrease	Association	Human Blood	HMDB	http://en.wikipedia.org/wiki/Testosterone (http://en.wikipedia.org/wiki/Testosterone)

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human supragingival plaque
Eukaryota/Fungi	Ascomycota	1	Human feces

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Blood	Detected and Quantified			0.00150	0.00420	uM	Children (1-13 years old)	Both	11-beta-hydroxylase deficiency	HMDB	8933406
Human Blood	Detected and Quantified	0.00385				uM	Adult (>18 years old)	Female	21-hydroxylase deficiency	HMDB	11038205
Human Blood	Detected and Quantified			0.00198	0.00368	uM	Adult (>18 years old)	Female	21-hydroxylase deficiency	HMDB	11826238
Human Blood	Detected and Quantified	0.00184				uM	Children (1-13 years old)	Both	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	HMDB	26079780
Human Blood	Detected and Quantified	0.00243				uM	Adult (>18 years old)	Female	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	HMDB	7951484
Human Blood	Detected and Quantified	0.00933				uM	Children (1-13 years old)	Both	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	HMDB	26079780
Human Blood	Detected and Quantified			0.000624	0.0156	uM	Newborn (0-30 days old)	Male	Adrenal hyperplasia, congenital, due to 3-beta-hydroxysteroid dehydrogenase 2 deficiency	HMDB	27476613
Human Blood	Detected and Quantified	<0.000104				uM	Newborn (0-30 days old)	Female	Adrenal insufficiency, congenital, with 46,XY sex reversal, partial or complete	HMDB	18182448
Human Blood	Detected and Quantified	<0.000002				uM	Children (1-13 years old)	Female	Aromatase deficiency	HMDB	9177373
Human Blood	Detected and Quantified	9.31		3.31	19.95	uM	Adult (>18 years old)	Male	Cadmium exposure	HMDB	11939709
Human Blood	Detected and Quantified	<0.000693				uM	Adolescent (13-18 years old)	Female	Adrenal hyperplasia, congenital, due to 17-alpha-hydroxylase deficiency	HMDB	16477341
Human Blood	Detected and Quantified	<0.000140				uM	Adult (>18 years old)	Female	Lipoid Adrenal Hyperplasia	HMDB	9077535
Human Blood	Detected and Quantified	<0.000140				uM	Adolescent (13-18 years old)	Female	Lipoid Adrenal Hyperplasia	HMDB	9077535
Human Blood	Detected and Quantified			0.00121	0.0118	uM	Adult (>18 years old)	Male	Woodhouse-Sakati syndrome	HMDB	6876115
Human Blood	Detected and Quantified			0.00900	0.0360	uM	Adult (>18 years old)	Male	X-linked ichthyosis	HMDB	3864567
Human Blood	Detected and Quantified	0.00936				uM	Adult (>18 years old)	Male	Normal	HMDB	16477341
Human Blood	Detected and Quantified	<0.000400				uM	Not Specified	Both	Normal	HMDB	8933406
Human Saliva	Detected and Quantified	0.000069	0.000036			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.000077	0.000036			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00027	0.00013			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00028	0.00013			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00031	0.00015			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00033	0.00014			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00034	0.00011			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00035	0.00015			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00037	0.00016			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Saliva	Detected and Quantified	0.00042	0.00013			uM	Adult (>18 years old)	Both	Normal	HMDB	24033227
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.00065	0.00012			uM	Adult (>18 years old)	Male	Normal	HMDB	10625505
Human Saliva	Detected and Quantified	0.000677		0.000590	0.000764	uM	Adult (>18 years old)	Female	Normal	HMDB	954994
Human Blood	Detected and Quantified			0.000693	0.00277	uM	Not Specified	Not Specified	Normal	HMDB	11038205
Human Cerebrospinal fluid (csf)	Detected and Quantified	0.00101		0.00002	0.002	uM	Adult (>18 years old)	Not Specified	Normal	HMDB	1620285
Human Saliva	Detected and Quantified	0.00120		0.00108	0.00133	uM	Adult (>18 years old)	Male	Normal	HMDB	954994
Human Blood	Detected and Quantified	0.00125	0.00042			uM	Adult (>18 years old)	Female	Normal	HMDB	17186999
Human Blood	Detected and Quantified	0.00139	0.000763			uM	Adult (>18 years old)	Female	Normal	HMDB	11826238
Human Blood	Detected and Quantified			0.00260	0.0139	uM	Newborn (0-30 days old)	Female	Normal	HMDB	18182448
Human Blood	Detected and Quantified	0.0094	0.0014			uM	Adult (>18 years old)	Male	Normal	HMDB	10625505
Human Blood	Detected and Quantified	0.013		0.0083	0.0286	uM	Adult (>18 years old)	Male	Normal	HMDB	18716488
Human Blood	Detected and Quantified			0.0156	0.0347	uM	Adult (>18 years old)	Male	Normal	HMDB	6876115
Human Blood	Detected and Quantified	0.0171	0.00510			uM	Children (1-13 years old)	Both	Normal	HMDB	26079780
Human Urine	Detected and Quantified	1.07	0.19			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	9812172
Human Urine	Detected and Quantified	1.07	0.19			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	16886650
Human Blood	Detected and Quantified			0	0.00012	uM	Children (1-13 years old)	Male	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified			0	0.000198	uM	Infant (0-1 year old)	Male	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified			0	0.00098	uM	Children (1-13 years old)	Female	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified			0	0.0154	uM	Children (1-13 years old)	Male	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified			0.00004	0.00215	uM	Children (1-13 years old)	Female	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified			0.00036	0.0017	uM	Adolescent (13-18 years old)	Female	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified			0.00125	0.0276	uM	Adolescent (13-18 years old)	Male	Normal	HMDB	CALIPER Paediatric Reference Intervals
Human Blood	Detected and Quantified	0.010	0.013			uM	Adolescent (13-18 years old)	Male	Hypogonadism	HMDB	http://en.wikipedia.org/wiki/Testosterone (http://en.wikipedia.org/wiki/Testosterone)
Human Blood	Detected and Quantified			0.000200	0.00300	uM	Adult (>18 years old)	Female	Normal	HMDB	GID.info (http://www.hemingways.org/GIDinfo/hrt_ref.htm)
Human Blood	Detected and Quantified			0.00800	0.0400	uM	Adult (>18 years old)	Male	Normal	HMDB	Molecular You (https://molecularyou.com)
Human Blood	Detected and Quantified	9.3		3.3	19.9	uM	Adult (>18 years old)	Male	Cadmium Exposure	HMDB	11939709
Human Brain	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Ovary	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Semen	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Blood	Detected but not Quantified						Adult (>18 years old)	Female	Normal	HMDB	22944140
Human Urine	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057
Human Blood	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	32966057

External Links

HMDB ID

HMDB0000234

DrugBank ID

DB00624

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

C00003675

Chemspider ID

5791

KEGG Compound ID

C00535

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Testosterone

METLIN ID

Not Available

PubChem Compound

6013

PDB ID

Not Available

ChEBI ID

17347

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Landman AD, Sanford LM, Howland BE, Dawes C, Pritchard ET: Testosterone in human saliva. Experientia. 1976;32(7):940-1. doi: 10.1007/BF02003781. [PubMed:954994 ]
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. doi: 10.1159/000126112. [PubMed:1620285 ]
Authors unspecified: 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 ]
Hoberman JM, Yesalis CE: The history of synthetic testosterone. Sci Am. 1995 Feb;272(2):76-81. doi: 10.1038/scientificamerican0295-76. [PubMed:7817189 ]
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. doi: 10.1006/abio.1999.4384. [PubMed:10625505 ]
Freeman ER, Bloom DA, McGuire EJ: A brief history of testosterone. J Urol. 2001 Feb;165(2):371-3. doi: 10.1097/00005392-200102000-00004. [PubMed:11176375 ]
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 ]
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. doi: 10.2164/jandrol.04100. [PubMed:15867001 ]
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. doi: 10.1037/0012-1649.41.3.517. [PubMed:15910159 ]
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. doi: 10.1016/j.maturitas.2004.08.011. [PubMed:15978972 ]
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. doi: 10.1111/j.1365-2265.2005.02315.x. [PubMed:16060908 ]
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. doi: 10.1519/15604.1. [PubMed:16095405 ]
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 ]
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. doi: 10.1111/j.1439-0272.2005.00671.x. [PubMed:16266392 ]
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. doi: 10.2164/jandrol.04180. [PubMed:16291975 ]
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. doi: 10.1196/annals.1336.023. [PubMed:16467270 ]
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. doi: 10.1210/jc.2005-2569. Epub 2006 Feb 14. [PubMed:16478815 ]
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 ]
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. doi: 10.1001/archpedi.160.3.241. [PubMed:16520442 ]
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. doi: 10.1210/jc.2005-2847. Epub 2006 May 23. [PubMed:16720669 ]
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. doi: 10.1097/01.gme.0000188737.46746.cd. [PubMed:16735951 ]
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. doi: 10.1196/annals.1351.037. [PubMed:16855166 ]
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. doi: 10.1001/archinte.166.15.1660. [PubMed:16908801 ]
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. doi: 10.1016/j.beem.2007.06.001. [PubMed:17875487 ]
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. doi: 10.1016/j.amjmed.2007.02.022. [PubMed:17904450 ]

Showing metabocard for Testosterone (MMDBc0048846)

MOL for #<Metabolite:0x00007fa4a00f5798>

3D MOL for #<Metabolite:0x00007fa4a00f5798>

3D SDF for #<Metabolite:0x00007fa4a00f5798>

3D-SDF for #<Metabolite:0x00007fa4a00f5798>

PDB for #<Metabolite:0x00007fa4a00f5798>

3D PDB for #<Metabolite:0x00007fa4a00f5798>

SMILES for #<Metabolite:0x00007fa4a00f5798>

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Structure for #<Metabolite:0x00007fa4a00f5798>

3D Structure for #<Metabolite:0x00007fa4a00f5798>