Record Information |
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Version | 5.0 |
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Status | Expected but not Quantified |
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Creation Date | 2007-05-22 21:03:43 UTC |
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Update Date | 2021-09-14 15:40:13 UTC |
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HMDB ID | HMDB0006278 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 5a-Dihydrotestosterone sulfate |
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Description | 5a-Dihydrotestosterone sulfate is a sulfate derivative of 5a-Dihydrotestosterone produced through phase II metabolism. 5a-dihydrotestosterone (DHT) is a steroid similar to testosterone and androstenedione, that belongs to a class called androgens. DHT is a C19 steroid and possesses androgenic activity. Androgen production takes place mainly in the Leydig cells of the testes. Androgens circulate in the blood bound to proteins, especially sex hormone binding globulin (SHBG) and albumin. A trace amount of these steroids circulate in the unbound form in the blood and are referred to as the free fractions. DHT has at least three times the binding affinity for SHBG than testosterone. About 70% of DHT is derived from peripheral conversion of testosterone in males, while most of the DHT is derived from androstenedione in females. |
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Structure | [H][C@@]12CC[C@H](OS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C InChI=1S/C19H30O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h12,14-17H,3-11H2,1-2H3,(H,21,22,23)/t12-,14-,15-,16-,17-,18-,19-/m0/s1 |
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Synonyms | Value | Source |
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(5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulfate | ChEBI | 5alpha-Dihydrotestosterone 17-sulfate | ChEBI | DHT-Sulfate | ChEBI | DHT-Sulphate | ChEBI | Dihydrotestosterone sulfate | ChEBI | Dihydrotestosterone sulphate | ChEBI | (5a,17b)-3-Oxoandrostan-17-yl hydrogen sulfate | Generator | (5a,17b)-3-Oxoandrostan-17-yl hydrogen sulfuric acid | Generator | (5a,17b)-3-Oxoandrostan-17-yl hydrogen sulphate | Generator | (5a,17b)-3-Oxoandrostan-17-yl hydrogen sulphuric acid | Generator | (5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulfuric acid | Generator | (5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulphate | Generator | (5alpha,17beta)-3-Oxoandrostan-17-yl hydrogen sulphuric acid | Generator | (5Α,17β)-3-oxoandrostan-17-yl hydrogen sulfate | Generator | (5Α,17β)-3-oxoandrostan-17-yl hydrogen sulfuric acid | Generator | (5Α,17β)-3-oxoandrostan-17-yl hydrogen sulphate | Generator | (5Α,17β)-3-oxoandrostan-17-yl hydrogen sulphuric acid | Generator | 5a-Dihydrotestosterone 17-sulfate | Generator | 5a-Dihydrotestosterone 17-sulfuric acid | Generator | 5a-Dihydrotestosterone 17-sulphate | Generator | 5a-Dihydrotestosterone 17-sulphuric acid | Generator | 5alpha-Dihydrotestosterone 17-sulfuric acid | Generator | 5alpha-Dihydrotestosterone 17-sulphate | Generator | 5alpha-Dihydrotestosterone 17-sulphuric acid | Generator | 5Α-dihydrotestosterone 17-sulfate | Generator | 5Α-dihydrotestosterone 17-sulfuric acid | Generator | 5Α-dihydrotestosterone 17-sulphate | Generator | 5Α-dihydrotestosterone 17-sulphuric acid | Generator | DHT-Sulfuric acid | Generator | DHT-Sulphuric acid | Generator | Dihydrotestosterone sulfuric acid | Generator | Dihydrotestosterone sulphuric acid | Generator | 5a-Dihydrotestosterone sulfuric acid | Generator | 5a-Dihydrotestosterone sulphate | Generator | 5a-Dihydrotestosterone sulphuric acid | Generator | 5alpha-Dihydrotestosterone sulfate | HMDB | 5alpha-Dihydrotestosterone sulphate | HMDB |
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Chemical Formula | C19H30O5S |
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Average Molecular Weight | 370.504 |
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Monoisotopic Molecular Weight | 370.18139476 |
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IUPAC Name | [(1S,2S,7S,10R,11S,14S,15S)-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]oxidanesulfonic acid |
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Traditional Name | 5α-dihydrotestosterone sulfate |
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CAS Registry Number | Not Available |
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SMILES | [H][C@@]12CC[C@H](OS(O)(=O)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C |
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InChI Identifier | InChI=1S/C19H30O5S/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(24-25(21,22)23)19(15,2)10-8-16(14)18/h12,14-17H,3-11H2,1-2H3,(H,21,22,23)/t12-,14-,15-,16-,17-,18-,19-/m0/s1 |
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InChI Key | KYVPWJSGFKNNLD-ABEVXSGRSA-N |
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Chemical Taxonomy |
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Description | Belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. |
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Kingdom | Organic compounds |
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Super Class | Lipids and lipid-like molecules |
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Class | Steroids and steroid derivatives |
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Sub Class | Sulfated steroids |
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Direct Parent | Sulfated steroids |
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Alternative Parents | |
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Substituents | - Sulfated steroid skeleton
- Androgen-skeleton
- Androstane-skeleton
- 3-oxosteroid
- Oxosteroid
- 3-oxo-5-alpha-steroid
- Sulfuric acid ester
- Sulfuric acid monoester
- Sulfate-ester
- Alkyl sulfate
- Organic sulfuric acid or derivatives
- Cyclic ketone
- Ketone
- Organooxygen compound
- Carbonyl group
- Organic oxygen compound
- Organic oxide
- Hydrocarbon derivative
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | Not Available |
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Ontology |
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Physiological effect | Not Available |
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Disposition | |
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Process | |
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Role | |
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Physical Properties |
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State | Solid |
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Experimental Molecular Properties | Property | Value | Reference |
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Melting Point | Not Available | Not Available | Boiling Point | Not Available | Not Available | Water Solubility | Not Available | Not Available | LogP | Not Available | Not Available |
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Experimental Chromatographic Properties | Not Available |
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Predicted Molecular Properties | | Show more...
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Predicted Chromatographic Properties | Predicted Collision Cross SectionsPredicted Kovats Retention IndicesUnderivatizedDerivatizedDerivative Name / Structure | SMILES | Kovats RI Value | Column Type | Reference |
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5a-Dihydrotestosterone sulfate,1TMS,isomer #1 | C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@H]12 | 3088.1 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #1 | C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@H]12 | 3069.4 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #1 | C[C@]12CCC(=O)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@H]12 | 3744.1 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #2 | C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O)CC[C@@H]12 | 3112.9 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #2 | C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O)CC[C@@H]12 | 2989.9 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #2 | C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O)CC[C@@H]12 | 3847.5 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #3 | C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2OS(=O)(=O)O | 3107.0 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #3 | C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2OS(=O)(=O)O | 3007.0 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TMS,isomer #3 | C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2OS(=O)(=O)O | 3839.7 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2OS(=O)(=O)O[Si](C)(C)C | 3108.3 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2OS(=O)(=O)O[Si](C)(C)C | 3208.4 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TMS,isomer #1 | C[C@]12CC[C@H]3[C@@H](CC[C@H]4C=C(O[Si](C)(C)C)CC[C@@]43C)[C@@H]1CC[C@@H]2OS(=O)(=O)O[Si](C)(C)C | 3794.7 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TMS,isomer #2 | C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@H]12 | 3115.4 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TMS,isomer #2 | C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@H]12 | 3192.5 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TMS,isomer #2 | C[C@]12CC=C(O[Si](C)(C)C)C[C@@H]1CC[C@@H]1[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C)CC[C@@H]12 | 3796.6 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C | 3308.3 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C | 3377.8 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OS(=O)(=O)O[C@H]1CC[C@H]2[C@@H]3CC[C@H]4CC(=O)CC[C@]4(C)[C@H]3CC[C@]12C | 3864.4 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O)CC[C@@H]32)C1 | 3396.2 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O)CC[C@@H]32)C1 | 3285.8 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O)CC[C@@H]32)C1 | 3987.1 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](OS(=O)(=O)O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 | 3375.5 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](OS(=O)(=O)O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 | 3311.7 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,1TBDMS,isomer #3 | CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](OS(=O)(=O)O)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 | 3980.2 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1 | 3589.0 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1 | 3749.7 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TBDMS,isomer #1 | CC(C)(C)[Si](C)(C)OC1=CC[C@@]2(C)[C@@H](CC[C@@H]3[C@@H]2CC[C@]2(C)[C@@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)CC[C@@H]32)C1 | 3954.5 | Standard polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 | 3559.9 | Semi standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 | 3774.4 | Standard non polar | 33892256 | 5a-Dihydrotestosterone sulfate,2TBDMS,isomer #2 | CC(C)(C)[Si](C)(C)OC1=C[C@@H]2CC[C@H]3[C@@H]4CC[C@H](OS(=O)(=O)O[Si](C)(C)C(C)(C)C)[C@@]4(C)CC[C@@H]3[C@@]2(C)CC1 | 3951.8 | Standard polar | 33892256 |
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Spectra |
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| GC-MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted GC-MS | Predicted GC-MS Spectrum - 5a-Dihydrotestosterone sulfate GC-MS (Non-derivatized) - 70eV, Positive | splash10-054o-0359000000-149485897a60b61396e3 | 2017-09-01 | Wishart Lab | View Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - 5a-Dihydrotestosterone sulfate GC-MS (Non-derivatized) - 70eV, Positive | Not Available | 2021-10-12 | Wishart Lab | View Spectrum |
MS/MS SpectraSpectrum Type | Description | Splash Key | Deposition Date | Source | View |
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Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 10V, Positive-QTOF | splash10-00di-0039000000-dbc19fa747f37f721203 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 20V, Positive-QTOF | splash10-00di-0191000000-bb7a78b507be8c3547bc | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 40V, Positive-QTOF | splash10-002f-3595000000-0842465a9970bd04f71b | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 10V, Negative-QTOF | splash10-014i-0029000000-b2c6c394ba2ce2ee8c15 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 20V, Negative-QTOF | splash10-000i-1092000000-887ce248e8af99737137 | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 40V, Negative-QTOF | splash10-00ei-6090000000-c03f985254acf33f9b4f | 2016-08-03 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 10V, Negative-QTOF | splash10-014i-0009000000-0295bc1386cdfbdd92bf | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 20V, Negative-QTOF | splash10-014i-0009000000-0295bc1386cdfbdd92bf | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 40V, Negative-QTOF | splash10-000t-9011000000-eaffe80174b9298493e9 | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 10V, Positive-QTOF | splash10-00di-0009000000-f30493f615f831a2b06f | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 20V, Positive-QTOF | splash10-0mb9-0982000000-fbfefafbafb34eb8849d | 2021-09-22 | Wishart Lab | View Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 5a-Dihydrotestosterone sulfate 40V, Positive-QTOF | splash10-0a4i-1910000000-7cd7f432c40e91f1db59 | 2021-09-22 | Wishart Lab | View Spectrum |
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Biological Properties |
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Cellular Locations | - Cytoplasm
- Extracellular
- Membrane
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Biospecimen Locations | |
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Tissue Locations | |
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Pathways | |
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Normal Concentrations |
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Blood | Expected but not Quantified | Not Quantified | Not Available | Not Available | Normal | | details | Urine | Expected but not Quantified | Not Quantified | Not Available | Not Available | Normal | | details |
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Abnormal Concentrations |
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| Not Available |
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Associated Disorders and Diseases |
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Disease References | None |
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Associated OMIM IDs | None |
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External Links |
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DrugBank ID | Not Available |
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Phenol Explorer Compound ID | Not Available |
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FooDB ID | FDB023873 |
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KNApSAcK ID | Not Available |
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Chemspider ID | 18915389 |
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KEGG Compound ID | Not Available |
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BioCyc ID | Not Available |
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BiGG ID | 2794980 |
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Wikipedia Link | Not Available |
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METLIN ID | Not Available |
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PubChem Compound | 18665256 |
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PDB ID | Not Available |
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ChEBI ID | 138026 |
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Food Biomarker Ontology | Not Available |
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VMH ID | 5ADTSTSTERONES |
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MarkerDB ID | Not Available |
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Good Scents ID | Not Available |
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References |
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Synthesis Reference | Not Available |
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Material Safety Data Sheet (MSDS) | Not Available |
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General References | - Purvis K, Saksena SK, Landgren BM, Cekan Z, Diczfalusy E: Steroid conjugates in human seminal plasma. Clin Endocrinol (Oxf). 1976 May;5(3):253-61. [PubMed:133773 ]
- Purvis K, Saksena SK, Cekan Z, Diczfalusy E, Giner J: Endocrine effects of vasectomy. Clin Endocrinol (Oxf). 1976 May;5(3):263-72. [PubMed:133774 ]
- Zhao X, Xu F, Qi B, Hao S, Li Y, Li Y, Zou L, Lu C, Xu G, Hou L: Serum metabolomics study of polycystic ovary syndrome based on liquid chromatography-mass spectrometry. J Proteome Res. 2014 Feb 7;13(2):1101-11. doi: 10.1021/pr401130w. Epub 2014 Jan 24. [PubMed:24428203 ]
- Sanchez-Guijo A, Oji V, Hartmann MF, Traupe H, Wudy SA: Simultaneous quantification of cholesterol sulfate, androgen sulfates, and progestagen sulfates in human serum by LC-MS/MS. J Lipid Res. 2015 Sep;56(9):1843-51. doi: 10.1194/jlr.D061499. Epub 2015 Aug 2. [PubMed:26239050 ]
- Xu H, Zheng X, Qian Y, Guan J, Yi H, Zou J, Wang Y, Meng L, Zhao A, Yin S, Jia W: Metabolomics Profiling for Obstructive Sleep Apnea and Simple Snorers. Sci Rep. 2016 Aug 2;6:30958. doi: 10.1038/srep30958. [PubMed:27480913 ]
- Dehennin L, Jondet M, Scholler R: Androgen and 19-norsteroid profiles in human preovulatory follicles from stimulated cycles: an isotope dilution-mass spectrometric study. J Steroid Biochem. 1987 Mar;26(3):399-405. [PubMed:3586654 ]
- Gibb W, Jeffery J: 5 -dihydrotestosterone sulphate and cortisone reductase. Biochim Biophys Acta. 1972 Dec 8;280(4):646-51. [PubMed:4648789 ]
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