Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:34:49 UTC |
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Update date | 2015-07-21 06:57:52 UTC |
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Primary ID | FDB023794 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Tetrahydrodeoxycortisol |
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Description | Tetrahydrodeoxycortisol (THS) is a mineralocorticoid, the main urinary metabolite of 11-deoxycortisol. THS excretion is significantly associated with tetrahydroaldosterone excretion, total androgen excretion, and cortisol metabolites. Aldosterone synthesis is highly heritable and is affected by genotype at CYP11B1. Variation in the region of chromosome 8 including the genes steroid 11-hydroxylase (CYP11B1) and aldosterone synthase (CYP11B2) influences mineralocorticoid and glucocorticoid metabolism; differences in 11-hydroxylation efficiency can have downstream effects on mineralocorticoid synthesis. Such effects may be of relevance to the development of low-renin essential hypertension. Genotype differences in CYP11B1 explains approx. 5% of the variance in urinary THS excretion in the population. Excretion of THS is heritable (19.4%) and the T-allele of the −344 C/T polymorphism of CYP11B2 is more strongly assocd. with higher THS levels than the C-allele. (PMID: 16984984, 15522937, 15272911) [HMDB] |
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CAS Number | 68-60-0 |
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Structure | |
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Synonyms | Synonym | Source |
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Tetrahydro-11-deoxycortisol | Kegg | 11-Deoxytetrahydrocortisol | HMDB | 3alpha,17alpha,21-Trihydroxy-5beta-pregnan-20-one | HMDB | 5beta-Pregnane-3alpha,17alpha,21-triol-20-one | HMDB | tetrahydro-S | HMDB | Tetrahydrocortexolone | HMDB | 5 beta-Pregnane-3alpha,17alpha,21-triol-20-one | MeSH, HMDB | tetrahydro Compound S | MeSH, HMDB | 3 alpha, 17,21-Trihydroxy-5 beta-pregnan-20-one | MeSH, HMDB | tetrahydro-Reichstein's substance S | MeSH, HMDB | Trihydroxypregnanone | MeSH, HMDB | 3alpha,5beta-THS | MeSH, HMDB | Tetrahydro-s | hmdb |
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Predicted Properties | |
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Chemical Formula | C21H34O4 |
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IUPAC name | 1-[(1S,2S,5R,7R,10R,11S,14R,15S)-5,14-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]-2-hydroxyethan-1-one |
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InChI Identifier | InChI=1S/C21H34O4/c1-19-8-5-14(23)11-13(19)3-4-15-16(19)6-9-20(2)17(15)7-10-21(20,25)18(24)12-22/h13-17,22-23,25H,3-12H2,1-2H3/t13-,14-,15-,16+,17+,19+,20+,21+/m1/s1 |
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InChI Key | UPTAPIKFKZGAGM-FAIYVORSSA-N |
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Isomeric SMILES | [H][C@@]12CC[C@](O)(C(=O)CO)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C |
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Average Molecular Weight | 350.4923 |
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Monoisotopic Molecular Weight | 350.245709576 |
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Classification |
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Description | Belongs to the class of organic compounds known as 21-hydroxysteroids. These are steroids carrying a hydroxyl group at the 21-position of the steroid backbone. |
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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 | Hydroxysteroids |
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Direct Parent | 21-hydroxysteroids |
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Alternative Parents | |
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Substituents | - Progestogin-skeleton
- 21-hydroxysteroid
- 20-oxosteroid
- Pregnane-skeleton
- 3-hydroxysteroid
- Oxosteroid
- 3-alpha-hydroxysteroid
- 17-hydroxysteroid
- Cyclic alcohol
- Tertiary alcohol
- Alpha-hydroxy ketone
- Ketone
- Secondary alcohol
- Primary alcohol
- Alcohol
- Hydrocarbon derivative
- Organooxygen compound
- Organic oxide
- Organic oxygen compound
- Carbonyl group
- Aliphatic homopolycyclic compound
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Molecular Framework | Aliphatic homopolycyclic compounds |
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External Descriptors | |
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Ontology |
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Physiological effect | Health effect: |
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Disposition | Route of exposure: Source: Biological location: |
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Process | Naturally occurring process: |
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Role | Biological role: Industrial application: |
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Physico-Chemical Properties |
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Physico-Chemical Properties - Experimental | Property | Value | Reference |
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Physical state | Solid | |
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Physical Description | Not Available | |
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Mass Composition | Not Available | |
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Melting Point | Not Available | |
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Boiling Point | Not Available | |
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Experimental Water Solubility | Not Available | |
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Experimental logP | Not Available | |
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Experimental pKa | Not Available | |
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Isoelectric point | Not Available | |
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Charge | Not Available | |
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Optical Rotation | Not Available | |
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Spectroscopic UV Data | Not Available | |
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Density | Not Available | |
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Refractive Index | Not Available | |
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Spectra |
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Spectra | |
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EI-MS/GC-MS | Type | Description | Splash Key | View |
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GC-MS | Tetrahydrodeoxycortisol, non-derivatized, GC-MS Spectrum | splash10-00vi-1691000000-505dadab0d513b5e6ab3 | Spectrum | GC-MS | Tetrahydrodeoxycortisol, non-derivatized, GC-MS Spectrum | splash10-00vi-1691000000-505dadab0d513b5e6ab3 | Spectrum | Predicted GC-MS | Tetrahydrodeoxycortisol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-05v3-4398000000-6a2c90339fca7bd2d7f4 | Spectrum | Predicted GC-MS | Tetrahydrodeoxycortisol, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0udi-1014290000-45f9340b322c9f38f64a | Spectrum | Predicted GC-MS | Tetrahydrodeoxycortisol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum |
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MS/MS | Type | Description | Splash Key | View |
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Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0f89-0029000000-2dafef0c1c57c19d1617 | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-00lu-0098000000-04fb94b06295b11c2c4b | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-00fs-0491000000-808f4214bb9c8457d0ca | 2016-08-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0019000000-f2cfd2cd5c4f89708bc9 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-05v4-3089000000-b615dbc2d0bb4012fa7a | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-6093000000-32c633b5606b6e86a566 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-00kb-0009000000-38d3f733587d36806d7a | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0ldi-3029000000-63d6bbd371d07c340a6c | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-007c-0091000000-66ecef0bf396b725ea44 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0ue9-0009000000-de8ae4e2139ee50b1b49 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-0902000000-f8e993eaaffa04db0419 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0002-2920000000-a342bcadbf94f1bae402 | 2021-09-22 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 58998 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C14594 |
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Pubchem Compound ID | 65555 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | Not Available |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB05972 |
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CRC / DFC (Dictionary of Food Compounds) ID | Not Available |
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EAFUS ID | Not Available |
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Dr. Duke ID | Not Available |
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BIGG ID | Not Available |
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KNApSAcK ID | Not Available |
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HET ID | Not Available |
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Food Biomarker Ontology | Not Available |
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VMH ID | Not Available |
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Flavornet ID | Not Available |
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GoodScent ID | Not Available |
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SuperScent ID | Not Available |
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Wikipedia ID | Not Available |
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Phenol-Explorer Metabolite ID | Not Available |
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Duplicate IDS | Not Available |
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Old DFC IDS | Not Available |
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Associated Foods |
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Food | Content Range | Average | Reference |
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Food | | | Reference |
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Biological Effects and Interactions |
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Health Effects / Bioactivities | Not Available |
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Enzymes | Not Available |
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Pathways | Not Available |
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Metabolism | Not Available |
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Biosynthesis | Not Available |
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Organoleptic Properties |
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Flavours | Not Available |
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Files |
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MSDS | show |
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References |
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Synthesis Reference | Not Available |
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General Reference | Not Available |
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Content Reference | |
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