Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:11:42 UTC |
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Update date | 2018-05-28 18:32:19 UTC |
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Primary ID | FDB022296 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | Tetrahydrodeoxycorticosterone |
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Description | The neurosteroid allotetrahydrodeoxycorticosterone (THDOC) is an allosteric modulator of the GABA(A) receptor. Although the role of THDOC within the brain is undefined, recent studies indicate that stress induces THDOC to levels that can activate GABA(A) receptors. These results might have significant implications for human stress-sensitive conditions such as epilepsy, post-traumatic stress disorder and depression. (PMID 12628349) [HMDB] |
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CAS Number | 567-03-3 |
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Structure | |
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Synonyms | Synonym | Source |
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5alpha-THDOC | Kegg | 3alpha,21-Dihydroxy-5alpha-pregnan-20-one | Kegg | 5a-THDOC | Generator | 5Α-thdoc | Generator | 3a,21-Dihydroxy-5a-pregnan-20-one | Generator | 3Α,21-dihydroxy-5α-pregnan-20-one | Generator | 3alpha,21-Dihydroxy-5beta-pregnan-20-one | HMDB | 5-alpha-THDOC | HMDB | Allotetrahydrodeoxycorticosterone | HMDB | Deoxycorticosterone-21-aminopropane | HMDB | Tetrahydro-11-deoxycorticosterone | HMDB | 3 alpha,21-Dihydroxy-5 beta-pregnan-20-one | HMDB | 3 alpha,5 beta-Tetrahydrodeoxycorticosterone | HMDB | 3 beta,5 alpha-Tetrahydrodeoxycorticosterone | HMDB | 3,21-Dihydroxypregnan-20-one | HMDB | 5alpha-Pregnan-3alpha,21-diol-20-one | HMDB | 5alpha-Pregnane-3alpha,21-diol-20-one | HMDB | THDOC | HMDB | Pregnane-3,21-diol-20-one | HMDB | Tetrahydrodeoxycorticosterone, (3alpha,5alpha)-isomer | HMDB | Tetrahydrodeoxycorticosterone, (3beta,5alpha)-isomer | HMDB | Tetrahydrodesoxycorticosterone | HMDB | 3α,21-dihydroxy-5α-pregnan-20-one | Generator | 5α-thdoc | Generator | deoxycorticosterone-21-aminopropane | hmdb | Tetrahydrodeoxycorticosterone | hmdb |
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Predicted Properties | |
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Chemical Formula | C21H34O3 |
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IUPAC name | 2-hydroxy-1-[(1S,2S,5R,7S,10R,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-14-yl]ethan-1-one |
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InChI Identifier | InChI=1S/C21H34O3/c1-20-9-7-14(23)11-13(20)3-4-15-16-5-6-18(19(24)12-22)21(16,2)10-8-17(15)20/h13-18,22-23H,3-12H2,1-2H3/t13-,14+,15-,16-,17-,18+,20-,21-/m0/s1 |
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InChI Key | CYKYBWRSLLXBOW-GDYGHMJCSA-N |
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Isomeric SMILES | [H][C@@]12CC[C@H](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 | 334.4929 |
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Monoisotopic Molecular Weight | 334.250794954 |
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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
- Pregnane-skeleton
- 20-oxosteroid
- 3-hydroxysteroid
- 3-alpha-hydroxysteroid
- Oxosteroid
- Alpha-hydroxy ketone
- Cyclic alcohol
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Organooxygen compound
- Primary alcohol
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Alcohol
- 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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Predicted GC-MS | Tetrahydrodeoxycorticosterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-05r0-0196000000-64a1fd698ec4c3241ddd | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, 2 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-03di-1110900000-7b3fa2dd630d949e0a05 | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TMS_2_5, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_1_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_1_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_1_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_1_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_2_1, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_2_2, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_2_3, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_2_4, Predicted GC-MS Spectrum - 70eV, Positive | Not Available | Spectrum | Predicted GC-MS | Tetrahydrodeoxycorticosterone, TBDMS_2_5, 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 | splash10-014r-0039000000-fbe3bc4f80d70022eede | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014s-0196000000-a18bb17686131ac405ed | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0a4j-1191000000-3c4df4d65182d58267d4 | 2016-08-02 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0009000000-cfaa8c0de99a027f7eb7 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0kur-2049000000-5582f42ba1bd76b52de1 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0a4i-4092000000-3511eadb036a8910b388 | 2016-08-03 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-001i-0009000000-3b9bbceb7e7c6cb37f9a | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0f89-0019000000-f0001403bdba14e2bf6c | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0f89-0089000000-91f07645e31574724cf2 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-000i-0019000000-c5d82d2f86c8ce78130a | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-014s-0955000000-8d4884a7a7fed4ace8d8 | 2021-09-22 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-052b-4930000000-4187c9aebfbeff89d19e | 2021-09-22 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 91953 |
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ChEMBL ID | CHEMBL1256760 |
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KEGG Compound ID | C13713 |
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Pubchem Compound ID | 101771 |
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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 | HMDB00879 |
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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 | Not Available |
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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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