Record Information |
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Version | 1.0 |
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Creation date | 2011-09-21 00:36:10 UTC |
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Update date | 2015-07-21 06:57:55 UTC |
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Primary ID | FDB023875 |
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Secondary Accession Numbers | Not Available |
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Chemical Information |
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FooDB Name | 7alpha,27-Dihydroxycholesterol |
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Description | 7-a,27-Dihydroxycholesterol, also known as cholest-5-ene-3b,7a,26-triol, belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. Thus, 7-a,27-dihydroxycholesterol is considered to be a bile acid lipid molecule. 7-a,27-Dihydroxycholesterol is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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CAS Number | 4725-24-0 |
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Structure | |
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Synonyms | Synonym | Source |
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5-Cholestene-3beta,7alpha,26-triol | ChEBI | 7-alpha,27-Dihydroxycholesterol | ChEBI | Cholest-5-ene-3beta,7alpha,26-triol | ChEBI | Cholest-5-ene-3beta,7alpha,27-triol | ChEBI | 5-Cholestene-3b,7a,26-triol | Generator | 5-Cholestene-3β,7α,26-triol | Generator | 7-Α,27-dihydroxycholesterol | Generator | Cholest-5-ene-3b,7a,26-triol | Generator | Cholest-5-ene-3β,7α,26-triol | Generator | Cholest-5-ene-3b,7a,27-triol | Generator | Cholest-5-ene-3β,7α,27-triol | Generator | 7alpha,26-Dihydroxycholesterol | HMDB | 7alpha,27-Dihydroxycholesterol | HMDB | Cholest-5-ene-3,7,27-triol | HMDB | Cholest-5-ene-3- b,7-a,27-triol | HMDB | Cholest-5-ene-3-b,7-a,27-triol | HMDB | Cholest-5-ene-3-beta,7-alpha,27-triol | HMDB | 7-a,27-Dihydroxycholesterol | Generator | 7-α,27-dihydroxycholesterol | Generator | 7alpha,26-dihydroxycholesterol | hmdb | cholest-5-ene-3- b,7-a,27-triol | hmdb | cholest-5-ene-3-beta,7-alpha,27-triol | hmdb |
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Predicted Properties | |
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Chemical Formula | C27H46O3 |
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IUPAC name | (1S,2R,5S,9S,10S,11S,14R,15R)-14-[(2R)-7-hydroxy-6-methylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-ene-5,9-diol |
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InChI Identifier | InChI=1S/C27H46O3/c1-17(16-28)6-5-7-18(2)21-8-9-22-25-23(11-13-27(21,22)4)26(3)12-10-20(29)14-19(26)15-24(25)30/h15,17-18,20-25,28-30H,5-14,16H2,1-4H3/t17?,18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1 |
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InChI Key | RXMHNAKZMGJANZ-DTTSCKGMSA-N |
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Isomeric SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)C=C4C[C@@H](O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)CO |
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Average Molecular Weight | 418.6523 |
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Monoisotopic Molecular Weight | 418.344695338 |
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Classification |
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Description | Belongs to the class of organic compounds known as trihydroxy bile acids, alcohols and derivatives. These are prenol lipids structurally characterized by a bile acid or alcohol which bears three hydroxyl groups. |
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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 | Bile acids, alcohols and derivatives |
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Direct Parent | Trihydroxy bile acids, alcohols and derivatives |
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Alternative Parents | |
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Substituents | - 26-hydroxysteroid
- Trihydroxy bile acid, alcohol, or derivatives
- 3-hydroxy-delta-5-steroid
- 3-hydroxysteroid
- 7-hydroxysteroid
- 3-beta-hydroxysteroid
- 3-beta-hydroxy-delta-5-steroid
- Hydroxysteroid
- Delta-5-steroid
- Fatty alcohol
- Fatty acyl
- Cyclic alcohol
- Secondary alcohol
- Primary alcohol
- Organic oxygen compound
- Alcohol
- Hydrocarbon derivative
- Organooxygen compound
- 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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Disposition | Route of exposure: Biological location: Source: |
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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 | 7alpha,27-Dihydroxycholesterol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive | splash10-0udi-0139300000-221e3200779e0697d017 | Spectrum | Predicted GC-MS | 7alpha,27-Dihydroxycholesterol, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive | splash10-00xr-1310149000-0a3195294de24630bcb5 | Spectrum | Predicted GC-MS | 7alpha,27-Dihydroxycholesterol, 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 | splash10-0ue9-0006900000-c1354f70aeba87e8bddf | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0f89-1009300000-a1e89f6c04fc2d2865d1 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-062c-3029000000-d0d93103295de6ed3d2c | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0006900000-6b334d55dd76faff4df8 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014j-0009400000-c2983b5dbb3cbfbf357e | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-00dr-2009100000-2e80feb58d681f70a6f9 | 2017-09-01 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-014i-0002900000-a0815d1227c30636020c | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014i-0003900000-810b115febb00f469d25 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-014i-0003900000-558c2f025f3c29e2e952 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0uxr-1202900000-bd6f4c8c658841ee2d20 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-001i-6359400000-afbc03ffc36e1b423024 | 2021-09-25 | View Spectrum | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0abi-7950000000-0145ada702a586b3b664 | 2021-09-25 | View Spectrum |
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NMR | Not Available |
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External Links |
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ChemSpider ID | 389810 |
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ChEMBL ID | Not Available |
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KEGG Compound ID | C06341 |
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Pubchem Compound ID | 440985 |
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Pubchem Substance ID | Not Available |
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ChEBI ID | 18431 |
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Phenol-Explorer ID | Not Available |
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DrugBank ID | Not Available |
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HMDB ID | HMDB06281 |
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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 | 48023 |
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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 | |
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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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