Record Information |
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Version | 1.0 |
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Creation Date | 2016-09-30 22:49:42 UTC |
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Update Date | 2020-05-21 16:28:48 UTC |
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BMDB ID | BMDB0001993 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | 7a-Hydroxy-cholestene-3-one |
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Description | 7a-Hydroxy-cholestene-3-one, also known as cholest-4-en-7alpha-ol-3-one or 7 alpha-3ox-C, belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. Thus, 7a-hydroxy-cholestene-3-one is considered to be a bile acid lipid molecule. 7a-Hydroxy-cholestene-3-one is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. |
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Structure | |
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Synonyms | Value | Source |
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7alpha-Hydroxy-4-cholesten-3-one | ChEBI | Cholest-4-en-7alpha-ol-3-one | ChEBI | 7a-Hydroxy-4-cholesten-3-one | Generator | 7Α-hydroxy-4-cholesten-3-one | Generator | Cholest-4-en-7a-ol-3-one | Generator | Cholest-4-en-7α-ol-3-one | Generator | 7 alpha-3Ox-C | HMDB | 7 alpha-Hydroxy-4-cholesten-3-one | HMDB | 7-a-Hydroxy-4-cholesten-3-one | HMDB | 7-a-Hydroxycholest-4-en-3-one | HMDB | 7-alpha-Hydroxy-4-cholesten-3-one | HMDB | 7-alpha-Hydroxycholest-4-en-3-one | HMDB | 7-Hydroxycholest-4-en-3-one | HMDB | 7a-Hydroxy-4-cholesten-3-one-12alpha | HMDB | 7alpha-Hydroxycholest-4-en-3-one | HMDB | HCO | HMDB | Cholest-4-en-7 alpha-ol-3-one | HMDB | 7-Hydroxy-4-cholesten-3-one | HMDB |
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Chemical Formula | C27H44O2 |
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Average Molecular Weight | 400.6371 |
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Monoisotopic Molecular Weight | 400.334130652 |
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IUPAC Name | (1S,2R,9R,10S,11S,14R,15R)-9-hydroxy-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-6-en-5-one |
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Traditional Name | 7α-hydroxy-4-cholesten-3-one |
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CAS Registry Number | 3862-25-7 |
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SMILES | [H][C@@]1(CC[C@@]2([H])[C@]3([H])[C@H](O)CC4=CC(=O)CC[C@]4(C)[C@@]3([H])CC[C@]12C)[C@H](C)CCCC(C)C |
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InChI Identifier | InChI=1S/C27H44O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h15,17-18,21-25,29H,6-14,16H2,1-5H3/t18-,21-,22+,23+,24-,25+,26+,27-/m1/s1 |
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InChI Key | IOIZWEJGGCZDOL-RQDYSCIWSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as cholesterols and derivatives. Cholesterols and derivatives are compounds containing a 3-hydroxylated cholestane core. |
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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 | Cholestane steroids |
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Direct Parent | Cholesterols and derivatives |
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Alternative Parents | |
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Substituents | - Cholesterol-skeleton
- 3-oxo-delta-4-steroid
- 3-oxosteroid
- 7-hydroxysteroid
- Oxosteroid
- Hydroxysteroid
- Delta-4-steroid
- Cyclohexenone
- Cyclic alcohol
- Cyclic ketone
- Secondary alcohol
- Ketone
- Organic oxygen compound
- Hydrocarbon derivative
- Carbonyl group
- Organic oxide
- Organooxygen compound
- 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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Status | Expected but not Quantified |
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Origin | |
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Biofunction | Not Available |
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Application | Not Available |
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Cellular locations | |
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Physical Properties |
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State | Solid |
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Experimental 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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Predicted Properties | |
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Spectra |
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Spectra | |
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Synthesis Reference | Alexander, David L.; Fisher, Jed F. A convenient synthesis of 7a-hydroxycholest-4-en-3-one by the hydroxypropyl-b-cyclodextrin-facilitated cholesterol oxidase oxidation of 3b,7a-cholest-5-ene-3,7-diol. Steroids (1995), 60(3), 290-4. |
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