Record Information |
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Version | 4.0 |
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Status | Detected and Quantified |
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Creation Date | 2008-09-16 08:28:35 UTC |
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Update Date | 2020-02-26 21:33:38 UTC |
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HMDB ID | HMDB0010356 |
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Secondary Accession Numbers | |
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Metabolite Identification |
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Common Name | Estriol 3-sulfate 16-glucuronide |
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Description | Estriol 3-sulfate 16-glucuronide is a natural human metabolite of Estriol 3-sulfate generated in the liver by UDP glucuonyltransferase. Glucuronidation is used to assist in the excretion of toxic substances, drugs or other substances that cannot be used as an energy source. Glucuronic acid is attached via a glycosidic bond to the substance, and the resulting glucuronide, which has a much higher water solubility than the original substance, is eventually excreted by the kidneys. |
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Structure | |
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Synonyms | Value | Source |
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Estriol 3-sulfuric acid 16-glucuronide | Generator | Estriol 3-sulphate 16-glucuronide | Generator | Estriol 3-sulphuric acid 16-glucuronide | Generator | (16alpha,17beta)-17-Hydroxy-3-(sulfooxy)estra-1,3,5(10)-trien-16-yl-beta-D-glucopyranosiduronic acid | HMDB | (16alpha,17beta)-17-Hydroxy-3-(sulfooxy)estra-1,3,5(10)-trien-16-yl-beta-delta-glucopyranosiduronic acid | HMDB | Estriol 3-sulfate 16-glucuronoside | HMDB | Estriol 3-sulfate 16alpha-glucuronide | HMDB | Estriol 3-sulfate 16alpha-glucuronoside | HMDB | Estriol 3-sulphate 16-glucuronoside | HMDB | Estriol 3-sulphate 16alpha-glucuronide | HMDB | Estriol 3-sulphate 16alpha-glucuronoside | HMDB | Estriol 3-sulfate 16-glucuronide, (16beta,17beta)-isomer | HMDB | Estriol-3-sulfate 16-glucosiduronate, (16alpha)-isomer | HMDB | (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-{[(1S,10R,11S,13R,14R,15S)-14-hydroxy-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-13-yl]oxy}oxane-2-carboxylate | Generator | (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-{[(1S,10R,11S,13R,14R,15S)-14-hydroxy-15-methyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-13-yl]oxy}oxane-2-carboxylate | Generator | (2S,3S,4S,5R)-3,4,5-Trihydroxy-6-{[(1S,10R,11S,13R,14R,15S)-14-hydroxy-15-methyl-5-(sulphooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2,4,6-trien-13-yl]oxy}oxane-2-carboxylic acid | Generator | Estriol 3-sulfate 16-glucuronide | MeSH |
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Chemical Formula | C24H32O12S |
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Average Molecular Weight | 544.569 |
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Monoisotopic Molecular Weight | 544.161447178 |
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IUPAC Name | (2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,13R,14R,15S)-14-hydroxy-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-13-yl]oxy}oxane-2-carboxylic acid |
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Traditional Name | (2S,3S,4S,5R)-3,4,5-trihydroxy-6-{[(1S,10R,11S,13R,14R,15S)-14-hydroxy-15-methyl-5-(sulfooxy)tetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-trien-13-yl]oxy}oxane-2-carboxylic acid |
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CAS Registry Number | 4661-65-8 |
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SMILES | [H][C@@]12C[C@@H](OC3O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@H](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(OS(O)(=O)=O)C=C3 |
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InChI Identifier | InChI=1S/C24H32O12S/c1-24-7-6-13-12-5-3-11(36-37(31,32)33)8-10(12)2-4-14(13)15(24)9-16(21(24)28)34-23-19(27)17(25)18(26)20(35-23)22(29)30/h3,5,8,13-21,23,25-28H,2,4,6-7,9H2,1H3,(H,29,30)(H,31,32,33)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23?,24+/m1/s1 |
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InChI Key | ATNWFRGUDKUYOG-SUPAOECSSA-N |
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Chemical Taxonomy |
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Description | belongs to the class of organic compounds known as steroidal glycosides. These are sterol lipids containing a carbohydrate moiety glycosidically linked 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 | Steroidal glycosides |
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Direct Parent | Steroidal glycosides |
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Alternative Parents | |
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Substituents | - Steroidal glycoside
- Sulfated steroid skeleton
- Estrane-skeleton
- Hydroxysteroid
- 17-hydroxysteroid
- 1-o-glucuronide
- O-glucuronide
- Phenanthrene
- Glucuronic acid or derivatives
- Glycosyl compound
- O-glycosyl compound
- Arylsulfate
- Tetralin
- Beta-hydroxy acid
- Hydroxy acid
- Monosaccharide
- Benzenoid
- Sulfuric acid ester
- Sulfate-ester
- Oxane
- Sulfuric acid monoester
- Pyran
- Cyclic alcohol
- Organic sulfuric acid or derivatives
- Secondary alcohol
- Polyol
- Carboxylic acid
- Carboxylic acid derivative
- Oxacycle
- Acetal
- Organoheterocyclic compound
- Monocarboxylic acid or derivatives
- Carbonyl group
- Organic oxide
- Hydrocarbon derivative
- Organic oxygen compound
- Organooxygen compound
- Alcohol
- Aromatic heteropolycyclic compound
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Molecular Framework | Aromatic heteropolycyclic compounds |
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External Descriptors | Not Available |
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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 | Industrial application: Biological role: |
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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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