| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2008-09-16 02:25:18 -0600 |
| Update Date |
2013-02-08 17:24:38 -0700 |
| HMDB ID |
HMDB10354 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
16-alpha,17-beta-estriol 17-beta-D-glucuronide |
| Description |
16-alpha,17-beta-estriol 17-beta-D-glucuronide is a natural human metabolite of 16alpha,17beta-estriol 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. |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
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| Synonyms |
- Estra-1,3,5(10)-triene-3,16alpha,17beta-triol 17-D-glucuronide
- Estra-1,3,5(10)-triene-3,16alpha,17beta-triol 17-D-glucuronoside
- Estra-1,3,5(10)-triene-3,16alpha,17beta-triol 17-delta-glucuronide
- Estra-1,3,5(10)-triene-3,16alpha,17beta-triol 17-delta-glucuronoside
- Estriol 17beta-(beta-D-glucuronide)
- Estriol 17beta-(beta-delta-glucuronide)
- Estriol 17beta-monoglucuronide
|
| Chemical Formula |
C24H32O9 |
| Average Molecular Weight |
464.5055 |
| Monoisotopic Molecular Weight |
464.204632622 |
| IUPAC Name |
(2S,3S,4S,5R,6S)-6-{[(1S,10R,11S,13R,14R,15S)-5,13-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid |
| Traditional IUPAC Name |
(2S,3S,4S,5R,6S)-6-{[(1S,10R,11S,13R,14R,15S)-5,13-dihydroxy-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-trien-14-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid |
| CAS Registry Number |
7219-89-8 |
| SMILES |
[H][C@@]12C[C@@H](O)[C@H](O[C@@]3([H])O[C@@H]([C@@H](O)[C@H](O)[C@H]3O)C(O)=O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3 |
| InChI Identifier |
InChI=1S/C24H32O9/c1-24-7-6-13-12-5-3-11(25)8-10(12)2-4-14(13)15(24)9-16(26)21(24)33-23-19(29)17(27)18(28)20(32-23)22(30)31/h3,5,8,13-21,23,25-29H,2,4,6-7,9H2,1H3,(H,30,31)/t13-,14-,15+,16-,17+,18+,19-,20+,21+,23-,24+/m1/s1 |
| InChI Key |
CZGFLAQOJPXVRV-JRSYHJKYSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Steroids and Steroid Derivatives |
| Sub Class |
Steroidal Glycosides |
| Other Descriptors |
- Aromatic Heteropolycyclic Compounds
- Sesquiterpene Glycosides
|
| Substituents |
- 1,2 Diol
- 3 Hydroxy Steroid
- Acetal
- Beta Hydroxy Acid
- Carboxylic Acid
- Cyclic Alcohol
- Cyclohexane
- Cyclohexene
- Estrogen Skeleton
- Glucuronic Acid Or Derivative
- Glucuronide
- Glycosyl Compound
- Hexose Monosaccharide
- O Glycosyl Compound
- Oxane
- Phenanthrene
- Phenol
- Phenol Derivative
- Saccharide
- Secondary Alcohol
- Sesquiterpene Backbone
- Sugar Acid
- Terpene Glycoside
- Tetralin
|
| Direct Parent |
Steroidal Glycosides |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
- Waste products
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| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
|
| Physical Properties |
|---|
| State |
Solid |
| Experimental Properties |
| Property |
Value |
Reference |
| 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 |
|
| Spectra |
|---|
|
Not Available
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| Biological Properties |
|---|
| Cellular Locations |
|
| Biofluid Locations |
Not Available
|
| Tissue Location |
Not Available
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| Pathways |
Not Available
|
| Normal Concentrations |
|---|
|
Not Available |
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB027506 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
Not Available |
| KEGG Compound ID |
C03033  |
| BioCyc ID |
Beta-D-Glucuronides |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB10354 |
| Metagene Link |
HMDB10354 |
| METLIN ID |
Not Available |
| PubChem Compound |
53480453 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available |
