| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2008-08-06 05:12:18 -0600 |
| Update Date |
2013-05-13 15:49:19 -0600 |
| HMDB ID |
HMDB06755 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
3a,21-Dihydroxy-5b-pregnane-11,20-dione |
| Description |
3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione is an intermediate in C21-Steroid hormone metabolism. 3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione is converted from Tetrahydrocorticosterone via the enzyme 11beta-hydroxysteroid dehydrogenase (EC 1.1.1.146). It is then converted to 3alpha,20alpha,21-Trihydroxy-5beta-pregnane-11-one via the enzyme 3alpha(or 20beta)-hydroxysteroid dehydrogenase (EC 1.1.1.53). |
| Structure |
Download:
MOL |
SDF |
SMILES |
InChI
Display:
2D Structure |
3D Structure
|
| Synonyms |
- 3alpha,21-Dihydroxy-5beta-pregnane-11,20-dione
- 5beta-Pregnane-3alpha,21-diol-11,20-dione
|
| Chemical Formula |
C21H32O4 |
| Average Molecular Weight |
348.4764 |
| Monoisotopic Molecular Weight |
348.230059512 |
| IUPAC Name |
(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one |
| Traditional IUPAC Name |
(1S,2S,5R,7R,10S,11S,15S)-5-hydroxy-14-(2-hydroxyacetyl)-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-17-one |
| CAS Registry Number |
566-03-0 |
| SMILES |
[H][C@@]12CCC(C(=O)CO)[C@@]1(C)CC(=O)[C@@]1([H])[C@@]2([H])CC[C@]2([H])C[C@H](O)CC[C@]12C |
| InChI Identifier |
InChI=1S/C21H32O4/c1-20-8-7-13(23)9-12(20)3-4-14-15-5-6-16(18(25)11-22)21(15,2)10-17(24)19(14)20/h12-16,19,22-23H,3-11H2,1-2H3/t12-,13-,14+,15+,16?,19-,20+,21+/m1/s1 |
| InChI Key |
XWYBFXIUISNTQG-XPYNSANSSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Steroids and Steroid Derivatives |
| Sub Class |
Gluco/mineralocorticoids, Progestogins and Derivatives |
| Other Descriptors |
- Aliphatic Homopolycyclic Compounds
- C21 steroids (gluco/mineralocorticoids, progestogins) and derivatives(Lipidmaps)
|
| Substituents |
- 11 Keto Steroid
- 20 Keto Steroid
- 3 Hydroxy Steroid
- Alpha Ketoaldehyde
- Bicyclohexane
- Cyclic Alcohol
- Cyclohexane
- Decaline
- Ketone
- Primary Alcohol
- Secondary Alcohol
|
| Direct Parent |
Gluco/mineralocorticoids, Progestogins and Derivatives |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
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| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
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| 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
|
| Pathways |
|
| 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 |
FDB024059 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
24850110  |
| KEGG Compound ID |
C05478 |
| BioCyc ID |
Not Available |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB06755 |
| Metagene Link |
HMDB06755 |
| METLIN ID |
Not Available |
| PubChem Compound |
44263347 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available
|
