| Record Information |
|---|
| Version |
3.5 |
| Creation Date |
2008-09-16 02:41:15 -0600 |
| Update Date |
2013-06-10 11:21:04 -0600 |
| HMDB ID |
HMDB10364 |
| Secondary Accession Numbers |
None |
| Metabolite Identification |
|---|
| Common Name |
11-Hydroxyprogesterone 11-glucuronide |
| Description |
11-hydroxyprogesterone 11-glucuronide is a natural human metabolite of 11-hydroxyprogesterone 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
|
| Synonyms |
- 11-Hpg
- 11-Hydroxyprogesterone 11-glucuronoside
- 11alpha-Glucuronylprogesterone
- 11alpha-Hydroxyprogesterone 11-glucuronide
- 11alpha-Hydroxyprogesterone 11-glucuronoside
|
| Chemical Formula |
C27H38O9 |
| Average Molecular Weight |
506.5852 |
| Monoisotopic Molecular Weight |
506.251582814 |
| IUPAC Name |
(2S,3S,4S,5R,6R)-6-{[(2R,14S,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-17-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid |
| Traditional IUPAC Name |
(2S,3S,4S,5R,6R)-6-{[(2R,14S,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-6-en-17-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid |
| CAS Registry Number |
77710-64-6 |
| SMILES |
CC(=O)[C@H]1CCC2C3CCC4=CC(=O)CC[C@]4(C)C3C(C[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O |
| InChI Identifier |
InChI=1S/C27H38O9/c1-12(28)16-6-7-17-15-5-4-13-10-14(29)8-9-26(13,2)19(15)18(11-27(16,17)3)35-25-22(32)20(30)21(31)23(36-25)24(33)34/h10,15-23,25,30-32H,4-9,11H2,1-3H3,(H,33,34)/t15?,16-,17?,18?,19?,20+,21+,22-,23+,25-,26+,27-/m1/s1 |
| InChI Key |
WVTMNZAPPOMZST-UCMXSJKRSA-N |
| Chemical Taxonomy |
|---|
| Kingdom |
Organic Compounds |
| Super Class |
Lipids |
| Class |
Steroids and Steroid Derivatives |
| Sub Class |
Steroidal Glycosides |
| Other Descriptors |
- Aliphatic Heteropolycyclic Compounds
- Glucuronides(Lipidmaps)
- Steroids and Steroid Derivatives
|
| Substituents |
- 1,2 Diol
- 20 Keto Steroid
- 3 Keto Steroid
- Acetal
- Beta Hydroxy Acid
- Carboxylic Acid
- Cyclohexane
- Cyclohexene
- Decaline
- Glucuronic Acid Or Derivative
- Glucuronide
- Glycosyl Compound
- Hexose Monosaccharide
- Ketone
- O Glycosyl Compound
- Oxane
- Progestogin Skeleton
- Saccharide
- Secondary Alcohol
- Sesterterpene
- Sugar Acid
- Terpene Glycoside
|
| Direct Parent |
Steroid Glucuronide Conjugates |
| Ontology |
|---|
| Status |
Expected and Not Quantified |
| Origin |
- Drug or steroid metabolite
|
| Biofunction |
- Cell signaling
- Fuel and energy storage
- Fuel or energy source
- Membrane integrity/stability
- Waste products
|
| Application |
- Nutrients
- Stabilizers
- Surfactants and Emulsifiers
|
| Cellular locations |
- Cytoplasm
- Extracellular
- Membrane
|
| 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 |
|
| Predicted Properties |
|
| Spectra |
|---|
|
Not Available
|
| Biological Properties |
|---|
| Cellular Locations |
- Cytoplasm
- Extracellular
- Membrane
|
| Biofluid Locations |
|
| Tissue Location |
|
| Pathways |
Not Available
|
| Normal Concentrations |
|---|
|
| Blood |
Expected but not Quantified |
|
Not Applicable |
Not Available |
Not Available |
Normal
|
|
| Urine |
Expected but not Quantified |
|
Not Applicable |
Not Available |
Not Available |
Normal
|
|
|
| Abnormal Concentrations |
|---|
|
Not Available |
| Associated Disorders and Diseases |
|---|
| Disease References |
None |
| Associated OMIM IDs |
None |
| External Links |
|---|
| DrugBank ID |
Not Available |
| DrugBank Metabolite ID |
Not Available |
| Phenol Explorer Compound ID |
Not Available |
| Phenol Explorer Metabolite ID |
Not Available |
| FoodDB ID |
FDB027516 |
| KNApSAcK ID |
Not Available |
| Chemspider ID |
24850122  |
| KEGG Compound ID |
C03033 |
| BioCyc ID |
Beta-D-Glucuronides |
| BiGG ID |
Not Available |
| Wikipedia Link |
Not Available |
| NuGOwiki Link |
HMDB10364 |
| Metagene Link |
HMDB10364 |
| METLIN ID |
Not Available |
| PubChem Compound |
42621273 |
| PDB ID |
Not Available |
| ChEBI ID |
Not Available |
| References |
|---|
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available
|
| General References |
Not Available |
