Record Information |
---|
Version | 1.0 |
---|
Creation Date | 2016-05-25 18:37:45 UTC |
---|
Update Date | 2016-11-09 01:17:31 UTC |
---|
Accession Number | CHEM022503 |
---|
Identification |
---|
Common Name | Pregnenolone sulfate |
---|
Class | Small Molecule |
---|
Description | Pregnenolone sulfate, a neurosteroid, is a metabolite of Pregnenolone. It is found in the brain and central nervous system. [HMDB] |
---|
Contaminant Sources | - FooDB Chemicals
- HMDB Contaminants - Urine
|
---|
Contaminant Type | Not Available |
---|
Chemical Structure | |
---|
Synonyms | Value | Source |
---|
Pregnenolone sulfuric acid | Generator | Pregnenolone sulphate | Generator | Pregnenolone sulphuric acid | Generator | 5-Pregnen-3b-sulfate-20-one | HMDB | 5-Pregnen-3b-sulphate-20-one | HMDB | Pregn-5-en-20-on-3b-yl sulfurate | HMDB | Pregn-5-en-20-on-3b-yl sulfuric acid | HMDB | Pregn-5-en-20-one-3b-yl sulfate | HMDB | Pregn-5-en-20-one-3b-yl sulphate | HMDB | Pregnenolone 3-sulfate | HMDB | Pregnenolone 3-sulphate | HMDB | Pregnenolone 3b-sulfate | HMDB | Pregnenolone 3b-sulphate | HMDB | Pregnenolone hydrogen sulfate | HMDB | Pregnenolone hydrogen sulphate | HMDB | Pregnenolone monosulfate | HMDB | Pregnenolone monosulphate | HMDB | [(1S,2R,10S,11S,14S,15S)-14-Acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulfonate | HMDB | [(1S,2R,10S,11S,14S,15S)-14-Acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulphonate | HMDB | [(1S,2R,10S,11S,14S,15S)-14-Acetyl-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-7-en-5-yl]oxidanesulphonic acid | HMDB |
|
---|
Chemical Formula | C21H32O5S |
---|
Average Molecular Mass | 396.541 g/mol |
---|
Monoisotopic Mass | 396.197 g/mol |
---|
CAS Registry Number | 1247-64-9 |
---|
IUPAC Name | [(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid |
---|
Traditional Name | [(1S,2R,10S,11S,14S,15S)-14-acetyl-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid |
---|
SMILES | [H][C@@]12CC[C@H](C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC=C2CC(CC[C@]12C)OS(O)(=O)=O |
---|
InChI Identifier | InChI=1S/C21H32O5S/c1-13(22)17-6-7-18-16-5-4-14-12-15(26-27(23,24)25)8-10-20(14,2)19(16)9-11-21(17,18)3/h4,15-19H,5-12H2,1-3H3,(H,23,24,25)/t15?,16-,17+,18-,19-,20-,21+/m0/s1 |
---|
InChI Key | DIJBBUIOWGGQOP-OZIWPBGVSA-N |
---|
Chemical Taxonomy |
---|
Description | belongs to the class of organic compounds known as sulfated steroids. These are sterol lipids containing a sulfate group attached to the steroid skeleton. |
---|
Kingdom | Organic compounds |
---|
Super Class | Lipids and lipid-like molecules |
---|
Class | Steroids and steroid derivatives |
---|
Sub Class | Sulfated steroids |
---|
Direct Parent | Sulfated steroids |
---|
Alternative Parents | |
---|
Substituents | - Sulfated steroid skeleton
- 20-oxosteroid
- Pregnane-skeleton
- Oxosteroid
- Delta-5-steroid
- Sulfuric acid ester
- Sulfuric acid monoester
- Sulfate-ester
- Alkyl sulfate
- Organic sulfuric acid or derivatives
- Ketone
- Hydrocarbon derivative
- Organic oxide
- Organooxygen compound
- Carbonyl group
- Organic oxygen compound
- Aliphatic homopolycyclic compound
|
---|
Molecular Framework | Aliphatic homopolycyclic compounds |
---|
External Descriptors | Not Available |
---|
Biological Properties |
---|
Status | Detected and Not Quantified |
---|
Origin | Not Available |
---|
Cellular Locations | Not Available |
---|
Biofluid Locations | Not Available |
---|
Tissue Locations | Not Available |
---|
Pathways | Not Available |
---|
Applications | Not Available |
---|
Biological Roles | Not Available |
---|
Chemical Roles | Not Available |
---|
Physical Properties |
---|
State | Not Available |
---|
Appearance | Not Available |
---|
Experimental Properties | Property | Value |
---|
Melting Point | Not Available | Boiling Point | Not Available | Solubility | Not Available |
|
---|
Predicted Properties | |
---|
Spectra |
---|
Spectra | Spectrum Type | Description | Splash Key | View |
---|
Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-015c-1069000000-98638a32c64bd13693bb | Spectrum | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | Not Available | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0039000000-c29e72af13a8b1df901a | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0002-0092000000-48af0541d95515a42eca | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0kai-5193000000-d981003b06fdf18508e3 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0019000000-2cac349b15d130782aef | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-014j-1039000000-f63d28f7bec5ec72f437 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-000t-6093000000-3f7db3bec91ec381b060 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | splash10-0002-0009000000-5d910d6c0e79d0a64f73 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | splash10-0f6t-1009000000-9f3fbb71720d2bb163cb | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | splash10-0002-9007000000-5ff2a20734539479696c | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | splash10-0002-0019000000-d84db4f789aa355c64b2 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | splash10-0zfs-0092000000-833a400098daed115a39 | Spectrum | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | splash10-0k96-4691000000-5ee53c8e93e176521243 | Spectrum | 1D NMR | 1H NMR Spectrum | Not Available | Spectrum | 2D NMR | [1H,13C] 2D NMR Spectrum | Not Available | Spectrum |
|
---|
Toxicity Profile |
---|
Route of Exposure | Not Available |
---|
Mechanism of Toxicity | Not Available |
---|
Metabolism | Not Available |
---|
Toxicity Values | Not Available |
---|
Lethal Dose | Not Available |
---|
Carcinogenicity (IARC Classification) | Not Available |
---|
Uses/Sources | Not Available |
---|
Minimum Risk Level | Not Available |
---|
Health Effects | Not Available |
---|
Symptoms | Not Available |
---|
Treatment | Not Available |
---|
Concentrations |
---|
| Not Available |
---|
External Links |
---|
DrugBank ID | Not Available |
---|
HMDB ID | HMDB0000774 |
---|
FooDB ID | FDB022235 |
---|
Phenol Explorer ID | Not Available |
---|
KNApSAcK ID | Not Available |
---|
BiGG ID | 2705327 |
---|
BioCyc ID | Not Available |
---|
METLIN ID | 5740 |
---|
PDB ID | Not Available |
---|
Wikipedia Link | Pregnenolone sulfate |
---|
Chemspider ID | 17216005 |
---|
ChEBI ID | Not Available |
---|
PubChem Compound ID | 20845972 |
---|
Kegg Compound ID | Not Available |
---|
YMDB ID | Not Available |
---|
ECMDB ID | Not Available |
---|
References |
---|
Synthesis Reference | Not Available |
---|
MSDS | Not Available |
---|
General References | 1. Killinger, Donald W.; Solomon, Samuel. Synthesis of pregnenolone sulfate, dehydroisoandrosterone sulfate, 17a-hydroxypregnenolone sulfate, and pregn-5-enetriol by the normal human adrenal gland. Journal of Clinical Endocrinology and Metabolism (1965), 25(2), 290-3. | 2. Horak M, Vlcek K, Chodounska H, Vyklicky L Jr: Subtype-dependence of N-methyl-D-aspartate receptor modulation by pregnenolone sulfate. Neuroscience. 2006;137(1):93-102. Epub 2005 Oct 28. | 3. Havlikova H, Hill M, Hampl R, Starka L: Sex- and age-related changes in epitestosterone in relation to pregnenolone sulfate and testosterone in normal subjects. J Clin Endocrinol Metab. 2002 May;87(5):2225-31. | 4. Bicikova M, Klak J, Hill M, Zizka Z, Hampl R, Calda P: Two neuroactive steroids in midpregnancy as measured in maternal and fetal sera and in amniotic fluid. Steroids. 2002 Apr;67(5):399-402. | 5. Kamiya T, Yasui T, Yokomori H, Nakamoto H, Maruyama T, Suzuki O, Ookawa H, Kiryu Y, Yasumura K, Kakumoto Y, et al.: [2 surgically treated cases of adrenocortical carcinoma producing steroid hormones without endocrinological symptoms--case report and a review of cases in the Japanese literature]. Gan No Rinsho. 1988 Jan;34(1):97-106. | 6. Reddy DS: Neurosteroids: endogenous role in the human brain and therapeutic potentials. Prog Brain Res. 2010;186:113-37. doi: 10.1016/B978-0-444-53630-3.00008-7. | 7. Harteneck C: Pregnenolone sulfate: from steroid metabolite to TRP channel ligand. Molecules. 2013 Sep 27;18(10):12012-28. doi: 10.3390/molecules181012012. |
|
---|