DHEA sulfate
From DrugPedia: A Wikipedia for Drug discovery
Line 9: | Line 9: | ||
</jmol> | </jmol> | ||
</td></tr></table> | </td></tr></table> | ||
- | |||
- | |||
- | The circulating form of a major C19 steroid produced primarily by the ADRENAL CORTEX. DHEA sulfate serves as a precursor for TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE. | + | [http://crdd.osdd.net/raghava/hmrbase/test_extract.php?db=arun&table=nphormonet&id=1044&show=SHOW-3D Show 3-D Structure] |
+ | {{Drugbox | ||
+ | | IUPAC_name = [(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate | ||
+ | | CAS_number = 651-48-9 | ||
+ | | CAS_supplemental = | ||
+ | | ATC_suffix = | ||
+ | | ATC_supplemental = | ||
+ | | PubChem = 12594 | ||
+ | | ChemSpiderID = | ||
+ | | chemical_formula =C<sub>1</sub><sub>9</sub>H<sub>2</sub><sub>8</sub>O<sub>5</sub>S | ||
+ | | molecular_weight = 368.49 | ||
+ | | smiles = C1C(C(C(=O)O1)CC2=CC(=CC=C2)O)CC3=CC(=CC=C3)O | ||
+ | | synonyms = Dehydroepiandrosterone Sulfate | ||
+ | | density = | ||
+ | | melting_point = | ||
+ | | boiling_point = | ||
+ | | solubility = | ||
+ | | specific_rotation = | ||
+ | | sec_combustion = | ||
+ | | bioavailability = | ||
+ | | protein_bound = | ||
+ | | metabolism = | ||
+ | | elimination_half-life = | ||
+ | | excretion = | ||
+ | | pregnancy_category= | ||
+ | | dependency_liability = | ||
+ | | routes_of_administration = | ||
+ | }} | ||
+ | The circulating form of a major C19 steroid produced primarily by the ADRENAL CORTEX. DHEA sulfate serves as a precursor for TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE.'''Dehydroepiandrosterone sulfate''' or '''DHEA sulfate''' is a [[metabolite]] of [[dehydroepiandrosterone]] (DHEA) produced by the addition of a sulfate group, [[catalyst|catalyzed]] by the [[sulfotransferase]] [[enzyme]]s [[SULT1A1]] and [[SULT1E1]], which also produce [[estrone sulfate]] from [[estrone]]. DHEA sulfate can also be back-converted to DHEA through the action of [[steroid sulfatase]]. | ||
+ | |||
+ | DHEA sulfate levels decline as a person ages. | ||
==General Properties== | ==General Properties== | ||
Line 34: | Line 62: | ||
C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C | C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C | ||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
- | |||
Line 56: | Line 70: | ||
- | [[ | + | [[Category:Hormones]] |
+ | [[Category:Metabolism]] | ||
+ | [[Category:Organosulfates]] | ||
+ | [[Category:Steroids]] |
Current revision
|
DHEA sulfate
| |
Systematic (IUPAC) name | |
[(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate | |
Identifiers | |
CAS number | |
ATC code | ? |
PubChem | |
Chemical data | |
Formula | C19H28O5S |
Mol. mass | 368.49 |
SMILES | & |
Synonyms | Dehydroepiandrosterone Sulfate |
Pharmacokinetic data | |
Bioavailability | ? |
Metabolism | ? |
Half life | ? |
Excretion | ? |
Therapeutic considerations | |
Pregnancy cat. |
? |
Legal status | |
Routes | ? |
The circulating form of a major C19 steroid produced primarily by the ADRENAL CORTEX. DHEA sulfate serves as a precursor for TESTOSTERONE; ANDROSTENEDIONE; ESTRADIOL; and ESTRONE.Dehydroepiandrosterone sulfate or DHEA sulfate is a metabolite of dehydroepiandrosterone (DHEA) produced by the addition of a sulfate group, catalyzed by the sulfotransferase enzymes SULT1A1 and SULT1E1, which also produce estrone sulfate from estrone. DHEA sulfate can also be back-converted to DHEA through the action of steroid sulfatase.
DHEA sulfate levels decline as a person ages.
[edit] General Properties
*Molecular Weight
368.49
*Molecular Formula
C19H28O5S
*IUPAC NAME
[(3S,8R,9S,10R,13S,14S)-10,13-dimethyl-17-oxo-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
*Canonical Smiles
CC12CCC3C(C1CCC2=O)CC=C4C3(CCC(C4)OS(=O)(=O)O)C
*Isomeric Smiles
C[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C