Chemical Component Summary

Name17-oxoandrost-5-en-3beta-yl hydrogen sulfate
SynonymsDehydroepiandrosterone sulfate; DHEA sulfate; DHEA-S
Identifiers[(3~{S},8~{R},9~{S},10~{R},13~{S},14~{S})-10,13-dimethyl-17-oxidanylidene-1,2,3,4,7,8,9,11,12,14,15,16-dodecahydrocyclopenta[a]phenanthren-3-yl] hydrogen sulfate
FormulaC19 H28 O5 S
Molecular Weight368.488
TypeNON-POLYMER
Isomeric SMILESC[C@]12CC[C@H]3[C@H]([C@@H]1CCC2=O)CC=C4[C@@]3(CC[C@@H](C4)OS(=O)(=O)O)C
InChIInChI=1S/C19H28O5S/c1-18-9-7-13(24-25(21,22)23)11-12(18)3-4-14-15-5-6-17(20)19(15,2)10-8-16(14)18/h3,13-16H,4-11H2,1-2H3,(H,21,22,23)/t13-,14-,15-,16-,18-,19-/m0/s1
InChIKeyCZWCKYRVOZZJNM-USOAJAOKSA-N

Chemical Details

Formal Charge0
Atom Count53
Chiral Atom Count6
Bond Count56
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB05804 
NamePrasterone sulfate
Groups investigational
DescriptionDHEA sulfate is the major steroid of the fetal adrenal. DHEA-S is the principal adrenal androgen and is secreted together with cortisol under the control of ACTH and prolactin. DHEA-S is elevated with hyperprolactinemia.
Synonyms
  • Prasterone sodium sulfate anhydrous
  • Dehydroepiandrosterone sulphate
  • DHEA-S
  • Prasterone sulphate
  • Dehydroepiandrosterone sulfate
IndicationInvestigated for use/treatment in asthma and burns and burn infections.
Categories
  • 17-Ketosteroids
  • Adrenal Cortex Hormones
  • Androstanes
  • Androstenes
  • Androstenols
CAS number651-48-9

Drug Targets

NameTarget SequencePharmacological ActionActions
Cytochrome P450 19A1MVLEMLNPIHYNITSIVPEAMPAATMPVLLLTGLFLLVWNYEGTSSIPGP...unknowninducer
Cytochrome P450 3A7MDLIPNLAVETWLLLAVSLILLYLYGTRTHGLFKKLGIPGPTPLPFLGNA...unknownsubstrate
Prostaglandin G/H synthase 2MLARALLLCAVLALSHTANPCCSHPCQNRGVCMSVGFDQYKCDCTRTGFY...unknowninducer
Solute carrier family 22 member 8MTFSEILDRVGSMGHFQFLHVAILGLPILNMANHNLLQIFTAATPVHHCR...unknown
Solute carrier organic anion transporter family member 1A2MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...unknown
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 12594
ChEMBL CHEMBL259898
ChEBI CHEBI:16814