Chemical Component Summary

Nameprednisolone
Synonyms(11alpha)-11,17,21-trihydroxypregna-1,4-diene-3,20-dione
Identifiers(8~{S},9~{S},10~{R},11~{S},13~{S},14~{S},17~{R})-10,13-dimethyl-11,17-bis(oxidanyl)-17-(2-oxidanylethanoyl)-7,8,9,11,12,14,15,16-octahydro-6~{H}-cyclopenta[a]phenanthren-3-one
FormulaC21 H28 O5
Molecular Weight360.444
TypeNON-POLYMER
Isomeric SMILESC[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)CO)O)CCC4=CC(=O)C=C[C@]34C)O
InChIInChI=1S/C21H28O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h5,7,9,14-16,18,22,24,26H,3-4,6,8,10-11H2,1-2H3/t14-,15-,16-,18+,19-,20-,21-/m0/s1
InChIKeyOIGNJSKKLXVSLS-VWUMJDOOSA-N

Chemical Details

Formal Charge0
Atom Count54
Chiral Atom Count7
Bond Count57
Aromatic Bond Count0

Drug Info: DrugBank

DrugBank IDDB00860 
NamePrednisolone
Groups
  • approved
  • vet_approved
DescriptionPrednisolone is a glucocorticoid similar to [cortisol] used for its anti-inflammatory, immunosuppressive, anti-neoplastic, and vasoconstrictive effects.[A187463] Prednisolone was granted FDA approval on 21 June 1955.[L9431]
Synonyms
  • delta(1)-Dehydrocortisol
  • Prednisolona
  • Hydroretrocortine
  • Prednisolone
  • Prednisolonum
Brand Names
  • PrednisoLONE
  • Millipred
  • Prednisolone
  • Novo-prednisolone 5mg
  • Cambison
IndicationPrednisolone is indicated to treat endocrine, rheumatic, and hematologic disorders; collagen, dermatologic, ophthalmic, respiratory, and gastrointestinal diseases; allergic and edematous states; and other conditions like tuberculous meningitis.[L9542]
Categories
  • Adrenal Cortex Hormones
  • Adrenals
  • Agents for Treatment of Hemorrhoids and Anal Fissures for Topical Use
  • Alimentary Tract and Metabolism
  • Anti-Inflammatory Agents
ATC-Code
  • D07AA03
  • S01CA02
  • D07XA02
  • A01AC54
  • R01AD02
CAS number50-24-8

Drug Targets

NameTarget SequencePharmacological ActionActions
Glucocorticoid receptorMDSKESLTPGREENPSSVLAQERGDVMDFYKTLRGGATVKVSASSPSLAV...unknownagonist
Cytochrome P450 3A4MALIPDLAMETWLLLAVSLVLLYLYGTHSHGLFKKLGIPGPTPLPFLGNI...unknownsubstrate,inducer
Corticosteroid-binding globulinMPLLLYTCLLWLPTSGLWTVQAMDPNAAYVNMSNHHRGLASANVDFAFSL...unknownbinder
Serum albuminMKWVTFISLLFLFSSAYSRGVFRRDAHKSEVAHRFKDLGEENFKALVLIA...unknownbinder
Solute carrier organic anion transporter family member 1A2MGETEKRIETHRIRCLSKLKMFLLAITCAFVSKTLSGSYMNSMLTQIERQ...unknowninhibitor
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
Pharos CHEMBL131
PubChem 5755
ChEMBL CHEMBL131
ChEBI CHEBI:8378
CCDC/CSD JIWPEL01, JIWPEL, JIWPIP, JIWPEL02, JIWPEL03