prednisolone   

GtoPdb Ligand ID: 2866

Synonyms: DELTA.1-Cortisol | Orapred® | Pediapred®
prednisolone is an approved drug (FDA (1955))
Compound class: Synthetic organic
Comment: Prednisolone is a synthetic glucocorticoid. Marketed formulations may contain prednisolone sodium phosphate, prednisolone acetate, prednisolone hexanoate or prednisolone.
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 5
Hydrogen bond donors 3
Rotatable bonds 2
Topological polar surface area 94.83
Molecular weight 360.19
XLogP 1.02
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OCC(=O)C1(O)CCC2C1(C)CC(O)C1C2CCC2=CC(=O)C=CC12C
Isomeric SMILES OCC(=O)[C@@]1(O)CC[C@@H]2[C@]1(C)C[C@H](O)[C@H]1[C@H]2CCC2=CC(=O)C=C[C@]12C
InChI InChI=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
InChI Key OIGNJSKKLXVSLS-VWUMJDOOSA-N
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1955))
WHO Essential Medicine WHO Model List of Essential Medicines (21st List, 2019). Access PDF version.
IUPAC Name
(8S,9S,10R,11S,13S,14S,17R)-11,17-dihydroxy-17-(2-hydroxyacetyl)-10,13-dimethyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-3-one
International Nonproprietary Names
INN number INN
535 prednisolone
Synonyms
DELTA.1-Cortisol | Orapred® | Pediapred®
Database Links
BindingDB Ligand 19190
CAS Registry No. 50-24-8 (source: Scifinder)
ChEBI CHEBI:8378
ChEMBL Ligand CHEMBL131
DrugBank Ligand DB00860
DrugCentral Ligand 2245
GtoPdb PubChem SID 135650850
Immunopaedia Search prednisolone
NURSA Ligand 10.1621/W5MHAZ4ZDP
PubChem CID 5755
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Wikipedia Prednisolone