Prodrug Information
Prodrug General Information | Top | |||||
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Prodrug ID |
DM8W3Y
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Prodrug Name |
Prednisolone phosphate
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Synonyms |
PREDNISOLONE 21-PHOSPHATE; UNII-752SY38R6C; 752SY38R6C; 11beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione 21-(dihydrogen phosphate); EINECS 206-120-1; Prednisolone Phosphoric Acid; PSLP; SCHEMBL136773; CHEMBL1201231; DTXSID7047481; CHEBI:145705; ZINC4097473; DB14631; LS-187308; Q27266327
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Indication | Allergy [ICD-11: 4A80-4A85; ICD-10: T78.4; ICD-9: 995.3] | Approved | [1] | |||
Activation |
Prodrug |
Parent Drug |
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2D MOL 3D MOL | 2D MOL 3D MOL | |||||
(1) Bioconversion Enzyme:
Alkaline phosphatase
(EC 3.1)
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[2] | |||||
Prodrug Strategy |
Classical prodrug strategy
[Carrier linked prodrug]
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Improved property |
Increase solubility
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[2] | ||||
Description |
The prodrug enabled the development of a liquid formulation, and thus, improved children' compliance to prednisolone treatment.
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[2] | ||||
Formula |
C21H29O8P
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Canonical SMILES |
C[C@]12C[C@@H]([C@H]3[C@H]([C@@H]1CC[C@@]2(C(=O)COP(=O)(O)O)O)CCC4=CC(=O)C=C[C@]34C)O
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InChI |
1S/C21H29O8P/c1-19-7-5-13(22)9-12(19)3-4-14-15-6-8-21(25,17(24)11-29-30(26,27)28)20(15,2)10-16(23)18(14)19/h5,7,9,14-16,18,23,25H,3-4,6,8,10-11H2,1-2H3,(H2,26,27,28)/t14-,15-,16-,18+,19-,20-,21-/m0/s1
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InChIKey |
JDOZJEUDSLGTLU-VWUMJDOOSA-N
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CAS Number |
CAS 302-25-0
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PubChem Compound ID | ||||||
ChEBI ID |
CHEBI:145705
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Parent Drug General Information | Top | |||||
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Parent Drug ID |
DJ20NG
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Parent Drug Name |
Prednisolone
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Synonyms |
Metacortandralone; Hydroretrocortine; Predonine; Delta-Cortef; Deltacortril; Meticortelone; Deltahydrocortisone; Prenolone; Hydroretrocortin; PRDL; Deltacortenol; Hydrodeltalone; Hydrodeltisone; Codelcortone; Cortalone; Cotogesic; Decaprednil; Delcortol; Deltisilone; Dicortol; Donisolone; Dydeltrone; Erbacort; Erbasona; Estilsona; Fernisolone; Hydeltra; Hydeltrone; Lentosone; Paracortol; Paracotol; Precortancyl; Precortilon; Precortisyl; Prednelan; Prednicen; Predniliderm; Predonin; Rolisone; Scherisolon; Sterolone; Cordrol; Prednis; Prelone; Steran; Ulacort; Fernisolone P; Hostacortin H; Ultracorten H; Ultracortene-H; Delta-stab; Predne-Dome; Decortin H; CO-Hydeltra; Eazolin D; Meti-Derm; Di-adreson F; Delta F; Derpo PD; 1-Dehydrohydrocortisone; Solone; delta(1)-Hydrocortisone; delta(1)-Dehydrocortisol; Delta-Ef-Cortelan; Predniretard; Fernisolone-P; Dexa-Cortidelt hostacortin H; 1,2-Dehydrohydrocortisone; Prednisolona; Prednisolonum; Prednisolonum [INN-Latin]; Prednisolona [INN-Spanish]; 1,4-Pregnadiene-11beta,17alpha,21-triol-3,20-dione; delta(1)-Cortisol; Ultracortene-hydrogen; Delta(1)-dehydrohydrocortisone; delta(sup 1)-Cortisol; 1,4-Pregnadiene-3,20-dione-11beta,17alpha,21-triol; UNII-9PHQ9Y1OLM; 3,20-Dioxo-11beta,17alpha,21-trihydroxy-1,4-pregnadiene; delta(sup 1)-Hydrocortisone; 11beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione; CCRIS 980; delta(sup 1)-Dehydrocortisol; K 1557; Prednisolone [INN:BAN:JAN]; .DELTA.1-Cortisol; HSDB 3385; delta(sup 1)-Dehydrohydrocortisone; NSC 9120; EINECS 200-021-7; MFCD00003649; .DELTA.1-Hydrocortisone; 9PHQ9Y1OLM; .DELTA.1-Dehydrocortisol; CHEMBL131; BRN 1354103; CHEBI:8378; .DELTA.1-Dehydrohydrocortisone; 50-24-8 (free); Poly-Pred; .delta.-Cortef; 1-Dehydrocortisol; Neo-Delta-Cortef; .delta.-Stab; Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11beta)-; NSC-9120; NSC-9900; Prednisolone, 99%; 11-beta,17,21-Trihydroxypregna-1,4-diene-3,20-dione; component of Ataraxoid; 1,4-Pregnadien-11-beta,17-alpha,21-triol-3,20-dione; 1,4-Pregnadiene-11-beta,17-alpha,21-triol-3,20-dione; 1,4-Pregnadiene-3,20-dione-11-beta,17-alpha,21-triol; Cotolone; Deltasolone; Klismacort; Panafcortelone; Predate; Bubbli-Pred; Di-Adreson-F; SMR000718761; Pregna-1,4-diene-3,20-dione, 11,17,21-trihydroxy-, (11.beta.)-; MLS002638110; Pregna-1,20-dione, 11.beta.,17,21-trihydroxy-; Predisolone Sodium Phosphate; prednisolon; Preflam; Pregna-1,20-dione, 11,17,21-trihydroxy-, (11.beta.)-; NCGC00094764-01; delta-hydrocortisone; delta-dehydrocortisol; DELTA.1-Cortisol; Delta-Cortef (TN); T-Pred (Salt/Mix); delta-dehydrohydrocortisone
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Formula |
C21H28O5
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Canonical SMILES |
C[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
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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
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InChIKey |
OIGNJSKKLXVSLS-VWUMJDOOSA-N
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CAS Number |
CAS 50-24-8
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PubChem Compound ID | ||||||
ChEBI ID |
CHEBI:8378
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Target and Pathway | Top | |||||
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Target(s) | Glucocorticoid receptor (NR3C1) | Target Info | Agonist | [1] | ||
KEGG Pathway | Neuroactive ligand-receptor interaction | |||||
NetPath Pathway | IL2 Signaling Pathway | |||||
TCR Signaling Pathway | ||||||
Pathway Interaction Database | Regulation of nuclear SMAD2/3 signaling | |||||
Signaling events mediated by HDAC Class II | ||||||
FOXA2 and FOXA3 transcription factor networks | ||||||
Glucocorticoid receptor regulatory network | ||||||
Regulation of Androgen receptor activity | ||||||
AP-1 transcription factor network | ||||||
Reactome | BMAL1:CLOCK,NPAS2 activates circadian gene expression | |||||
WikiPathways | Serotonin Receptor 4/6/7 and NR3C Signaling | |||||
SIDS Susceptibility Pathways | ||||||
Nuclear Receptors Meta-Pathway | ||||||
Endoderm Differentiation | ||||||
Hair Follicle Development: Cytodifferentiation (Part 3 of 3) | ||||||
Adipogenesis | ||||||
Circadian Clock | ||||||
Nuclear Receptors |
References | Top | |||||
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REF 1 | Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2010 | |||||
REF 2 | Prodrugs: design and clinical applications. Nat Rev Drug Discov. 2008 Mar;7(3):255-70. |
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