lisofylline   Click here for help

GtoPdb Ligand ID: 9225

Synonyms: (R)-lisophylline | CT-1501R
Immunopharmacology Ligand
Compound class: Synthetic organic
Comment: Lisophylline is an active metabolite of pentoxifylline. The compound has novel anti-inflammatory properties, likely through inhibition of IL-12 signalling and STAT-4 activation [2]. It is reported to prevent type 1 diabetes in preclinical models [3] and improve the function and viability of isolated or transplanted pancreatic islets [1]. Evidence suggests that combined treatment with lisofylline (for its anti-inflammatory action) and exendin-4 (to enhance beta-cell proliferation) can reverse autoimmune diabetes in the non-obese diabetic (NOD) mouse model [4].
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 4
Hydrogen bond donors 1
Rotatable bonds 5
Topological polar surface area 82.05
Molecular weight 280.15
XLogP 2.31
No. Lipinski's rules broken 0
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Canonical SMILES CC(CCCCn1c(=O)c2n(C)cnc2n(c1=O)C)O
Isomeric SMILES C[C@H](CCCCn1c(=O)c2n(C)cnc2n(c1=O)C)O
InChI InChI=1S/C13H20N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8-9,18H,4-7H2,1-3H3/t9-/m1/s1
Classification Click here for help
Compound class Synthetic organic
Prodrug pentoxifylline
IUPAC Name Click here for help
International Nonproprietary Names Click here for help
INN number INN
7322 lisofylline
Synonyms Click here for help
(R)-lisophylline | CT-1501R
Database Links Click here for help
CAS Registry No. 100324-81-0
ChEMBL Ligand CHEMBL1411
GtoPdb PubChem SID 315661300
PubChem CID 501254
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UniChem Compound Search for chemical match using the InChIKey NSMXQKNUPPXBRG-SECBINFHSA-N
UniChem Connectivity Search for chemical match using the InChIKey NSMXQKNUPPXBRG-SECBINFHSA-N