cromoglicic acid   

GtoPdb Ligand ID: 7608

Synonyms: cromoglycate | cromolyn | cromolyn sodium | FPL-670 | Intal® | Opticrom® | sodium cromoglicate
cromoglicic acid is an approved drug (FDA (1984))
Compound class: Synthetic organic
Comment: Cromoglicic acid (cromolyn) is regarded as a mast cell stabilising drug, although its exact mechanism of action appears to be much more complicated.
Recent reports suggest that cromolyn inhibits glycogen synthase kinase 3β and may therefore have potential to treat diabetes and obesity [2] and may prove effective in treating insulin-induced lipoatrophy [3]. It also has reported potential anti-fibrotic action through agonism of GPR35 [1,4].
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2D Structure
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Physico-chemical Properties
Hydrogen bond acceptors 7
Hydrogen bond donors 3
Rotatable bonds 8
Topological polar surface area 173.71
Molecular weight 468.07
XLogP 3.48
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
Canonical SMILES OC(COc1cccc2c1c(=O)cc(o2)C(=O)O)COc1cccc2c1c(=O)cc(o2)C(=O)O
Isomeric SMILES OC(COc1cccc2c1c(=O)cc(o2)C(=O)O)COc1cccc2c1c(=O)cc(o2)C(=O)O
InChI InChI=1S/C23H16O11/c24-11(9-31-14-3-1-5-16-20(14)12(25)7-18(33-16)22(27)28)10-32-15-4-2-6-17-21(15)13(26)8-19(34-17)23(29)30/h1-8,11,24H,9-10H2,(H,27,28)(H,29,30)
InChI Key IMZMKUWMOSJXDT-UHFFFAOYSA-N
Immunopharmacology Comments
Cromoglicic acid (cromolyn) is included in GToImmuPdb as it is a mast cell stabiliser that is used to treat various inflammatory conditions. It has a complex mechanism of action that likely involves modulation of several molecular targets (polypharmacology).
Immunopharmacology Disease
Disease X-Refs Comment References
Asthma Disease Ontology: DOID:2841
OMIM: 600807
Mast cell stabiliser used to treat asthma.
Allergic conjunctivitis Disease Ontology: DOID:11204
Mast cell stabiliser used to treat allergic conjunctivitis.
Mastocytosis Disease Ontology: DOID:350
Mast cell stabiliser used to treat mastocytosis.