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
Classification
Compound class Synthetic organic
Approved drug? Yes (FDA (1984))
IUPAC Name
5-[3-(2-carboxy-4-oxochromen-5-yl)oxy-2-hydroxypropoxy]-4-oxochromene-2-carboxylic acid
International Nonproprietary Names
INN number INN
2427 cromoglicic acid
Synonyms
cromoglycate | cromolyn | cromolyn sodium | FPL-670 | Intal® | Opticrom® | sodium cromoglicate
Database Links
CAS Registry No. 16110-51-3
ChEBI CHEBI:59773
ChEMBL Ligand CHEMBL428880
DrugBank Ligand DB01003
DrugCentral Ligand 741
GtoPdb PubChem SID 223365943
PubChem CID 2882
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Wikipedia Cromoglicic acid