disodium 5-{3-[(2-carboxylato-4-oxo-4H-chromen-5-yl)oxy]-2-hydroxypropoxy}-4-oxo-4H-chromene-2-carboxylate

• ChemBase ID: 73246
• Molecular Formular: C23H14Na2O11
• Molecular Mass: 512.3302
• Monoisotopic Mass: 512.03314983
• SMILES: c1c2c(c(cc1)OCC(O)COc1cccc3c1c(=O)cc(o3)C(=O)[O-])c(=O)cc(o2)C(=O)[O-].[Na+].[Na+]
• Canonical SMILES: OC(COc1cccc2c1c(=O)cc(o2)C(=O)[O-])COc1cccc2c1c(=O)cc(o2)C(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C23H16O11.2Na/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);;/q;2*+1/p-2
• InChIKey: VLARUOGDXDTHEH-UHFFFAOYSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium 5-{3-[(2-carboxylato-4-oxo-4H-chromen-5-yl)oxy]-2-hydroxypropoxy}-4-oxo-4H-chromene-2-carboxylate
• IUPAC Traditional name: disodium cromoglycate(2-); dipotassium cromoglycate(2-)
• Synonyms: Gynazole; Disodium Cromoglycate; Cromoglycate; Cromoglycic acid; CROMOLYN; Cromolyn Sodium; Sodium Cromoglycate 5,5’-[(2-Hydroxy-1,3-propanediyl)bis(oxy)]bis[4-oxo-4H-1-benzopyran-2-carboxylic Acid] Disodium Salt; DSCG; FPL-670; Alloptrex; Allergocrom; Nalcrom; Cromolyn Disodium Salt; [+/-]-trans-6-Cyano-3,4-dihydro-2,2-dimethyl-4-[2-oxopyrrolidin-1-yl]-2H-1-benzopyran-3-ol; BRL 34915; (3R,4S)-rel-3,4-Dihydro-3-hydroxy-2,2-dimethyl-4-(2-oxo-1-pyrrolidinyl)-2H-1-benzopyran-6-carbonitrile; (+/-)-Cromakalim

Database IDs

• CAS Number: 15826-37-6; 94470-67-4
• EC Number: 239-926-7
• PubChem SID: 162038166
• PubChem CID: 27503

CALCULATED PROPERTIES

• Acid pKa: 1.7614973
• H Acceptors: 11
• H Donor: 1
• LogD (pH = 5.5): -4.9068046
• LogD (pH = 7.4): -5.5691595
• Log P: 1.4770117
• Molar Refractivity: 135.7809 cm^3
• Polarizability: 42.72524 Å^3
• Polar Surface Area: 171.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMF; DMSO; Ethyl Acetate; Water
• Apperance: White Solid; White to Off-White Solid
• Melting Point: 229-231°C; 252-255°C (dec)

Safety Information

• Storage Condition: -20°C; Refrigerator; Refrigerator, Under Inert Atmosphere; Room Temperature (15-30°C), Desiccate
• RTECS: DJ2380000

Product Information

• Salt Data: 2 Na+; sodium salt
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 02154996

Sodium Salt

Selleck Chemicals - S1911

Research Area: Inflammation
Biological Activity:

Toronto Research Chemicals - C815000

Chromone complex which blocks mast cell degranulation.

Toronto Research Chemicals - C795000

Causes vasodilation by activation of potassim channels.

REFERENCES

• Ashton, M.J., et al.: Toxicol. Appl. Pharmacol., 26, 319 (1973)
• Friday, G.A., et al.: Am. J. Ophthalmol., 95, 169 (1973)
• Lijnen, P., et al.: Eur. J. Clin. Pharmacol., 37, 609(1989)
• Spinelli, W., et al.: Eur. J. Pharmacol., 179, 243 (1990)