Cromoglicic acid (CHEM022217)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 18:24:16 UTC
Update Date2016-11-09 01:17:27 UTC
Accession NumberCHEM022217
Identification
Common NameCromoglicic acid
ClassSmall Molecule
DescriptionA chromone complex that acts by inhibiting the release of chemical mediators from sensitized mast cells. It is used in the prophylactic treatment of both allergic and exercise-induced asthma, but does not affect an established asthmatic attack.
Contaminant Sources
  • HMDB Contaminants - Urine
  • STOFF IDENT Compounds
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
5-[3-(2-Carboxy-4-oxo-4H-5-chromenyloxy)-2-hydroxypropoxy]-4-oxo-4H-2-chromenecarboxylic acidChEBI
Acide cromogliciqueChEBI
Acido cromoglicicoChEBI
Acidum cromoglicicumChEBI
CromolynChEBI
Cromo-comodKegg
5-[3-(2-Carboxy-4-oxo-4H-5-chromenyloxy)-2-hydroxypropoxy]-4-oxo-4H-2-chromenecarboxylateGenerator
CromoglicateGenerator
CromoglycateHMDB
AaraneHMDB
Bicromat sprayHMDB
Cromoglycate, sodiumHMDB
Disodium cromoglycateHMDB
IntalHMDB
OpticromHMDB
VicromHMDB
Cromolyn sodiumHMDB
FPL 670HMDB
LomudalHMDB
NalcromHMDB
Sodium cromoglycateHMDB
Cromoglycate, disodiumHMDB
Cromoglycic acidHMDB
FPL-670HMDB
Acid, cromoglicicHMDB
Acid, cromoglycicHMDB
NasalcromHMDB
Cromoglicic acidChEBI
Chemical FormulaC23H16O11
Average Molecular Mass468.367 g/mol
Monoisotopic Mass468.069 g/mol
CAS Registry Number16110-51-3
IUPAC Name5-{3-[(2-carboxy-4-oxo-4H-chromen-5-yl)oxy]-2-hydroxypropoxy}-4-oxo-4H-chromene-2-carboxylic acid
Traditional Namecromoglicic acid
SMILESOC(COC1=CC=CC2=C1C(=O)C=C(O2)C(O)=O)COC1=CC=CC2=C1C(=O)C=C(O2)C(O)=O
InChI IdentifierInChI=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 KeyIMZMKUWMOSJXDT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzopyrans
Sub Class1-benzopyrans
Direct ParentChromones
Alternative Parents
Substituents
  • Chromone
  • Alkyl aryl ether
  • Pyranone
  • Dicarboxylic acid or derivatives
  • Pyran
  • Benzenoid
  • Heteroaromatic compound
  • Vinylogous ester
  • Secondary alcohol
  • Oxacycle
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Alcohol
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organic oxygen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.036 g/LALOGPS
logP1.84ALOGPS
logP1.48ChemAxon
logS-4.1ALOGPS
pKa (Strongest Acidic)1.77ChemAxon
pKa (Strongest Basic)-3.4ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count11ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area165.89 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity114.11 m³·mol⁻¹ChemAxon
Polarizability44.38 ųChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0pba-0596500000-93b57c77aba43e672f0fSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positivesplash10-00xr-4030029000-8cee526b514f9030027dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-0000900000-b29947fd1c55b6bb244eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-06r2-0090000000-14c9cd86f6f2c6066ed8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4j-0090000000-28843e4d8ab22e289734Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-0390000000-3f291eddb35619c6f657Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-0a4i-1970000000-3eb328adfc6464d47d0aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0a4i-1970000000-3eb328adfc6464d47d0aSpectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0a4i-1970000000-7693f4b629cdd5b2cc12Spectrum
LC-MS/MSLC-MS/MS Spectrum - 50V, Positivesplash10-0a4i-1970000000-8acb2ff2aa9f946c965eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-0a4j-0090000000-28843e4d8ab22e289734Spectrum
LC-MS/MSLC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0390000000-3f291eddb35619c6f657Spectrum
LC-MS/MSLC-MS/MS Spectrum - 20V, Positivesplash10-06r2-0090000000-14c9cd86f6f2c6066ed8Spectrum
LC-MS/MSLC-MS/MS Spectrum - 10V, Positivesplash10-014i-0000900000-b29947fd1c55b6bb244eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-066r-0040900000-5470e8167deb6420a80dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-0390200000-ee133f6c3b06c2f3d6dcSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01p9-0920000000-cd6dad6d34c8953cb0f1Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0009100000-980321ff92418fa36e15Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0029200000-1384911135e07db91abbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-03fs-2944000000-71e889679bc8f1cbbb34Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0uxr-0010900000-333b6bbaebdefd98cb8aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0040900000-549295824b43e7326954Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004r-0829000000-75589226ac0f3652f3f4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03xs-0090400000-48554858774d38efc161Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ar0-0174900000-ace6b51a5aae1f5162e2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002k-0922100000-5c9d0eb5301c64cc6cdbSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB01003
HMDB IDHMDB0015138
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkCromoglicic acid
Chemspider ID2779
ChEBI ID59773
PubChem Compound ID2882
Kegg Compound IDC06928
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Heinke S, Szucs G, Norris A, Droogmans G, Nilius B: Inhibition of volume-activated chloride currents in endothelial cells by chromones. Br J Pharmacol. 1995 Aug;115(8):1393-8.
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=3927266
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=4203381
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=6153130
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=6401928
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=6784269
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=6787851