ChemFOnt: Showing chemical card for Cromoglicic acid (CFc000009434)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:56:34 UTC

Chemfont ID

CFc000009434

Molecule Identification

Common Name

Cromoglicic acid

Definition

Cromoglicic acid is only found in individuals that have used or taken this drug. It is a 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. [PubChem]Cromoglicate inhibits degranulation of mast cells, subsequently preventing the release of histamine and slow-reacting substance of anaphylaxis (SRS-A), mediators of type I allergic reactions. Cromoglicate also may reduce the release of inflammatory leukotrienes. Cromoglicate may act by inhibiting calcium influx.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-[3-(2-Carboxy-4-oxo-4H-5-chromenyloxy)-2-hydroxypropoxy]-4-oxo-4H-2-chromenecarboxylic acid	ChEBI
Acide cromoglicique	ChEBI
Acido cromoglicico	ChEBI
Acidum cromoglicicum	ChEBI
Cromolyn	ChEBI
Cromo-comod	Kegg
5-[3-(2-Carboxy-4-oxo-4H-5-chromenyloxy)-2-hydroxypropoxy]-4-oxo-4H-2-chromenecarboxylate	Generator
Cromoglicate	Generator
Cromoglycate	HMDB
Aarane	HMDB
Bicromat spray	HMDB
Cromoglycate, sodium	HMDB
Disodium cromoglycate	HMDB
Intal	HMDB
Opticrom	HMDB
Vicrom	HMDB
Cromolyn sodium	HMDB
FPL 670	HMDB
Lomudal	HMDB
Nalcrom	HMDB
Sodium cromoglycate	HMDB
Cromoglycate, disodium	HMDB
Cromoglycic acid	HMDB
FPL-670	HMDB
Acid, cromoglicic	HMDB
Acid, cromoglycic	HMDB
Nasalcrom	HMDB
Cromoglicic acid	ChEBI

Chemical Formula

C₂₃H₁₆O₁₁

Average Molecular Weight

468.3665

Monoisotopic Molecular Weight

468.069261354

IUPAC Name

5-{3-[(2-carboxy-4-oxo-4H-chromen-5-yl)oxy]-2-hydroxypropoxy}-4-oxo-4H-chromene-2-carboxylic acid

Traditional Name

cromoglicic acid

CAS Registry Number

16110-51-3

SMILES

OC(COC1=CC=CC2=C1C(=O)C=C(O2)C(O)=O)COC1=CC=CC2=C1C(=O)C=C(O2)C(O)=O

InChI Identifier

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

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as chromones. Chromones are compounds containing a benzopyran-4-one moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Chromones

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

dicarboxylic acid (CHEBI:59773 )
chromones (CHEBI:59773 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0015138)

Source

Exogenous

Exogenous (HMDB: HMDB0015138)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	1.84	ALOGPS
logP	1.48	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	1.77	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	165.89 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	114.11 m³·mol⁻¹	ChemAxon
Polarizability	44.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon