ChemFOnt: Showing chemical card for Coumarin-3-carboxylic acid succinimidyl ester (CFc000224190)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:46:27 UTC

Chemfont ID

CFc000224190

Molecule Identification

Common Name

Coumarin-3-carboxylic acid succinimidyl ester

Definition

Coumarin-3-carboxylic acid succinimidyl ester, also known as secca ester or succinimidyl coumarin-3-carboxylate, belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Based on a literature review very few articles have been published on Coumarin-3-carboxylic acid succinimidyl ester.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Coumarin-3-carboxylate succinimidyl ester	Generator
SECCA ester	HMDB
Succinimidyl coumarin-3-carboxylate	HMDB

Chemical Formula

C₁₄H₉NO₆

Average Molecular Weight

287.227

Monoisotopic Molecular Weight

287.042987014

IUPAC Name

2,5-dioxopyrrolidin-1-yl 2-oxo-2H-chromene-3-carboxylate

Traditional Name

2,5-dioxopyrrolidin-1-yl 2-oxochromene-3-carboxylate

CAS Registry Number

Not Available

SMILES

O=C(ON1C(=O)CCC1=O)C1=CC2=CC=CC=C2OC1=O

InChI Identifier

InChI=1S/C14H9NO6/c16-11-5-6-12(17)15(11)21-14(19)9-7-8-3-1-2-4-10(8)20-13(9)18/h1-4,7H,5-6H2

InChI Key

NTXGVUJAUMMHQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Benzopyran
1-benzopyran
Pyranone
Pyran
Pyrrolidone
2-pyrrolidone
Benzenoid
Dicarboximide
Heteroaromatic compound
Pyrrolidine
Carboxylic acid salt
Lactam
Lactone
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic salt
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	1.31	ALOGPS
logP	0.97	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	17.7	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	89.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	68.18 m³·mol⁻¹	ChemAxon
Polarizability	26.54 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0244654

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

113268

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

127679

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Coumarin-3-carboxylic acid succinimidyl ester (CFc000224190)

MOL for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

3D MOL for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

3D SDF for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

3D-SDF for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

PDB for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

3D PDB for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

SMILES for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

INCHI for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

Structure for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)

3D Structure for CFc000224190 (Coumarin-3-carboxylic acid succinimidyl ester)