ChemFOnt: Showing chemical card for 3-Maleimidobenzoic acid N-hydroxysuccinimide ester (CFc000226530)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:50:51 UTC

Chemfont ID

CFc000226530

Molecule Identification

Common Name

3-Maleimidobenzoic acid N-hydroxysuccinimide ester

Definition

3-Maleimidobenzoic acid N-hydroxysuccinimide ester, also known as N-(m-maleimidobenzoyloxy)succinimide or N-succinimidyl m-maleimidobenzoate, belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated. Based on a literature review very few articles have been published on 3-Maleimidobenzoic acid N-hydroxysuccinimide ester.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Maleimidobenzoate N-hydroxysuccinimide ester	Generator
3-Maleimidobenzoyl N-hydroxysuccinimide	HMDB
3-Maleimidobenzoyl N-hydroxysuccinimide ester	HMDB
N-(m-Maleimidobenzoyloxy)succinimide	HMDB
N-Succinimidyl m-maleimidobenzoate	HMDB
m-Maleimidobenzoic acid N-hydroxysuccinimide ester	HMDB
Meta-maleimidobenzoyl N-hydroxysuccinimide	HMDB

Chemical Formula

C₁₅H₁₀N₂O₆

Average Molecular Weight

314.253

Monoisotopic Molecular Weight

314.05388605

IUPAC Name

2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)benzoate

Traditional Name

2,5-dioxopyrrolidin-1-yl 3-(2,5-dioxopyrrol-1-yl)benzoate

CAS Registry Number

Not Available

SMILES

O=C(ON1C(=O)CCC1=O)C1=CC(=CC=C1)N1C(=O)C=CC1=O

InChI Identifier

InChI=1S/C15H10N2O6/c18-11-4-5-12(19)16(11)10-3-1-2-9(8-10)15(22)23-17-13(20)6-7-14(17)21/h1-5,8H,6-7H2

InChI Key

LLXVXPPXELIDGQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminobenzoic acid and derivatives. These are derivatives of amino benzoic acid derivatives where the amine group is N-acylated.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Acylaminobenzoic acid and derivatives

Alternative Parents

Substituents

Acylaminobenzoic acid or derivatives
1-phenylpyrroline
Benzoyl
Maleimide
Carboxylic acid imide, n-substituted
Pyrrolidone
2-pyrrolidone
Carboxylic acid imide
Dicarboximide
Pyrrole
Pyrrolidine
Pyrroline
Carboxylic acid salt
Lactam
Azacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic salt
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic 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	0.081 g/L	ALOGPS
logP	0.83	ALOGPS
logP	0.47	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	17.7	ChemAxon
pKa (Strongest Basic)	-0.23	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	101.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.84 m³·mol⁻¹	ChemAxon
Polarizability	29.01 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

HMDB0246994

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

84714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

93861

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 3-Maleimidobenzoic acid N-hydroxysuccinimide ester (CFc000226530)

MOL for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

3D MOL for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

3D SDF for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

3D-SDF for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

PDB for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

3D PDB for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

SMILES for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

INCHI for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

Structure for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)

3D Structure for CFc000226530 (3-Maleimidobenzoic acid N-hydroxysuccinimide ester)