ChemFOnt: Showing chemical card for Benzoylcarnitine (CFc000220917)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-14 01:40:22 UTC

Chemfont ID

CFc000220917

Molecule Identification

Common Name

Benzoylcarnitine

Definition

Benzoylcarnitine belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Benzoylcarnitine is a member of the class of compounds known as acylcarnitines. Acylcarnitines are organic compounds containing a fatty acid with the carboxylic acid attached to carnitine through an ester bond. Acylcarnitines are useful in the diagnosis of genetic disorders such as fatty acid oxidation disorders and differentiation between biochemical phenotypes of medium-chain acyl-CoA dehydrogenase (MCAD) deficiency disorders (PMID: 12385891 ). Benzoylcarnitine is a metabolite of benzoate and has been identified in the urine of hyperammonemia patients treated with sodium benzoate and L-carnitine (PMID: 2609332 ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Benzoyl carnitine	HMDB
Benzoylcarnitine	HMDB

Chemical Formula

C₁₄H₁₉NO₄

Average Molecular Weight

265.309

Monoisotopic Molecular Weight

265.131408096

IUPAC Name

(3R)-3-(benzoyloxy)-4-(trimethylazaniumyl)butanoate

Traditional Name

(3R)-3-(benzoyloxy)-4-(trimethylammonio)butanoate

CAS Registry Number

105450-08-6

SMILES

C[N+](C)(C)C[C@@H](CC([O-])=O)OC(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H19NO4/c1-15(2,3)10-12(9-13(16)17)19-14(18)11-7-5-4-6-8-11/h4-8,12H,9-10H2,1-3H3/t12-/m1/s1

InChI Key

AWUHAZDZHNWQAG-GFCCVEGCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Benzoic acid esters

Alternative Parents

Substituents

Benzoate ester
Benzoyl
Dicarboxylic acid or derivatives
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxylic acid salt
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic salt
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0240664)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.006 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-2.4	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	66.43 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	93.31 m³·mol⁻¹	ChemAxon
Polarizability	27.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0240664

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

114314

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

129022

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Benzoylcarnitine (CFc000220917)

MOL for CFc000220917 (Benzoylcarnitine)

3D MOL for CFc000220917 (Benzoylcarnitine)

3D SDF for CFc000220917 (Benzoylcarnitine)

3D-SDF for CFc000220917 (Benzoylcarnitine)

PDB for CFc000220917 (Benzoylcarnitine)

3D PDB for CFc000220917 (Benzoylcarnitine)

SMILES for CFc000220917 (Benzoylcarnitine)

INCHI for CFc000220917 (Benzoylcarnitine)

Structure for CFc000220917 (Benzoylcarnitine)

3D Structure for CFc000220917 (Benzoylcarnitine)