ChemFOnt: Showing chemical card for 5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid (CFc000152737)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 23:36:41 UTC

Chemfont ID

CFc000152737

Molecule Identification

Common Name

5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid

Definition

Diethyl citrate belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Based on a literature review a small amount of articles have been published on Diethyl citrate.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Diethyl citric acid	Generator
Asym-diethyl citric acid	Generator
Citrate 1,2-diethyl ester	Generator

Chemical Formula

C₁₀H₁₆O₇

Average Molecular Weight

248.231

Monoisotopic Molecular Weight

248.089602855

IUPAC Name

5-ethoxy-3-(ethyl carboxy)-3-hydroxy-5-oxopentanoic acid

Traditional Name

5-ethoxy-3-(ethyl carboxy)-3-hydroxy-5-oxopentanoic acid

CAS Registry Number

Not Available

SMILES

CCOC(=O)CC(O)(CC(O)=O)C(=O)OCC

InChI Identifier

InChI=1S/C10H16O7/c1-3-16-8(13)6-10(15,5-7(11)12)9(14)17-4-2/h15H,3-6H2,1-2H3,(H,11,12)

InChI Key

KGYXYKHTHJPEBX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Tertiary alcohol
Carboxylic acid ester
Carboxylic acid
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	91.3 g/L	ALOGPS
logP	0.04	ALOGPS
logP	-0.32	ChemAxon
logS	-0.43	ALOGPS
pKa (Strongest Acidic)	3.99	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	110.13 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	54.66 m³·mol⁻¹	ChemAxon
Polarizability	23.64 Å³	ChemAxon
Number of Rings	0	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

HMDB0172329

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10659537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

15384083

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid (CFc000152737)

MOL for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

3D MOL for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

3D SDF for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

3D-SDF for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

PDB for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

3D PDB for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

SMILES for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

INCHI for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

Structure for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)

3D Structure for CFc000152737 (5-ethoxy-3-(ethoxycarbonyl)-3-hydroxy-5-oxopentanoic acid)