ChemFOnt: Showing chemical card for Mono-(2-ethyl-5-hydroxyhexyl) phthalate (CFc000075089)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 20:37:19 UTC

Chemfont ID

CFc000075089

Molecule Identification

Common Name

Mono-(2-ethyl-5-hydroxyhexyl) phthalate

Definition

Mono-(2-ethyl-5-hydroxyhexyl) phthalate, also known as 40321-99-1 or phthalic acid mono(2-ethyl-5-hydroxyhexyl) ester, is classified as a member of the benzoic acid esters. Benzoic acid esters are ester derivatives of benzoic acid. 40321-99-1 is considered to be practically insoluble (in water) and acidic. (ChemoSummarizer) Mono-(2-ethyl-5-hydroxyhexyl) phthalate is a metabolite of mono(2-ethylhexyl) phthalate (MEHP) and a secondary metabolite of di(2-ethylhexyl) phthalate (DEHP) [Exposome-Explorer]. Di(2-ethylhexyl) phthalate (DEHP) is added to polyvinyl chloride (PVC) plastics used widely in medical devices and toys to impart flexibility and durability (Pubmed: 16332407).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,2-Benzenedicarboxylic acid, mono(2-ethyl-5-hydroxyhexyl) ester	ChEBI
mono(2-Ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylate	ChEBI
Phthalic acid mono(2-ethyl-5-hydroxyhexyl) ester	ChEBI
1,2-Benzenedicarboxylate, mono(2-ethyl-5-hydroxyhexyl) ester	Generator
mono(2-Ethyl-5-hydroxyhexyl) 1,2-benzenedicarboxylic acid	Generator
Phthalate mono(2-ethyl-5-hydroxyhexyl) ester	Generator
mono(2-Ethyl-5-hydroxyhexyl) phthalic acid	Generator
mono(2-Ethyl-5-hydroxyhexyl)phthalate	MeSH, HMDB
MEHHP CPD	MeSH, HMDB
mono(2-Ethyl-5-hydroxyhexyl) phthalate	MeSH, HMDB
mono-(2-Ethyl-5-hydroxyhexyl) phthalic acid	Generator

Chemical Formula

C₁₆H₂₂O₅

Average Molecular Weight

294.347

Monoisotopic Molecular Weight

294.146723808

IUPAC Name

2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}benzoic acid

Traditional Name

2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}benzoic acid

CAS Registry Number

Not Available

SMILES

CCC(CCC(C)O)COC(=O)C1=CC=CC=C1C(O)=O

InChI Identifier

InChI=1S/C16H22O5/c1-3-12(9-8-11(2)17)10-21-16(20)14-7-5-4-6-13(14)15(18)19/h4-7,11-12,17H,3,8-10H2,1-2H3,(H,18,19)

InChI Key

RYPQSGURZSTFSX-UHFFFAOYSA-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
Benzoic acid
Fatty alcohol
Benzoyl
Dicarboxylic acid or derivatives
Fatty acyl
Carboxylic acid ester
Secondary alcohol
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Urine (HMDB: HMDB0094679)

Cellular substructure

Membrane (HMDB: HMDB0094679)

Organelle

Peroxisome (HMDB: HMDB0094679)

Source

Exogenous

Exogenous (HMDB: HMDB0094679)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0094679)

Role

Industrial application

Pharmaceutical industry

Biomarker

Mono-(2-ethyl-5-hydroxyhexyl) phthalate Exposure (MarkerDB: MDB00029808)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	2.69	ALOGPS
logP	3.19	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	3.08	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	79.23 m³·mol⁻¹	ChemAxon
Polarizability	31.43 Å³	ChemAxon
Number of Rings	1	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

HMDB0094679

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

170295

PDB ID

Not Available

ChEBI ID

132607

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Mono-(2-ethyl-5-hydroxyhexyl) phthalate (CFc000075089)

MOL for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

3D MOL for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

3D SDF for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

3D-SDF for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

PDB for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

3D PDB for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

SMILES for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

INCHI for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

Structure for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)

3D Structure for CFc000075089 (Mono-(2-ethyl-5-hydroxyhexyl) phthalate)