| Common Name |
Monoethyl phthalate
| Description |
Monoethyl phthalate (mEtP) is a metabolite, or breakdown product, of diethyl phthalate, used in perfume, cologne, deodorant, soap, shampoo, lotion, and other personal care products, particliarly those containing fragrance.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
MEtPChEBI
Phthalic acid monoethyl esterChEBI
Monoethyl phthalic acidGenerator
Phthalate monoethyl esterGenerator
2-(Ethoxycarbonyl)benzoateHMDB
2-(Ethoxycarbonyl)benzoic acidHMDB
14C-Monoethyl phthalateMeSH
| Chemical Formlia |
C10H10O4
| Average Molecliar Weight |
194.184
| Monoisotopic Molecliar Weight |
194.057908808
| IUPAC Name |
2-(ethoxycarbonyl)benzoic acid
| Traditional Name |
2-(ethoxycarbonyl)benzoic acid
| CAS Registry Number |
2306-33-4
| SMILES |
CCOC(=O)C1=CC=CC=C1C(O)=O
| InChI Identifier |
InChI=1S/C10H10O4/c1-2-14-10(13)8-6-4-3-5-7(8)9(11)12/h3-6H,2H2,1H3,(H,11,12)
| InChI Key |
YWWHKOHZGJFMIE-UHFFFAOYSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as benzoic acid esters. These are ester derivatives of benzoic acid.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Benzenoids
| Sub Class |
Benzene and substituted derivatives
| Direct Parent |
Benzoic acid esters
| Alternative Parents |
Benzoic acids
Benzoyl derivatives
Dicarboxylic acids and derivatives
Carboxylic acid esters
Carboxylic acids
Organooxygen compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
Benzoate ester
Benzoic acid
Benzoyl
Dicarboxylic acid or derivatives
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound
| Molecliar Framework |
Aromatic homomonocyclic compounds
| External Descriptors |
dicarboxylic acid monoester (CHEBI:70973 )
ethyl ester (CHEBI:70973 )
phthalate ester (CHEBI:70973 )
| Ontology |
| Status |
Detected and Quantified
| Origin |
Cosmetic
Drug
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility1.81 mg/mLALOGPS
logP1.77ALOGPS
logP1.99ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.08ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity50.09 m3·mol-1ChemAxon
Polarizability18.96 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-ITFT , negativesplash10-00dj-0900000000-7184720c787659f6ce3fView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-ITFT , negativesplash10-00dj-0900000000-7caa3692e7c497a561feView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-0002-0900000000-c1875e3853edd9c77c79View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-006t-0900000000-ed9b6f54a127b19a848aView in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-002b-0900000000-680192921fe7c95759a4View in MoNA
| LC-MS/MS |
LC-MS/MS Spectrum – LC-ESI-QTOF , positivesplash10-002b-0900000000-2659d3b8194bd70238c3View in MoNA
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, PositiveNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 10V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 20V, NegativeNot Available
| Predicted LC-MS/MS |
Predicted LC-MS/MS Spectrum – 40V, NegativeNot Available
| MS |
Mass Spectrum (Electron Ionization)splash10-0002-3900000000-6be1b202beedc9e2f7bbView in MoNA
| 1D NMR |
1H NMR SpectrumNot Available
| 1D NMR |
13C NMR SpectrumNot Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Saliva
Urine
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
SalivaDetected and Quantified0.471 uMAdlit (>18 years old)BothNormal
15995852
details
UrineDetected and Quantified0.0570 (0.0522-0.0623) umol/mmol creatinineAdlit (>18 years old)Not SpecifiedNormal
National Health a…
details
UrineDetected and Quantified0.0267 (0.0239-0.0299) umol/mmol creatinineChildren (1-13 years old)Not SpecifiedNormal
National Health a…
details
|
| Abnormal Concentrations |
|
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
UrineDetected and Quantified0.009 umol/mmol creatinineAdlit (>18 years old)BothPregnancy
17704099
details
| Associated Disorders and Diseases |
| Disease References |
| Pregnancy |
- Huang PC, Kuo PL, Guo YL, Liao PC, Lee CC: Associations between urinary phthalate monoesters and thyroid hormones in pregnant women. Hum Reprod. 2007 Oct;22(10):2715-22. Epub 2007 Aug 17. [PubMed:17704099 ]
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
FDB022852
| KNApSAcK ID |
Not Available
| Chemspider ID |
67856
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Not Available
| NuGOwiki Link |
HMDB02120
| Metagene Link |
HMDB02120
| METLIN ID |
Not Available
| PubChem Compound |
75318
| PDB ID |
Not Available
| ChEBI ID |
Not Available
Product: IQ-R
References |
| Synthesis Reference |
v. Amann, Walter. Ethyl hydrogen phthalate. Monatshefte fuer Chemie (1915), 36 505-8. |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
- Silva MJ, Reidy JA, Samandar E, Herbert AR, Needham LL, Calafat AM: Detection of phthalate metabolites in human saliva. Arch Toxicol. 2005 Nov;79(11):647-52. Epub 2005 Jul 2. [PubMed:15995852 ]
- Hauser R, Meeker JD, Singh NP, Silva MJ, Ryan L, Duty S, Calafat AM: DNA damage in human sperm is related to urinary levels of phthalate monoester and oxidative metabolites. Hum Reprod. 2007 Mar;22(3):688-95. Epub 2006 Nov 7. [PubMed:17090632 ]
|
PMID: 17227847