| Common Name |
Monomethyl phthalate
| Description |
Monomethyl phthalate is a metabolite, or breakdown product, of dimethyl phthalate, used in insect repellant, plastic, and as a rocket propellant.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
| Synonyms |
| Value |
Source |
2-(Methoxycarbonyl)benzoateHMDB
2-(Methoxycarbonyl)benzoic acidHMDB
Methyl hydrogen phthalateHMDB
Methyl phthalateHMDB
Monomethyl 1,2-benzenedicarboxylateHMDB
O-(Methoxycarbonyl)benzoateHMDB
O-(Methoxycarbonyl)benzoic acidHMDB
| Chemical Formlia |
C9H8O4
| Average Molecliar Weight |
180.1574
| Monoisotopic Molecliar Weight |
180.042258744
| IUPAC Name |
2-(methoxycarbonyl)benzoic acid
| Traditional Name |
methyl hydrogen phthalate
| CAS Registry Number |
4376-18-5
| SMILES |
COC(=O)C1=CC=CC=C1C(O)=O
| InChI Identifier |
InChI=1S/C9H8O4/c1-13-9(12)7-5-3-2-4-6(7)8(10)11/h2-5H,1H3,(H,10,11)
| InChI Key |
FNJSWIPFHMKRAT-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
Methyl esters
Carboxylic acids
Organooxygen compounds
Organic oxides
Hydrocarbon derivatives
| Substituents |
Benzoate ester
Benzoic acid
Benzoyl
Dicarboxylic acid or derivatives
Methyl ester
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 |
Not Available
| Ontology |
| Status |
Detected and Quantified
| Origin |
Toxin/Pollutant
| Biofunction |
Not Available
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting Point82 – 84 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP1.13HANSCH,C ET AL. (1995)
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility1.76 mg/mLALOGPS
logP1.5ALOGPS
logP1.63ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)3.09ChemAxon
pKa (Strongest Basic)-6.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.34 m3·mol-1ChemAxon
Polarizability16.88 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
| Spectrum Type |
Description |
Splash Key |
|
| 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)splash10-0ufr-9400000000-0563d9ffe58f40e5046cView in MoNA
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Saliva
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Biofluid |
Status |
Age |
Condition |
Reference |
Details |
SalivaDetected and Quantified0.0172 uMAdlit (>18 years old)BothNormal
15995852
details
|
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| 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 |
FDB022858
| KNApSAcK ID |
Not Available
| Chemspider ID |
19207
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
D3
| NuGOwiki Link |
HMDB02130
| Metagene Link |
HMDB02130
| METLIN ID |
Not Available
| PubChem Compound |
20392
| PDB ID |
Not Available
| ChEBI ID |
491486
Product: Suloctidil
References |
| Synthesis Reference |
Medonos, Vladimir; Pasek, Josef; Ruzicka, Vlastimil. Preparation of methyl phthalate by addition of dimethyl ether to phthalic anhydride. Chemicky Prumysl (1957), 7 281-5. |
| Material Safety Data Sheet (MSDS) |
Download (PDF) |
| 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 ]
- Liang DW, Zhang T, Fang HH: Denitrifying degradation of dimethyl phthalate. Appl Microbiol Biotechnol. 2007 Feb;74(1):221-9. Epub 2006 Nov 10. [PubMed:17096122 ]
|
PMID: 16513651