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