Mono-benzyl phthalate (CHEM002966)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesTargets (3)XML
Record Information
Version1.0
Creation Date2014-08-29 04:49:07 UTC
Update Date2016-11-09 01:09:01 UTC
Accession NumberCHEM002966
Identification
Common NameMono-benzyl phthalate
ClassSmall Molecule
DescriptionMono-benzyl phthalate is a phthalate metabolite that can be found in human biofluids. Phthalates are industrial chemicals that are added to plastics to impart flexibility and resilience and are often referred to as plasticizers. Phthalates also are used as solubilizing or stabilizing agents in other applications. There are numerous products that may contain phthalates: adhesives; automotive plastics; detergents; lubricating oils; some medical devices and pharmaceuticals; plastic raincoats; solvents; vinyl tiles and flooring; and personal-care products, such as soap, shampoo, deodorants, lotions, fragrances, hair spray, and nail polish. Phthalates are often used in polyvinyl chloride type plastics, such as plastic packaging film and sheet, garden hoses, inflatable recreational toys, blood product storage bags, intravenous medical tubing, and toys. Because they are not chemically bound to the plastics to which they are added, phthalates can be released into the environment during use or disposal of the product. People are exposed to phthalates through ingestion, inhalation, and, to a lesser extent, dermal contact with products that contain phthalates. Phthalates have low acute animal toxicity. In animals, phthalates produced anti-androgenic effects by reducing testosterone production and, at very high levels, reducing estrogen production, effects that may be mediated by inhibiting testicular and ovarian steroidogenesis.
Contaminant Sources
  • HMDB Contaminants - Urine
  • T3DB toxins
  • ToxCast & Tox21 Chemicals
Contaminant Type
  • Cosmetic Toxin
  • Ester
  • Ether
  • Fragrance Toxin
  • Industrial/Workplace Toxin
  • Organic Compound
  • Plasticizer
  • Solvent
  • Synthetic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2-Benzenedicarboxylic acid, mono(phenylmethyl) esterChEBI
Benzene-1,2-dicarboxylic acid, mono(phenylmethyl) esterChEBI
Benzene-1,2-dicarboxylic acid, monobenzyl esterChEBI
Benzyl hydrogen phthalateChEBI
MBePChEBI
mono(Phenylmethyl) 1,2-benzenedicarboxylateChEBI
O-(Benzyloxycarbonyl)benzoic acidChEBI
1,2-Benzenedicarboxylate, mono(phenylmethyl) esterGenerator
Benzene-1,2-dicarboxylate, mono(phenylmethyl) esterGenerator
Benzene-1,2-dicarboxylate, monobenzyl esterGenerator
Benzyl hydrogen phthalic acidGenerator
mono(Phenylmethyl) 1,2-benzenedicarboxylic acidGenerator
O-(Benzyloxycarbonyl)benzoateGenerator
mono-Benzyl phthalic acidGenerator
Phthalic acid monobenzyl esterHMDB
mono-Benzyl phthalate, calcium saltHMDB
Chemical FormulaC15H12O4
Average Molecular Mass256.253 g/mol
Monoisotopic Mass256.074 g/mol
CAS Registry Number2528-16-7
IUPAC Name2-[(benzyloxy)carbonyl]benzoic acid
Traditional Name2-[(benzyloxy)carbonyl]benzoic acid
SMILESOC(=O)C1=CC=CC=C1C(=O)OCC1=CC=CC=C1
InChI IdentifierInChI=1S/C15H12O4/c16-14(17)12-8-4-5-9-13(12)15(18)19-10-11-6-2-1-3-7-11/h1-9H,10H2,(H,16,17)
InChI KeyXIKIUQUXDNHBFR-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Benzyloxycarbonyl
  • 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
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginEndogenous
Cellular Locations
  • Membrane
  • Soluble Fraction
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.088 g/LALOGPS
logP2.85ALOGPS
logP3.36ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)3.08ChemAxon
pKa (Strongest Basic)-7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area63.6 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity69.95 m³·mol⁻¹ChemAxon
Polarizability26.13 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9400000000-1f572ba8708abb7b299cSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-006x-9340000000-46be518d8fe3daa54ec8Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0560-3900000000-aaa9182012f2cd8dccc3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-0a4i-3900000000-c7c291e22885d7da56faSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-0910000000-361ba129494110a999ddSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , negativesplash10-001i-0910000000-96e016407b07c7790374Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , negativesplash10-0a59-0970000000-fa1c2407813f2b87e224Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-9000000000-bab392b0bbcf1cba23dfSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-9000000000-bab392b0bbcf1cba23dfSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-9000000000-bd402d4f782b50a53d61Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-0006-9000000000-dcf44f373c2d0dbd1993Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-0006-9000000000-fc0a770769824e31a85eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Negativesplash10-004i-9100000000-ae466f97ea8aa7db383fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Negativesplash10-004i-9400000000-e233c23db1ce5f1fecb9Spectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Positivesplash10-0006-9000000000-bab392b0bbcf1cba23dfSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-001i-0910000000-361ba129494110a999ddSpectrum
LC-MS/MSLC-MS/MS Spectrum - 80V, Negativesplash10-0a4i-3900000000-c7c291e22885d7da56faSpectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-0006-9000000000-fc0a770769824e31a85eSpectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Negativesplash10-0560-3900000000-aaa9182012f2cd8dccc3Spectrum
LC-MS/MSLC-MS/MS Spectrum - 55V, Negativesplash10-001i-0910000000-96e016407b07c7790374Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-0a59-0970000000-3fe29b31da509e6d5650Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4l-3290000000-ab7fdcb8a09b6a431ac9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-9560000000-9e7bcf95080e1af6850bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9600000000-9083118be5c3881008c9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-0290000000-4593ee91b285fedcd547Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0odi-2960000000-b3aa9a3851dc0a82408aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00b9-8900000000-c0e4a8cd23485ac1c581Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)No indication of carcinogenicity to humans (not listed by IARC).
Uses/SourcesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDHMDB0061744
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI ID132612
PubChem Compound ID31736
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=12849851
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=14555196
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=26168976
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=26586408
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=26743198
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=26878646
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=8685916
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=8888408
9. Brock JW, Bell JM, Guillette LJ Jr: Urinary Phthalate Metabolites in American Alligators (Alligator mississippiensis) from Selected Florida Wetlands. Arch Environ Contam Toxicol. 2016 Jul;71(1):1-6. doi: 10.1007/s00244-015-0260-6. Epub 2016 Jan 7.