Benzoic acid, 4-(dimethylamino)-, 2-ethylhexyl ester (CHEM010928)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 03:30:14 UTC
Update Date2016-10-28 10:03:03 UTC
Accession NumberCHEM010928
Identification
Common NameBenzoic acid, 4-(dimethylamino)-, 2-ethylhexyl ester
ClassSmall Molecule
DescriptionPadimate O is an active sunscreen agent in cosmetics and over-the-counter sunscreen drug products in concentrations up to 8%, as regulated by the FDA [L2153]. It is a structurally-related compound to [DB02362] that absorbs UV-B rays to prevent photodamage. It penetrates human skin, and is shown to induce non-ligatable strand breaks on DNA _in vitro_ and mutagenic effects on yeast i_n vivo_ [A32458].
Contaminant Sources
  • Cosmetic Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
Arlatone uvbKegg
Padimic acid OGenerator
2-Ethylhexyl 4-(dimethylamino)benzoateMeSH
2-Ethylhexyl-p-dimethylaminobenzoateMeSH
4-N,N'-dimethylamino-benzoic acid, 2-ethylhexyl esterMeSH
Arlatone 507MeSH
ClimacelMeSH
Escalol 507MeSH
Padimate-OMeSH
2-Ethylhexyl 4-(dimethylamino)benzoic acidGenerator
Padimate OMeSH
Chemical FormulaC17H27NO2
Average Molecular Mass277.408 g/mol
Monoisotopic Mass277.204 g/mol
CAS Registry Number21245-02-3
IUPAC Name2-ethylhexyl 4-(dimethylamino)benzoate
Traditional Namepadimate O
SMILESCCCCC(CC)COC(=O)C1=CC=C(C=C1)N(C)C
InChI IdentifierInChI=1S/C17H27NO2/c1-5-7-8-14(6-2)13-20-17(19)15-9-11-16(12-10-15)18(3)4/h9-12,14H,5-8,13H2,1-4H3
InChI KeyWYWZRNAHINYAEF-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
  • Aminobenzoic acid or derivatives
  • Benzoate ester
  • Benzoyl
  • Aniline or substituted anilines
  • Dialkylarylamine
  • Tertiary aliphatic/aromatic amine
  • Amino acid or derivatives
  • Tertiary amine
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.036 g/LALOGPS
logP5.11ALOGPS
logP5.11ChemAxon
logS-3.9ALOGPS
pKa (Strongest Basic)2.9ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count9ChemAxon
Refractivity84.66 m³·mol⁻¹ChemAxon
Polarizability33.73 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-5910000000-696af780feacf446dd5dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00or-0790000000-844b482f72b64282a88cSpectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0udi-0900000000-0bb0b1d55eaa9e04b2e0Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0gb9-0900000000-8868efca60be56b8fa40Spectrum
LC-MS/MSLC-MS/MS Spectrum - 15V, Positivesplash10-004i-0090000000-1e1f104a3e5498addf0fSpectrum
LC-MS/MSLC-MS/MS Spectrum - 30V, Positivesplash10-00or-0790000000-8f22e3fe87eedfc73459Spectrum
LC-MS/MSLC-MS/MS Spectrum - 90V, Positivesplash10-0udi-0900000000-cc4650e2636724343262Spectrum
LC-MS/MSLC-MS/MS Spectrum - 75V, Positivesplash10-0udi-0900000000-ac121b2420db62bf27c0Spectrum
LC-MS/MSLC-MS/MS Spectrum - 45V, Positivesplash10-0gb9-0900000000-00ea0560088632994903Spectrum
LC-MS/MSLC-MS/MS Spectrum - 60V, Positivesplash10-0udi-0900000000-c043dba0164412f9c6ccSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01t9-1790000000-1a2aa6fa19661480b682Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03di-7930000000-ea47b4122151e7cf79e4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052f-9200000000-d48ba0be2460b00419bbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0390000000-fd5f1bcfc5681ad811adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03fr-0940000000-dc30b11fc9619063831cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01vk-2900000000-66cf50fa78e0f1b7225aSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-4c804d10bf52bc079a4dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0092-2950000000-a0c4bc3e52019884f204Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0aba-9500000000-abf22a43c0cc99d80e4fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-5b26ee3996288e853c77Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1790000000-5ec25b50ac5924e65b96Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uka-2900000000-20f7431dc1a7783a5bcfSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB11570
HMDB IDHMDB0245607
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkPadimate O
Chemspider ID28343
ChEBI IDNot Available
PubChem Compound ID30541
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available