Benzoic acid, 2-hydroxy-, hexyl ester (CHEM013168)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 04:08:54 UTC
Update Date2016-11-09 01:14:44 UTC
Accession NumberCHEM013168
Identification
Common NameBenzoic acid, 2-hydroxy-, hexyl ester
ClassSmall Molecule
DescriptionHexyl salicylic acid belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
Contaminant Sources
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Hexyl salicylateGenerator
Hexyl 2-hydroxybenzoateHMDB
Hexyl 2-hydroxybenzoic acidHMDB
2-HYDROXYBENZOate hexyl esterHMDB
Chemical FormulaC13H18O3
Average Molecular Mass222.280 g/mol
Monoisotopic Mass222.126 g/mol
CAS Registry Number6259-76-3
IUPAC Namehexyl 2-hydroxybenzoate
Traditional Namehexyl 2-hydroxybenzoate
SMILESCCCCCCOC(=O)C1=CC=CC=C1O
InChI IdentifierInChI=1S/C13H18O3/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h5-6,8-9,14H,2-4,7,10H2,1H3
InChI KeyDUKPKQFHJQGTGU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct Parento-Hydroxybenzoic acid esters
Alternative Parents
Substituents
  • O-hydroxybenzoic acid ester
  • Salicylic acid or derivatives
  • Benzoyl
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Vinylogous acid
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • 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
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 Solubility0.087 g/LALOGPS
logP4.56ALOGPS
logP4.54ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)9.72ChemAxon
pKa (Strongest Basic)-4.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity63.14 m³·mol⁻¹ChemAxon
Polarizability25.5 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4910000000-39fe7de5348abbc4d8d0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-6900000000-f18343c179237dba8858Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-4910000000-39fe7de5348abbc4d8d0Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00di-6900000000-f18343c179237dba8858Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-6900000000-fb773ddc74313af03257Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0006-5900000000-a6edd46affa93032aafcSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-5490000000-62d942003fce8b83f5f2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0079-9310000000-75b39ff0df9ed0e773c2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fdo-9100000000-bf15d8365ddd2b392983Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-3490000000-71dd1663f05608c19c6fSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-000f-8920000000-abeb831f527523feaaffSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9100000000-7b37668d151b6a0c4b79Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-0970000000-9043e640de87d5b1ff45Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-3900000000-2fdd2801760fd5d071afSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gbc-9100000000-4d4f400048a12e21f92bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-2190000000-646d4ebee6420b399c56Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-9100000000-904d4daed01df426a17dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-dcc37455749a338f327aSpectrum
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 IDNot Available
HMDB IDHMDB0061943
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 ID88836
PubChem Compound ID22629
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. Wester RC, Melendres J, Sedik L, Maibach H, Riviere JE: Percutaneous absorption of salicylic acid, theophylline, 2, 4-dimethylamine, diethyl hexyl phthalic acid, and p-aminobenzoic acid in the isolated perfused porcine skin flap compared to man in vivo. Toxicol Appl Pharmacol. 1998 Jul;151(1):159-65.
2. Gosset V, Harmel N, Gobel C, Francis F, Haubruge E, Wathelet JP, du Jardin P, Feussner I, Fauconnier ML: Attacks by a piercing-sucking insect (Myzus persicae Sultzer) or a chewing insect (Leptinotarsa decemlineata Say) on potato plants (Solanum tuberosum L.) induce differential changes in volatile compound release and oxylipin synthesis. J Exp Bot. 2009;60(4):1231-40. doi: 10.1093/jxb/erp015. Epub 2009 Feb 16.
3. Bruinsma M, Posthumus MA, Mumm R, Mueller MJ, van Loon JJ, Dicke M: Jasmonic acid-induced volatiles of Brassica oleracea attract parasitoids: effects of time and dose, and comparison with induction by herbivores. J Exp Bot. 2009;60(9):2575-87. doi: 10.1093/jxb/erp101. Epub 2009 May 18.
4. Sokolosky ML, Wargovich MJ: Homeostatic imbalance and colon cancer: the dynamic epigenetic interplay of inflammation, environmental toxins, and chemopreventive plant compounds. Front Oncol. 2012 Jun 1;2:57. doi: 10.3389/fonc.2012.00057. eCollection 2012.
5. Song GC, Ryu CM: Two volatile organic compounds trigger plant self-defense against a bacterial pathogen and a sucking insect in cucumber under open field conditions. Int J Mol Sci. 2013 May 8;14(5):9803-19. doi: 10.3390/ijms14059803.
6. Toranosuke Saito, 'Nuclear substituted salicylic acids and their salts.' U.S. Patent US5049685, issued November, 1979.: http://www.google.ca/patents/US5049685
7. Toranosuke Saito, Takashi Ishibashi, Tomoharu Shiozaki, Tetsuo Shiraishi, 'Developer for pressure-sensitive recording sheets, aqueous dispersion of the developer and method for preparing the developer.' U.S. Patent US5118443, issued September, 1986.: http://www.google.ca/patents/US5118443