Record Information
Version1.0
Creation date2010-04-08 22:07:59 UTC
Update date2018-05-29 18:27:15 UTC
Primary IDFDB008245
Secondary Accession NumbersNot Available
Chemical Information
FooDB NamePhenoxyacetic acid
DescriptionPhenoxyacetic acid is a flavouring ingredient. It is found in cocoa and cocoa products.
CAS Number122-59-8
Structure
Thumb
Synonyms
SynonymSource
Glycol acid phenyl etherChEBI
Phenoxacetic acidChEBI
PhenoxyacetateChEBI
PhenoxyessigsaeureChEBI
Phenoxyethanoic acidChEBI
POAChEBI
Phenoxyacetic acidKegg
PhenoxacetateGenerator
PhenoxyethanoateGenerator
Phenoxyacetate derivativeGenerator
2-Phenoxy-acetic acidHMDB
FEMA 2872HMDB
Glycolic acid phenyl etherHMDB
Glycolic acid, phenyl etherHMDB
Glycollic acid phenyl etherHMDB
O-Phenylglycolic acidHMDB
Phenoxy acetic acidHMDB
Phenoxy-acetic acidHMDB
Phenxoyacetic acidHMDB
Phenyl ether glycolic acidHMDB
POA CPDMeSH
Acetic acid, 2-phenoxy-biospider
Acetic acid, phenoxy-biospider
O-phenylglycolic acidbiospider
Phenylglycolic acid, o-biospider
Predicted Properties
PropertyValueSource
Water Solubility5.24 g/LALOGPS
logP1.48ALOGPS
logP1.29ChemAxon
logS-1.5ALOGPS
pKa (Strongest Acidic)3.7ChemAxon
pKa (Strongest Basic)-4.9ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area46.53 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity38.61 m³·mol⁻¹ChemAxon
Polarizability14.93 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC8H8O3
IUPAC name2-phenoxyacetic acid
InChI IdentifierInChI=1S/C8H8O3/c9-8(10)6-11-7-4-2-1-3-5-7/h1-5H,6H2,(H,9,10)
InChI KeyLCPDWSOZIOUXRV-UHFFFAOYSA-N
Isomeric SMILESOC(=O)COC1=CC=CC=C1
Average Molecular Weight152.1473
Monoisotopic Molecular Weight152.047344122
Classification
Description belongs to the class of organic compounds known as phenoxyacetic acid derivatives. Phenoxyacetic acid derivatives are compounds containing an anisole where the methane group is linked to an acetic acid or a derivative.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenoxyacetic acid derivatives
Direct ParentPhenoxyacetic acid derivatives
Alternative Parents
Substituents
  • Phenoxyacetate
  • Phenoxy compound
  • Phenol ether
  • Alkyl aryl ether
  • Monocarboxylic acid or derivatives
  • Ether
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 63.15%; H 5.30%; O 31.55%DFC
Melting PointMp 98-99°DFC
Boiling PointBp 285° dec.DFC
Experimental Water Solubility12 mg/mL at 10 oCCHIOU,CT et al. (1977)
Experimental logP1.34HANSCH,C ET AL. (1995)
Experimental pKapKa 5.12DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ufr-9300000000-7ad28b74c9749c6a27fbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00rl-2920000000-ccf47f028186b228d236View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00ku-3910000000-809db140994c447b1314View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0ufr-9300000000-7ad28b74c9749c6a27fbView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00rl-2920000000-ccf47f028186b228d236View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00ku-3910000000-809db140994c447b1314View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0k96-9600000000-0b1c392df3d6c30c93edView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0609-9210000000-e9bbb8d403c568e9a2f1View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-2900000000-8b8c5b741f385415e1bbView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9100000000-27d995b989f69c80f2ecView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-6f469cdc95e10cb50c99View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-d3491d871372f4c0b4adView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0006-9000000000-60b44595fb61c23d6b2fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0900000000-10882b67af18ede7a438View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f79-0900000000-e21c3daae68a323b89c8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fbi-9400000000-a7b4ff30d1892c67113dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-ee72908afbf7bb97e335View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0900000000-179cbb3fbb78fa35dec7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ke9-9700000000-671d63b736938e0ce289View in MoNA
ChemSpider ID18107
ChEMBL IDCHEMBL173521
KEGG Compound IDC02181
Pubchem Compound ID19188
Pubchem Substance IDNot Available
ChEBI ID8075
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31609
CRC / DFC (Dictionary of Food Compounds) IDDDX10-N:DDX10-N
EAFUS ID2982
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET ID06Y
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1033781
SuperScent ID19188
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sour
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference