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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 20:00:58 UTC
Update Date2021-10-13 06:45:40 UTC
HMDB IDHMDB0035072
Secondary Accession Numbers
  • HMDB35072
Metabolite Identification
Common Name2-Methylpropyl 2-aminobenzoate
Description2-Methylpropyl 2-aminobenzoate belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. 2-Methylpropyl 2-aminobenzoate is a sweet, berry, and floral tasting compound. Based on a literature review very few articles have been published on 2-Methylpropyl 2-aminobenzoate.
Structure
Data?1563862661
Synonyms
ValueSource
2-Methylpropyl 2-aminobenzoic acidGenerator
Anthranilic acid, isobutyl esterHMDB
Benzoic acid, 2-amino-, 2-methylpropyl esterHMDB
FEMA 2182HMDB
Isobutyl 2-aminobenzoateHMDB
Isobutyl anthranilateHMDB
Isobutyl O-aminobenzoateHMDB
Isobutyl anthranilic acidGenerator
Chemical FormulaC11H15NO2
Average Molecular Weight193.2423
Monoisotopic Molecular Weight193.110278729
IUPAC Name2-methylpropyl 2-aminobenzoate
Traditional Name2-methylpropyl 2-aminobenzoate
CAS Registry Number7779-77-3
SMILES
CC(C)COC(=O)C1=CC=CC=C1N
InChI Identifier
InChI=1S/C11H15NO2/c1-8(2)7-14-11(13)9-5-3-4-6-10(9)12/h3-6,8H,7,12H2,1-2H3
InChI KeyILCLJQFCMRCPNM-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
  • Vinylogous amide
  • Amino acid or derivatives
  • Carboxylic acid ester
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Hydrocarbon derivative
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Amine
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organic oxide
  • Organopnictogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point118.00 to 122.00 °C. @ 3.00 mm HgThe Good Scents Company Information System
Water Solubility35.13 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.551 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.47 g/LALOGPS
logP10(2.58) g/LALOGPS
logP10(3.04) g/LChemAxon
logS10(-2.6) g/LALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)2.21ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity56.53 m³·mol⁻¹ChemAxon
Polarizability21.51 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.67931661259
DarkChem[M-H]-140.07631661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-Methylpropyl 2-aminobenzoateCC(C)COC(=O)C1=CC=CC=C1N2481.2Standard polar33892256
2-Methylpropyl 2-aminobenzoateCC(C)COC(=O)C1=CC=CC=C1N1511.8Standard non polar33892256
2-Methylpropyl 2-aminobenzoateCC(C)COC(=O)C1=CC=CC=C1N1594.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
2-Methylpropyl 2-aminobenzoate,1TMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N[Si](C)(C)C1707.1Semi standard non polar33892256
2-Methylpropyl 2-aminobenzoate,1TMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N[Si](C)(C)C1727.5Standard non polar33892256
2-Methylpropyl 2-aminobenzoate,2TMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1730.9Semi standard non polar33892256
2-Methylpropyl 2-aminobenzoate,2TMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N([Si](C)(C)C)[Si](C)(C)C1811.3Standard non polar33892256
2-Methylpropyl 2-aminobenzoate,1TBDMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N[Si](C)(C)C(C)(C)C1915.1Semi standard non polar33892256
2-Methylpropyl 2-aminobenzoate,1TBDMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N[Si](C)(C)C(C)(C)C1933.2Standard non polar33892256
2-Methylpropyl 2-aminobenzoate,2TBDMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2155.6Semi standard non polar33892256
2-Methylpropyl 2-aminobenzoate,2TBDMS,isomer #1CC(C)COC(=O)C1=CC=CC=C1N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2192.7Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014i-4900000000-25d54d38a0f3ee44d3502017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014l-4900000000-f08f03c20e688b33bece2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014i-4900000000-25d54d38a0f3ee44d3502018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methylpropyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014l-4900000000-f08f03c20e688b33bece2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylpropyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-5900000000-32870126daeef08ab0ec2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methylpropyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 10V, Positive-QTOFsplash10-054o-5900000000-34748e04c1faf29b4d6d2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 20V, Positive-QTOFsplash10-0a4i-9500000000-532bb7f7832a99d9c2bb2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 40V, Positive-QTOFsplash10-0a4i-9100000000-6f6790fc052bccc560a02016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 10V, Negative-QTOFsplash10-0006-2900000000-6f8239c636c78cf31d9f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-7900000000-55c0ee79cb29d1d3827a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9200000000-02b6824ab66132d172f82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 10V, Positive-QTOFsplash10-00di-0900000000-0c5af538f5d8f5344b052021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 20V, Positive-QTOFsplash10-00di-3900000000-4bf1d2732694b35d05212021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 40V, Positive-QTOFsplash10-0006-9200000000-bb1df16aab79a921996b2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 10V, Negative-QTOFsplash10-0006-4900000000-49b0c1f1d170ce9b55f12021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-8900000000-cd9e472b14a8645ee5cf2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methylpropyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9000000000-61e74956471a6c2dc9102021-09-24Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB013696
KNApSAcK IDNot Available
Chemspider ID22923
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24515
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1008001
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .