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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:05:23 UTC
Update Date2021-10-13 06:59:51 UTC
HMDB IDHMDB0036906
Secondary Accession Numbers
  • HMDB36906
Metabolite Identification
Common NameButyl 2-aminobenzoate
DescriptionButyl 2-aminobenzoate, also known as butyl O-aminobenzoic acid or N-butyl anthranilate, belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Butyl 2-aminobenzoate is a sweet, berry, and floral tasting compound. Butyl 2-aminobenzoate is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a small amount of articles have been published on Butyl 2-aminobenzoate.
Structure
Data?1563862947
Synonyms
ValueSource
2-Aminobenzoic acid butyl esterChEBI
Anthranilic acid, butyl esterChEBI
Butyl O-aminobenzoateChEBI
N-Butyl anthranilateChEBI
N-Butyl O-aminobenzoateChEBI
2-Aminobenzoate butyl esterGenerator
Anthranilate, butyl esterGenerator
Butyl O-aminobenzoic acidGenerator
N-Butyl anthranilic acidGenerator
N-Butyl O-aminobenzoic acidGenerator
Butyl 2-aminobenzoic acidGenerator
2-Aminobenzoic acid, butyl esterHMDB
Anthranilic acid, butyl ester (6ci,7ci,8ci)HMDB
Benzoic acid, 2-amino-, butyl esterHMDB
Butyl anthranilateHMDB
FEMA 2181HMDB
Butyl 2-aminobenzoateChEBI
Butyl anthranilic acidGenerator
Chemical FormulaC11H15NO2
Average Molecular Weight193.2423
Monoisotopic Molecular Weight193.110278729
IUPAC Namebutyl 2-aminobenzoate
Traditional Namebutyl 2-aminobenzoate
CAS Registry Number7756-96-9
SMILES
CCCCOC(=O)C1=CC=CC=C1N
InChI Identifier
InChI=1S/C11H15NO2/c1-2-3-8-14-11(13)9-6-4-5-7-10(9)12/h4-7H,2-3,8,12H2,1H3
InChI KeyHUIYGGQINIVDNW-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 Descriptors
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling Point303.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility30.4 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.630The Good Scents Company Information System
Experimental Spectral PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.49 g/LALOGPS
logP10(2.87) g/LALOGPS
logP10(3.12) g/LChemAxon
logS10(-2.6) g/LALOGPS
pKa (Strongest Acidic)19.4ChemAxon
pKa (Strongest Basic)2.22ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area52.32 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity56.66 m³·mol⁻¹ChemAxon
Polarizability21.76 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+144.46131661259
DarkChem[M-H]-140.42431661259

Predicted Kovats Retention Indices

Not Available
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Butyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014l-6900000000-ceecfd3b19c6914b9e262017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014l-5900000000-4452e06b242602a8f0eb2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014l-6900000000-ceecfd3b19c6914b9e262018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Butyl 2-aminobenzoate EI-B (Non-derivatized)splash10-014l-5900000000-4452e06b242602a8f0eb2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, Positivesplash10-00di-4900000000-d407acf0f1fda854fd8a2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl 2-aminobenzoate GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Butyl 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 - Butyl 2-aminobenzoate 10V, Positive-QTOFsplash10-002f-2900000000-6b415a31d361753afcd22016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 20V, Positive-QTOFsplash10-0ab9-9700000000-599d329ddc1fa477acce2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 40V, Positive-QTOFsplash10-0q2c-9200000000-d96893fd8f73f2fcdd452016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 10V, Negative-QTOFsplash10-0006-3900000000-6fc694bb0acee8fbea412016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-7900000000-59f571b84f508dae2e462016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9200000000-adb617347441688593fa2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 10V, Negative-QTOFsplash10-0006-9000000000-eef4c1f804c025cbb9782021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 20V, Negative-QTOFsplash10-0006-9100000000-5f7d5ae38e90d5ae96232021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 40V, Negative-QTOFsplash10-0006-9000000000-fc34fc84ea93d3cd8b6c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 10V, Positive-QTOFsplash10-00di-0900000000-cedf4ad610ed0336e9dc2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 20V, Positive-QTOFsplash10-00di-3900000000-479e631513ec7ee694642021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Butyl 2-aminobenzoate 40V, Positive-QTOFsplash10-00kf-9100000000-e83b7aec9e0aa95f385d2021-09-22Wishart 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 IDFDB015869
KNApSAcK IDNot Available
Chemspider ID21105863
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound24433
PDB IDNot Available
ChEBI ID86192
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1028631
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.. .