Phosphoric acid, mono(2-ethylhexyl) ester, compd. with tert-dodecanamine (1:?) (CHEM013671)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 04:16:30 UTC
Update Date2016-11-09 01:14:50 UTC
Accession NumberCHEM013671
Identification
Common NamePhosphoric acid, mono(2-ethylhexyl) ester, compd. with tert-dodecanamine (1:?)
ClassSmall Molecule
DescriptionA indol-3-yl carboxylic acid that is butanoic acid carrying a 1H-indol-3-yl substituent at position 1.
Contaminant Sources
  • FooDB Chemicals
  • HPV EPA Chemicals
  • STOFF IDENT Compounds
  • ToxCast & Tox21 Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
1H-Indole-3-butanoic acidChEBI
3-Indolyl-gamma-butyric acidChEBI
4-(indol-3-yl)Butyric acidChEBI
4-indol-3-Ylbutyric acidChEBI
IBAChEBI
Indole-3-butanoic acidChEBI
Indolebutyric acidChEBI
SeradixChEBI
Indole-3-butyric acidKegg
1H-Indole-3-butanoateGenerator
3-Indolyl-g-butyrateGenerator
3-Indolyl-g-butyric acidGenerator
3-Indolyl-gamma-butyrateGenerator
3-Indolyl-γ-butyrateGenerator
3-Indolyl-γ-butyric acidGenerator
4-(indol-3-yl)ButyrateGenerator
4-indol-3-YlbutyrateGenerator
Indole-3-butanoateGenerator
IndolebutyrateGenerator
Indole-3-butyrateGenerator
3-IndolebutyrateGenerator
Indolebutyric acid, monoammonium saltMeSH
Indolebutyric acid, monopotassium saltMeSH
Indolebutyric acid, monosodium saltMeSH
1H-Indole-3-butyrateHMDB
1H-Indole-3-butyric acidHMDB
3-Indole butyrateHMDB
3-Indole butyric acidHMDB
3-Indolylbutyric acidHMDB
3-IodolebutyrateHMDB
4-(1H-indol-3-yl)-ButyrateHMDB
4-(1H-indol-3-yl)-Butyric acidHMDB
4-(1H-indol-3-yl)ButanoateHMDB
4-(1H-Indol-3-yl)butanoic acidHMDB
4-(3-1H-Indolyl)butyrateHMDB
4-(3-1H-Indolyl)butyric acidHMDB
4-(3-Indole)-butyrateHMDB
4-(3-Indole)-butyric acidHMDB
4-(3-Indolyl)butyrateHMDB
4-(3-Indolyl)butyric acidHMDB
4-(Indolyl)- butyrateHMDB
4-(Indolyl)- butyric acidHMDB
4-indol-3-Ylbutyric-acidHMDB
b-IndolebutyrateHMDB
b-Indolebutyric acidHMDB
beta-IndolebutyrateHMDB
beta-Indolebutyric acidHMDB
Indole 3-butyrateHMDB
Indole 3-butyric acidHMDB
Indole-3 butyrateHMDB
Indole-3 butyric acidHMDB
Indole-3-butrylateHMDB
Indole-3-butrylic acidHMDB
Indolyl-3-butyrateHMDB
Indolyl-3-butyric acidHMDB
3-Indolebutyric acidChEBI
4-(1H-Indol-3-yl)butyric acidHMDB
4-(3-Indolyl)butanoic acidHMDB
4-(Indol-3-yl)butanoateHMDB
[3-(3-Indolyl)propyl]carboxylic acidHMDB
beta-IBAHMDB
beta-Indolylbutyric acidHMDB
gamma-(Indol-3-yl)butyric acidHMDB
gamma-(Indole-3)-butyric acidHMDB
β-IBAHMDB
β-Indolebutyric acidHMDB
β-Indolylbutyric acidHMDB
γ-(Indol-3-yl)butyric acidHMDB
γ-(Indole-3)-butyric acidHMDB
Chemical FormulaC12H13NO2
Average Molecular Mass203.237 g/mol
Monoisotopic Mass203.095 g/mol
CAS Registry Number67763-14-8
IUPAC Name4-(1H-indol-3-yl)butanoic acid
Traditional Name3-indolebutyric acid
SMILESOC(=O)CCCC1=CNC2=C1C=CC=C2
InChI IdentifierInChI=1S/C12H13NO2/c14-12(15)7-3-4-9-8-13-11-6-2-1-5-10(9)11/h1-2,5-6,8,13H,3-4,7H2,(H,14,15)
InChI KeyJTEDVYBZBROSJT-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct Parent3-alkylindoles
Alternative Parents
Substituents
  • 3-alkylindole
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Carboxylic acid derivative
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Azacycle
  • Organic oxygen compound
  • Organic nitrogen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Organic oxide
  • Carbonyl group
  • Hydrocarbon derivative
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
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 Solubility0.36 g/LALOGPS
logP2.38ALOGPS
logP2.6ChemAxon
logS-2.8ALOGPS
pKa (Strongest Acidic)4.86ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area53.09 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity57.65 m³·mol⁻¹ChemAxon
Polarizability22.03 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-000x-0910000000-7c2b4d74ecedb117caf3Spectrum
GC-MSGC-MS Spectrum - GC-MS (2 TMS)splash10-0udi-0391000000-c62444bc1faa5f67d652Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-001i-0920000000-a53e6a97ea38d50751b7Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-000x-0910000000-7c2b4d74ecedb117caf3Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0udi-0391000000-c62444bc1faa5f67d652Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-005c-2900000000-6403d086e6b2ec4ac0d3Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-05j0-7920000000-fc57e474504223a4e838Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0f79-0970000000-7543d99fe8a1f2b0de25Spectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-00lu-0900000000-b46d8f64c372b7348dbdSpectrum
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-00lu-2900000000-ccb02800c683b0a921eeSpectrum
LC-MS/MSLC-MS/MS Spectrum - EI-B (HITACHI M-68) , Positivesplash10-001i-0920000000-a53e6a97ea38d50751b7Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negativesplash10-0udi-0090000000-d6f784c6fec287fbd7c4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negativesplash10-0udi-0590000000-22d2baa6bbf6262cb3cfSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negativesplash10-014i-1900000000-21352951c1447c77df39Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negativesplash10-014i-2900000000-184013bb3b879000bdf1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negativesplash10-014i-2900000000-cd1951f573aa0d883a8cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positivesplash10-0f79-1930000000-d04d53f6788d45ef881fSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positivesplash10-002u-2900000000-e52b6e60b86d650a9c2eSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positivesplash10-0032-8900000000-f17437c2c96f7f7f4ed2Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positivesplash10-017j-9500000000-8e79159a3b4ebf3488d8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positivesplash10-014i-5900000000-afb8479ad9268699e823Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0090000000-d6f784c6fec287fbd7c4Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-0udi-0590000000-22d2baa6bbf6262cb3cfSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-1900000000-21352951c1447c77df39Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-2900000000-184013bb3b879000bdf1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , negativesplash10-014i-2900000000-cd1951f573aa0d883a8cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udr-0960000000-cbabcf60da67d36a7a52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0pbl-2910000000-66aadf35b92473e5d20eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0006-5900000000-3eb3c75b1c9c299f55b5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0290000000-534678e83a3a049ca362Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0zfr-1890000000-baeca4f8b84a743b76a0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9700000000-72990cf325b9dadb784aSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
2D NMR[1H,13C] 2D NMR SpectrumNot AvailableSpectrum
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 IDDB02740
HMDB IDHMDB0002096
FooDB IDFDB001404
Phenol Explorer IDNot Available
KNApSAcK IDC00000116
BiGG IDNot Available
BioCyc IDCPD-10507
METLIN ID6485
PDB IDNot Available
Wikipedia LinkIndole-3-butyric_acid
Chemspider ID8298
ChEBI ID33070
PubChem Compound ID8617
Kegg Compound IDC11284
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=23201417
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23795714
3. Polaczkowa, W.; Porowska, N. 3-Indolebutyric acid. Przemysl Chemiczny (1950), 6 340-3.
4. Polaczkowa, W.; Porowska, N. 3-Indolebutyric acid. Przemysl Chemiczny (1950), 6 340-3.
5. Merle M, Gilbert A, Fredenucci JF, Petry D, Foliguet B, Mosnier M: Experimental and clinical study of the effect of naftidrofuryl on the recovery from peripheral nerve lesions. Microsurgery. 1994;15(3):179-86.
6. Hirsch JL, Bensoussan JJ, Mosnier M, Lehert P: [Evaluation of the efficacy and tolerance of naftidrofuryl in patients presenting with exertional angina. Multicenter double-blind versus placebo study]. Ann Cardiol Angeiol (Paris). 1999 Feb;48(2):137-45.
7. Meininger V, Chaineau E, Soudiere B: [Effect of naftidrofuryl (LS129) on axonal growth]. Rev Neurol (Paris). 1994;150(2):115-22.
8. Tonelli D, Gattavecchia E, Gandolfi M: Thin-layer chromatographic determination of indolic tryptophan metabolites in human urine using Sep-Pak C18 extraction. J Chromatogr. 1982 Sep 10;231(2):283-9.
9. Marklova E, Albahri Z, Nozickova M: HPLC profiling of Trp-related metabolites in humans. Adv Exp Med Biol. 2003;527:739-44.
10. Eguchi K, Kamimura S, Yonezawa M, Mitsui Y, Mizutani Y, Kudo T: [Tryptophan and its metabolite concentrations in human plasma during the perinatal period]. Nihon Sanka Fujinka Gakkai Zasshi. 1992 Jun;44(6):663-8.
11. Silverstein MN, Wakim KG, Bahn RC: The influence of tryptophan metabolites on tissue uptake of glucose. Metabolism. 1967 May;16(5):410-2.
12. Lombard GL, Dowell VR Jr: Comparison of three reagents for detecting indole production by anaerobic bacteria in microtest systems. J Clin Microbiol. 1983 Sep;18(3):609-13.