Record Information
Version1.0
Creation date2010-04-08 22:04:46 UTC
Update date2015-07-20 21:36:09 UTC
Primary IDFDB000934
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name1H-Indole-3-carboxaldehyde
DescriptionFound in barley and tomato seedlings and cotton
CAS Number487-89-8
Structure
Thumb
Synonyms
SynonymSource
1H-Indole-3-carboxaldehydeChEBI
3-FormylindoleChEBI
3-IndolealdehydeChEBI
3-IndolecarbaldehydeChEBI
3-IndolecarboxaldehydeChEBI
beta-IndolylaldehydeChEBI
I3choChEBI
Indole-3-aldehydeChEBI
Indole-3-carboxaldehydeChEBI
b-IndolylaldehydeGenerator
Β-indolylaldehydeGenerator
1H-Indole-3-carbaldehydeHMDB
1H-Indole-3-carboxaldehdeHMDB
3-IndolemethanalHMDB
indol-3-CarbaldehydHMDB
indol-3-CarbaldehydeHMDB
indol-3-CarboxaldehydeHMDB
INDOLE-3-carboxyaldehydeHMDB
Indole-3-carbaldehydeKEGG
β-indolylaldehydebiospider
3-indolemethanalbiospider
B-indolylaldehydebiospider
Beta-indolylaldehydebiospider
Indol-3-carbaldehydbiospider
Indol-3-carbaldehydebiospider
Indol-3-carboxaldehydebiospider
INDOLE-3-CARBOXYALDEHYDEbiospider
Predicted Properties
PropertyValueSource
Water Solubility2.46 g/LALOGPS
logP1.92ALOGPS
logP1.78ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)13.54ChemAxon
pKa (Strongest Basic)-7.3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area32.86 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity43.73 m³·mol⁻¹ChemAxon
Polarizability15 ųChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC9H7NO
IUPAC name1H-indole-3-carbaldehyde
InChI IdentifierInChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H
InChI KeyOLNJUISKUQQNIM-UHFFFAOYSA-N
Isomeric SMILESO=CC1=CNC2=C1C=CC=C2
Average Molecular Weight145.158
Monoisotopic Molecular Weight145.052763851
Classification
Description belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct ParentIndoles
Alternative Parents
Substituents
  • Indole
  • Aryl-aldehyde
  • Substituted pyrrole
  • Benzenoid
  • Pyrrole
  • Heteroaromatic compound
  • Vinylogous amide
  • Azacycle
  • Aldehyde
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.47%; H 4.86%; N 9.65%; O 11.02%DFC
Melting PointMp 197-199°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logP1.68HANSCH,C ET AL. (1995)
Experimental pKapKa2 12.36 (25°,NH)DFC
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)splash10-00kp-7900000000-cfb69fae32949705791fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-2900000000-90cfb2317bcbb908e2e8View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-2900000000-90cfb2317bcbb908e2e8View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-2900000000-c43b940db5ef735c79d6View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kk-2950000000-8901bc9a710fac996fbcView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kb-2960000000-0b154d6ce8924292e9edView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9430000000-252f37d7921252e01ac0View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9430000000-868873ec5dc494bef752View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-00kp-7900000000-cfb69fae32949705791fView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-2900000000-90cfb2317bcbb908e2e8View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-2900000000-90cfb2317bcbb908e2e8View in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0007-2900000000-c43b940db5ef735c79d6View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kk-2950000000-8901bc9a710fac996fbcView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00kb-2960000000-0b154d6ce8924292e9edView in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9430000000-252f37d7921252e01ac0View in MoNA
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-00di-9430000000-868873ec5dc494bef752View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014j-0900000000-2f4c23a8137235ce4e95View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0006-0900000000-39d11dbd7bebe565fa94View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-014l-0900000000-c9a64e9031a8d467a02bView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-0006-0900000000-b7ccb1c640ee7aaf06b4View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , negativesplash10-014l-0900000000-d434c2e937c83d1ffd7cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00kb-0900000000-597c804d77e9a7930c9eView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-2900000000-878ab4a0cfc6d8f0e9d0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00kf-9400000000-74dbc81ab5e686655977View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-00kf-9100000000-22b52274e9bec85c9488View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-3900000000-b8cbcf3139ea5a313666View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-014i-2900000000-94ec8ba0db56440ffc3fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-0900000000-68769392454e8a8bc1daView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0002-0900000000-0be256e552c87fb9650aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-2900000000-ae05266446e712d329cbView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-89f321c95d799e3073a8View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-f63834b99989e7eab9cfView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-00kf-2900000000-7f76bc218a02b8adc1d0View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0007-2900000000-fcb37c6394c016a4e2d0View in MoNA
1D NMR1H NMR SpectrumNot AvailableView in JSpectraViewer
1D NMR13C NMR SpectrumNot AvailableView in JSpectraViewer
ChemSpider ID9838
ChEMBL IDCHEMBL147741
KEGG Compound IDC08493
Pubchem Compound ID10256
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB29737
CRC / DFC (Dictionary of Food Compounds) IDBNC50-U:BNC50-U
EAFUS IDNot Available
Dr. Duke IDINDOLE-3-CARBOXYALDEHYDE|INDOLE-3-CARBOXALDEHYDE
BIGG IDNot Available
KNApSAcK IDC00000112
HET IDI3A
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.
— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).