Livestock Metabolome Database: Showing metabocard for 1H-Indole-3-carboxaldehyde (LMDB00661)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:54:53 UTC

Update Date

2016-07-20 21:02:28 UTC

Lmdb

LMDB00661

Secondary Accession Numbers

None

Metabolite Identification

Common Name

1H-Indole-3-carboxaldehyde

Description

Indole-3-carboxaldehyde, also known as 3-formylindole or 3-indolealdehyde, 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. In humans, indole-3-carboxaldehyde is involved in the metabolic disorder called the gout or kelley-seegmiller syndrome pathway. Indole-3-carboxaldehyde has been detected, but not quantified in, several different foods, such as oriental wheats (Triticum turanicum), bean, chinese mustards (Brassica juncea), wheats (Triticum), and guaranas (Paullinia cupana). This could make indole-3-carboxaldehyde a potential biomarker for the consumption of these foods. Indole-3-carboxaldehyde 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 significant number of articles have been published on Indole-3-carboxaldehyde.

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Value	Source
1H-Indole-3-carboxaldehyde	ChEBI
3-Formylindole	ChEBI
3-Indolealdehyde	ChEBI
3-Indolecarbaldehyde	ChEBI
3-Indolecarboxaldehyde	ChEBI
beta-Indolylaldehyde	ChEBI
I3cho	ChEBI
Indole-3-aldehyde	ChEBI
Indole-3-carbaldehyde	Kegg
b-Indolylaldehyde	Generator
Β-indolylaldehyde	Generator
3-Indolemethanal	MeSH
1H-Indole-3-carbaldehyde	HMDB
1H-Indole-3-carboxaldehde	HMDB
indol-3-Carbaldehyd	HMDB
indol-3-Carbaldehyde	HMDB
indol-3-Carboxaldehyde	HMDB
INDOLE-3-carboxyaldehyde	HMDB
Indole-3-carboxaldehyde	ChEBI
1H-Indol-3-yl carboxaldehyde	HMDB
1H-Indole-3-aldehyde	HMDB
1H-Indole-3-methanal	HMDB
3-Formyl-1H-indole	HMDB
3-Indolylformaldehyde	HMDB
I3A	HMDB
Indole-3-carboxylaldehyde	HMDB
Indole-3-formaldehyde	HMDB

Chemical Formula

C₉H₇NO

Average Molecular Weight

145.158

Monoisotopic Molecular Weight

145.052763851

IUPAC Name

1H-indole-3-carbaldehyde

Traditional Name

indole-3-carboxaldehyde

CAS Registry Number

487-89-8

SMILES

O=CC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C9H7NO/c11-6-7-5-10-9-4-2-1-3-8(7)9/h1-6,10H

InChI Key

OLNJUISKUQQNIM-UHFFFAOYSA-N

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:28238 )
heteroarenecarbaldehyde (CHEBI:28238 )
an indole-phytolexin (INDOLE-3-CARBOXALDEHYDE )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.92	ALOGPS
logP	1.78	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	13.54	ChemAxon
pKa (Strongest Basic)	-7.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	32.86 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	43.73 m³·mol⁻¹	ChemAxon
Polarizability	15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kp-7900000000-cfb69fae32949705791f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-2900000000-90cfb2317bcbb908e2e8	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-2900000000-90cfb2317bcbb908e2e8	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-2900000000-c43b940db5ef735c79d6	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kk-2950000000-8901bc9a710fac996fbc	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kb-2960000000-0b154d6ce8924292e9ed	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9430000000-252f37d7921252e01ac0	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9430000000-868873ec5dc494bef752	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-00kp-7900000000-cfb69fae32949705791f	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-2900000000-90cfb2317bcbb908e2e8	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-2900000000-90cfb2317bcbb908e2e8	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0007-2900000000-c43b940db5ef735c79d6	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kk-2950000000-8901bc9a710fac996fbc	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00kb-2960000000-0b154d6ce8924292e9ed	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9430000000-252f37d7921252e01ac0	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00di-9430000000-868873ec5dc494bef752	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014j-0900000000-2f4c23a8137235ce4e95	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0006-0900000000-39d11dbd7bebe565fa94	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014l-0900000000-c9a64e9031a8d467a02b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-0006-0900000000-b7ccb1c640ee7aaf06b4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , negative	splash10-014l-0900000000-d434c2e937c83d1ffd7c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00kb-0900000000-597c804d77e9a7930c9e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-2900000000-878ab4a0cfc6d8f0e9d0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00kf-9400000000-74dbc81ab5e686655977	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00kf-9100000000-22b52274e9bec85c9488	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-3900000000-b8cbcf3139ea5a313666	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-2900000000-94ec8ba0db56440ffc3f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-00kf-9400000000-baa602f27188a3041af4	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-00kf-9100000000-345cf6df9ff740e5d926	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-014i-2900000000-878ab4a0cfc6d8f0e9d0	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-00kb-0900000000-597c804d77e9a7930c9e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0002-0900000000-3d2deb9c036b136fd16a	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-014i-1900000000-16d2415d939c5aaff449	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-014l-0900000000-d434c2e937c83d1ffd7c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-014l-0900000000-c9a64e9031a8d467a02b	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-00kf-0900000000-ba3a2cf1a036ce47cf69	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0900000000-68769392454e8a8bc1da	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-0900000000-0be256e552c87fb9650a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-2900000000-ae05266446e712d329cb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-89f321c95d799e3073a8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0900000000-f63834b99989e7eab9cf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00kf-2900000000-7f76bc218a02b8adc1d0	Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0007-2900000000-fcb37c6394c016a4e2d0	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum

Biological Properties

Cellular Locations

Not Available

Biofluid Locations and Tissue Locations

Colostrum
Meat

Concentrations

Biofluid	Status	Value	Condition	Species	Reference	Details
Colostrum	Detected but not Quantified	Not Applicable	Not Available	Bovine	22417363	details
Meat	Detected but not Quantified	Not Applicable	Not Available	Bovine	22417363	details