Bovine Metabolome Database: Showing metabocard for 3-Indoleacetonitrile (BMDB0006524)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 23:22:58 UTC

Update Date

2020-04-22 15:17:44 UTC

BMDB ID

BMDB0006524

Secondary Accession Numbers

BMDB06524

Metabolite Identification

Common Name

3-Indoleacetonitrile

Description

3-Indoleacetonitrile, also known as 3-(cyanomethyl)indole, 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. 3-Indoleacetonitrile exists in all living organisms, ranging from bacteria to humans. Based on a literature review a significant number of articles have been published on 3-Indoleacetonitrile.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(indol-3-yl)Acetonitrile	ChEBI
(Indole-3-yl)acetonitrile	ChEBI
3-(Cyanomethyl)indole	ChEBI
3-Indolylacetonitrile	ChEBI
indol-3-Ylacetonitrile	ChEBI
Indole-3-acetonitrile	Kegg
(3-Indolyl)acetonitrile	HMDB
1H-indol-3-Ylacetonitrile	HMDB
1H-Indole-3-acetonitrile	HMDB
3-Cyanomethyl-1H-indole	HMDB
3-Indolacetonitrile	HMDB
3-Indolyl-acetonitrile	HMDB
b-Indoleacetonitrile	HMDB
beta-Indoleacetonitrile	HMDB
IAN	HMDB
Indoleacetonitrile	HMDB
Indolyl-3-acetonitrile	HMDB
Indolylacetonitril	HMDB
Indolylacetonitrile	HMDB
Usaf CB-29	HMDB
3-Indoleacetonitrile	ChEBI
(1H-Indol-3-yl)acetonitrile	HMDB

Chemical Formula

C₁₀H₈N₂

Average Molecular Weight

156.1839

Monoisotopic Molecular Weight

156.068748266

IUPAC Name

2-(1H-indol-3-yl)acetonitrile

Traditional Name

indole-3-acetonitrile

CAS Registry Number

771-51-7

SMILES

N#CCC1=CNC2=C1C=CC=C2

InChI Identifier

InChI=1S/C10H8N2/c11-6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5H2

InChI Key

DMCPFOBLJMLSNX-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Nitrile
Carbonitrile
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indoles (CHEBI:17566 )
nitrile (CHEBI:17566 )
a small molecule (INDOLEYL-CPD )

Ontology

Status

Expected but not Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Mitochondria

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	35 - 37 °C	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	2.73	ALOGPS
logP	1.77	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	14.25	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	39.58 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.43 m³·mol⁻¹	ChemAxon
Polarizability	16.74 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
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-004i-2950000000-640d53401ab5b06bad68	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004i-1930000000-26ddd3b2caf5e0b3a5b6	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-00fr-9740000000-96b8f06c6fb07ce93a3c	View in MoNA
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-004i-2950000000-640d53401ab5b06bad68	View in MoNA
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-004i-0930000000-32debced08db3d4bf8cb	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a6r-0900000000-8282b286970c64cd1738	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	View in JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-0900000000-458b38914f7ddf5b481a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0a4i-4900000000-69f7e3dfc4f01efba464	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-056r-9300000000-7e44794a04e8de3d1daf	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-d454501befd7405d3a7c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004i-9000000000-e95beea8400e01e0632a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-001i-0900000000-42b4258b99c8588269de	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-001i-0900000000-dba18a56ff6cbe01fe5c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-00lr-0900000000-cc0c89a2abe2633a9003	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0a4i-0900000000-1d1a4eca72f57a9b927c	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-02ai-5900000000-bac26e180028ec3a808f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-016r-7900000000-8ee8a1b5f235ed461d7a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-014i-4900000000-3e3f0478af07473aa142	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-9000000000-1af02646eabe1e90e482	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-686ec8d86a82008f6a87	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-0f41c00c3703e04901e8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000x-1900000000-144022b6dfec80ddd4a3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-686ec8d86a82008f6a87	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-0f41c00c3703e04901e8	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000x-1900000000-144022b6dfec80ddd4a3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-9b52919ba61c73ce0ade	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-f8b24a877c386d550c92	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-1900000000-fc82dffe3b09577e06ee	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-9b52919ba61c73ce0ade	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-f8b24a877c386d550c92	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-1900000000-fc82dffe3b09577e06ee	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-0a4i-2900000000-be863c7acf7363ffeedc	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer