Bovine Metabolome Database: Showing metabocard for Indole (BMDB0000738)

Identification Taxonomy Physical properties Pathways Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-09-30 22:35:47 UTC

Update Date

2020-06-04 20:20:11 UTC

BMDB ID

BMDB0000738

Secondary Accession Numbers

BMDB00738

Metabolite Identification

Common Name

Indole

Description

Indole, also known as 2,3-benzopyrrole or indol, 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. Indole exists in all living species, ranging from bacteria to plants to humans. Based on a literature review a significant number of articles have been published on Indole.

Structure

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

Synonyms

Value	Source
2,3-Benzopyrrole	ChEBI
indol	ChEBI
1-Azaindene	HMDB
1-Benzazole	HMDB
Benzo[b]pyrrole	HMDB
Ketole	HMDB
Indole	HMDB

Chemical Formula

C₈H₇N

Average Molecular Weight

117.1479

Monoisotopic Molecular Weight

117.057849229

IUPAC Name

1H-indole

Traditional Name

indole

CAS Registry Number

120-72-9

SMILES

N1C=CC2=C1C=CC=C2

InChI Identifier

InChI=1S/C8H7N/c1-2-4-8-7(3-1)5-6-9-8/h1-6,9H

InChI Key

SIKJAQJRHWYJAI-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
Benzenoid
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

indole (CHEBI:16881 )
polycyclic heteroarene (CHEBI:16881 )
an indole (INDOLE )

Ontology

Status

Detected and Quantified

Origin

Endogenous

Exogenous

Biofunction

Not Available

Application

Not Available

Cellular locations

Cell membrane
Membrane

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	52.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	3.56 mg/mL	Not Available
LogP	2.14	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
logP	2.29	ALOGPS
logP	2.07	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	16.44	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.79 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	37.14 m³·mol⁻¹	ChemAxon
Polarizability	12.82 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 - EI-B (Non-derivatized)	splash10-014i-6900000000-09af4d0af4e5f7259a59	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-9800000000-4160749bd673d5e00048	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-9800000000-33bf321019a6a8e3401a	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-6900000000-09af4d0af4e5f7259a59	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-9800000000-4160749bd673d5e00048	View in MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-014i-9800000000-33bf321019a6a8e3401a	View in MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-7900000000-2a9e4ccc61fee73a480e	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 - Quattro_QQQ 10V, Positive (Annotated)	splash10-014i-0900000000-622dfed80152ea08d52a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-0006-9100000000-2531cceca05522a5489e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-014l-9000000000-5e07c15293929ff4440f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (MX-1303) , Positive	splash10-014i-6900000000-09af4d0af4e5f7259a59	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (Unknown) , Positive	splash10-014i-9800000000-4160749bd673d5e00048	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - EI-B (HITACHI M-68) , Positive	splash10-014i-9800000000-33bf321019a6a8e3401a	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Positive	splash10-014i-0900000000-e6b11e225744a0d85f71	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-014i-0900000000-e6b11e225744a0d85f71	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-014i-0900000000-7b49c1c370d7355c5e6f	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9000000000-050ef45f3ec404d7eb65	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9000000000-79ff95be504a5efad264	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9000000000-31ff8b484e0dc207fcc9	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-0006-9000000000-864a48552fea562fc370	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-014i-0900000000-bd82bfab4567619b5c41	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-014i-0900000000-6bff353534e6f5f9105b	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-014i-0900000000-c4e339d4a1d3fda0a949	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-014i-2900000000-100cd0cc67ac9eda3f4e	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-014l-5900000000-79447b563349d08aacc0	View in MoNA
LC-MS/MS	LC-MS/MS Spectrum - ESI-ITFT , positive	splash10-00kf-9800000000-a1ce5da5416e6d003ff9	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0900000000-aba5022e03d31dcbcc86	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-0900000000-78c0f569df5b7f51c52c	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-6900000000-bacb6e9a65a688229f96	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-e93b2f48040666dd7fe0	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-07d8a93ec0ace38ef3b3	View in MoNA
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-6900000000-8abfc9b162cc93f153ac	View in MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-014i-9700000000-3b1ec48b5bce79adb282	View in MoNA
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹H NMR Spectrum (1D, CDCl₃, experimental)	Not Available	View in JSpectraViewer
1D NMR	¹³C NMR Spectrum (1D, CDCl₃, experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)	Not Available	View in JSpectraViewer
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Not Available	View in JSpectraViewer

Biological Properties

Cellular Locations

Cell membrane
Membrane

Biospecimen Locations

Epidermis
Fibroblasts
Intestine
Neuron
Ruminal Fluid

Pathways

Not Available

Name	SMPDB/Pathwhiz	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Epidermis	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Fibroblasts	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Intestine	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Neuron	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	Not Applicable	details
Ruminal Fluid	Detected and Quantified	200 +/- 100 uM	Not Specified	Both	Normal	PMID: 3972744	details