ContaminantDB: 5-Hydroxyindoleacetaldehyde

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 18:38:32 UTC

Update Date

2016-11-09 01:17:31 UTC

Accession Number

CHEM022525

Identification

Common Name

5-Hydroxyindoleacetaldehyde

Class

Small Molecule

Description

5-5-5-hydroxyindoleacetaldehyde, also known as 5-5-hydroxyindoleacetaldehyde, belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group. 5-5-5-hydroxyindoleacetaldehyde is possibly soluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). 5-5-5-hydroxyindoleacetaldehyde participates in a number of enzymatic reactions, within cattle. In particular, 5-5-5-hydroxyindoleacetaldehyde can be biosynthesized from serotonin through the action of the enzyme kynurenine 3-monooxygenase. In addition, 5-5-5-hydroxyindoleacetaldehyde can be converted into 5-hydroxyindoleacetic acid; which is catalyzed by the enzyme aldehyde dehydrogenase, mitochondrial. In cattle, 5-5-hydroxyindoleacetaldehyde is involved in the metabolic pathway called the tryptophan metabolism pathway.

Contaminant Sources

FooDB Chemicals
HMDB Contaminants - Urine

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5-Hial	ChEBI
5-Hydroxyindole-3-acetaldehyde	ChEBI
(5-Hydroxy-1H-indol-3-yl)acetaldehyde	HMDB
(5-Hydroxyindol-3-yl)acetaldehyde	HMDB
5-Hydroxy-1H-indole-3-acetaldehyde	HMDB
Hydroxyindoleacetaldehyde	HMDB
5-Hydroxytryptaldehyde	HMDB

Chemical Formula

C₁₀H₉NO₂

Average Molecular Mass

175.184 g/mol

Monoisotopic Mass

175.063 g/mol

CAS Registry Number

1892-21-3

IUPAC Name

2-(5-hydroxy-1H-indol-3-yl)acetaldehyde

Traditional Name

hydroxyindoleacetaldehyde

SMILES

OC1=CC2=C(NC=C2CC=O)C=C1

InChI Identifier

InChI=1S/C10H9NO2/c12-4-3-7-6-11-10-2-1-8(13)5-9(7)10/h1-2,4-6,11,13H,3H2

InChI Key

OBFAPCIUSYHFIE-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Hydroxyindoles

Direct Parent

Hydroxyindoles

Alternative Parents

Substituents

Hydroxyindole
3-alkylindole
Indole
1-hydroxy-2-unsubstituted benzenoid
Substituted pyrrole
Benzenoid
Alpha-hydrogen aldehyde
Pyrrole
Heteroaromatic compound
Azacycle
Aldehyde
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

hydroxyindoles (CHEBI:50157 )
indoleacetaldehyde (CHEBI:50157 )
a small molecule (5-HYDROXYINDOLE_ACETALDEHYDE )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.32 g/L	ALOGPS
logP	1.93	ALOGPS
logP	1.25	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	9.55	ChemAxon
pKa (Strongest Basic)	-5.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	53.09 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	49.51 m³·mol⁻¹	ChemAxon
Polarizability	17.85 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-0900000000-82ea66debc45b5a54912	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00xr-4590000000-148aa38d23d73f5990a5	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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-34afefea4e019e029852	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-057j-0900000000-c324c5351368276b781e	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05ng-2900000000-b5cae8ea903e8b80ef0c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-f492ed9bb605e0b7b03b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00di-0900000000-9fb25b933c4987b62dee	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-001i-2900000000-0c78360f8596defdda87	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002b-0900000000-8c82c2093e14f3857e5c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002b-0900000000-6c3085f4067426eeb1f3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0159-1900000000-fc0d25838e197398d090	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-0900000000-ce155c63a4e18d180895	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0089-0900000000-3967b0a653903263d918	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-0900000000-b3f6f7944533b77bfd8b	Spectrum