ChemFOnt: Showing chemical card for Formyl-5-hydroxykynurenamine (CFc000008133)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:54:47 UTC

Chemfont ID

CFc000008133

Molecule Identification

Common Name

Formyl-5-hydroxykynurenamine

Definition

Formyl-5-hydroxykynurenamine belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group and a phenyl group. Formyl-5-hydroxykynurenamine is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Formyl-5-hydroxykynurenamine can be biosynthesized from serotonin; which is mediated by the enzyme indoleamine 2,3-dioxygenase 1 [EC 1.13.11.52]. In humans, formyl-5-hydroxykynurenamine is involved in the tryptophan metabolism pathway.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-(N-Acetylaminoethyl)-6-hydroxy-5-methoxyindole	ChEBI
N-(2(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)acetamide	ChEBI
N-(2-(6-Hydroxy-5-methoxyindol-3-yl)ethyl)-acetamide	ChEBI
N-(2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl)-acetamide	HMDB
N-[2-(6-Hydroxy-5-methoxy-1H-indol-3-yl)ethyl]-acetamide	HMDB
N-[2-(6-Hydroxy-5-methoxyindol-3-yl)ethyl]-acetamide	HMDB

Chemical Formula

C₁₀H₁₂N₂O₃

Average Molecular Weight

208.2139

Monoisotopic Molecular Weight

208.08479226

IUPAC Name

N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide

Traditional Name

N-[2-(3-aminopropanoyl)-4-hydroxyphenyl]formamide

CAS Registry Number

958733-17-0

SMILES

NCCC(=O)C1=C(NC=O)C=CC(O)=C1

InChI Identifier

InChI=1S/C10H12N2O3/c11-4-3-10(15)8-5-7(14)1-2-9(8)12-6-13/h1-2,5-6,14H,3-4,11H2,(H,12,13)

InChI Key

CKAXPTWYSHDIBN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Anilide
Benzoyl
Aryl alkyl ketone
N-arylamide
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Beta-aminoketone
Benzenoid
Vinylogous amide
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid derivative
Organonitrogen compound
Primary aliphatic amine
Amine
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Hydrocarbon derivative
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

hydroxykynurenamine (CHEBI:28736 )

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0012948)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Tryptophan Metabolism (PathBank: SMP0063693)
Tryptophan Metabolism (HMDB: HMDB0012948)

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	2.48 g/L	ALOGPS
logP	-0.38	ALOGPS
logP	-0.41	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	8.85	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.87 m³·mol⁻¹	ChemAxon
Polarizability	20.94 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0012948

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029224

KNApSAcK ID

Not Available

Chemspider ID

389614

KEGG Compound ID

C05647

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440743

PDB ID

Not Available

ChEBI ID

28736

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Formyl-5-hydroxykynurenamine (CFc000008133)

MOL for CFc000008133 (Formyl-5-hydroxykynurenamine)

3D MOL for CFc000008133 (Formyl-5-hydroxykynurenamine)

3D SDF for CFc000008133 (Formyl-5-hydroxykynurenamine)

3D-SDF for CFc000008133 (Formyl-5-hydroxykynurenamine)

PDB for CFc000008133 (Formyl-5-hydroxykynurenamine)

3D PDB for CFc000008133 (Formyl-5-hydroxykynurenamine)

SMILES for CFc000008133 (Formyl-5-hydroxykynurenamine)

INCHI for CFc000008133 (Formyl-5-hydroxykynurenamine)

Structure for CFc000008133 (Formyl-5-hydroxykynurenamine)

3D Structure for CFc000008133 (Formyl-5-hydroxykynurenamine)