ChemFOnt: Showing chemical card for 3-Methoxytyramine (CFc000000003)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 18:33:56 UTC

Chemfont ID

CFc000000003

Molecule Identification

Common Name

3-Methoxytyramine

Definition

3-methoxytyramine, also known as 4-(2-amino-Ethyl)-2-methoxy-phenol or 3-O-Methyldopamine, is classified as a member of the Methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety. 3-methoxytyramine is considered to be slightly soluble (in water) and acidic. 3-methoxytyramine can be found primarily in human brain and most tissues tissues; and in blood, cerebrospinal fluid (csf) or urine. Within a cell, 3-methoxytyramine is primarily located in the cytoplasm

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
3-Methoxy-4-hydroxyphenylethyl amine	HMDB
3-O-Methyldopamine	HMDB
4-(2-Amino-ethyl)-2-methoxy-phenol	HMDB
4-(2-Aminoethyl)-2-methoxy-phenol	HMDB
4-(2-Aminoethyl)-2-methoxyphenol	HMDB
5-(2-Aminoethyl)guaiacol	HMDB
Methoxytyramine	HMDB
3-Methoxytyramine hydrochloride	HMDB

Chemical Formula

C₉H₁₃NO₂

Average Molecular Weight

167.205

Monoisotopic Molecular Weight

167.094628665

IUPAC Name

4-(2-aminoethyl)-2-methoxyphenol

Traditional Name

methoxytyramine

CAS Registry Number

554-52-9

SMILES

COC1=C(O)C=CC(CCN)=C1

InChI Identifier

InChI=1S/C9H13NO2/c1-12-9-6-7(4-5-10)2-3-8(9)11/h2-3,6,11H,4-5,10H2,1H3

InChI Key

DIVQKHQLANKJQO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methoxyphenols. Methoxyphenols are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Alternative Parents

Substituents

Methoxyphenol
Phenethylamine
Anisole
Phenoxy compound
Phenol ether
Methoxybenzene
2-arylethylamine
Aralkylamine
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Ether
Primary amine
Amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:1582 )
methoxybenzene (CHEBI:1582 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)
Cerebrospinal Fluid (CSF) (PMID: 7605589)
Cerebrospinal fluid (HMDB: HMDB0000022)

Organ

Brain (HMDB: HMDB0000022)

Excreta

Biofluid or Excreta

Urine (PMID: 19309105)

Cellular substructure

Cytoplasm (HMDB: HMDB0000022)
Extracellular (HMDB: HMDB0000022)

Tissue

All Tissues (HMDB: HMDB0000022)

Source

Endogenous

Endogenous (HMDB: HMDB0000022)

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

Tyrosine Metabolism (HMDB: HMDB0000022)
Tyrosine Metabolism (HMDB: HMDB0000022)

Disease pathway

Aromatic L-Aminoacid Decarboxylase Deficiency (HMDB: HMDB0000022)
Monoamine Oxidase-A Deficiency (MAO-A) (HMDB: HMDB0000022)
Tyrosinemia, Transient, of the Newborn (PathBank: SMP0120779)
Hawkinsinuria (PathBank: SMP0120711)
Tyrosinemia Type I (PathBank: SMP0120729)
Alkaptonuria (PathBank: SMP0120453)
Dopamine beta-Hydroxylase Deficiency (PathBank: SMP0120563)

Drug action pathway

Disulfiram Action Pathway (HMDB: HMDB0000022)
Disulfiram Action Pathway (PathBank: SMP0000429)

Role

Industrial application

Pharmaceutical industry

Biomarker

Parkinson's disease (MarkerDB: MDB00000011)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.36 g/L	ALOGPS
logP	-0.04	ALOGPS
logP	0.53	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	10.39	ChemAxon
pKa (Strongest Basic)	9.64	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	55.48 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	47.73 m³·mol⁻¹	ChemAxon
Polarizability	18.21 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0000022

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

742324

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Kametani, Tetsuji; Takano, Seiichi; Karibe, Etsuo. Syntheses of heterocyclic compounds. LXXXVII. Simplified synthesis of 3-methoxy-4-hydroxy- and 3-methoxy-4-tosyloxyphenethylamine. Yakugaku Zasshi (1963), 83(11), 1035-9.

Showing chemical card for 3-Methoxytyramine (CFc000000003)

MOL for CFc000000003 (3-Methoxytyramine)

3D MOL for CFc000000003 (3-Methoxytyramine)

3D SDF for CFc000000003 (3-Methoxytyramine)

3D-SDF for CFc000000003 (3-Methoxytyramine)

PDB for CFc000000003 (3-Methoxytyramine)

3D PDB for CFc000000003 (3-Methoxytyramine)

SMILES for CFc000000003 (3-Methoxytyramine)

INCHI for CFc000000003 (3-Methoxytyramine)

Structure for CFc000000003 (3-Methoxytyramine)

3D Structure for CFc000000003 (3-Methoxytyramine)