ChemFOnt: Showing chemical card for (2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid (CFc000122563)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 21:47:49 UTC

Chemfont ID

CFc000122563

Molecule Identification

Common Name

(2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid

Definition

(2s)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid is a predicted metabolite generated by BioTransformer¹ that is produced by the metabolism of (2s)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid. It is generated by Catechol O-methyltransferase (P21964) enzyme via a catechol-O-methylation-pattern2 reaction. This catechol-O-methylation-pattern2 occurs in humans.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(2S)-2-Amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid	ChEBI
3-O-Methyl methyldopa	ChEBI
3-O-Methylmethyldopa	ChEBI
alpha,3-O-Dimethyl-L-dopa	ChEBI
(2S)-2-Amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoate	Generator
a,3-O-Dimethyl-L-dopa	Generator
Α,3-O-dimethyl-L-dopa	Generator
3-O-Methyl-methyldopa	MeSH

Chemical Formula

C₁₁H₁₅NO₄

Average Molecular Weight

225.244

Monoisotopic Molecular Weight

225.100107967

IUPAC Name

(2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid

Traditional Name

(2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid

CAS Registry Number

None

SMILES

COC1=C(O)C=CC(C[C@](C)(N)C(O)=O)=C1

InChI Identifier

InChI=1S/C11H15NO4/c1-11(12,10(14)15)6-7-3-4-8(13)9(5-7)16-2/h3-5,13H,6,12H2,1-2H3,(H,14,15)/t11-/m0/s1

InChI Key

BQHWFYPBSKGBMV-NSHDSACASA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Phenylpropanoic acids

Sub Class

Not Available

Direct Parent

Phenylpropanoic acids

Alternative Parents

Substituents

3-phenylpropanoic-acid
Alpha-amino acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Methoxyphenol
D-alpha-amino acid
Phenylpropane
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Monocyclic benzene moiety
Benzenoid
Amino acid or derivatives
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Carboxylic acid
Ether
Primary amine
Hydrocarbon derivative
Primary aliphatic amine
Carbonyl group
Organic nitrogen compound
Organonitrogen compound
Organic oxide
Organooxygen compound
Amine
Organopnictogen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Endogenous (HMDB: HMDB0142154)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.31 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-1.2	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	1.82	ChemAxon
pKa (Strongest Basic)	9.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	58.27 m³·mol⁻¹	ChemAxon
Polarizability	22.65 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

HMDB0142154

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB093345

KNApSAcK ID

Not Available

Chemspider ID

85133

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94331

PDB ID

Not Available

ChEBI ID

141143

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for (2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid (CFc000122563)

MOL for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

3D MOL for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

3D SDF for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

3D-SDF for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

PDB for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

3D PDB for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

SMILES for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

INCHI for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

Structure for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)

3D Structure for CFc000122563 ((2S)-2-amino-3-(4-hydroxy-3-methoxyphenyl)-2-methylpropanoic acid)