ChemFOnt: Showing chemical card for Epinine (CFc000013198)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:01:30 UTC

Chemfont ID

CFc000013198

Molecule Identification

Common Name

Epinine

Definition

Epinine, also known as deoxyepinephrine or deoxyadrenaline, is a member of the class of compounds known as catecholamines and derivatives. These compounds contain 4-(2-aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution. Epinine exists as a solid, and is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Epinine is an alkaloid from Vicia faba and can be found in pulses. Epinine is a dopamine and epinephrine derivative.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Deoxyepinephrine	Kegg
4-(b-Methylaminoethyl)catechol	HMDB
4-(Β-methylaminoethyl)catechol	HMDB
Deoxyadrenaline	HMDB
Methyldopamine	HMDB
4-(2-(Methylamino)ethyl)-1,2-benzenediol	HMDB
4-(2-Methylaminoethyl)pyrocatechol	HMDB
4-[2-(Methylamino)ethyl]-1,2-benzenediol	HMDB
4-[2-(Methylamino)ethyl]-1,2-benzenediol, 9ci	HMDB
4-[2-(Methylamino)ethyl]pyrocatechol, 8ci	HMDB
N-Methyl-2-(3,4-dihydroxyphenyl)ethylamine	HMDB
N-Methyldopamine	HMDB
N-Methyldopamine hydrochloride	HMDB
1-(3,4-Dihydroxyphenyl)-2-methylaminoethane	HMDB
3,4-Dihydroxy-N-methylphenethylamine	HMDB
4-(2-Methylamino-ethyl)-benzene-1,2-diol	HMDB
Epinin	HMDB
Epyamine	HMDB
N-Methyl-3,4-dihydroxyphenethylamine	HMDB
4-(beta-Methylaminoethyl)catechol	HMDB
Epinine	HMDB

Chemical Formula

C₉H₁₃NO₂

Average Molecular Weight

167.205

Monoisotopic Molecular Weight

167.094628665

IUPAC Name

4-[2-(methylamino)ethyl]benzene-1,2-diol

Traditional Name

methyldopamine

CAS Registry Number

501-15-5

SMILES

CNCCC1=CC(O)=C(O)C=C1

InChI Identifier

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

InChI Key

NGKZFDYBISXGGS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as catecholamines and derivatives. Catecholamines and derivatives are compounds containing 4-(2-Aminoethyl)pyrocatechol [4-(2-aminoethyl)benzene-1,2-diol] or a derivative thereof formed by substitution.

Kingdom

Super Class

Class

Sub Class

Direct Parent

Catecholamines and derivatives

Alternative Parents

Substituents

Catecholamine
Phenethylamine
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
Secondary aliphatic amine
Secondary amine
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

catecholamine (CHEBI:10554 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032020)
Cytoplasm (HMDB: HMDB0032020)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032020)

Source

Exogenous

Exogenous (HMDB: HMDB0032020)

Food

Food (HMDB: HMDB0032020)

Pulse

Pulses (FooDB: FOOD00867)

Endogenous

Endogenous (HMDB: HMDB0032020)

Plant

Fabaceae (HMDB: HMDB0032020)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0032020)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	6.28 g/L	ALOGPS
logP	0.03	ALOGPS
logP	0.32	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	9.27	ChemAxon
pKa (Strongest Basic)	10.29	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	52.49 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	48.02 m³·mol⁻¹	ChemAxon
Polarizability	18.29 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