ChemFOnt: Showing chemical card for Synepherine (CFc000334973)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:27:14 UTC

Chemfont ID

CFc000334973

Molecule Identification

Common Name

Synepherine

Definition

P-synephrine, also known as 1-(4-hydroxyphenyl)-2-(methylamino)ethanol or oxedrine, is a member of the class of compounds known as 1-hydroxy-2-unsubstituted benzenoids. 1-hydroxy-2-unsubstituted benzenoids are phenols that a unsubstituted at the 2-position. P-synephrine is soluble (in water) and a very weakly acidic compound (based on its pKa). P-synephrine can be found primarily in blood and urine. Moreover, P-synephrine is found to be associated with hypertension.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+/-)-synephrine	ChEBI
1-(4-Hydroxyphenyl)-2-(methylamino)ethanol	ChEBI
1-(4-Hydroxyphenyl)-2-methylaminoethanol	ChEBI
4-Hydroxy-alpha-[(methylamino)methyl]benzenemethanol	ChEBI
beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol	ChEBI
Oxedrine	ChEBI
p-Hydroxy-alpha-[(methylamino)methyl]benzyl alcohol	ChEBI
Sympatol	ChEBI
-Synephrine	Kegg
4-Hydroxy-a-[(methylamino)methyl]benzenemethanol	Generator
4-Hydroxy-α-[(methylamino)methyl]benzenemethanol	Generator
b-Methylamino-a-(4-hydroxyphenyl)ethyl alcohol	Generator
Β-methylamino-α-(4-hydroxyphenyl)ethyl alcohol	Generator
p-Hydroxy-a-[(methylamino)methyl]benzyl alcohol	Generator
p-Hydroxy-α-[(methylamino)methyl]benzyl alcohol	Generator
(+)-P-Synephrine	HMDB
(+)-Synephrine	HMDB
(+)-[(methylamino)Methyl]-benzenemethano	HMDB
Analeptin	HMDB
Parasympatol	HMDB
Simpalon	HMDB
Simpatol	HMDB
Sympaethamin	HMDB, MeSH
Sympaethamine	HMDB
Synephrine	HMDB
Synephrin	MeSH, HMDB

Chemical Formula

C₉H₁₃NO₂

Average Molecular Weight

167.205

Monoisotopic Molecular Weight

167.094628665

IUPAC Name

4-[1-hydroxy-2-(methylamino)ethyl]phenol

Traditional Name

synephrine

CAS Registry Number

94-07-5

SMILES

CNCC(O)C1=CC=C(O)C=C1

InChI Identifier

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

InChI Key

YRCWQPVGYLYSOX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-hydroxy-2-unsubstituted benzenoids. These are phenols that are unsubstituted at the 2-position.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Phenols

Sub Class

1-hydroxy-2-unsubstituted benzenoids

Direct Parent

1-hydroxy-2-unsubstituted benzenoids

Alternative Parents

Substituents

1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Monocyclic benzene moiety
1,2-aminoalcohol
Secondary alcohol
Secondary amine
Secondary aliphatic amine
Organic oxygen compound
Aromatic alcohol
Alcohol
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:29081 )
ethanolamines (CHEBI:29081 )
phenethylamine alkaloid (CHEBI:29081 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0004826)

Food

Fruit

Citrus

Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	18.6 g/L	ALOGPS
logP	-0.62	ALOGPS
logP	-0.071	ChemAxon
logS	-0.95	ALOGPS
pKa (Strongest Acidic)	9.76	ChemAxon
pKa (Strongest Basic)	9.15	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	47.25 m³·mol⁻¹	ChemAxon
Polarizability	18.23 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