ChemFOnt: Showing chemical card for D-synephrine (CFc000043223)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:11 UTC

Chemfont ID

CFc000043223

Molecule Identification

Common Name

D-synephrine

Definition

D-synephrine, also known as (-)-Oxedrine or (-)-Sympatol, is classified as a member of the 1-hydroxy-2-unsubstituted benzenoids. 1-hydroxy-2-unsubstituted benzenoids are phenols that a unsubstituted at the 2-position. D-synephrine is considered to be soluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(-)-4-Hydroxy-alpha-[(methylamino)methyl]benzenemethanol	ChEBI
(-)-Oxedrine	ChEBI
(-)-p-Hydroxy-alpha-[(methylamino)methyl]benzyl alcohol	ChEBI
(-)-Synephrine	ChEBI
(-)-Sympatol	ChEBI
D(-)-Synephrine	ChEBI
(R)-Synephrine	Kegg
(-)-4-Hydroxy-a-[(methylamino)methyl]benzenemethanol	Generator
(-)-4-Hydroxy-α-[(methylamino)methyl]benzenemethanol	Generator
(-)-p-Hydroxy-a-[(methylamino)methyl]benzyl alcohol	Generator
(-)-p-Hydroxy-α-[(methylamino)methyl]benzyl alcohol	Generator

Chemical Formula

C₉H₁₃NO₂

Average Molecular Weight

167.208

Monoisotopic Molecular Weight

167.094628663

IUPAC Name

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

Traditional Name

( )-synephrine

CAS Registry Number

614-35-7

SMILES

CNC[C@H](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/t9-/m0/s1

InChI Key

YRCWQPVGYLYSOX-VIFPVBQESA-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

synephrine (CHEBI:119 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062811)

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	18.25 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

HMDB0062811

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01869

BioCyc ID

1-4-HYDROXYPHENYL-2-METHYLAMINOETHAN

BiGG ID

Not Available

Wikipedia Link

Synephrine

METLIN ID

Not Available

PubChem Compound

854067

PDB ID

Not Available

ChEBI ID

119

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for D-synephrine (CFc000043223)

MOL for CFc000043223 (D-synephrine)

3D MOL for CFc000043223 (D-synephrine)

3D SDF for CFc000043223 (D-synephrine)

3D-SDF for CFc000043223 (D-synephrine)

PDB for CFc000043223 (D-synephrine)

3D PDB for CFc000043223 (D-synephrine)

SMILES for CFc000043223 (D-synephrine)

INCHI for CFc000043223 (D-synephrine)

Structure for CFc000043223 (D-synephrine)

3D Structure for CFc000043223 (D-synephrine)