Compound

(R)-synephrine

An organic cation that is the conjugate acid of D-synephrine, arising from protonation of the secondary amino group; major species at pH 7.3.

Definition from ChEBI (CHEBI:63694), read 2026-09-23. CC BY 4.0.

CHEBI:63694ChEBI

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Structure

2D depiction · 3D model shown

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A generated conformer of (R)-synephrine — one low-energy arrangement PubChem computed, not a measured structure. Hydrogens are not drawn; the formula counts them.

Class: Organic compound, cation
Formula: C9H14NO2
Mass: 168.216 g/mol
Charge: +1
InChIKey: YRCWQPVGYLYSOX-VIFPVBQESA-O
SMILES: C[NH2+]C[C@H](O)c1ccc(O)cc1
Look it up: ChEBI PubChem By InChIKey

Identity from ChEBI, geometry from PubChem. Not evidence.

What it touches on the way

Mechanistic reach

1 entity

1 entities reached.

0 reported hops1 assembled from the scaffold

PNMTProteinUNIPROT:P11086substrate ofInferred only12 paths12 endpoints

What the reference databases state

Statements

1 statement

1 statement · 1 reference database · Subject: (R)-synephrine · Sources: Rhea

Order

(R)-synephrine is a substrate of PNMTProteinRhea RHEA:70519Inferred only

Reactions

2 reactions

(R)-synephrineCHEBI:15621+methylamine
Reaction pageDirection not assertedBalance undeterminable
Rhea RHEA:32203CC BY 4.0Reference data
(R)-octopamine+S-adenosyl-L-methionine(R)-synephrine+S-adenosyl-L-homocysteine+hydron
Catalysed by PNMT
Reaction pageLeft to rightBalance undeterminable
Rhea RHEA:70519CC BY 4.0Reference data

Other names

6 names

Resolves to: (R)-synephrine

Also called: (R)-synephrine(1+)D-(-)-synephrineD-(-)-synephrine(1+)D-(−)-synephrineD-(−)-synephrine(1+)
Systematic name: (2R)-2-hydroxy-2-(4-hydroxyphenyl)-N-methylethanaminium