Molecular Identity
Epinephrine
4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
PubChem CID: 5816
(R)-adrenaline is the R-enantiomer of adrenaline. It is a hormone secreted by the adrenal glands resulting in the 'fight-or-flight' response. It has a role as a hormone, a beta-adrenergic agonist, a bronchodilator agent, a sympathomimetic agent, an alpha-adrenergic agonist, a vasodilator agent, an adrenergic agonist, a mydriatic agent, a vasoconstrictor agent and a mouse metabolite. It is a conjugate base of a (R)-adrenaline(1+). It is an enantiomer of a (S)-adrenaline.
2D Structure
Properties
C9H13NO3
Molecular Formula
183.20
Molecular Weight
g/mol
183.0895
Exact Mass
Da
-1.4
XLogP
Drug-like (Lipinski: < 5)
72.7
TPSA
Good oral absorption (< 140 A²)
4
H-Bond Donors
4
H-Bond Acceptors
154
Complexity
SMILES
Canonical SMILES
SMILES: CNCC(C1=CC(=C(C=C1)O)O)OIsomeric SMILES
SMILES: CNC[C@@H](C1=CC(=C(C=C1)O)O)OSynonyms(20)
epinephrinel-AdrenalineadrenalineAdrenalinLevoepinephrineNephridineEpinefrinaEpipen(-)-AdrenalineAdnephrineChelafrinEpinephranEpirenanRenoform(R)-Adrenaline
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Epinephrine
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