CHEBI:40751 - (S)-adrenaline

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name (S)-adrenaline
ChEBI ID CHEBI:40751
ChEBI ASCII Name (S)-adrenaline
Definition The S-enantiomer of adrenaline.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:40743, CHEBI:30615
Supplier Information
Download Molfile XML SDF
Formula C9H13NO3
Net Charge 0
Average Mass 183.20446
Monoisotopic Mass 183.08954
InChI InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13H,5H2,1H3/t9-/m1/s1
InChIKey UCTWMZQNUQWSLP-SECBINFHSA-N
SMILES CNC[C@@H](O)c1ccc(O)c(O)c1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
(via adrenaline )
molecular messenger

(via monoamine molecular messenger )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-adrenaline (CHEBI:40751) is a adrenaline (CHEBI:33568)
(S)-adrenaline (CHEBI:40751) is enantiomer of (R)-adrenaline (CHEBI:28918)
Incoming (R)-adrenaline (CHEBI:28918) is enantiomer of (S)-adrenaline (CHEBI:40751)
IUPAC Name
4-[(1S)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
Synonyms Sources
(+)-3,4-dihydroxy-α-((methylamino)methyl)benzyl alcohol ChemIDplus
(+)-adrenaline IUPHAR
(S)-(+)-adrenaline ChEBI
(S)-4-(1-hydroxy-2-(methylamino)ethyl)pyrocatechol ChemIDplus
(S)-adrenaline UniProt
d-adrenaline ChemIDplus
d-epinephrine ChemIDplus
Manual Xref Database
ALE PDBeChem
View more database links
Registry Numbers Types Sources
150-05-0 CAS Registry Number ChemIDplus
2938799 Beilstein Registry Number ChemIDplus
2938799 Reaxys Registry Number Reaxys
Last Modified
26 August 2014