The Drug Ontology

Last uploaded: November 15, 2024
Preferred Name

(R)-adrenaline
Synonyms

epinephrine

4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol

(R)-(-)-Adnephrine

(R)-(-)-Epinephrine

(R)-(-)-adrenaline

(-)-adrenaline

(R)-(-)-Epirenamine

(-)-3,4-dihydroxy-alpha-((methylamino)methyl)benzyl alcohol

levoepinephrine

L-Adrenaline

epinephrinum

(R)-(-)-Adrenaline

(-)-(R)-epinephrine

Adrenalin

Epinephrin

Epipen

Epipen JR

Primatene

adrenaline

epinefrina

4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol

Definitions

The R-enantiomer of adrenaline. It is a hormone secreted by the adrenal glands resulting in the 'fight-or-flight' response.

ID

http://purl.obolibrary.org/obo/CHEBI_28918

alternative label

epinephrine

4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol

(R)-(-)-Adnephrine

(R)-(-)-Epinephrine

(R)-(-)-adrenaline

(-)-adrenaline

(R)-(-)-Epirenamine

(-)-3,4-dihydroxy-alpha-((methylamino)methyl)benzyl alcohol

levoepinephrine

L-Adrenaline

epinephrinum

(R)-(-)-Adrenaline

(-)-(R)-epinephrine

Adrenalin

Epinephrin

Epipen

Epipen JR

Primatene

adrenaline

epinefrina

4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol

charge

0

database_cross_reference

PMID:23066296

PMID:23130169

MetaCyc:L-EPINEPHRINE

PMID:22826982

HMDB:HMDB0000068

PMID:18325983

PMID:22429969

KEGG:C00788

PMID:23164182

PMID:23185846

PMID:21963816

PMID:22905594

PMID:22425731

PMID:22623754

PMID:22569014

KEGG:D00095

KNApSAcK:C00029643

PMID:22940899

DrugBank:DB00668

Wikipedia:Epinephrine

PMID:22405854

PMID:22895980

PMID:22115931

Beilstein:2368277

PMID:22898765

CAS:51-43-4

Drug_Central:1028

Reaxys:2368277

PMID:29438107

definition

The R-enantiomer of adrenaline. It is a hormone secreted by the adrenal glands resulting in the 'fight-or-flight' response.

formula

C9H13NO3

has role

http://purl.obolibrary.org/obo/CHEBI_35524

http://purl.obolibrary.org/obo/CHEBI_35569

http://purl.obolibrary.org/obo/CHEBI_50513

http://purl.obolibrary.org/obo/CHEBI_35620

http://purl.obolibrary.org/obo/CHEBI_35522

http://purl.obolibrary.org/obo/CHEBI_75771

http://purl.obolibrary.org/obo/CHEBI_24621

http://purl.obolibrary.org/obo/CHEBI_35523

http://purl.obolibrary.org/obo/CHEBI_50514

has_alternative_id

CHEBI:23928

CHEBI:1942

has_exact_synonym

4-[(1R)-1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol

has_obo_namespace

chebi_ontology

has_related_synonym

epinephrine

4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]-1,2-benzenediol

(R)-(-)-Adnephrine

(R)-(-)-Epinephrine

(R)-(-)-adrenaline

(-)-adrenaline

(R)-(-)-Epirenamine

(-)-3,4-dihydroxy-alpha-((methylamino)methyl)benzyl alcohol

levoepinephrine

L-Adrenaline

epinephrinum

(R)-(-)-Adrenaline

(-)-(R)-epinephrine

Adrenalin

Epinephrin

Epipen

Epipen JR

Primatene

adrenaline

epinefrina

has_RxCUI

3992

id

CHEBI:28918

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

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-/m0/s1

inchikey

UCTWMZQNUQWSLP-VIFPVBQESA-N

is conjugate base of

http://purl.obolibrary.org/obo/CHEBI_71406

is enantiomer of

http://purl.obolibrary.org/obo/CHEBI_40751

label

(R)-adrenaline

mass

183.20440

monoisotopicmass

183.08954

notation

CHEBI:28918

prefLabel

(R)-adrenaline

smiles

CNC[C@H](O)c1ccc(O)c(O)c1

subClassOf

http://purl.obolibrary.org/obo/CHEBI_194548

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http://purl.obolibrary.org/obo/CHEBI_28918 UBERON SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 OBA SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 PDRO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 DINTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 DTO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 GO-PLUS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 BERO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 DDSS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 BIOMODELS SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 UPHENO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 CHEBI SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 NIFSTD SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 HINO SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 ZP SAME_URI
http://purl.obolibrary.org/obo/CHEBI_28918 UBERON LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 OBA LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 DINTO LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 DTO LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 GO-PLUS LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 BERO LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 DDSS LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 BIOMODELS LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 UPHENO LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 NIFSTD LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 HINO LOOM
http://purl.obolibrary.org/obo/CHEBI_28918 ZP LOOM
http://purl.obolibrary.org/obo/UPa_UPC00788 UPA LOOM