n
norepinephrine
Chemical compound
Also known as noradrenaline · (-)-norepinephrine · (-)-arterenol · (R)-norepinephrine · (R)-4-(2-amino-1-hydroxyethyl)-1,2-benzenediol · (R)-(-)-norepinephrine
- Formula
- C₈H₁₁NO₃
1
- C₈H₁₁NO₃
- Mass
- 169.0739 Da
Overview
Chemistry
All data
166 statements · 52% with external sources · numbers in brackets are citations
- Isomeric SMILES
- C1=CC(=C(C=C1[C@H](CN)O)O)O
1
- C1=CC(=C(C=C1[C@H](CN)O)O)O
- Canonical SMILES
- C1=CC(=C(C=C1C(CN)O)O)O
1
- C1=CC(=C(C=C1C(CN)O)O)O
- World Health Organisation international non-proprietary name
- norepinephrine
1
- norepinephrine
- Defined daily dose
- 6 milligram route of administration: parenteral route of administration
- Subject has role
- alpha-adrenergic agonist
2
Sources- 1.Stated in NDF-RTRetrieved 2018-03-05
- 2.Stated in Medical Subject HeadingsRetrieved 2018-03-15
- sympathomimetic drug
1
- vasoconstrictor agents
1
- neurotransmitter
- alpha-adrenergic agonist
- Physically interacts with
- Adrenoceptor alpha 1A subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenoceptor alpha 1B subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenoceptor alpha 1D subject has role: agonist
1
- Adrenoceptor alpha 2A subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenoceptor alpha 2B subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenoceptor alpha 2C subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenergic receptor, beta 3 subject has role: agonist
1
- adrenoceptor beta 3 subject has role: agonist
2
Sources- 1.Stated in IUPHAR/BPS Guide to PHARMACOLOGYRetrieved 2016-08-17
- 2.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
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- adrenoceptor beta 2 subject has role: agonist
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenoceptor beta 1 subject has role: agonist
1
Sources- 1.Stated in Open Targets Platformplatform.opentargets.org/drug/CHEMBL1437Retrieved 2023-08-14
- Adrenoceptor alpha 1A subject has role: agonist
- Found in taxon
- potato
- Crataegus monogyna
- Crataegus oxyacantha L. (1753)
- Hololena curta
- Portulaca grandiflora
- Portulaca oleracea
2
Sources- 1.Stated in Determination of noradrenaline and dopamine in Chinese herbal extracts from Portulaca oleracea L. by high-performance liquid chromatography
- 2.Stated in Comparison on hypoglycemic and antioxidant activities of the fresh and dried Portulaca oleracea L. in insulin-resistant HepG2 cells and streptozotocin-induced C57BL/6J diabetic mice
- Musa cavendishii
- Arabidopsis thaliana
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- soybean
- Crataegus laevigata
- Broad Bean
4
Sources- 1.Stated in The identification of gibberellins in immature seeds of Vicia faba, and some chemotaxonomic considerations
- 2.Stated in UHPLC-ESI-QTOF-MS-based metabolic profiling of Vicia faba L. (Fabaceae) seeds as a key strategy for characterization in foodomics
- 3.Stated in Fast responses of metabolites in Vicia faba L. to moderate NaCl stress
- 4.Stated in Kaempferol 3-O-Galactoside, 7-O-Rhamnoside is the Major Green Fluorescing Compound in the Epidermis of Vicia faba
- Significant drug interaction
- linezolid side effect: increased systemic arterial blood pressure
- phenelzine side effect: hypertensive crisis
- trimipramine side effect: heart arrhythmia
- trimipramine side effect: hypertension
- trimipramine side effect: tachycardia
- amitriptyline side effect: heart arrhythmia
- amitriptyline side effect: hypertension
- amitriptyline side effect: tachycardia
Show 9 moreShow less
- (E/Z)-doxepin side effect: heart arrhythmia
- (E/Z)-doxepin side effect: hypertension
- (E/Z)-doxepin side effect: tachycardia
- imipramine side effect: heart arrhythmia
- imipramine side effect: hypertension
- imipramine side effect: tachycardia
- clomipramine side effect: heart arrhythmia
- clomipramine side effect: hypertension
- clomipramine side effect: tachycardia
On other databases
65 identifiers linking norepinephrine across the web's reference databases
- ATC codeC01CA03
- BMRB IDbmse000404
- CAS Registry Number51-41-2
- ChEBI ID18357
- ChEMBL IDCHEMBL1437
- ChemSpider ID388394
- DeCS ID24347
- DrugBank IDDB00368
- DrugCentral ID1960
- DSSTOX compound identifierDTXCID203378
- DSSTox substance IDDTXSID5023378
- EC number200-096-6
- ECHA Substance Infocard ID100.000.088
- Encyclopædia Britannica Online IDscience/norepinephrine
- Foundational Model of Anatomy ID61799
- Freebase ID/m/02kc5hg
- GND ID4171995-5
- Golden ID (archived)Norepinephrine-9JJ4WG
- Google Knowledge Graph ID/g/121p7nmn
- Gran Enciclopèdia Catalana IDnoradrenalina
- Gran Enciclopèdia Catalana ID (former scheme)0126623
- Great Russian Encyclopedia portal IDnoradrenalin-736777
- Guide to Pharmacology Ligand ID505
- HSDB ID7772
- Human Metabolome Database IDHMDB0000216
- InChIInChI=1S/C8H11NO3/c9-4-8(12)5-1-2-6(10)7(11)3-5/h1-3,8,10-12H,4,9H2/t8-/m0/s1
- InChIKeySFLSHLFXELFNJZ-QMMMGPOBSA-N
- J9U entity ID987012431016705171
- JSTOR topic ID (archived)norepinephrine
- KBpedia IDNorepinephrine
- KEGG IDD00076
- KNApSAcK IDC00001424
- Lex IDnoradrenalin
- Library of Congress Authorities IDsh85092392
- MassBank accession IDMSBNK-Fac_Eng_Univ_Tokyo-JP001410
- MeSH descriptor IDD009638
- MeSH tree codeD02.033.100.291.502
- NALT ID4356
- NDF-RT IDN0000147945
- NDL Authority ID00568687
- NE.se IDnoradrenalin
- NSC number757246
- OpenAlex IDC2778514916
- PatientsLikeMe treatment IDnorepinephrine
- PDB ligand IDLNR
- PDB structure ID3DYE
- Probes And Drugs IDPD010223
- PubChem CID439260
- Reaxys registry number4231961
- Römpp online IDRD-14-01654
- RxNorm CUI7512
- ScienceDirect topic IDveterinary-science-and-veterinary-medicine/norepinephrine
- SPLASHsplash10-0udi-0900000000-11725b1d61843966aa7c
- Store medisinske leksikon IDnoradrenalin
- SureChEMBL ID2609
- Treccani IDnoradrenalina
- UK Parliament thesaurus ID473141
- UMLS CUIC0028351
- UniChem compound ID605970
- UNIIX4W3ENH1CV
- WikiProjectMed IDNorepinephrine
- WikiSkripta article ID19757
- WordNet 3.1 Synset ID05415233-n
- YSO ID2262
- ZVG number102540