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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL679
CHEMBL679
Compound Name EPINEPHRINE
ChEMBL Synonyms AUVI-Q | ADRENALIN | Medihaler-epi | ADRENALINE | ADRENACLICK | EPINEPHRINE BITARTRATE | Twinject | LEVO-METHYLAMINOETHANOLCATECHOL | Epipen jr. | Bronkaid mist | Epi e z pen jr | ADRENALINE BITARTRATE | EPINEPHRINE HYDROCHLORIDE | BRONITIN MIST | [11C]-Epinephrine | EPINEPHRINE | EPIPEN | Epipen e z pen | Primatene mist | Sus-phrine sulfite-free | Twinject 0.15 | (-)-Epinephrine Bitartrate | Twinject 0.3 | Ana-Kit | BRONITIN | Sus-Phrine
Max Phase 4 (Approved)
Trade Names Ana-Kit | Twinject 0.3 | ADRENALIN | AUVI-Q | EPIPEN | Epipen e z pen | Primatene mist | Sus-phrine sulfite-free | Twinject 0.15 | Medihaler-epi | ADRENACLICK | Bronkaid mist | Epipen jr. | Epi e z pen jr | Epinephrine | BRONITIN MIST | BRONITIN | Sus-Phrine
Molecular Formula C9H13NO3

Additional synonyms for CHEMBL679 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNC[C@H](O)c1ccc(O)c(O)c1
Standard InChI InChI=1S/C9H13NO3/c1-10-5-9(13)6-2-3-7(11)8(12)4-6/h2-4,9-13 ...
Download InChI
Standard InChI Key UCTWMZQNUQWSLP-VIFPVBQESA-N

Sources

  • British National Formulary
  • DrugMatrix
  • Orange Book
  • PubChem BioAssays
  • Scientific Literature
  • TP-search Transporter Database
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL679

Molecule Features

CHEMBL679 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Single Stereoisomer Prodrug:N Oral:N Parenteral:Y Topical:Y Black Box:N Availability Type:Over-The-Counter

Mechanism of Action

Mechanism of Action ChEMBL Target References
Adrenergic receptor agonist Adrenergic receptor DailyMed

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
BRONCHIOLITISD001988HP:0011950BRONCHIOLITIS3ClinicalTrials
CARDIOVASCULAR DISEASESD002318EFO:0000319CARDIOVASCULAR DISEASE4ATC
GLAUCOMAD005901EFO:0000516GLAUCOMA4ATC
DailyMed
ATC
LUNG DISEASES, OBSTRUCTIVED008173HP:0006536OBSTRUCTIVE LUNG DISEASE4ATC
ASTHMAD001249EFO:0000270ASTHMA3ClinicalTrials
NASAL OBSTRUCTIOND015508HP:0001742NASAL OBSTRUCTION4ATC
RHINITISD012220EFO:0005854ALLERGIC RHINITIS4DailyMed
URTICARIAD014581EFO:0005531URTICARIA4DailyMed
BRONCHIAL SPASMD0019864
DEATH, SUDDEN, CARDIACD016757EFO:0004278SUDDEN CARDIAC ARREST3ClinicalTrials
HEART ARRESTD006323EFO:0004278SUDDEN CARDIAC ARREST4DailyMed
HEMORRHAGED006470MP:0001914HEMORRHAGE4ATC
RHINITIS, ALLERGIC, SEASONALD006255EFO:0003956SEASONAL ALLERGIC RHINITIS4DailyMed
SERUM SICKNESSD0127134
SINUSITISD012852EFO:0007486SINUSITIS4DailyMed
ANGIOEDEMAD000799EFO:0005532ANGIOEDEMA4DailyMed

Clinical Data

ClinicalTrials.gov EPINEPHRINE
The Cochrane Collaboration EPINEPHRINE

Compound Bioactivity Summary

Compound Assay Summary

Compound Target Summary

Target Predictions

The two tables below display ChEMBL single-protein targets which are predicted to interact with CHEMBL679. A 1uM and 10 uM cut-off have been applied to ChEMBL bioactivity data used to generate the respective models and the yellow coloured rows correspond to genuine predictions, i.e. targets not included in the original training set for this compound.


1uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 0.998
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.996
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.989
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.987
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.934
CHEMBL1075138 Tyrosyl-DNA phosphodiesterase 1 Homo sapiens 0.864
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.608
CHEMBL5855 Serine/threonine-protein kinase Nek1 Homo sapiens 0.464
CHEMBL3997 Insulin-like growth factor binding protein 3 Homo sapiens 0.322
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.264



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL3754 Beta-2 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 1.000
CHEMBL4031 Beta-3 adrenergic receptor Rattus norvegicus 1.000
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.984
CHEMBL5619 DNA-(apurinic or apyrimidinic site) lyase Homo sapiens 0.977
CHEMBL312 Arachidonate 5-lipoxygenase Rattus norvegicus 0.870
CHEMBL3402 Alkaline phosphatase placental-like Homo sapiens 0.844
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.667
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.612
CHEMBL5855 Serine/threonine-protein kinase Nek1 Homo sapiens 0.382
CHEMBL3997 Insulin-like growth factor binding protein 3 Homo sapiens 0.379
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.369

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
183.2 183.0895 0.37 3 72.72 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
4 4 0 4 4 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.6 9.16 -.54 -2.37 1 13 0.51

Structural Alerts

There are 2 structural alerts for CHEMBL679. To view alerts please click here.

Compound Cross References

ATC C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA24 - epinephrine

A - ALIMENTARY TRACT AND METABOLISM
A01 - STOMATOLOGICAL PREPARATIONS
A01A - STOMATOLOGICAL PREPARATIONS
A01AD - Other agents for local oral treatment
A01AD01 - epinephrine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EA - Sympathomimetics in glaucoma therapy 1)
S01EA51 - epinephrine, combinations

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01E - ANTIGLAUCOMA PREPARATIONS AND MIOTICS
S01EA - Sympathomimetics in glaucoma therapy 1)
S01EA01 - epinephrine

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03A - ADRENERGICS, INHALANTS
R03AA - Alpha- and beta-adrenoreceptor agonists
R03AA01 - epinephrine

R - RESPIRATORY SYSTEM
R01 - NASAL PREPARATIONS
R01A - DECONGESTANTS AND OTHER NASAL PREPARATIONS FOR TOPICAL USE
R01AA - Sympathomimetics, plain
R01AA14 - epinephrine

B - BLOOD AND BLOOD FORMING ORGANS
B02 - ANTIHEMORRHAGICS
B02B - VITAMIN K AND OTHER HEMOSTATICS
B02BC - Local hemostatics
B02BC09 - epinephrine

R - RESPIRATORY SYSTEM
R03 - DRUGS FOR OBSTRUCTIVE AIRWAY DISEASES
R03A - ADRENERGICS, INHALANTS
R03AK - Adrenergics in combination with corticosteroids or other drugs, excl. anticholinergics
R03AK01 - epinephrine and other drugs for obstructive airway diseases

ChemSpider ChemSpider:UCTWMZQNUQWSLP-VIFPVBQESA-N
DailyMed epinephrine epinephrine bitartrate
PubChem SID: 11111154 SID: 144205115 SID: 170464973 SID: 26754418 SID: 26754419 SID: 26754420 SID: 29215202 SID: 90341589
Wikipedia Epinephrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL679



BindingDB 50029050 44818
Brenda 90196 5562 32664
ChEBI 28918
DrugBank DB00668
DrugCentral 1028
eMolecules 475028
EPA CompTox Dashboard DTXSID5022986
FDA SRS YKH834O4BH
Guide to Pharmacology 479
Human Metabolome Database HMDB0000068
IBM Patent System 40734654B2E16D857BE1E32BE4C49D55
KEGG Ligand C00788
Mcule MCULE-9462717294
Metabolights MTBLC28918
Nikkaji J9.224J
PDBe ALE
PharmGKB PA449470
PubChem 5816
PubChem: Thomson Pharma 15171369 15171370
Selleck L-Adrenaline-Epinephrine
SureChEMBL SCHEMBL3814
ZINC ZINC000000039089

UniChem REST Service Call:
https://www.ebi.ac.uk/unichem/rest/verbose_inchikey/UCTWMZQNUQWSLP-VIFPVBQESA-N spacer
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