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ChEMBL Statistics
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Compound Report Card

Compound Name and Classification

Compound ID CHEMBL33720
CHEMBL33720
Compound Name OXEDRINE
ChEMBL Synonyms Synephrine | OXEDRINE
Max Phase 0
Trade Names
Molecular Formula C9H13NO2

Additional synonyms for CHEMBL33720 found using NCI Chemical Identifier Resolver

Compound Representations

Molfile Download MolFile
Canonical SMILES CNCC(O)c1ccc(O)cc1
Standard InChI InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6 ...
Download InChI
Standard InChI Key YRCWQPVGYLYSOX-UHFFFAOYSA-N

Sources

  • PubChem BioAssays
  • Scientific Literature
  • USP Dictionary of USAN and International Drug Names
  • WHO Anatomical Therapeutic Chemical Classification

Alternate Forms of Compound in ChEMBL


CHEMBL33720

Molecule Features

CHEMBL33720 compound icon
Drug Type:Synthetic Small Molecule Rule of Five:Y First In Class:N Chirality:Racemic Mixture Prodrug:N Oral:Unclassified Parenteral:Unclassified Topical:Unclassified Black Box:Unclassified Availability Type:Unclassified

Indications

MESH Heading MESH ID EFO ID EFO Term Max phase for indication References
Cardiovascular DiseasesD002318EFO:0000319cardiovascular disease0ATC
Eye ManifestationsD005132EFO:0005751eye allergy0ATC
ATC

Clinical Data

ClinicalTrials.gov OXEDRINE
The Cochrane Collaboration OXEDRINE

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 CHEMBL33720. 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
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 0.968
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.959
CHEMBL1293237 Bloom syndrome protein Homo sapiens 0.918
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.834
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 0.610
CHEMBL4261 Hypoxia-inducible factor 1 alpha Homo sapiens 0.494
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.466
CHEMBL311 Glutamate [NMDA] receptor subunit epsilon 2 Rattus norvegicus 0.460
CHEMBL222 Norepinephrine transporter Homo sapiens 0.422
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.419
CHEMBL338 Dopamine transporter Rattus norvegicus 0.409



10uM


ChEMBL_ID Target Name Organism Score
CHEMBL210 Beta-2 adrenergic receptor Homo sapiens 1.000
CHEMBL246 Beta-3 adrenergic receptor Homo sapiens 1.000
CHEMBL213 Beta-1 adrenergic receptor Homo sapiens 1.000
CHEMBL3373 Beta-2 adrenergic receptor Bos taurus 1.000
CHEMBL5414 Beta-2 adrenergic receptor Cavia porcellus 1.000
CHEMBL3252 Beta-1 adrenergic receptor Rattus norvegicus 1.000
CHEMBL3251 Nuclear factor NF-kappa-B p105 subunit Homo sapiens 0.997
CHEMBL270 Mu opioid receptor Rattus norvegicus 0.988
CHEMBL2289 Beta-2 adrenergic receptor Canis lupus familiaris 0.971
CHEMBL4400 Beta-3 adrenergic receptor Canis lupus familiaris 0.832
CHEMBL338 Dopamine transporter Rattus norvegicus 0.707
CHEMBL222 Norepinephrine transporter Homo sapiens 0.668
CHEMBL3952 Kappa opioid receptor Cavia porcellus 0.526
CHEMBL5471 Beta-1 adrenergic receptor Cavia porcellus 0.504
CHEMBL311 Glutamate [NMDA] receptor subunit epsilon 2 Rattus norvegicus 0.474

Calculated Compound Parent Properties

Mol. Weight Mol. Weight Monoisotopic ALogP #Rotatable Bonds Polar Surface Area Molecular Species
167.2 167.0946 0.64 3 52.49 BASE


HBA HBD #Ro5 Violations HBA (Lipinski) HBD (Lipinski) #Ro5 Violations (Lipinski)
3 3 0 3 3 0


ACD Acidic pKa ACD Basic pKa ACD LogP ACD LogD pH7.4 Aromatic Rings Heavy Atoms QED Weighted
9.98 9.37 .13 -1.9 1 12 0.62

Structural Alerts

There are no structural alerts for CHEMBL33720

Compound Cross References

ATC S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01G - DECONGESTANTS AND ANTIALLERGICS
S01GA - Sympathomimetics used as decongestants
S01GA06 - oxedrine

S - SENSORY ORGANS
S01 - OPHTHALMOLOGICALS
S01G - DECONGESTANTS AND ANTIALLERGICS
S01GA - Sympathomimetics used as decongestants
S01GA56 - oxedrine, combinations

C - CARDIOVASCULAR SYSTEM
C01 - CARDIAC THERAPY
C01C - CARDIAC STIMULANTS EXCL. CARDIAC GLYCOSIDES
C01CA - Adrenergic and dopaminergic agents
C01CA08 - oxedrine

ChemSpider ChemSpider:YRCWQPVGYLYSOX-UHFFFAOYSA-N
PubChem SID: 144203941 SID: 144208160 SID: 170466681 SID: 17388717 SID: 174007352 SID: 49681813 SID: 50105255 SID: 85231217 SID: 855689 SID: 90340909
Wikipedia Synephrine

UniChem Cross References

View the UniChem Connectivity matches for CHEMBL33720



ACToR 94-07-5 532-80-9 582-84-3
Brenda 137302 90186 95074
ChEBI 29081
ChemicalBook CB1129621
DrugBank DB09203
DrugCentral 3577
eMolecules 594160
EPA CompTox Dashboard DTXSID0030588
Human Metabolome Database HMDB0004826
IBM Patent System 988F709FCA0C42A5384F2E5B718CAA22
KEGG Ligand C04548
LINCS LSM-4956
Mcule MCULE-4991429316
Metabolights MTBLC29081
MolPort MolPort-000-787-358
NIH Clinical Collection SAM001246896
Nikkaji J8.617G
NMRShiftDB 20039276
PubChem 7172
PubChem: Thomson Pharma 15171130
Selleck Synephrine(Oxedrine)
SureChEMBL SCHEMBL146500

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