LEVONORDEFRIN

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Synonyms
Status
Molecule Category UNKNOWN
UNII V008L6478D
EPA CompTox DTXSID6046349

Structure

InChI Key GEFQWZLICWMTKF-CDUCUWFYSA-N
Smiles C[C@H](N)[C@H](O)c1ccc(O)c(O)c1
InChI
InChI=1S/C9H13NO3/c1-5(10)9(13)6-2-3-7(11)8(12)4-6/h2-5,9,11-13H,10H2,1H3/t5-,9-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C9H13NO3
Molecular Weight 183.21
AlogP 0.48
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 4.0
Number of Rotational Bond 2.0
Polar Surface Area 86.71
Molecular species BASE
Aromatic Rings 1.0
Heavy Atoms 13.0

Pharmacology

Mechanism of Action Action Reference
Adrenergic receptor alpha-2 agonist AGONIST ISBN Wikipedia
Protein: Adrenergic receptor alpha-2
Description: Alpha-2A adrenergic receptor
Organism : Homo sapiens
P08913 ENSG00000150594
Protein: Adrenergic receptor alpha-2
Description: Alpha-2B adrenergic receptor
Organism : Homo sapiens
P18089 ENSG00000274286
Protein: Adrenergic receptor alpha-2
Description: Alpha-2C adrenergic receptor
Organism : Homo sapiens
P18825 ENSG00000184160
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Membrane receptor Family A G protein-coupled receptor Small molecule receptor (family A GPCR) Monoamine receptor Adrenergic receptor
776 - - 3600-9221 -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - 59
Assay Description Organism Bioactivity Reference
Displacement of [3H]clonidine from Alpha-2 adrenergic receptor of rat brain membranes Rattus norvegicus 7.7 nM
Effective concentration for inhibition of neurotransmission in field-stimulated, reserpine-pretreated guinea pig ileum. None 19.0 nM
Effective dose for contraction of reserpine-pretreated rat vas deferens. None 776.0 nM
Alpha-2 adrenergic receptor binding affinity was tested against membrane preparations of rat brain. None 205.0 nM
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 58.62 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 80.26 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens 21.84 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 -7.504 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.06 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus 0.06 %

Related Entries

Cross References

Resources Reference
ChEBI 10304
ChEMBL CHEMBL677
DrugBank DB06707
DrugCentral 4482
FDA SRS V008L6478D
Human Metabolome Database HMDB0015652
Guide to Pharmacology 508
KEGG C11768
PharmGKB PA165958380
PubChem 164739
SureChEMBL SCHEMBL119171
ZINC ZINC000000034157
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