Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C16H21NO3 |
Molecular Weight | 275.3428 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CO[C@H]1CC=C2CCN3CCC4=C(CC(=O)OC4)[C@]23C1
InChI
InChIKey=ALSKYCOJJPXPFS-BBRMVZONSA-N
InChI=1S/C16H21NO3/c1-19-13-3-2-12-5-7-17-6-4-11-10-20-15(18)8-14(11)16(12,17)9-13/h2,13H,3-10H2,1H3/t13-,16-/m0/s1
Molecular Formula | C16H21NO3 |
Molecular Weight | 275.3428 |
Charge | 0 |
Count |
|
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 2 / 2 |
E/Z Centers | 0 |
Optical Activity | UNSPECIFIED |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/13936717Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27940077 | https://www.ncbi.nlm.nih.gov/pubmed/23561269 | https://www.ncbi.nlm.nih.gov/pubmed/24187998
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13936717
Curator's Comment: The description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/27940077 | https://www.ncbi.nlm.nih.gov/pubmed/23561269 | https://www.ncbi.nlm.nih.gov/pubmed/24187998
Dihydro-β-erythroidine is a competitive nicotinic acetylcholine receptor antagonist with moderate selectivity for the neuronal α4 receptor subunit. Dihydro-β-erythroidine have curare-like effects at peripheral nicotinic receptors, which include severe respiratory depression. Thus in vivo behavioral studies using Dihydro-β-erythroidine are limited. Dihydro-β-erythroidine antagonizes behavioral effects of nicotine in vivo. After s.c. administration, Dihydro-β-erythroidine was potent in blocking nicotine's effects except for antinociception. Intrathecal injection of Dihydro-β-erythroidine was effective in blocking the antinociceptive effect of nicotine.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL1907589 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23561269 |
20.0 nM [IC50] | ||
Target ID: CHEMBL3038461 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23561269 |
11.0 nM [IC50] | ||
Target ID: CHEMBL2492 Sources: https://www.ncbi.nlm.nih.gov/pubmed/24187998 |
10.5 µM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13936717
Single dose is 200 mg (total dose) and 6 mg per kg.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8863500
Oocytes were perfused at room temperature (20—25°C), in a 300-mkl chamber with perfusion solution [115 mM NaC1, 1.8 mM CaC12, 2.5 mM KC1, 10 mM HEPES (pH 7.2), and 1.0 mkM atropine 1. Perfusion was at a continuous rate of ~20 ml/min. ACh was diluted in perfusion solution, and the oocytes were exposed to ACh for ~10 s, using a solenoid valve. DH/3E sensitivity was tested by measuring the reduction of ACh-induced current responses when Dihydro-β-erythroidine was coapplied with ACh. The ACh-induced response recorded during coapplication with Dihydro-β-erythroidine is reported as a percentage of the response to ACh alone.
Current responses to agonist application were measured under two-electrode voltage-clamp using a Knight Industrial Technologies (Miami, FL, U.S.A.) unit. All experiments were conducted at a holding potential of —70 mV, except for someof the ACh dose—responseand Dihydro-β-erythroidine dose—inhibition experiments involving alpha4/beta2 and alpha2/beta4, which were done at —30 mY. We have found that pharmacological measurements are identical at both holding potentials.
Micropipettes were filled with 3 M KC1 and had resistances of 0.5—3.0 M. Agonist-induced responses were captured, stored, and analyzed on a Macintosh IIci computer using a data acquisition program written with LabVIEW (National Instruments) and LIBI (University of Arizona) software
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 09:13:05 GMT 2023
by
admin
on
Sat Dec 16 09:13:05 GMT 2023
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Record UNII |
RBN56W7U63
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Record Status |
Validated (UNII)
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Record Version |
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m4462
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23255-54-1
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