Details
| Stereochemistry | MIXED |
| Molecular Formula | C24H34N2O4.2Br |
| Molecular Weight | 574.346 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 0 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Br-].[Br-].C[N+]1(C)CCOC(O)(C1)C2=CC=C(C=C2)C3=CC=C(C=C3)C4(O)C[N+](C)(C)CCO4
InChI
InChIKey=OPYKHUMNFAMIBL-UHFFFAOYSA-L
InChI=1S/C24H34N2O4.2BrH/c1-25(2)13-15-29-23(27,17-25)21-9-5-19(6-10-21)20-7-11-22(12-8-20)24(28)18-26(3,4)14-16-30-24;;/h5-12,27-28H,13-18H2,1-4H3;2*1H/q+2;;/p-2
| Molecular Formula | C24H32N2O4 |
| Molecular Weight | 412.5219 |
| Charge | 0 |
| Count |
|
| Stereochemistry | MIXED |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 4 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | BrH |
| Molecular Weight | 80.912 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Choline uptake |
18.0 nM [IC50] | ||
Target ID: CHEMBL256 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16250647 |
12.0 nM [IC50] |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Control of choline oxidation in rat kidney mitochondria. | 2009-09 |
|
| Characterization of choline uptake in prostate cancer cells following bicalutamide and docetaxel treatment. | 2009-09 |
|
| The solute carrier 44A1 is a mitochondrial protein and mediates choline transport. | 2009-08 |
|
| Consumption of a high-fat diet in adulthood ameliorates the effects of neonatal parathion exposure on acetylcholine systems in rat brain regions. | 2009-06 |
|
| Fat chance? A high-fat diet may offset the effects of developmental neurotoxicity. | 2009-06 |
|
| Molecular and functional characterization of choline transporter in rat renal tubule epithelial NRK-52E cells. | 2009-05-01 |
|
| Modulation of choline kinase activity in human cancer cells observed by dynamic 31P NMR. | 2009-05 |
|
| Choline transport via choline transporter-like protein 1 in conditionally immortalized rat syncytiotrophoblast cell lines TR-TBT. | 2009-04 |
|
| Mutant SOD1 impairs axonal transport of choline acetyltransferase and acetylcholine release by sequestering KAP3. | 2009-03-01 |
|
| Estrogen effects on high-affinity choline uptake in primary cultures of rat basal forebrain. | 2009-02 |
|
| Exposure of neonatal rats to parathion elicits sex-selective impairment of acetylcholine systems in brain regions during adolescence and adulthood. | 2008-10 |
|
| The epithelial cholinergic system of the airways. | 2008-08 |
|
| Choline, CDP-choline or phosphocholine increases plasma glucagon in rats: involvement of the peripheral autonomic nervous system. | 2008-07-28 |
|
| Loss of muscarinic autoreceptor function impairs long-term depression but not long-term potentiation in the striatum. | 2008-06-11 |
|
| Adolescent nicotine treatment changes the response of acetylcholine systems to subsequent nicotine administration in adulthood. | 2008-05-15 |
|
| Choline availability and acetylcholine synthesis in the hippocampus of acetylcholinesterase-deficient mice. | 2008-05 |
|
| Release of acetylcholine by syringin, an active principle of Eleutherococcus senticosus, to raise insulin secretion in Wistar rats. | 2008-03-28 |
|
| Neonatal exposure to low doses of diazinon: long-term effects on neural cell development and acetylcholine systems. | 2008-03 |
|
| Complex of amyloid beta peptides with 24-hydroxycholesterol and its effect on hemicholinium-3 sensitive carriers. | 2008-03 |
|
| Decreased biosynthesis of lung surfactant constituent phosphatidylcholine due to inhibition of choline transporter by gefitinib in lung alveolar cells. | 2008-02 |
|
| Peripheral administration of CDP-choline and its cholinergic metabolites increases serum insulin: muscarinic and nicotinic acetylcholine receptors are both involved in their actions. | 2008-01-24 |
|
| Developmental neurotoxic effects of chlorpyrifos on acetylcholine and serotonin pathways in an avian model. | 2008-01-07 |
|
| Characterization of ouabain-induced noradrenaline and acetylcholine release from in situ cardiac autonomic nerve endings. | 2007-12 |
|
| Separate or sequential exposure to nicotine prenatally and in adulthood: persistent effects on acetylcholine systems in rat brain regions. | 2007-09-14 |
|
| Comparative effects of aluminum and ouabain on synaptosomal choline uptake, acetylcholine release and (Na+/K+)ATPase. | 2007-07-17 |
|
| Deficits in acetylcholine homeostasis, receptors and behaviors in choline transporter heterozygous mice. | 2007-07 |
|
| Permanent, sex-selective effects of prenatal or adolescent nicotine exposure, separately or sequentially, in rat brain regions: indices of cholinergic and serotonergic synaptic function, cell signaling, and neural cell number and size at 6 months of age. | 2007-05 |
|
| The involvement of the central cholinergic system in the pressor and bradycardic effects of centrally administrated melittin in normotensive conscious rats. | 2007-04 |
|
| Increase of acetylcholine release by Panax ginseng root enhances insulin secretion in Wistar rats. | 2007-01-29 |
|
| Na+, Cl-, and pH dependence of the human choline transporter (hCHT) in Xenopus oocytes: the proton inactivation hypothesis of hCHT in synaptic vesicles. | 2006-09-27 |
|
| Inhibitory effect of hemicholinium-3 on presynaptic nicotinic acetylcholine receptors located on the terminal region of myenteric motoneurons. | 2006-09 |
|
| Release of acetylcholine by Hon-Chi to raise insulin secretion in Wistar rats. | 2006-08-14 |
|
| Release of acetylcholine to raise insulin secretion in Wistar rats by oleanolic acid, one of the active principles contained in Cornus officinalis. | 2006-08-14 |
|
| Acetyl-L-carnitine protects striatal neurons against in vitro ischemia: the role of endogenous acetylcholine. | 2006-06 |
|
| Comparative developmental neurotoxicity of organophosphate insecticides: effects on brain development are separable from systemic toxicity. | 2006-05 |
|
| Choline transport for phospholipid synthesis. | 2006-05 |
|
| Cortical choline transporter function measured in vivo using choline-sensitive microelectrodes: clearance of endogenous and exogenous choline and effects of removal of cholinergic terminals. | 2006-04 |
|
| Sex-dependent actions of amyloid beta peptides on hippocampal choline carriers of postnatal rats. | 2006-03 |
|
| Increase of insulin secretion by ginsenoside Rh2 to lower plasma glucose in Wistar rats. | 2006-02-01 |
|
| Functional characterization of Na+-independent choline transport in primary cultures of neurons from mouse cerebral cortex. | 2006-01-30 |
|
| Lasting effects of developmental dexamethasone treatment on neural cell number and size, synaptic activity, and cell signaling: critical periods of vulnerability, dose-effect relationships, regional targets, and sex selectivity. | 2006-01 |
|
| The Ras/Raf-1/MEK1/ERK signaling pathway coupled to integrin expression mediates cholinergic regulation of keratinocyte directional migration. | 2005-11-25 |
|
| Chronic treatment with amyloid beta(1-42) inhibits non-cholinergic high-affinity choline transport in NG108-15 cells through protein kinase C signaling. | 2005-11-16 |
|
| Molecular and functional characterization of an Na+-independent choline transporter in rat astrocytes. | 2005-09 |
|
| The lateral septal area is involved in the pressor pathway activated by microinjection of norepinephrine into the rat brain cingulate cortex. | 2005-09 |
|
| 3D-QSAR study of bis-azaaromatic quaternary ammonium analogs at the blood-brain barrier choline transporter. | 2005-07-01 |
|
| Donepezil, tacrine and alpha-phenyl-n-tert-butyl nitrone (PBN) inhibit choline transport by conditionally immortalized rat brain capillary endothelial cell lines (TR-BBB). | 2005-04 |
|
| Extracellular protons differentially potentiate the responses of native AMPA receptor subtypes regulating neurotransmitter release. | 2005-01 |
|
| Molecular cloning and functional characterization of a neuronal choline transporter from Trichoplusia ni. | 2005-01 |
|
| CDP-choline increases plasma ACTH and potentiates the stimulated release of GH, TSH and LH: the cholinergic involvement. | 2004-10 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 22:04:39 GMT 2025
by
admin
on
Mon Mar 31 22:04:39 GMT 2025
|
| Record UNII |
65NY3I7ZD0
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
9399
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | |||
|
DTXSID80883358
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | |||
|
Hemicholinium-3
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | |||
|
312-45-8
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | |||
|
m5948
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | Merck Index | ||
|
527583
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | |||
|
65NY3I7ZD0
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY | |||
|
206-227-3
Created by
admin on Mon Mar 31 22:04:39 GMT 2025 , Edited by admin on Mon Mar 31 22:04:39 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |