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16562-14-4 | 6H-Dibenzo[a,g]quinolizine-2,10-diol, 5,8,13,13a-tetrahydro-3,9-dimethoxy-
CAS No: 16562-14-4 Catalog No: AG001W9F MDL No:
Product Description
Catalog Number:
AG001W9F
Chemical Name:
6H-Dibenzo[a,g]quinolizine-2,10-diol, 5,8,13,13a-tetrahydro-3,9-dimethoxy-
CAS Number:
16562-14-4
Molecular Formula:
C19H21NO4
Molecular Weight:
327.3743
IUPAC Name:
3,9-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,10-diol
InChI:
InChI=1S/C19H21NO4/c1-23-18-8-12-5-6-20-10-14-11(3-4-16(21)19(14)24-2)7-15(20)13(12)9-17(18)22/h3-4,8-9,15,21-22H,5-7,10H2,1-2H3
InChI Key:
JKPISQIIWUONPB-UHFFFAOYSA-N
SMILES:
COc1cc2CCN3C(c2cc1O)Cc1c(C3)c(OC)c(cc1)O
Properties
Complexity:
447
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
327.147g/mol
Formal Charge:
0
Heavy Atom Count:
24
Hydrogen Bond Acceptor Count:
5
Hydrogen Bond Donor Count:
2
Isotope Atom Count:
0
Molecular Weight:
327.38g/mol
Monoisotopic Mass:
327.147g/mol
Rotatable Bond Count:
2
Topological Polar Surface Area:
62.2A^2
Undefined Atom Stereocenter Count:
1
Undefined Bond Stereocenter Count:
0
XLogP3:
2.6
Literature
| Title | Journal |
|---|---|
| l-Stepholidine-induced excitation of dopamine neurons in rat ventral tegmental area is associated with its 5-HT(1A) receptor partial agonistic activity. | Synapse (New York, N.Y.) 20110501 |
| L-stepholidine reduced L-DOPA-induced dyskinesia in 6-OHDA-lesioned rat model of Parkinson's disease. | Neurobiology of aging 20100601 |
| Enantioselective total synthesis of (-)-(S)-stepholidine. | The Journal of organic chemistry 20091204 |
| D(1)/D(2) receptor-targeting L-stepholidine, an active ingredient of the Chinese herb Stephonia, induces non-rapid eye movement sleep in mice. | Pharmacology, biochemistry, and behavior 20091101 |
| Evaluation of the antipsychotic effect of bi-acetylated l-stepholidine (l-SPD-A), a novel dopamine and serotonin receptor dual ligand. | Schizophrenia research 20091101 |
| Oral bioavailability and brain penetration of (-)-stepholidine, a tetrahydroprotoberberine agonist at dopamine D(1) and antagonist at D(2) receptors, in rats. | British journal of pharmacology 20091101 |
| [Five alkaloids from vine stems of Diploclisia affinis]. | Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20081101 |
| The antipsychotic potential of l-stepholidine--a naturally occurring dopamine receptor D1 agonist and D2 antagonist. | Psychopharmacology 20080801 |
| Recent development in studies of tetrahydroprotoberberines: mechanism in antinociception and drug addiction. | Cellular and molecular neurobiology 20080601 |
| Downregulated NM23-H1 expression is associated with intracranial invasion of nasopharyngeal carcinoma. | British journal of cancer 20080129 |
| Dopamine D1 receptor agonist and D2 receptor antagonist effects of the natural product (-)-stepholidine: molecular modeling and dynamics simulations. | Biophysical journal 20070901 |
| Chinese herbs and herbal extracts for neuroprotection of dopaminergic neurons and potential therapeutic treatment of Parkinson's disease. | CNS & neurological disorders drug targets 20070801 |
| Effects of (-)-stepholidine on NMDA receptors: comparison with haloperidol and clozapine. | Acta pharmacologica Sinica 20070701 |
| Quantification of l-stepholidine in rat brain and plasma by high performance liquid chromatography combined with fluorescence detection. | Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070501 |
| l-Stepholidine increases the frequency of sEPSC via the activation of D1 dopamine signaling pathway in rat prelimbic cortical neurons. | Acta pharmacologica Sinica 20070501 |
| The effect of L-stepholidine, a novel extract of Chinese herb, on the acquisition, expression, maintenance, and re-acquisition of morphine conditioned place preference in rats. | Neuropharmacology 20070201 |
| Recent developments in studies of l-stepholidine and its analogs: chemistry, pharmacology and clinical implications. | Current medicinal chemistry 20070101 |
| Effects of (-)stepholidine in animal models for schizophrenia. | Acta pharmacologica Sinica 20060901 |
| Acetylcholinesterase inhibitors from Stephania venosa tuber. | The Journal of pharmacy and pharmacology 20060501 |
| Stepholidine protects against H2O2 neurotoxicity in rat cortical neurons by activation of Akt. | Neuroscience letters 20050805 |
| Effects of l-stepholidine on forebrain Fos expression: comparison with clozapine and haloperidol. | Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20050201 |
| Recent pharmacological studies on natural products in China. | European journal of pharmacology 20041001 |
| Miscellaneous treatments for neuroleptic-induced tardive dyskinesia. | The Cochrane database of systematic reviews 20030101 |
| (-)-Stepholidine promotes proliferation and neuronal differentiation of rat embryonic striatal precursor cells in vitro. | Neuroreport 20021115 |
| (-)-Stepholidine: a potential novel antipsychotic drug with dual D1 receptor agonist and D2 receptor antagonist actions. | Trends in pharmacological sciences 20020101 |
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