Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C22H31NO3.ClH |
Molecular Weight | 393.947 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 10 / 10 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.[H][C@@]12C[C@]3([C@H](O)C1=C)[C@@]4([H])C[C@@]5([H])[C@@]6([C@@H](O)CC[C@@]5(C)CN(CC)[C@]46[H])[C@]3([H])CC2=O
InChI
InChIKey=OBBXHDIDARFQEV-SRVKNAIVSA-N
InChI=1S/C22H31NO3.ClH/c1-4-23-10-20(3)6-5-17(25)22-15(20)7-13(18(22)23)21-9-12(11(2)19(21)26)14(24)8-16(21)22;/h12-13,15-19,25-26H,2,4-10H2,1,3H3;1H/t12-,13+,15-,16-,17+,18-,19-,20+,21+,22+;/m1./s1
Songorine is a diterpenoid alkaloid which can be isolated from the genus Aconitum. Songorin has demonstrated anti-inflammatory, anti-anxiolytic and the ability to promote wound healing. The Anti-anxiolytic properties appear to be linked to the agonistic activity of the Dopamine D2 receptor as shown in rat hippocampal slices. The wound healing effect is the result of songorine's ability to stimulate the development of mesenchymal progenitor cells, although the exact mechanism of action remains unclear.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26468026
Curator's Comment: referenced study was conducted in rat
Originator
Sources: https://www.ncbi.nlm.nih.gov/pubmed/5864714
Curator's Comment: Faculty of Pharmaceutical Sciences, University of Tokyo
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: GO:0004890 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12524165 |
19.6 µM [IC50] | ||
Target ID: P61169 Gene ID: 24318.0 Gene Symbol: Drd2 Target Organism: Rattus norvegicus (Rat) Sources: https://www.ncbi.nlm.nih.gov/pubmed/9806328 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Role of NF-κB/IKK-dependent signaling in functional stimulation of mesenchymal progenitor cells by alkaloid songorine. | 2015 Mar |
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Involvement of PI3K, MAPK ERK1/2 and p38 in Functional Stimulation of Mesenchymal Progenitor Cells by Alkaloid Songorine. | 2015 May |
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Role of JNK and Involvement of p53 in Stimulation of Growth Potential Realization of Mesenchymal Precursor Cells by Alkaloid Songorine. | 2015 Nov |
|
Role of cAMP- and IKK-2-Dependent Signaling Pathways in Functional Stimulation of Mesenchymal Progenitor Cells with Alkaloid Songorine. | 2015 Sep |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/26342165
Curator's Comment: the referenced study was conducted on rat
In pharmacokinetic study, rats were administered 5.0 mg/kg intravenously
Route of Administration:
Intravenous
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9806328
Rat hippocampal slices (400 micro-m thick) were submerged in a brain slice recording chamber immersed flowing ACSF (32 deg-C, 3-4 mL/min). Stimulus-evoked population spikes and field e.p.s.p.'s were recorded with electrodes in the stratum pyramidale and stratum radiatum area of CA1, respectively. Songorine stock was dissolved in DMSO at a concentration of 1 mM. Experimental concentrations between 1 - 100 micro-M were prepared by dilution with ACSF. At concentrations between 10 -100 micro-M songorine induced a concentration-dependent increase in the amplitude of the orthodromic population spike and of the field e.p.s.p. The effect was not reversed by 90 min of washout. However, Songorine did not affect the size and shape of the presynaptic fiber spike indicating that the enhancement of the synaptic response is not a consequence of increased afferent excitability. The antidromically evoked population spike was no affected by songorine at concentrations up to 100 micro-M suggesting that the enhancement of the orthodromic population spike and of the field e.p.s.p. was not due to an increase in pyramidal cell excitability. The inclusion of the NMDA receptor antagonist (D-AP5) did not alter the effects of songorine. However, both dopamine D2 receptor antagonists Sulpride (0.1 micro-M) and Haloperidol (10 micro M) abolished the songorine effect. The effects of Songorine were closely mimicked by the dopamine releaser, amantadine (100 mM). Finally, the effects of songorine were unaltered by the inclusion of the selective D1 receptor antagonist, SCH23390. These results suggest that songorine enhances excitatory synaptic transmission which may be due to an agonist action at D2 receptors.
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m10113
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86278186
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51064-89-2
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48543X080T
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SUBSTANCE RECORD